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  <cached-name>CMP-3-Deoxy-D-Manno-Octulosonate (CMP-Kdo) Biosynthesis</cached-name>
  <cached-description>CMP-3-deoxy-D-manno-octulosonate (CMP-Kdo) biosynthesis is a pathway that occurs in the cytosol by which D-ribulose 5-phosphate becomes CMP-3-deoxy-D-manno-octulosonate (CMP-Kdo).  Kdo is a component in the plant cell wall, specifically of pectic polysaccharide rhamnogalacturonan II.  First, arabinose-5-phosphate isomerase catalyzes the conversion of D-ribulose 5-phosphate to D-arabinose 5-phosphate.  Second, D-arabinose 5-phosphate is spontaneously converted into D-arabinofuranose 5-phosphate.  Third, 3-deoxy-8-phosphooctulonate synthase converts D-arabinofuranose 5-phosphate into 3-deoxy-D-manno-octulosonate 8-phosphate (KDO-8P). This enzme is a homotetramer.  Fourth, the predicted enzyme 3-deoxy-manno-octulosonate-8-phosphatase (coloured orange in the image) is theorized to catalyze the conversion of 3-deoxy-D-manno-octulosonate 8-phosphate (KDO-8P) into 3-deoxy-D-manno-2-octulosonate (Kdo).  The last reaction is localized to the mitochondria outer membrane whereby 3-deoxy-manno-octulosonate cytidylyltransferase (coloured dark green in the image) catalyzes the conversion of 3-deoxy-D-manno-2-octulosonate (Kdo) into CMP-3-deoxy-D-manno-octulosonate (CMP-Kdo). This enzyme requires a magnesium ion as a cofactor.</cached-description>
  <cached-subject>Metabolic</cached-subject>
  <pw-id>PW012919</pw-id>
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          <name>CMP-3-Deoxy-D-Manno-Octulosonate (CMP-Kdo) Biosynthesis</name>
          <description>CMP-3-deoxy-D-manno-octulosonate (CMP-Kdo) biosynthesis is a pathway that occurs in the cytosol by which D-ribulose 5-phosphate becomes CMP-3-deoxy-D-manno-octulosonate (CMP-Kdo).  Kdo is a component in the plant cell wall, specifically of pectic polysaccharide rhamnogalacturonan II.  First, arabinose-5-phosphate isomerase catalyzes the conversion of D-ribulose 5-phosphate to D-arabinose 5-phosphate.  Second, D-arabinose 5-phosphate is spontaneously converted into D-arabinofuranose 5-phosphate.  Third, 3-deoxy-8-phosphooctulonate synthase converts D-arabinofuranose 5-phosphate into 3-deoxy-D-manno-octulosonate 8-phosphate (KDO-8P). This enzme is a homotetramer.  Fourth, the predicted enzyme 3-deoxy-manno-octulosonate-8-phosphatase (coloured orange in the image) is theorized to catalyze the conversion of 3-deoxy-D-manno-octulosonate 8-phosphate (KDO-8P) into 3-deoxy-D-manno-2-octulosonate (Kdo).  The last reaction is localized to the mitochondria outer membrane whereby 3-deoxy-manno-octulosonate cytidylyltransferase (coloured dark green in the image) catalyzes the conversion of 3-deoxy-D-manno-2-octulosonate (Kdo) into CMP-3-deoxy-D-manno-octulosonate (CMP-Kdo). This enzyme requires a magnesium ion as a cofactor.</description>
          <subject>Metabolic</subject>
          <species-id type="integer">4</species-id>
          <references>
            <reference>
              <id type="integer">5716</id>
              <pubmed-id>23974348</pubmed-id>
              <text>Smyth KM, Marchant A: Conservation of the 2-keto-3-deoxymanno-octulosonic acid (Kdo) biosynthesis pathway between plants and bacteria. Carbohydr Res. 2013 Oct 18;380:70-5. doi: 10.1016/j.carres.2013.07.006. Epub 2013 Jul 20.</text>
              <element-id type="integer">12714</element-id>
              <element-type>Pathway</element-type>
            </reference>
          </references>
          <references>
            <reference>
              <id type="integer">5717</id>
              <pubmed-id>18503041</pubmed-id>
              <text>Delmas F, Seveno M, Northey JG, Hernould M, Lerouge P, McCourt P, Chevalier C: The synthesis of the rhamnogalacturonan II component 3-deoxy-D-manno-2-octulosonic acid (Kdo) is required for pollen tube growth and elongation. J Exp Bot. 2008;59(10):2639-47. doi: 10.1093/jxb/ern118. Epub 2008 May 23.</text>
              <element-id type="integer">12714</element-id>
              <element-type>Pathway</element-type>
            </reference>
          </references>
          <references>
            <reference>
              <id type="integer">5718</id>
              <pubmed-id>21893514</pubmed-id>
              <text>Kobayashi M, Kouzu N, Inami A, Toyooka K, Konishi Y, Matsuoka K, Matoh T: Characterization of Arabidopsis CTP:3-deoxy-D-manno-2-octulosonate cytidylyltransferase (CMP-KDO synthetase), the enzyme that activates KDO during rhamnogalacturonan II biosynthesis. Plant Cell Physiol. 2011 Oct;52(10):1832-43. doi: 10.1093/pcp/pcr120. Epub 2011 Sep 4.</text>
              <element-id type="integer">12714</element-id>
              <element-type>Pathway</element-type>
            </reference>
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            <ontology-id>CL:0000182</ontology-id>
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            <name>Cardiomyocyte</name>
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            <name>Neuron</name>
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          </cell-type>
          <cell-type>
            <id type="integer">7</id>
            <name>Epithelial Cell</name>
            <ontology-id>CL:0000066</ontology-id>
          </cell-type>
          <cell-type>
            <id type="integer">2</id>
            <name>Platelet </name>
            <ontology-id>CL:0000233</ontology-id>
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            <name>Homo sapiens</name>
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            <classification>Eukaryote</classification>
            <common-name>Human</common-name>
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          <species>
            <id type="integer">4</id>
            <name>Arabidopsis thaliana</name>
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            <common-name>Thale cress</common-name>
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            <name>Mus musculus</name>
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            <name>Bos taurus</name>
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            <name>Rattus norvegicus</name>
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            <classification>Eukaryote</classification>
            <common-name>Rat</common-name>
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          </species>
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            <name>Drosophila melanogaster</name>
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            <classification>Eukaryote</classification>
            <common-name>Fruit fly</common-name>
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            <name>Caenorhabditis elegans</name>
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            <name>Bacteria</name>
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          </species>
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            <name>Escherichia coli</name>
            <taxonomy-id>562</taxonomy-id>
            <classification>Prokaryote</classification>
            <common-name></common-name>
            <gram-stain>negative</gram-stain>
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            <name>Schizosaccharomyces pombe</name>
            <taxonomy-id>4896</taxonomy-id>
            <classification>Eukaryote</classification>
            <common-name></common-name>
            <gram-stain>positive</gram-stain>
          </species>
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            <name>Solanum lycopersicum</name>
            <taxonomy-id>4081</taxonomy-id>
            <classification>Eukaryote</classification>
            <common-name>Tomato</common-name>
            <gram-stain nil="true"/>
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            <id type="integer">18</id>
            <name>Saccharomyces cerevisiae</name>
            <taxonomy-id>4932</taxonomy-id>
            <classification>Eukaryote</classification>
            <common-name>Yeast</common-name>
            <gram-stain>negative</gram-stain>
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            <name>Xenopus laevis</name>
            <taxonomy-id>8355</taxonomy-id>
            <classification>Eukaryote</classification>
            <common-name>African clawed frog</common-name>
            <gram-stain nil="true"/>
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            <name>Pseudomonas aeruginosa</name>
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        </bounds>
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          <compound>
            <id type="integer">479</id>
            <name>D-Ribulose 5-phosphate</name>
            <hmdb-id>HMDB0000618</hmdb-id>
