114388
Pathway
1,6-Anhydro-N-acetylmuramic Acid Recycling
Most bacteria, including Escherichia coli, are composed of murein which protects and stabilizes the cell wall. Over half of the murein is broken down by Escherichia coli and recycled for the next generation. The main muropeptide is GlcNAc-anhydro-N-acetylmuramic acid (anhMurNAc)-l-Ala-γ-d-Glu-meso-Dap-d-Ala which enters the cytoplasm by AmpG protein. The peptide is then released from the muropeptide. 1,6-Anhydro-N-acetylmuramic acid (anhMurNAc) is recycled by its conversion to N-acetylglucosamine-phosphate (GlcNAc-P). The sugar is phosphorylated by anhydro-N-acetylmuramic acid kinase (AnmK) to produce MurNAc-P. Etherase cleaves MurNAc-P to produce N-acetyl-D-glucosamine 6-phosphate. The product can undergo further degradation or be recycled into peptidoglycan monomers. The pathway's final product is a peptidoglycan biosynthesis precursor, UDP-N-acetyl-α-D-muramate. The enzyme muropeptide ligase (mpl), attaches the recovered Ala-Glu-DAP tripeptide to the precursor UDP-N-acetyl-α-D-muramate to return to the peptide to the peptidoglycan biosynthetic pathway to synthesize the cell wall.
Metabolic
PW123548
Center
PathwayVisualizationContext123824
2450
2950
#000099
PathwayVisualization114251
114388
1,6-Anhydro-N-acetylmuramic Acid Recycling
Most bacteria, including Escherichia coli, are composed of murein which protects and stabilizes the cell wall. Over half of the murein is broken down by Escherichia coli and recycled for the next generation. The main muropeptide is GlcNAc-anhydro-N-acetylmuramic acid (anhMurNAc)-l-Ala-γ-d-Glu-meso-Dap-d-Ala which enters the cytoplasm by AmpG protein. The peptide is then released from the muropeptide. 1,6-Anhydro-N-acetylmuramic acid (anhMurNAc) is recycled by its conversion to N-acetylglucosamine-phosphate (GlcNAc-P). The sugar is phosphorylated by anhydro-N-acetylmuramic acid kinase (AnmK) to produce MurNAc-P. Etherase cleaves MurNAc-P to produce N-acetyl-D-glucosamine 6-phosphate. The product can undergo further degradation or be recycled into peptidoglycan monomers. The pathway's final product is a peptidoglycan biosynthesis precursor, UDP-N-acetyl-α-D-muramate. The enzyme muropeptide ligase (mpl), attaches the recovered Ala-Glu-DAP tripeptide to the precursor UDP-N-acetyl-α-D-muramate to return to the peptide to the peptidoglycan biosynthetic pathway to synthesize the cell wall.
Metabolic
23
112324
1799
SubPathway
111920
42580
Compound
112325
595
SubPathway
111921
6123
ProteinComplex
1
Cell
CL:0000000
5
Hepatocyte
CL:0000182
4
Cardiomyocyte
CL:0000746
3
Neuron
CL:0000540
7
Epithelial Cell
CL:0000066
2
Platelet
CL:0000233
8
Beta cell
CL:0000639
1
Homo sapiens
9606
Eukaryote
Human
2
Bacteria
2
Prokaryote
Bacteria
3
Escherichia coli
562
Prokaryote
12
Mus musculus
10090
Eukaryote
Mouse
5
Bos taurus
9913
Eukaryote
Cattle
17
Rattus norvegicus
10116
Eukaryote
Rat
19
Schizosaccharomyces pombe
4896
Eukaryote
24
Solanum lycopersicum
4081
Eukaryote
Tomato
4
Arabidopsis thaliana
3702
Eukaryote
Thale cress
18
Saccharomyces cerevisiae
4932
Eukaryote
Yeast
21
Xenopus laevis
8355
Eukaryote
African clawed frog
6
Caenorhabditis elegans
6239
Eukaryote
Roundworm
25
Escherichia coli (strain K12)
83333
Prokaryote
49
Bathymodiolus platifrons
220390
Eukaryote
Deep sea mussel
10
Drosophila melanogaster
7227
Eukaryote
Fruit fly
23
Pseudomonas aeruginosa
287
Prokaryote
60
Nitzschia sp.