            <description>D-Ribulose 5-phosphate belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups. D-Ribulose 5-phosphate is soluble (in water) and a moderately acidic compound (based on its pKa). D-Ribulose 5-phosphate has been found in human prostate tissue, and has also been detected in multiple biofluids, such as saliva and blood. Within the cell, D-ribulose 5-phosphate is primarily located in the endoplasmic reticulum. D-Ribulose 5-phosphate exists in all living organisms, ranging from bacteria to humans. D-Ribulose 5-phosphate participates in a number of enzymatic reactions. In particular, D-Ribulose 5-phosphate can be converted into D-arabinose 5-phosphate through its interaction with the enzymes D-arabinose 5-phosphate isomerase and D-arabinose 5-phosphate isomerase 2. In addition, D-Ribulose 5-phosphate can be biosynthesized from 6-phosphogluconic acid; which is catalyzed by the enzyme 6-phosphogluconate dehydrogenase, decarboxylating. In humans, D-ribulose 5-phosphate is involved in the pentose phosphate pathway. D-Ribulose 5-phosphate is also involved in several metabolic disorders, some of which include ribose-5-phosphate isomerase deficiency, transaldolase deficiency, cancer (via the Warburg effect), and glucose-6-phosphate dehydrogenase deficiency. D-Ribulose 5-phosphate is a metabolite in the Pentose phosphate pathway, Pentose and glucuronate interconversions, and in the Riboflavin metabolism (KEGG).</description>
            <cas>4151-19-3</cas>
            <kegg-id>C00199</kegg-id>
            <pubchem-cid>439184</pubchem-cid>
            <chebi-id>17363</chebi-id>
            <biocyc-id>RIBULOSE-5P</biocyc-id>
            <chemspider-id nil="true"/>
            <drugbank-id nil="true"/>
            <moldb-smiles>OCC(=O)[C@H](O)[C@H](O)COP(O)(O)=O</moldb-smiles>
            <moldb-formula>C5H11O8P</moldb-formula>
            <moldb-inchi>InChI=1S/C5H11O8P/c6-1-3(7)5(9)4(8)2-13-14(10,11)12/h4-6,8-9H,1-2H2,(H2,10,11,12)/t4-,5+/m1/s1</moldb-inchi>
            <moldb-inchikey>FNZLKVNUWIIPSJ-UHNVWZDZSA-N</moldb-inchikey>
            <moldb-iupac>{[(2R,3R)-2,3,5-trihydroxy-4-oxopentyl]oxy}phosphonic acid</moldb-iupac>
            <moldb-average-mass>230.1098</moldb-average-mass>
            <moldb-mono-mass>230.01915384</moldb-mono-mass>
            <moldb-alogps-logs>-0.95</moldb-alogps-logs>
            <moldb-donor-count>5</moldb-donor-count>
            <moldb-traditional-iupac>Ara</moldb-traditional-iupac>
            <moldb-formal-charge type="integer">0</moldb-formal-charge>
            <moldb-physiological-charge type="integer">-2</moldb-physiological-charge>
            <drugbank-metabolite-id nil="true"/>
            <foodb-id>FDB022145</foodb-id>
            <synonyms>D-ribulose 5-phosphate;Erythro-pentulose 5-phosphate;Ribulose 5-phosphate;Ribulose phosphate;Alpha-d-ribose 5-phosphate</synonyms>
            <pwc-id>PW_C000479</pwc-id>
            <short-name>RP</short-name>
            <element-states>
              <element-state>
                <id type="integer">1742</id>
                <biological-state-id type="integer">2</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">12505</id>
                <biological-state-id type="integer">151</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">13293</id>
                <biological-state-id type="integer">225</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">77015</id>
                <biological-state-id type="integer">253</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">77169</id>
                <biological-state-id type="integer">132</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">122182</id>
                <biological-state-id type="integer">124</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">124734</id>
                <biological-state-id type="integer">118</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">126339</id>
                <biological-state-id type="integer">299</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">127903</id>
                <biological-state-id type="integer">388</biological-state-id>
              </element-state>
            </element-states>
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          <compound>
            <id type="integer">7308</id>
            <name>D-Arabinose 5-phosphate</name>
            <hmdb-id>HMDB0011734</hmdb-id>
            <description>D-Arabinose 5-phosphate, also known as D-a-5-p or 5-O-phosphono-D-arabinose, belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups. D-Arabinose 5-phosphate is soluble (in water) and a moderately acidic compound (based on its pKa). D-Arabinose 5-phosphate has been found in human prostate tissue. D-Arabinose 5-phosphate exists in all living organisms, ranging from bacteria to humans. D-Arabinose 5-phosphate participates in a number of enzymatic reactions. In particular, D-Arabinose 5-phosphate can be biosynthesized from D-ribulose 5-phosphate through the action of the enzymes D-arabinose 5-phosphate isomerase and D-arabinose 5-phosphate isomerase 2. Furthermore, D-Arabinose 5-phosphate and phosphoenolpyruvic acid can be converted into 3-deoxy-D-manno-octulosonate 8-phosphate through the action of the enzyme 3-deoxy-D-manno-octulosonate 8-phosphate synthase. Furthermore, D-Arabinose 5-phosphate can be biosynthesized from D-ribulose 5-phosphate through the action of the enzymes D-arabinose 5-phosphate isomerase and D-arabinose 5-phosphate isomerase 2. Furthermore, D-Arabinose 5-phosphate and phosphoenolpyruvic acid can be converted into 3-deoxy-D-manno-octulosonate 8-phosphate through the action of the enzyme 3-deoxy-D-manno-octulosonate 8-phosphate synthase. Furthermore, D-Arabinose 5-phosphate can be biosynthesized from D-ribulose 5-phosphate; which is catalyzed by the enzymes D-arabinose 5-phosphate isomerase and D-arabinose 5-phosphate isomerase 2. Finally, D-Arabinose 5-phosphate and phosphoenolpyruvic acid can be converted into 3-deoxy-D-manno-octulosonate 8-phosphate through its interaction with the enzyme 3-deoxy-D-manno-octulosonate 8-phosphate synthase. Outside of the human body, D-arabinose 5-phosphate can be found in a number of food items such as garden onion (var.), burbot, green bell pepper, and black raspberry. This makes D-arabinose 5-phosphate a potential biomarker for the consumption of these food products. D-Arabinose 5-phosphate is an intermediate in biosynthesis of lipopolysaccharide. It is reversibly converted to D-ribulose 5-phosphate by arabinose-5-phosphate isomerase (EC 5.3.1.13).</description>
            <cas>13137-52-5</cas>
            <kegg-id>C01112</kegg-id>
            <pubchem-cid>188324</pubchem-cid>
            <chebi-id>16241</chebi-id>
            <biocyc-id>ARABINOSE-5P</biocyc-id>
            <chemspider-id>163687</chemspider-id>
            <drugbank-id nil="true"/>
            <moldb-smiles>O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)C=O</moldb-smiles>
            <moldb-formula>C5H11O8P</moldb-formula>
            <moldb-inchi>InChI=1S/C5H11O8P/c6-1-3(7)5(9)4(8)2-13-14(10,11)12/h1,3-5,7-9H,2H2,(H2,10,11,12)/t3-,4-,5+/m1/s1</moldb-inchi>
            <moldb-inchikey>PPQRONHOSHZGFQ-WDCZJNDASA-N</moldb-inchikey>
            <moldb-iupac>{[(2R,3R,4S)-2,3,4-trihydroxy-5-oxopentyl]oxy}phosphonic acid</moldb-iupac>
            <moldb-average-mass>230.1098</moldb-average-mass>
            <moldb-mono-mass>230.01915384</moldb-mono-mass>
            <moldb-alogps-logs>-1.08</moldb-alogps-logs>
            <moldb-donor-count>5</moldb-donor-count>
            <moldb-traditional-iupac>arabinose 5-phosphate</moldb-traditional-iupac>
            <moldb-formal-charge type="integer">0</moldb-formal-charge>
            <moldb-physiological-charge type="integer">-2</moldb-physiological-charge>
            <drugbank-metabolite-id nil="true"/>
            <foodb-id>C01112</foodb-id>
            <synonyms>Arabinose-5-p;Arabinose-5p;D-arabinose 5-phosphate;5-o-phosphono-d-arabinose;D-a-5-p;D-arabinose 5-phosphoric acid</synonyms>
            <pwc-id>PW_C007308</pwc-id>
            <short-name>D-a-5-p</short-name>
            <element-states>
              <element-state>
                <id type="integer">12506</id>
                <biological-state-id type="integer">151</biological-state-id>
              </element-state>
            </element-states>
          </compound>
          <compound>
            <id type="integer">57925</id>
            <name>D-arabinofuranose 5-phosphate</name>
            <hmdb-id nil="true"/>
            <description>D-Arabinofuranose 5-phosphate belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups. D-Arabinofuranose 5-phosphate is soluble (in water) and a moderately acidic compound (based on its pKa). The furanose form of D-arabinose 5-phosphate (ChEBI ID: 86279). </description>
            <cas nil="true"/>
            <kegg-id nil="true"/>
            <pubchem-cid>91825727</pubchem-cid>
            <chebi-id>86279</chebi-id>
            <biocyc-id>CPD-18118</biocyc-id>
            <chemspider-id nil="true"/>
            <drugbank-id nil="true"/>
            <moldb-smiles>[H]C1(O)O[C@]([H])(COP([O-])([O-])=O)[C@@]([H])(O)[C@]1([H])O</moldb-smiles>
            <moldb-formula>C5H9O8P</moldb-formula>
            <moldb-inchi>InChI=1S/C5H11O8P/c6-3-2(1-12-14(9,10)11)13-5(8)4(3)7/h2-8H,1H2,(H2,9,10,11)/p-2/t2-,3-,4+,5?/m1/s1</moldb-inchi>
            <moldb-inchikey>KTVPXOYAKDPRHY-ZRMNMSDTSA-L</moldb-inchikey>
            <moldb-iupac>[(2R,3S,4S)-3,4,5-trihydroxyoxolan-2-yl]methyl phosphate</moldb-iupac>
            <moldb-average-mass>228.094</moldb-average-mass>
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            <moldb-alogps-logs>-0.46</moldb-alogps-logs>