0001
Eukaryote
Nitzschia4
5
Cytoplasm
GO:0005737
6
Lysosome
GO:0005764
4
Peroxisome
GO:0005777
3
Mitochondrial Matrix
GO:0005759
2
Mitochondrion
GO:0005739
10
Cell Membrane
GO:0005886
11
Extracellular Space
GO:0005615
16
Lysosomal Lumen
GO:0043202
7
Endoplasmic Reticulum Membrane
GO:0005789
1
Cytosol
GO:0005829
18
Melanosome Membrane
GO:0033162
13
Endoplasmic Reticulum
GO:0005783
25
Golgi apparatus
GO:0005794
14
Mitochondrial Outer Membrane
GO:0005741
12
Mitochondrial Inner Membrane
GO:0005743
20
Endoplasmic Reticulum Lumen
GO:0005788
21
Synapse
GO:0045202
15
Nucleus
GO:0005634
31
Periplasmic Space
GO:0005620
35
Chloroplast
GO:0009507
36
Membrane
GO:0016020
53
Endoplasmic Reticulum Body
GO:0010168
34
Plant-Type Vacuole
GO:0000325
40
Periplasm
GO:0042597
27
Peroxisome Membrane
GO:0005778
32
Inner Membrane
GO:0070258
19
sarcoplasmic reticulum
GO:0016529
24
Mitochondrial Intermembrane Space
GO:0005758
8
Smooth Endoplasmic Reticulum
GO:0005790
33
Outer Membrane
GO:0043165
1
Liver
BTO:0000759
72
9
4
Adrenal Medulla
BTO:0000049
71
8
25
Intestine
BTO:0000648
28
Stomach
BTO:0001307
155
26
7
Nervous System
BTO:0001484
8
Blood Vessel
BTO:0001102
74
11
11
Heart
BTO:0000562
73
10
2
Endothelium
BTO:0000393
18
Pancreas
BTO:0000988
8
5
1
1
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PW_BS000160
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PW_BS000024
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PW_BS000024
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PW_BS000024
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2
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PW_BS000024
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11
18
PW_BS000024
170
18
PW_BS000170
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35
4
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PW_BS000024
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4
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PW_BS000024
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PW_BS000162
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PW_BS000026
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PW_BS000024
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PW_BS000164
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PW_BS000134
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PW_BS000028
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PW_BS000028
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PW_BS000115
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PW_BS000028
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PW_BS000028
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PW_BS000113
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PW_BS000024
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PW_BS000115
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PW_BS000115
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PW_BS000115
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PW_BS000115
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PW_BS000113
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PW_BS000115
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41112
N-acetyl-β-D-glucosamine(anhydrous)-N-acetylmuramate
N-Acetyl-β-D-glucosamine-1,6-anhydro-N-acetyl-β-D-muramate, also known as glcnac-1,6-anhmurnac or N-acetyl-β-D-glucosamine(anhydrous)-N-acetylmuramic acid, belongs to the class of organic compounds known as n-acyl-alpha-hexosamines. These are carbohydrate derivatives containing a hexose moiety in which the oxygen atom is replaced by an n-acyl group. N-Acetyl-β-D-glucosamine-1,6-anhydro-N-acetyl-β-D-muramate is soluble (in water) and a weakly acidic compound (based on its pKa).
45479497
[H][C@](C)(O[C@@]1([H])[C@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])N=C(C)[O-])[C@@]2([H])COC([H])(O2)[C@]1([H])N=C(C)O)C(O)=O
C19H29N2O12
InChI=1S/C19H30N2O12/c1-6(17(27)28)30-16-12(21-8(3)24)18-29-5-10(32-18)15(16)33-19-11(20-7(2)23)14(26)13(25)9(4-22)31-19/h6,9-16,18-19,22,25-26H,4-5H2,1-3H3,(H,20,23)(H,21,24)(H,27,28)/p-1/t6-,9-,10-,11-,12-,13-,14-,15-,16-,18?,19+/m1/s1
MWWQKONGFKUAEK-NNRGKNABSA-M
N-[(2S,3R,4R,5S,6R)-2-{[(1R,2S,3R,4R)-3-[(1R)-1-carboxyethoxy]-4-[(1-hydroxyethylidene)amino]-6,8-dioxabicyclo[3.2.1]octan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]ethanecarboximidate
477.444
477.172597962
-1.57
5
N-[(2S,3R,4R,5S,6R)-2-{[(1R,2S,3R,4R)-3-[(1R)-1-carboxyethoxy]-4-[(1-hydroxyethylidene)amino]-6,8-dioxabicyclo[3.2.1]octan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]ethanecarboximidate
-1
-1
Glcnac-1,6-anhmurnac, n-acetyl-β-d-glucosamine(anhydrous)-n-acetylmuramic acid
PW_C041112
NAβDGAN
1420
Water
HMDB0002111
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).