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            <description>Water is a chemical substance that is essential to all known forms of life. It appears colorless to the naked eye in small quantities, though it is actually slightly blue in color. It covers 71% of Earth's surface. Current estimates suggest that there are 1.4 billion cubic kilometers (330 million m3) of it available on Earth, and it exists in many forms. It appears mostly in the oceans (saltwater) and polar ice caps, but it is also present as clouds, rain water, rivers, freshwater aquifers, lakes, and sea ice. Water in these bodies perpetually moves through a cycle of evaporation, precipitation, and runoff to the sea. Clean water is essential to human life. In many parts of the world, it is in short supply. From a biological standpoint, water has many distinct properties that are critical for the proliferation of life that set it apart from other substances. It carries out this role by allowing organic compounds to react in ways that ultimately allow replication. All known forms of life depend on water. Water is vital both as a solvent in which many of the body's solutes dissolve and as an essential part of many metabolic processes within the body. Metabolism is the sum total of anabolism and catabolism. In anabolism, water is removed from molecules (through energy requiring enzymatic chemical reactions) in order to grow larger molecules (e.g. starches, triglycerides and proteins for storage of fuels and information). In catabolism, water is used to break bonds in order to generate smaller molecules (e.g. glucose, fatty acids and amino acids to be used for fuels for energy use or other purposes). Water is thus essential and central to these metabolic processes. Water is also central to photosynthesis and respiration. Photosynthetic cells use the sun's energy to split off water's hydrogen from oxygen. Hydrogen is combined with CO2 (absorbed from air or water) to form glucose and release oxygen. All living cells use such fuels and oxidize the hydrogen and carbon to capture the sun's energy and reform water and CO2 in the process (cellular respiration). Water is also central to acid-base neutrality and enzyme function. An acid, a hydrogen ion (H+, that is, a proton) donor, can be neutralized by a base, a proton acceptor such as hydroxide ion (OH-) to form water. Water is considered to be neutral, with a pH (the negative log of the hydrogen ion concentration) of 7. Acids have pH values less than 7 while bases have values greater than 7. Stomach acid (HCl) is useful to digestion. However, its corrosive effect on the esophagus during reflux can temporarily be neutralized by ingestion of a base such as aluminum hydroxide to produce the neutral molecules water and the salt aluminum chloride. Human biochemistry that involves enzymes usually performs optimally around a biologically neutral pH of 7.4. (Wikipedia).</description>
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            <name>Phosphoenolpyruvic acid</name>
            <hmdb-id>HMDB0000263</hmdb-id>
            <description>Phosphoenolpyruvate (PEP) is an important chemical compound in biochemistry. It has a high energy phosphate bond, and is involved in glycolysis and gluconeogenesis. In glycolysis, PEP is formed by the action of the enzyme enolase on 2-phosphoglycerate. Metabolism of PEP to pyruvate by pyruvate kinase (PK) generates 1 molecule of adenosine triphosphate (ATP) via substrate-level phosphorylation. ATP is one of the major currencies of chemical energy within cells. In gluconeogenesis, PEP is formed from the decarboxylation of oxaloacetate and hydrolysis of 1 guanosine triphosphate molecule. This reaction is catalyzed by the enzyme phosphoenolpyruvate carboxykinase (PEPCK). This reaction is a rate-limiting step in gluconeogenesis. (wikipedia).</description>
            <cas>138-08-9</cas>
            <kegg-id>C00074</kegg-id>
            <pubchem-cid>1005</pubchem-cid>
            <chebi-id>44897</chebi-id>
            <biocyc-id>PHOSPHO-ENOL-PYRUVATE</biocyc-id>
            <chemspider-id>980</chemspider-id>
            <drugbank-id>DB01819</drugbank-id>
            <moldb-smiles>OC(=O)C(=C)OP(O)(O)=O</moldb-smiles>
            <moldb-formula>C3H5O6P</moldb-formula>
            <moldb-inchi>InChI=1S/C3H5O6P/c1-2(3(4)5)9-10(6,7)8/h1H2,(H,4,5)(H2,6,7,8)</moldb-inchi>
            <moldb-inchikey>DTBNBXWJWCWCIK-UHFFFAOYSA-N</moldb-inchikey>
            <moldb-iupac>2-(phosphonooxy)prop-2-enoic acid</moldb-iupac>
            <moldb-average-mass>168.042</moldb-average-mass>
            <moldb-mono-mass>167.982374404</moldb-mono-mass>
            <moldb-alogps-logs>-1.10</moldb-alogps-logs>
            <moldb-donor-count>3</moldb-donor-count>
            <moldb-traditional-iupac>phosphoenolpyruvic acid</moldb-traditional-iupac>
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            <drugbank-metabolite-id nil="true"/>
            <foodb-id>FDB001451</foodb-id>
            <synonyms>2-hydroxy-acrylic acid dihydrogen phosphate;2-phosphonooxyprop-2-enoate;2-phosphonooxyprop-2-enoic acid;P-enol-pyruvate;Pep;Phosphoenolpyruvate</synonyms>
            <pwc-id>PW_C000180</pwc-id>
            <short-name>Pep</short-name>
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            <name>3-deoxy-D-manno-octulosonate 8-phosphate 	</name>
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            <description>3-Deoxy-D-manno-octulosonate 8-phosphate belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit. 3-Deoxy-D-manno-octulosonate 8-phosphate is soluble (in water) and a moderately acidic compound (based on its pKa). A carbohydrate acid anion that is a trianion arising from deprotonation of the carboxy and phospho groups of 8-phospho-3-deoxy-D-manno-oct-2-ulosonic acid</description>
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            <chebi-id>58368</chebi-id>
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            <drugbank-id nil="true"/>
            <moldb-smiles>OC(COP([O-])([O-])=O)C(O)C(O)C(O)CC(=O)C([O-])=O</moldb-smiles>
            <moldb-formula>C8H12O11P</moldb-formula>
            <moldb-inchi>InChI=1S/C8H15O11P/c9-3(1-4(10)8(14)15)6(12)7(13)5(11)2-19-20(16,17)18/h3,5-7,9,11-13H,1-2H2,(H,14,15)(H2,16,17,18)/p-3</moldb-inchi>
            <moldb-inchikey>RTNBXJBOAIDPME-UHFFFAOYSA-K</moldb-inchikey>
            <moldb-iupac>4,5,6,7-tetrahydroxy-2-oxo-8-(phosphonooxy)octanoate</moldb-iupac>
            <moldb-average-mass>315.148</moldb-average-mass>
            <moldb-mono-mass>315.013368944</moldb-mono-mass>
            <moldb-alogps-logs>-0.89</moldb-alogps-logs>
            <moldb-donor-count>4</moldb-donor-count>
            <moldb-traditional-iupac>4,5,6,7-tetrahydroxy-2-oxo-8-(phosphonooxy)octanoate</moldb-traditional-iupac>
            <moldb-formal-charge type="integer">-3</moldb-formal-charge>
            <moldb-physiological-charge type="integer">-3</moldb-physiological-charge>
            <drugbank-metabolite-id nil="true"/>
            <foodb-id nil="true"/>
            <synonyms>3-deoxy-d-manno-octulosonate 8-p, 2-dehydro-3-deoxy-d-octonate 8-p, 2-dehydro-3-deoxy-d-octonate 8-phosphate, kdo-8p</synonyms>
            <pwc-id>PW_C040983</pwc-id>
            <short-name>3DDMO8P</short-name>
            <element-states>
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                <id type="integer">12508</id>
                <biological-state-id type="integer">151</biological-state-id>
              </element-state>
            </element-states>
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          <compound>
            <id type="integer">1104</id>
            <name>Phosphate</name>
            <hmdb-id>HMDB0001429</hmdb-id>
            <description>Phosphate is a salt of phosphoric acid. In organic chemistry, a phosphate, or organophosphate, is an ester of phosphoric acid. Organic phosphates are important in biochemistry, biogeochemistry and ecology. Phosphate (Pi) is an essential component of life. In biological systems, phosphorus is found as a free phosphate ion in solution and is called inorganic phosphate, to distinguish it from phosphates bound in various phosphate esters. Inorganic phosphate is generally denoted Pi and at physiological (neutral) pH primarily consists of a mixture of HPO&lt;sup&gt;2-&lt;/sup&gt;&lt;sub&gt;4&lt;/sub&gt; and H&lt;sub&gt;2&lt;/sub&gt;PO&lt;sup&gt;-&lt;/sup&gt;&lt;sub&gt;4&lt;/sub&gt; ions. phosphates are most commonly found in the form of adenosine phosphates, (AMP, ADP and ATP) and in DNA and RNA and can be released by the hydrolysis of ATP or ADP. Similar reactions exist for the other nucleoside diphosphates and triphosphates. Phosphoanhydride bonds in ADP and ATP, or other nucleoside diphosphates and triphosphates, contain high amounts of energy which give them their vital role in all living organisms. Phosphate must be actively transported into cells against its electrochemical gradient. In vertebrates, two unrelated families of Na+-dependent Pi transporters carry out this task. Remarkably, the two families transport different Pi species: whereas type II Na+/Pi cotransporters (SCL34) prefer divalent HPO4(2), type III Na+/Pi cotransporters (SLC20) transport monovalent H2PO4. The SCL34 family comprises both electrogenic and electroneutral members that are expressed in various epithelia and other polarized cells. Through regulated activity in apical membranes of the gut and kidney, they maintain body Pi homeostasis, and in salivary and mammary glands, liver, and testes they play a role in modulating the Pi content of luminal fluids. Phosphate levels in the blood play an important role in hormone signaling and in bone homeostasis. In classical endocrine regulation, low serum phosphate induces the renal production of the seco-steroid hormone 1,25-dihydroxyvitamin