7732-18-5
C00001
962
15377
937
O
H2O
InChI=1S/H2O/h1H2
XLYOFNOQVPJJNP-UHFFFAOYSA-N
water
18.0153
18.010564686
1
water
0
0
FDB013390
Dihydrogen oxide;Steam;[oh2];Acqua;Agua;Aqua;Bound water;Dihydridooxygen;Eau;H2o;Hoh;Hydrogen hydroxide;Wasser
PW_C001420
H2O
55
8
94
9
109
5
139
4
151
3
162
14
481
13
526
15
624
28
652
10
691
20
770
33
823
18
838
2
1094
31
1377
49
1465
54
1590
43
2018
24
2532
22
2678
60
2727
46
2778
17
2805
29
3143
70
3164
72
3634
61
4598
36
4727
37
4941
93
5030
27
5156
7
5195
97
5214
100
5227
94
5236
103
5297
105
5319
111
5343
113
5355
112
5402
110
5470
123
5483
125
5492
126
5507
127
5534
130
5537
114
5541
129
5591
135
5608
118
5622
108
5691
6
5759
140
5778
101
5841
143
5853
146
5877
107
5890
95
5910
147
5940
151
6032
155
6059
157
6087
161
6123
163
6133
159
6215
1
6218
166
6477
178
6507
180
6600
152
6713
117
6840
188
6888
160
7162
205
7181
207
7193
206
7211
211
7228
213
7238
214
7243
215
7295
198
7350
216
7388
210
7401
212
7467
222
7492
224
7500
190
7588
170
8201
225
8237
226
8414
162
9265
26
11850
277
11922
164
12011
281
12213
285
12250
286
12264
287
12327
249
12520
227
12632
65
12693
290
12705
291
12715
292
13007
298
13019
300
13025
301
13037
302
13261
223
13327
294
15340
308
42327
315
42695
318
43691
322
76914
293
77019
253
77102
132
77131
133
77215
134
77378
331
77397
332
77471
333
77516
115
77536
334
77628
336
77722
337
77759
341
77816
343
77982
347
78071
329
78235
352
78242
353
78270
356
79113
360
80014
368
80039
370
80591
228
80656
119
93830
383
94794
384
110557
390
110639
391
115844
398
119879
232
119915
122
119963
406
120008
407
120046
408
120113
124
120365
412
120430
405
120438
409
120606
415
120794
414
121158
425
121240
429
121351
121
121381
419
121607
434
122118
382
122384
436
122753
120
122797
374
122804
443
123012
446
123064
376
123072
137
123131
447
123142
136
123162
448
123231
451
123384
450
123730
460
123810
464
123940
455
124165
469
124670
399
124938
471
124945
472
125305
297
125353
479
125386
481
125424
482
125480
299
125682
483
125707
478
125745
487
126054
490
126238
495
126273
484
126764
480
126896
501
126963
502
127017
388
127177
208
127199
209
127227
504
127506
507
127576
515
127836
389
128082
395
128176
513
141
N-Acetyl-D-glucosamine
HMDB0000215
N-Acetyl-D-Glucosamine (N-acetlyglucosamine) is a monosaccharide derivative of glucose. Chemically it is an amide between glucosamine and acetic acid. A single N-acetlyglucosamine moiety linked to serine or threonine residues on nuclear and cytoplasmic proteins -O-GlcNAc, is an ubiquitous post-translational protein modification. O-GlcNAc modified proteins are involved in sensing the nutrient status of the surrounding cellular environment and adjusting the activity of cellular proteins accordingly. O-GlcNAc regulates cellular responses to hormones such as insulin, initiates a protective response to stress, modulates a cell's capacity to grow and divide, and regulates gene transcription. In humans, it exists in skin, cartilage and blood vessel as a component of hyaluronic acid, and bone tissue, cornea and aorta as a component of keratan sulfate. (PMID 16237703).