D3 (1,25(OH)2D3).This active metabolite of vitamin D acts to restore circulating mineral (i.e. phosphate and calcium) levels by increasing absorption in the intestine, reabsorption in the kidney, and mobilization of calcium and phosphate from bone. Thus, chronic renal failure is associated with hyperparathyroidism, which in turn contributes to osteomalacia (softening of the bones). Another complication of chronic renal failure is hyperphosphatemia (low levels of phosphate in the blood). Hyperphosphatemia (excess levels of phosphate in the blood) is a prevalent condition in kidney dialysis patients and is associated with increased risk of mortality. Hypophosphatemia (hungry bone syndrome) has been associated to postoperative electrolyte aberrations and after parathyroidectomy. (PMID: 17581921, 11169009, 11039261, 9159312, 17625581)Fibroblast growth factor 23 (FGF-23) has recently been recognized as a key mediator of phosphate homeostasis, its most notable effect being promotion of phosphate excretion. FGF-23 was discovered to be involved in diseases such as autosomal dominant hypophosphatemic rickets, X-linked hypophosphatemia, and tumor-induced osteomalacia in which phosphate wasting was coupled to inappropriately low levels of 1,25(OH)2D3. FGF-23 is regulated by dietary phosphate in humans. In particular it was found that phosphate restriction decreased FGF-23, and phosphate loading increased FGF-23.</description>
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            <kegg-id>C00009</kegg-id>
            <pubchem-cid>1061</pubchem-cid>
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            <biocyc-id>CPD-8587</biocyc-id>
            <chemspider-id>1032</chemspider-id>
            <drugbank-id></drugbank-id>
            <moldb-smiles>OP(O)(O)=O</moldb-smiles>
            <moldb-formula>H3O4P</moldb-formula>
            <moldb-inchi>InChI=1S/H3O4P/c1-5(2,3)4/h(H3,1,2,3,4)</moldb-inchi>
            <moldb-inchikey>NBIIXXVUZAFLBC-UHFFFAOYSA-N</moldb-inchikey>
            <moldb-iupac>phosphoric acid</moldb-iupac>
            <moldb-average-mass>97.9952</moldb-average-mass>
            <moldb-mono-mass>97.976895096</moldb-mono-mass>
            <moldb-alogps-logs nil="true"/>
            <moldb-donor-count>3</moldb-donor-count>
            <moldb-traditional-iupac>phosphoric acid</moldb-traditional-iupac>
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            <drugbank-metabolite-id>DBMET00532</drugbank-metabolite-id>
            <foodb-id>FDB022617</foodb-id>
            <synonyms>Nfb orthophosphate;O-phosphoric acid;Ortho-phosphate;Orthophosphate (po43-);Orthophosphate(3-);Phosphate;Phosphate (po43-);Phosphate anion(3-);Phosphate ion (po43-);Phosphate ion(3-);Phosphate trianion;Phosphate(3-);Phosphoric acid ion(3-);Pi;[po4](3-);Orthophosphate;Phosphate ion;Po4(3-);Phosphoric acid;Orthophosphoric acid;Phosphoric acid ion</synonyms>
            <pwc-id>PW_C001104</pwc-id>
            <short-name>Pi</short-name>
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            <moldb-formula>C8H13O8</moldb-formula>
            <moldb-inchi>InChI=1S/C8H14O8/c9-2-4(11)6-5(12)3(10)1-8(15,16-6)7(13)14/h3-6,9-12,15H,1-2H2,(H,13,14)/p-1/t3-,4-,5-,6-,8-/m1/s1</moldb-inchi>
            <moldb-inchikey>NNLZBVFSCVTSLA-HXUQBWEZSA-M</moldb-inchikey>
            <moldb-iupac>(2R,4R,5R,6R)-6-[(1R)-1,2-dihydroxyethyl]-2,4,5-trihydroxyoxane-2-carboxylate</moldb-iupac>
            <moldb-average-mass>237.185</moldb-average-mass>
            <moldb-mono-mass>237.061590959</moldb-mono-mass>
            <moldb-alogps-logs>0.53</moldb-alogps-logs>
            <moldb-donor-count>5</moldb-donor-count>
            <moldb-traditional-iupac>(2R,4R,5R,6R)-6-[(1R)-1,2-dihydroxyethyl]-2,4,5-trihydroxyoxane-2-carboxylate</moldb-traditional-iupac>
            <moldb-formal-charge type="integer">-1</moldb-formal-charge>
            <moldb-physiological-charge type="integer">-1</moldb-physiological-charge>
            <drugbank-metabolite-id nil="true"/>
            <foodb-id nil="true"/>
            <synonyms>2-dehydro-3-deoxy-d-octonate;3-deoxy-alpha-d-manno-octulosonate;3-deoxy-d-manno-2-octulosonate;3-deoxy-d-mannooctulosonate;3-deoxyoctulosonate;3-deoxyoctulosonic acid;3-kdo;2-keto-3-deoxyoctonate;Deoxy-manno-octulosonate;Kdo;Ketodeoxyoctonate</synonyms>
            <pwc-id>PW_C057926</pwc-id>
            <short-name>3dDmanO</short-name>
            <element-states>
              <element-state>
                <id type="integer">12509</id>
                <biological-state-id type="integer">151</biological-state-id>
              </element-state>
            </element-states>
          </compound>
          <compound>
            <id type="integer">57</id>
            <name>Cytidine triphosphate</name>
            <hmdb-id>HMDB0000082</hmdb-id>
            <description>Cytidine 5'-(tetrahydrogen triphosphate) or CTP is a cytosine nucleotide containing three phosphate groups esterified to a ribose moiety at the 5' position. CTP is integral to the synthesis or mRNA, rRNA and tRNA through RNA polymerases. Cytidine triphosphate (CTP) is also critical to the synthesis of phosphatidylcholine via the enzyme CTP: phosphocholine cytidyltransferase. This reaction is the rate-limiting step in the synthesis of phosphatidylcholine.</description>
            <cas>65-47-4</cas>
            <kegg-id>C00063</kegg-id>
            <pubchem-cid>6176</pubchem-cid>
            <chebi-id>17677</chebi-id>
            <biocyc-id>CTP</biocyc-id>
            <chemspider-id>5941</chemspider-id>
            <drugbank-id>DB02431</drugbank-id>
            <moldb-smiles>NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O</moldb-smiles>
            <moldb-formula>C9H16N3O14P3</moldb-formula>
            <moldb-inchi>InChI=1S/C9H16N3O14P3/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(24-8)3-23-28(19,20)26-29(21,22)25-27(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,21,22)(H2,10,11,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1</moldb-inchi>
            <moldb-inchikey>PCDQPRRSZKQHHS-XVFCMESISA-N</moldb-inchikey>
            <moldb-iupac>({[({[(2R,3S,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid</moldb-iupac>
            <moldb-average-mass>483.1563</moldb-average-mass>
            <moldb-mono-mass>482.984511771</moldb-mono-mass>
            <moldb-alogps-logs>-1.64</moldb-alogps-logs>
            <moldb-donor-count>7</moldb-donor-count>
            <moldb-traditional-iupac>CTP</moldb-traditional-iupac>
            <moldb-formal-charge type="integer">0</moldb-formal-charge>
            <moldb-physiological-charge type="integer">-3</moldb-physiological-charge>
            <drugbank-metabolite-id nil="true"/>
            <foodb-id>FDB012833</foodb-id>
            <synonyms>5'-(tetrahydrogen triphosphate) cytidine;5'-ctp;Ctp;Cytidine 3'-triphosphate;Cytidine 5'-(tetrahydrogen triphosphate);Cytidine 5'-triphosphate;Cytidine 5'-triphosphoric acid;Cytidine 5-prime-triphosphate;Cytidine triphosphate;Cytidine mono;Cytidine mono(tetrahydrogen triphosphate) (ester);Cytidine-5'-triphosphate;Deoxycytosine triphosphate;H4ctp</synonyms>
            <pwc-id>PW_C000057</pwc-id>
            <short-name>CTP</short-name>
            <element-states>
              <element-state>
                <id type="integer">427</id>
                <biological-state-id type="integer">23</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">1150</id>
                <biological-state-id type="integer">8</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">2718</id>
                <biological-state-id type="integer">2</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">5766</id>
                <biological-state-id type="integer">101</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">5800</id>
                <biological-state-id type="integer">108</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">7077</id>
                <biological-state-id type="integer">188</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">7593</id>
                <biological-state-id type="integer">160</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">9137</id>
                <biological-state-id type="integer">195</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">9142</id>
                <biological-state-id type="integer">213</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">12194</id>
                <biological-state-id type="integer">164</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">12510</id>
                <biological-state-id type="integer">288</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">15285</id>
                <biological-state-id type="integer">151</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">15317</id>
                <biological-state-id type="integer">249</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">15342</id>
                <biological-state-id type="integer">22</biological-state-id>
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              <element-state>
                <id type="integer">15374</id>
                <biological-state-id type="integer">18</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">34759</id>
                <biological-state-id type="integer">17</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">42650</id>
                <biological-state-id type="integer">315</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">77315</id>
                <biological-state-id type="integer">128</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">78448</id>
                <biological-state-id type="integer">111</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">78733</id>
                <biological-state-id type="integer">132</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">79949</id>
                <biological-state-id type="integer">134</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">79957</id>
                <biological-state-id type="integer">130</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">79964</id>
                <biological-state-id type="integer">329</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">80416</id>
                <biological-state-id type="integer">170</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">94784</id>
                <biological-state-id type="integer">384</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">94812</id>
                <biological-state-id type="integer">125</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">94817</id>
                <biological-state-id type="integer">382</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">98677</id>
                <biological-state-id type="integer">223</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">110633</id>
                <biological-state-id type="integer">391</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">113268</id>
                <biological-state-id type="integer">395</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">113273</id>
                <biological-state-id type="integer">389</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">115525</id>
                <biological-state-id type="integer">136</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">115530</id>
                <biological-state-id type="integer">399</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">120328</id>
                <biological-state-id type="integer">410</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">120854</id>
                <biological-state-id type="integer">122</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">121340</id>
                <biological-state-id type="integer">121</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">122212</id>
                <biological-state-id type="integer">124</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">122983</id>
                <biological-state-id type="integer">444</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">123434</id>
                <biological-state-id type="integer">135</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">124764</id>
                <biological-state-id type="integer">118</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">125654</id>
                <biological-state-id type="integer">485</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">125840</id>
                <biological-state-id type="integer">297</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">126374</id>
                <biological-state-id type="integer">299</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">127292</id>
                <biological-state-id type="integer">205</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">127935</id>
                <biological-state-id type="integer">388</biological-state-id>
              </element-state>
            </element-states>
          </compound>
          <compound>
            <id type="integer">57927</id>
            <name>CMP-3-deoxy-D-manno-octulosonate</name>
            <hmdb-id nil="true"/>
            <description>CMP-3-Deoxy-D-manno-octulosonate, also known as CMP-2-dehydro-3-deoxy-D-octonate or CMP-&amp;beta;-kdo, belongs to the class of organic compounds known as pyrimidine nucleotide sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group. CMP-3-Deoxy-D-manno-octulosonate is soluble (in water) and a moderately acidic compound (based on its pKa). A CMP-sugar having 3-deoxy-beta-D-manno-octulosonic acid as the sugar component.</description>
            <cas nil="true"/>
            <kegg-id>C04121</kegg-id>
            <pubchem-cid>91825729</pubchem-cid>
            <chebi-id>86284</chebi-id>
            <biocyc-id>CMP-KDO</biocyc-id>
            <chemspider-id nil="true"/>
            <drugbank-id nil="true"/>
            <moldb-smiles>[H][C@@]1(O[C@@](C[C@@H](O)[C@H]1O)(OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)C(O)=O)[C@H](O)CO</moldb-smiles>
            <moldb-formula>C17H26N3O15P</moldb-formula>
            <moldb-inchi>InChI=1S/C17H26N3O15P/c18-9-1-2-20(16(29)19-9)14-12(26)11(25)8(33-14)5-32-36(30,31)35-17(15(27)28)3-6(22)10(24)13(34-17)7(23)4-21/h1-2,6-8,10-14,21-26H,3-5H2,(H,27,28)(H,30,31)(H2,18,19,29)/t6-,7-,8-,10-,11-,12-,13-,14-,17+/m1/s1</moldb-inchi>
            <moldb-inchikey>YWWJKULNWGRYAS-XKKDATLGSA-N</moldb-inchikey>
            <moldb-iupac>(2S,4R,5R,6R)-2-[({[(2R,3S,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]-6-[(1R)-1,2-dihydroxyethyl]-4,5-dihydroxyoxane-2-carboxylic acid</moldb-iupac>
            <moldb-average-mass>543.3732</moldb-average-mass>
            <moldb-mono-mass>543.110153689</moldb-mono-mass>
            <moldb-alogps-logs>-1.04</moldb-alogps-logs>
            <moldb-donor-count>9</moldb-donor-count>
            <moldb-traditional-iupac>(2S,4R,5R,6R)-2-({[(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy)-6-[(1R)-1,2-dihydroxyethyl]-4,5-dihydroxyoxane-2-carboxylic acid</moldb-traditional-iupac>
            <moldb-formal-charge type="integer">0</moldb-formal-charge>
            <moldb-physiological-charge type="integer">-2</moldb-physiological-charge>
            <drugbank-metabolite-id nil="true"/>
            <foodb-id nil="true"/>
            <synonyms>Cmp-2-dehydro-3-deoxy-d-octonate;Cmp-3-deoxy-beta-d-manno-octulosonate;Cmp-beta-kdo;Cmp-kdo;Cmp-ketodeoxyoctonate</synonyms>
            <pwc-id>PW_C057927</pwc-id>
            <short-name>C3DDMO</short-name>
            <element-states>
              <element-state>
                <id type="integer">12511</id>
                <biological-state-id type="integer">288</biological-state-id>
              </element-state>
            </element-states>
          </compound>
          <compound>
            <id type="integer">170</id>
            <name>Pyrophosphate</name>
            <hmdb-id>HMDB0000250</hmdb-id>
            <description>The anion, the salts, and the esters of pyrophosphoric acid are called pyrophosphates. The pyrophosphate anion is abbreviated PPi and is formed by the hydrolysis of ATP into AMP in cells. This hydrolysis is called pyrophosphorolysis. The pyrophosphate anion has the structure P2O74-, and is an acid anhydride of phosphate. It is unstable in aqueous solution and rapidly hydrolyzes into inorganic phosphate. Pyrophosphate is an osteotoxin (arrests bone development) and an arthritogen (promotes arthritis). It is also a metabotoxin (an endogenously produced metabolite that causes adverse health affects at chronically high levels). Chronically high levels of pyrophosphate are associated with hypophosphatasia. Hypophosphatasia (also called deficiency of alkaline phosphatase or phosphoethanolaminuria) is a rare, and sometimes fatal, metabolic bone disease. Hypophosphatasia is associated with a molecular defect in the gene encoding tissue non-specific alkaline phosphatase (TNSALP). TNSALP is an enzyme that is tethered to the outer surface of osteoblasts and chondrocytes. TNSALP hydrolyzes several substances, including inorganic pyrophosphate (PPi) and pyridoxal 5'-phosphate (PLP), a major form of vitamin B6. When TSNALP is low, inorganic pyrophosphate (PPi) accumulates outside of cells and inhibits the formation of hydroxyapatite, one of the main components of bone, causing rickets in infants and children and osteomalacia (soft bones) in adults. Vitamin B6 must be dephosphorylated by TNSALP before it can cross the cell membrane. Vitamin B6 deficiency in the brain impairs synthesis of neurotransmitters which can cause seizures. In some cases, a build-up of calcium pyrophosphate dihydrate crystals in the joints can cause pseudogout.</description>
            <cas>14000-31-8</cas>
            <kegg-id>C00013</kegg-id>
            <pubchem-cid>644102</pubchem-cid>
            <chebi-id>18361</chebi-id>
            <biocyc-id>PPI</biocyc-id>
            <chemspider-id>559142</chemspider-id>
            <drugbank-id>DB04160</drugbank-id>
            <moldb-smiles>OP(O)(=O)OP(O)(O)=O</moldb-smiles>
            <moldb-formula>H4O7P2</moldb-formula>
            <moldb-inchi>InChI=1S/H4O7P2/c1-8(2,3)7-9(4,5)6/h(H2,1,2,3)(H2,4,5,6)</moldb-inchi>
            <moldb-inchikey>XPPKVPWEQAFLFU-UHFFFAOYSA-N</moldb-inchikey>
            <moldb-iupac>(phosphonooxy)phosphonic acid</moldb-iupac>
            <moldb-average-mass>177.9751</moldb-average-mass>
            <moldb-mono-mass>177.943225506</moldb-mono-mass>
            <moldb-alogps-logs nil="true"/>
            <moldb-donor-count>4</moldb-donor-count>
            <moldb-traditional-iupac>pyrophosphoric acid</moldb-traditional-iupac>
            <moldb-formal-charge type="integer">0</moldb-formal-charge>
            <moldb-physiological-charge type="integer">-3</moldb-physiological-charge>
            <drugbank-metabolite-id nil="true"/>
            <foodb-id>FDB021918</foodb-id>