7512-17-6
C00140
439174
506227
ALPHA-D-GALACTOSYL-13-BETA-D-GALACTOS
388319
DB00141
CC(=O)N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O
C8H15NO6
InChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5-,6-,7-,8?/m1/s1
OVRNDRQMDRJTHS-RTRLPJTCSA-N
N-[(3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
221.2078
221.089937217
0.06
5
GlcNAc
0
0
FDB008032
2-(acetylamino)-2-deoxyhexose;2-acetamido-2-deoxy-d-glucose;2-acetamido-2-deoxyglucose;2-acetamido-d-glucose;2-acetylamino-2-deoxy-d-glucose;Acetylglucosamine;Glcnac;N-acetylchitosamine;N-acetylglucosamine;2-acetamido-2-deoxy-d-glucopyranose;N-[(3r,4r,5s,6r)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
PW_C000141
GlcNAc
379
9
403
8
6163
108
6169
107
6229
166
6242
167
42388
318
42704
315
77284
113
120297
126
122955
443
125629
301
40765
1,6-anhydro-N-acetyl-β-muramate
1,6-Anhydro-N-acetyl-β-muramate belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms. 1,6-Anhydro-N-acetyl-β-muramate is soluble (in water) and a weakly acidic compound (based on its pKa). Outside of the human body, 1,6-anhydro-N-acetyl-β-muramate can be found in a number of food items such as hyssop, mountain yam, small-leaf linden, and blackcurrant. This makes 1,6-anhydro-N-acetyl-β-muramate a potential biomarker for the consumption of these food products.
58690
C[C@@H](O[C@H]1[C@H](O)[C@H]2CO[C@H](O2)[C@@H]1N=C(C)[O-])C(O)=O
C11H16NO7
InChI=1S/C11H17NO7/c1-4(10(15)16)18-9-7(12-5(2)13)11-17-3-6(19-11)8(9)14/h4,6-9,11,14H,3H2,1-2H3,(H,12,13)(H,15,16)/p-1/t4-,6-,7-,8-,9-,11-/m1/s1
ZFEGYUMHFZOYIY-YVNCZSHWSA-M
N-[(1R,2S,3R,4R,5R)-3-[(1R)-1-carboxyethoxy]-2-hydroxy-6,8-dioxabicyclo[3.2.1]octan-4-yl]ethanecarboximidate
274.2472
274.092676871
-0.80
2
N-[(1R,2S,3R,4R,5R)-3-[(1R)-1-carboxyethoxy]-2-hydroxy-6,8-dioxabicyclo[3.2.1]octan-4-yl]ethanecarboximidate
-1
-1
PW_C040765
16ANAβM
40768
GlcNAc-1,6-anhMurNAc-L-Ala-?-D-Glu-DAP-D-Ala
GlcNAc-1,6-anhmurnac-L-ala-γ-D-glu-dap-D-ala belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. GlcNAc-1,6-anhmurnac-L-ala-γ-D-glu-dap-D-ala is considered to be a practically insoluble (in water) and relatively neutral molecule.
45479219
[H][C@@](N)(CCC[C@]([H])(N=C(O)CC[C@@]([H])(N=C(O)[C@]([H])(C)N=C(O)[C@@]([H])(C)O[C@@]1([H])[C@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])N=C(C)[O-])C2([H])COC([H])(O2)[C@]1([H])N=C(C)[O-])C(O)=O)C(O)=N[C@]([H])(C)C(O)=O)C(O)=O
C37H57N7O20
InChI=1S/C37H59N7O20/c1-13(30(51)44-20(35(58)59)9-10-23(48)43-19(8-6-7-18(38)34(56)57)32(53)40-14(2)33(54)55)39-31(52)15(3)61-29-25(42-17(5)47)36-60-12-22(63-36)28(29)64-37-24(41-16(4)46)27(50)26(49)21(11-45)62-37/h13-15,18-22,24-29,36-37,45,49-50H,6-12,38H2,1-5H3,(H,39,52)(H,40,53)(H,41,46)(H,42,47)(H,43,48)(H,44,51)(H,54,55)(H,56,57)(H,58,59)/p-2/t13-,14+,15+,18+,19-,20+,21+,22?,24+,25+,26+,27+,28+,29+,36?,37-/m0/s1
UPFMKPIBAIPLHT-XECZBHTRSA-L
N-[(2S,3R,4R)-3-[(1R)-1-{[(1S)-1-{[(1R)-3-{[(1S,5R)-5-amino-5-carboxy-1-{[(1R)-1-carboxyethyl]-C-hydroxycarbonimidoyl}pentyl]-C-hydroxycarbonimidoyl}-1-carboxypropyl]-C-hydroxycarbonimidoyl}ethyl]-C-hydroxycarbonimidoyl}ethoxy]-2-{[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(1-oxidoethylidene)amino]oxan-2-yl]oxy}-6,8-dioxabicyclo[3.2.1]octan-4-yl]ethanecarboximidate
919.893
919.366934423
-3.60
11
N-[(2S,3R,4R)-3-[(1R)-1-{[(1S)-1-{[(1R)-3-{[(1S,5R)-5-amino-5-carboxy-1-{[(1R)-1-carboxyethyl]-C-hydroxycarbonimidoyl}pentyl]-C-hydroxycarbonimidoyl}-1-carboxypropyl]-C-hydroxycarbonimidoyl}ethyl]-C-hydroxycarbonimidoyl}ethoxy]-2-{[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(1-oxidoethylidene)amino]oxan-2-yl]oxy}-6,8-dioxabicyclo[3.2.1]octan-4-yl]ethanecarboximidate
-2
-2
PW_C040768
G16ALA
6751
117
43729
322
41303
L-Ala-γ-D-Glu-DAP-D-Ala
(4R)-4-{[(2S)-2-amino-1-hydroxypropylidene]amino}-4-{[(5R)-5-amino-5-carboxy-2-{[(1S)-1-carboxyethyl]-C-hydroxycarbonimidoyl}pentyl]-C-hydroxycarbonimidoyl}butanoate is considered to be a practically insoluble (in water) and relatively neutral molecule.
25202885
[H][C@@](C)(N)C(O)=N[C@]([H])(CCC([O-])=O)C(O)=NCC([H])(CC[C@@]([H])(N)C(O)=O)C(O)=N[C@@]([H])(C)C(O)=O
C18H30N5O9
InChI=1S/C18H31N5O9/c1-8(19)14(26)23-12(5-6-13(24)25)16(28)21-7-10(3-4-11(20)18(31)32)15(27)22-9(2)17(29)30/h8-12H,3-7,19-20H2,1-2H3,(H,21,28)(H,22,27)(H,23,26)(H,24,25)(H,29,30)(H,31,32)/p-1/t8-,9-,10?,11+,12+/m0/s1
CKDFIMYSHASPFZ-HIQXDMJCSA-M
(4R)-4-{[(2S)-2-amino-1-hydroxypropylidene]amino}-4-{[(5R)-5-amino-5-carboxy-2-{[(1S)-1-carboxyethyl]-C-hydroxycarbonimidoyl}pentyl]-C-hydroxycarbonimidoyl}butanoate
460.4589
460.204352583
-3.44
7
(4R)-4-{[(2S)-2-amino-1-hydroxypropylidene]amino}-4-{[(5R)-5-amino-5-carboxy-2-{[(1S)-1-carboxyethyl]-C-hydroxycarbonimidoyl}pentyl]-C-hydroxycarbonimidoyl}butanoate
-1
-1
L-alanyl-d-γ-glutamyl-<i>meso</i>-2,6-diaminopimeloyl-d-alanine;L-alanyl-d-gamma-glutamyl-meso-2,6-diaminopimeloyl-d-alanine
PW_C041303
LADγDG
414
Adenosine triphosphate
HMDB0000538
Adenosine triphosphate (ATP) is a nucleotide consisting of a purine base (adenine) attached to the first carbon atom of ribose (a pentose sugar). Three phosphate groups are esterified at the fifth carbon atom of the ribose. ATP is incorporated into nucleic acids by polymerases in the processes of DNA replication and transcription. ATP contributes to cellular energy charge and participates in overall energy balance, maintaining cellular homeostasis. ATP can act as an extracellular signaling molecule via interactions with specific purinergic receptors to mediate a wide variety of processes as diverse as neurotransmission, inflammation, apoptosis, and bone remodelling. Extracellular ATP and its metabolite adenosine have also been shown to exert a variety of effects on nearly every cell type in human skin, and ATP seems to play a direct role in triggering skin inflammatory, regenerative, and fibrotic responses to mechanical injury, an indirect role in melanocyte proliferation and apoptosis, and a complex role in Langerhans cell-directed adaptive immunity. During exercise, intracellular homeostasis depends on the matching of adenosine triphosphate (ATP) supply and ATP demand. Metabolites play a useful role in communicating the extent of ATP demand to the metabolic supply pathways. Effects as different as proliferation or differentiation, chemotaxis, release of cytokines or lysosomal constituents, and generation of reactive oxygen or nitrogen species are elicited upon stimulation of blood cells with extracellular ATP. The increased concentration of adenosine triphosphate (ATP) in erythrocytes from patients with chronic renal failure (CRF) has been observed in many studies but the mechanism leading to these abnormalities still is controversial. (PMID: 15490415, 15129319, 14707763, 14696970, 11157473).