            <synonyms>(4-)diphosphoric acid ion;(p2o74-)diphosphate;Diphosphate;Diphosphoric acid;Ppi;Pyrometaphosphate;Pyrophosphate;Pyrophosphate tetraanion;Pyrophosphate(4-) ion;[o3popo3](4-);Diphosphat;P2o7(4-);Pyrophosphat;Pyrophosphate ion;Phosphonato phosphoric acid;Pyrophosphoric acid;Pyrophosphoric acid ion</synonyms>
            <pwc-id>PW_C000170</pwc-id>
            <short-name>Ppi</short-name>
            <element-states>
              <element-state>
                <id type="integer">12</id>
                <biological-state-id type="integer">2</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">35</id>
                <biological-state-id type="integer">4</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">63</id>
                <biological-state-id type="integer">8</biological-state-id>
              </element-state>
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                <id type="integer">429</id>
                <biological-state-id type="integer">23</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">735</id>
                <biological-state-id type="integer">32</biological-state-id>
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                <id type="integer">882</id>
                <biological-state-id type="integer">22</biological-state-id>
              </element-state>
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                <id type="integer">1620</id>
                <biological-state-id type="integer">49</biological-state-id>
              </element-state>
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                <id type="integer">2410</id>
                <biological-state-id type="integer">59</biological-state-id>
              </element-state>
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                <id type="integer">2815</id>
                <biological-state-id type="integer">29</biological-state-id>
              </element-state>
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                <id type="integer">4175</id>
                <biological-state-id type="integer">14</biological-state-id>
              </element-state>
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                <biological-state-id type="integer">107</biological-state-id>
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                <biological-state-id type="integer">166</biological-state-id>
              </element-state>
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            <description>Magnesium salts are essential in nutrition, being required for the activity of many enzymes, especially those concerned with oxidative phosphorylation. Physiologically, it exists as an ion in the body. It is a component of both intra- and extracellular fluids and is excreted in the urine and feces. Deficiency causes irritability of the nervous system with tetany, vasodilatation, convulsions, tremors, depression, and psychotic behavior. Magnesium ion in large amounts is an ionic laxative, and magnesium sulfate (Epsom salts) is sometimes used for this purpose. So-called "milk of magnesia" is a water suspension of one of the few insoluble magnesium compounds, magnesium hydroxide; the undissolved particles give rise to its appearance and name. Milk of magnesia is a mild base, and is commonly used as an antacid.</description>
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            <synonyms>Magnesium;Magnesium ions;Magnesium ion;Magnesium, doubly charged positive ion;Magnesium, ion (mg(2+));Mg(2+);Mg2+</synonyms>
            <pwc-id>PW_C000423</pwc-id>
            <short-name>Mg2+</short-name>
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                <biological-state-id type="integer">51</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">93832</id>
                <biological-state-id type="integer">383</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">94900</id>
                <biological-state-id type="integer">27</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">108596</id>
                <biological-state-id type="integer">223</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">110559</id>
                <biological-state-id type="integer">390</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">115687</id>
                <biological-state-id type="integer">398</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">119974</id>
                <biological-state-id type="integer">406</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">120070</id>
                <biological-state-id type="integer">122</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">120247</id>
                <biological-state-id type="integer">382</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">120702</id>
                <biological-state-id type="integer">407</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">120981</id>
                <biological-state-id type="integer">408</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">121181</id>
                <biological-state-id type="integer">124</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">121265</id>
                <biological-state-id type="integer">429</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">121319</id>
                <biological-state-id type="integer">419</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">121924</id>
                <biological-state-id type="integer">125</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">122086</id>
                <biological-state-id type="integer">405</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">122408</id>
                <biological-state-id type="integer">422</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">122759</id>
                <biological-state-id type="integer">120</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">122921</id>
                <biological-state-id type="integer">399</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">123307</id>
                <biological-state-id type="integer">119</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">123546</id>
                <biological-state-id type="integer">374</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">123835</id>
                <biological-state-id type="integer">464</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">123889</id>
                <biological-state-id type="integer">455</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">124477</id>
                <biological-state-id type="integer">136</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">124637</id>
                <biological-state-id type="integer">376</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">124978</id>
                <biological-state-id type="integer">375</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">125447</id>
                <biological-state-id type="integer">297</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">125598</id>
                <biological-state-id type="integer">484</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">125669</id>
                <biological-state-id type="integer">479</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">125777</id>
                <biological-state-id type="integer">481</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">125921</id>
                <biological-state-id type="integer">482</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">125947</id>
                <biological-state-id type="integer">299</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">125973</id>
                <biological-state-id type="integer">495</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">126000</id>
                <biological-state-id type="integer">490</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">126243</id>
                <biological-state-id type="integer">478</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">126553</id>
                <biological-state-id type="integer">491</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">126753</id>
                <biological-state-id type="integer">300</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">127125</id>
                <biological-state-id type="integer">389</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">127164</id>
                <biological-state-id type="integer">501</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">127380</id>
                <biological-state-id type="integer">502</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">127407</id>
                <biological-state-id type="integer">388</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">127451</id>
                <biological-state-id type="integer">507</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">127804</id>
                <biological-state-id type="integer">209</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">128125</id>
                <biological-state-id type="integer">508</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">128347</id>
                <biological-state-id type="integer">395</biological-state-id>
              </element-state>
              <element-state>
                <id type="integer">140773</id>
                <biological-state-id type="integer">891</biological-state-id>
              </element-state>
            </element-states>
          </compound>
        </compounds>
        <element-collections>