56-65-5
C00002
5957
15422
ATP
5742
DB00171
NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O
C10H16N5O13P3
InChI=1S/C10H16N5O13P3/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(26-10)1-25-30(21,22)28-31(23,24)27-29(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H,23,24)(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1
ZKHQWZAMYRWXGA-KQYNXXCUSA-N
({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid
507.181
506.995745159
-2.05
7
adenosine triphosphate
0
-3
FDB021813
5'-(tetrahydrogen triphosphate) adenosine;5'-atp;Atp;Adenosine 5'-triphosphate;Adenosine 5'-triphosphorate;Adenosine 5'-triphosphoric acid;Adenosine triphosphate;Adenylpyrophosphorate;Adenylpyrophosphoric acid;Adephos;Adetol;Adynol;Atipi;Atriphos;Cardenosine;Fosfobion;Glucobasin;Myotriphos;Phosphobion;Striadyne;Triadenyl;Triphosphaden;Triphosphoric acid adenosine ester;Adenosine-5'-triphosphate;H4atp;Adenosine triphosphoric acid;Adenosine-5'-triphosphoric acid
PW_C000414
ATP
9
2
21
4
60
8
266
16
414
22
478
13
733
32
799
5
934
39
976
3
2105
18
2112
10
2146
49
2156
14
2160
58
2405
59
2434
27
2726
46
2812
29
3029
66
3163
72
3616
61
3617
51
4399
23
4474
31
4768
91
4864
54
5032
89
5035
26
5155
7
5205
97
5215
100
5250
104
5291
101
5313
111
5346
112
5390
103
5406
117
5430
118
5443
120
5542
129
5556
132
5569
133
5603
135
5621
108
5846
143
5854
146
5876
107
5897
147
5924
151
6048
155
6109
161
6230
166
6493
178
6839
188
6870
160
6976
199
7157
205
7184
206
7209
210
7225
213
7229
211
7298
198
7302
216
7390
217
7408
218
7432
163
7481
222
7499
190
8186
225
11847
277
11903
170
12010
281
12039
164
12178
285
12578
226
12691
290
13264
223
15327
308
42326
315
42621
322
42694
318
77028
253
77218
134
77233
329
77468
333
77632
336
78037
332
78041
350
78168
128
78214
351
78240
353
78411
335
78494
115
78850
130
78865
331
78919
334
80028
368
80046
184
80674
119
85629
1
94826
124
113234
94
113282
388
116280
109
119914
122
119992
406
120154
407
120245
382
120362
412
121246
429
121392
123
121397
433
121471
408
121974
410
122065
125
122079
383
122083
405
122402
422
122444
435
122919
399
123009
446
123816
464
123951
447
123956
468
124029
374
124527
444
124616
136
124630
398
124634
376
124943
472
124972
375
125011
470
125304
297
125371
479
125392
299
125515
481
125595
484
126123
485
126220
300
126234
495
126240
478
126547
491
126596
499
126913
501
127123
389
127731
516
127781
395
127796
390
127801
209
128119
508
128167
517
44522
N-Acetylmuramate 6-phosphate
MurNAC-6-P is a member of the chemical class known as Sugar Acids and Derivatives. These are compounds containing a saccharide unit which bears a carboxylic acid group. It is a substrate for N-acetylmuramate-6-phosphate etherase. This enzyme catalyzes the cleavage of the D-lactyl ether of MurNAC-6-P to produce GlcNAC-6-P and D lactate. It is required for growth on MurNAC and plays a role in cell wall biogenesis and peptidoglycan recylcing.