        </element-collections>
        <nucleic-acids>
        </nucleic-acids>
        <proteins>
          <protein>
            <id type="integer">11596</id>
            <name>arabinose-5-phosphate isomerase</name>
            <uniprot-id>Q9M1T1</uniprot-id>
            <description>Arabinose-5-phosphate isomerase is an enzyme in the cytosol that catalyzes a reaction in the CMP-3-deoxy-D-manno-octulosonate (CMP-Kdo) pathway whereby D-ribulose 5-phosphate to D-arabinose 5-phosphate.</description>
            <hmdbp-id nil="true"/>
            <gene-name>KDSD</gene-name>
            <locus nil="true"/>
            <drugbank-id nil="true"/>
            <genbank-id nil="true"/>
            <species-id type="integer">4</species-id>
            <ec-numbers>5.3.1.13</ec-numbers>
            <synonyms nil="true"/>
            <element-states>
              <element-state>
                <id type="integer">12497</id>
                <biological-state-id type="integer">151</biological-state-id>
              </element-state>
            </element-states>
          </protein>
          <protein>
            <id type="integer">11597</id>
            <name>3-deoxy-8-phosphooctulonate synthase</name>
            <uniprot-id>Q9AV97</uniprot-id>
            <description>
3-deoxy-8-phosphooctulonate synthase is an enzyme in the cytosol that catalyzes a reaction in the CMP-3-deoxy-D-manno-octulosonate (CMP-Kdo) pathway whereby D-arabinofuranose 5-phosphate is converted into 3-deoxy-D-manno-octulosonate 8-phosphate (KDO-8P).  The enzme is a homotetramer.</description>
            <hmdbp-id nil="true"/>
            <gene-name>KDSA1</gene-name>
            <locus nil="true"/>
            <drugbank-id nil="true"/>
            <genbank-id nil="true"/>
            <species-id type="integer">4</species-id>
            <ec-numbers>2.5.1.55</ec-numbers>
            <synonyms nil="true"/>
            <element-states>
              <element-state>
                <id type="integer">12500</id>
                <biological-state-id type="integer">151</biological-state-id>
              </element-state>
            </element-states>
          </protein>
          <protein>
            <id type="integer">11598</id>
            <name>3-deoxy-manno-octulosonate-8-phosphatase</name>
            <uniprot-id>Z0Z000</uniprot-id>
            <description>3-deoxy-manno-octulosonate-8-phosphatase is a predicted enzyme in the cytosol theorized to catalyze a reaction in the CMP-3-deoxy-D-manno-octulosonate (CMP-Kdo) pathway whereby 3-deoxy-D-manno-octulosonate 8-phosphate (KDO-8P) is converted into 3-deoxy-D-manno-2-octulosonate (Kdo).


</description>
            <hmdbp-id nil="true"/>
            <gene-name>?</gene-name>
            <locus nil="true"/>
            <drugbank-id nil="true"/>
            <genbank-id nil="true"/>
            <species-id type="integer">4</species-id>
            <ec-numbers>3.1.3.45</ec-numbers>
            <synonyms nil="true"/>
            <element-states>
              <element-state>
                <id type="integer">12501</id>
                <biological-state-id type="integer">151</biological-state-id>
              </element-state>
            </element-states>
          </protein>
          <protein>
            <id type="integer">11599</id>
            <name>3-deoxy-manno-octulosonate cytidylyltransferase</name>
            <uniprot-id>Q9C920</uniprot-id>
            <description>3-deoxy-manno-octulosonate cytidylyltransferase is an enzyme localized to the mitochondrial outer membrane that catalyzes a reaction in the CMP-3-deoxy-D-manno-octulosonate (CMP-Kdo) pathway whereby 3-deoxy-D-manno-2-octulosonate (Kdo) is converted into CMP-3-deoxy-D-manno-octulosonate (CMP-Kdo).  It requires a magnesium ion as a cofactor.</description>
            <hmdbp-id nil="true"/>
            <gene-name>KDSB</gene-name>
            <locus nil="true"/>
            <drugbank-id nil="true"/>
            <genbank-id nil="true"/>
            <species-id type="integer">4</species-id>
            <ec-numbers>2.7.7.38</ec-numbers>
            <synonyms nil="true"/>
            <element-states>
              <element-state>
                <id type="integer">12503</id>
                <biological-state-id type="integer">288</biological-state-id>
              </element-state>
            </element-states>
          </protein>
        </proteins>
        <protein-complexes>
          <protein-complex>
            <id type="integer">5474</id>
            <name>arabinose-5-phosphate isomerase</name>
            <species-id type="integer">4</species-id>
            <pwp-id>PW_P005474</pwp-id>
            <protein_complex-proteins>
              <protein-complex-protein>
                <id type="integer">12828</id>
                <protein-id type="integer">11596</protein-id>
                <stoichiometry type="integer" nil="true"/>
              </protein-complex-protein>
            </protein_complex-proteins>
            <element-states>
              <element-state>
                <id type="integer">12498</id>
                <biological-state-id type="integer">151</biological-state-id>
              </element-state>
            </element-states>
          </protein-complex>
          <protein-complex>
            <id type="integer">5475</id>
            <name>3-deoxy-8-phosphooctulonate synthase</name>
            <species-id type="integer">4</species-id>
            <pwp-id>PW_P005475</pwp-id>
            <protein_complex-proteins>
              <protein-complex-protein>
                <id type="integer">12829</id>
                <protein-id type="integer">11597</protein-id>
                <stoichiometry type="integer">4</stoichiometry>
              </protein-complex-protein>
            </protein_complex-proteins>
            <element-states>
              <element-state>
                <id type="integer">12499</id>
                <biological-state-id type="integer">151</biological-state-id>
              </element-state>
            </element-states>
          </protein-complex>
          <protein-complex>
            <id type="integer">5476</id>
            <name>3-deoxy-manno-octulosonate-8-phosphatase</name>
            <species-id type="integer">4</species-id>
            <pwp-id>PW_P005476</pwp-id>
            <protein_complex-proteins>
              <protein-complex-protein>
                <id type="integer">12830</id>
                <protein-id type="integer">11598</protein-id>
                <stoichiometry type="integer" nil="true"/>
              </protein-complex-protein>
            </protein_complex-proteins>
            <element-states>
              <element-state>
                <id type="integer">12502</id>
                <biological-state-id type="integer">151</biological-state-id>
              </element-state>
            </element-states>
          </protein-complex>
          <protein-complex>
            <id type="integer">5477</id>
            <name>3-deoxy-manno-octulosonate cytidylyltransferase</name>
            <species-id type="integer">4</species-id>
            <pwp-id>PW_P005477</pwp-id>
            <protein_complex-proteins>
              <protein-complex-protein>
                <id type="integer">12831</id>
                <protein-id type="integer">11599</protein-id>
                <stoichiometry type="integer" nil="true"/>
              </protein-complex-protein>
            </protein_complex-proteins>
            <protein_complex-cofactors>
              <protein-complex-cofactor>
                <id type="integer">700</id>
                <compound-id type="integer">423</compound-id>
                <stoichiometry type="integer" nil="true"/>
              </protein-complex-cofactor>
            </protein_complex-cofactors>
            <element-states>
              <element-state>
                <id type="integer">12504</id>
                <biological-state-id type="integer">288</biological-state-id>
              </element-state>
            </element-states>
          </protein-complex>
        </protein-complexes>
        <reactions>
          <reaction>
            <id type="integer">47585</id>
            <spontaneous type="boolean" nil="true"/>
            <pwr-id>PW_R047585</pwr-id>
            <direction>Both</direction>
            <reaction-left-elements>
              <reaction-left-element>
                <id type="integer">147202</id>
                <element-id type="integer">479</element-id>
                <stoichiometry type="integer">1</stoichiometry>
                <element-type>Compound</element-type>
                <currency type="boolean">false</currency>
              </reaction-left-element>
            </reaction-left-elements>
            <reaction-right-elements>
              <reaction-right-element>
                <id type="integer">147203</id>
                <element-id type="integer">7308</element-id>
                <stoichiometry type="integer">1</stoichiometry>
                <element-type>Compound</element-type>
                <currency type="boolean">false</currency>
              </reaction-right-element>
            </reaction-right-elements>
            <reaction-enzymes>
              <reaction-enzyme>
                <id type="integer">37728</id>
                <protein-complex-id type="integer">5474</protein-complex-id>
                <enzyme-class>5.3.1.13</enzyme-class>
              </reaction-enzyme>
            </reaction-enzymes>
          </reaction>
          <reaction>
            <id type="integer">47586</id>
            <spontaneous type="boolean">true</spontaneous>
            <pwr-id>PW_R047586</pwr-id>
            <direction>Right</direction>
            <reaction-left-elements>
              <reaction-left-element>
                <id type="integer">147204</id>
                <element-id type="integer">7308</element-id>
                <stoichiometry type="integer">1</stoichiometry>
                <element-type>Compound</element-type>
                <currency type="boolean">false</currency>
              </reaction-left-element>
            </reaction-left-elements>
            <reaction-right-elements>
              <reaction-right-element>
                <id type="integer">147205</id>
                <element-id type="integer">57925</element-id>
                <stoichiometry type="integer">1</stoichiometry>
                <element-type>Compound</element-type>
                <currency type="boolean">false</currency>
              </reaction-right-element>
            </reaction-right-elements>
          </reaction>
          <reaction>
            <id type="integer">47587</id>
            <spontaneous type="boolean" nil="true"/>
            <pwr-id>PW_R047587</pwr-id>
            <direction>Right</direction>
            <reaction-left-elements>
              <reaction-left-element>
                <id type="integer">147206</id>
                <element-id type="integer">57925</element-id>
                <stoichiometry type="integer">1</stoichiometry>
                <element-type>Compound</element-type>
                <currency type="boolean">false</currency>
              </reaction-left-element>
              <reaction-left-element>
                <id type="integer">147207</id>
                <element-id type="integer">1420</element-id>
                <stoichiometry type="integer">1</stoichiometry>
                <element-type>Compound</element-type>
                <currency type="boolean">false</currency>
              </reaction-left-element>
              <reaction-left-element>
                <id type="integer">147208</id>
                <element-id type="integer">180</element-id>
                <stoichiometry type="integer">1</stoichiometry>
                <element-type>Compound</element-type>
                <currency type="boolean">false</currency>
              </reaction-left-element>
            </reaction-left-elements>
            <reaction-right-elements>
              <reaction-right-element>
                <id type="integer">147209</id>
                <element-id type="integer">40983</element-id>
                <stoichiometry type="integer">1</stoichiometry>
                <element-type>Compound</element-type>
                <currency type="boolean">false</currency>
              </reaction-right-element>
              <reaction-right-element>
                <id type="integer">147210</id>
                <element-id type="integer">1104</element-id>
                <stoichiometry type="integer">1</stoichiometry>
                <element-type>Compound</element-type>
                <currency type="boolean">false</currency>
              </reaction-right-element>
            </reaction-right-elements>
            <reaction-enzymes>
              <reaction-enzyme>
                <id type="integer">37729</id>
                <protein-complex-id type="integer">5475</protein-complex-id>
                <enzyme-class>2.5.1.55</enzyme-class>
              </reaction-enzyme>
            </reaction-enzymes>
          </reaction>
          <reaction>
            <id type="integer">47588</id>
            <spontaneous type="boolean" nil="true"/>
            <pwr-id>PW_R047588</pwr-id>
            <direction>Right</direction>
            <reaction-left-elements>
              <reaction-left-element>
                <id type="integer">147211</id>
                <element-id type="integer">40983</element-id>
                <stoichiometry type="integer">1</stoichiometry>
                <element-type>Compound</element-type>
                <currency type="boolean">false</currency>
              </reaction-left-element>
              <reaction-left-element>
                <id type="integer">147212</id>
                <element-id type="integer">1420</element-id>
                <stoichiometry type="integer">1</stoichiometry>
                <element-type>Compound</element-type>
                <currency type="boolean">false</currency>
              </reaction-left-element>
            </reaction-left-elements>
            <reaction-right-elements>
              <reaction-right-element>
                <id type="integer">147213</id>
                <element-id type="integer">57926</element-id>
                <stoichiometry type="integer">1</stoichiometry>
                <element-type>Compound</element-type>
                <currency type="boolean">false</currency>
              </reaction-right-element>
              <reaction-right-element>
                <id type="integer">147214</id>
                <element-id type="integer">1104</element-id>
                <stoichiometry type="integer">1</stoichiometry>
                <element-type>Compound</element-type>
                <currency type="boolean">false</currency>
              </reaction-right-element>
            </reaction-right-elements>
            <reaction-enzymes>
              <reaction-enzyme>
                <id type="integer">37730</id>
                <protein-complex-id type="integer">5476</protein-complex-id>
                <enzyme-class nil="true"/>
              </reaction-enzyme>
            </reaction-enzymes>
          </reaction>
          <reaction>
            <id type="integer">47589</id>
            <spontaneous type="boolean" nil="true"/>
            <pwr-id>PW_R047589</pwr-id>
            <direction>Right</direction>
            <reaction-left-elements>
              <reaction-left-element>
                <id type="integer">147215</id>
                <element-id type="integer">57926</element-id>
                <stoichiometry type="integer">1</stoichiometry>
                <element-type>Compound</element-type>
                <currency type="boolean">false</currency>
              </reaction-left-element>
              <reaction-left-element>
                <id type="integer">147216</id>
                <element-id type="integer">57</element-id>
                <stoichiometry type="integer">1</stoichiometry>
                <element-type>Compound</element-type>
                <currency type="boolean">false</currency>
              </reaction-left-element>
            </reaction-left-elements>
            <reaction-right-elements>
              <reaction-right-element>
                <id type="integer">147217</id>
                <element-id type="integer">57927</element-id>
                <stoichiometry type="integer">1</stoichiometry>
                <element-type>Compound</element-type>
                <currency type="boolean">false</currency>
              </reaction-right-element>
              <reaction-right-element>
                <id type="integer">147218</id>
                <element-id type="integer">170</element-id>
                <stoichiometry type="integer">1</stoichiometry>
                <element-type>Compound</element-type>
                <currency type="boolean">false</currency>
              </reaction-right-element>
            </reaction-right-elements>
            <reaction-enzymes>
              <reaction-enzyme>
                <id type="integer">37731</id>
                <protein-complex-id type="integer">5477</protein-complex-id>
                <enzyme-class>2.7.7.38</enzyme-class>
              </reaction-enzyme>
            </reaction-enzymes>
          </reaction>
        </reactions>
        <reaction-coupled-transports>
        </reaction-coupled-transports>
        <transports>
        </transports>
        <interactions>
        </interactions>
        <bound-visualizations>
        </bound-visualizations>
        <compound-locations>
          <compound-location>
            <id type="integer">420319</id>
            <compound-id type="integer">479</compound-id>
            <biological-state-id type="integer">151</biological-state-id>
            <visualization-template-id type="integer">81</visualization-template-id>
            <hidden type="boolean">false</hidden>
            <x type="integer">398</x>
            <y type="integer">642</y>
            <zindex type="integer">10</zindex>
            <font-size>regular</font-size>
            <width>200</width>
            <height>190</height>
          </compound-location>
          <compound-location>
            <id type="integer">420320</id>
            <compound-id type="integer">7308</compound-id>
            <biological-state-id type="integer">151</biological-state-id>
            <visualization-template-id type="integer">81</visualization-template-id>
            <hidden type="boolean">false</hidden>
            <x type="integer">1048</x>
            <y type="integer">642</y>
            <zindex type="integer">10</zindex>
            <font-size>regular</font-size>
            <width>200</width>
            <height>190</height>
          </compound-location>
          <compound-location>
            <id type="integer">420321</id>
            <compound-id type="integer">57925</compound-id>
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