25202911
47968
CPD0-881
[H]C(C)(O[C@@]1([H])[C@]([H])(O)[C@@]([H])(C[O+]P(O)(O)=O)OC([H])(O)[C@]1([H])[NH+]=C(C)[O-])C([O-])=O
C11H19NO11P
InChI=1S/C11H20NO11P/c1-4(10(15)16)22-9-7(12-5(2)13)11(17)23-6(8(9)14)3-21-24(18,19)20/h4,6-9,11,14,17H,3H2,1-2H3,(H,12,13)(H,15,16)(H2,18,19,20)/q+1/p-1/t4?,6-,7-,8-,9-,11?/m1/s1
METUMBUEJVSNMZ-NFSFVEDMSA-M
2-{[(3R,4R,5S,6R)-2,5-dihydroxy-3-[(1-oxidoethylidene)azaniumyl]-6-[(phosphono-λ³-oxidanyliumyl)methyl]oxan-4-yl]oxy}propanoate
372.2424
372.069571967
-1.68
5
2-{[(3R,4R,5S,6R)-2,5-dihydroxy-3-[(1-oxidoethylidene)ammonio]-6-[(phosphono-λ³-oxidanyliumyl)methyl]oxan-4-yl]oxy}propanoate
0
-2
N-acetylmuramate 6-phosphate;N-acetylmuramic acid 6-phosphate;Murnac-6-p;N-acetylmuramic acid 6-phosphoric acid
PW_C044522
M6P
1034
Adenosine diphosphate
HMDB0001341
Adenosine diphosphate, abbreviated ADP, is a nucleotide. It is an ester of pyrophosphoric acid with the nucleotide adenine. ADP consists of the pyrophosphate group, the pentose sugar ribose, and the nucleobase adenine. ADP is the product of ATP dephosphorylation by ATPases. ADP is converted back to ATP by ATP synthases.
58-64-0
C00008
6022
16761
ADP
5800
NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O
C10H15N5O10P2
InChI=1S/C10H15N5O10P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(24-10)1-23-27(21,22)25-26(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1
XTWYTFMLZFPYCI-KQYNXXCUSA-N
[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid
427.2011
427.029414749
-2.12
6
adenosine-diphosphate
0
-2
FDB021817
Adp;Adenosindiphosphorsaeure;Adenosine 5'-pyrophosphate;Adenosine diphosphate;Adenosine pyrophosphate;Adenosine-5'-diphosphate;Adenosine-5-diphosphate;Adenosine-diphosphate;5'-adenylphosphoric acid;Adenosine 5'-diphosphate;H3adp;5'-adenylphosphate;Adenosine 5'-diphosphoric acid;Adenosine-5'-diphosphoric acid
PW_C001034
ADP
23
4
134
8
415
22
482
13
801
5
963
15
978
3
1061
14
1518
2
1901
49
2104
18
2113
10
2161
58
2408
59
2435
27
2728
47
2736
46
2855
29
3165
72
3635
61
4400
23
4476
31
4770
91
5036
26
5157
7
5208
97
5217
100
5315
111
5349
112
5392
103
5446
120
5544
129
5572
133
5624
108
5741
117
5764
101
5849
143
5856
146
5878
107
5899
147
5926
151
6050
155
6111
161
6231
166
6495
178
6700
94
6841
188
6872
160
7159
205
7187
206
7208
210
7226
213
7231
211
7300
198
7303
216
7391
217
7410
218
7433
163
7483
222
8187
225
11851
277
11905
170
12013
281
12180
285
13262
223
15329
308
42328
315
42398
313
42622
322
42696
318
77029
253
77087
132
77216
134
77306
329
77472
333
77663
336
78039
332
78043
350
78170
128
78215
351
78244
353
78414
335
78495
115
78705
331
78849
130
78920
334
80030
368
80622
118
80651
135
80676
119
94827
124
113283
388
116204
109
119944
122
119994
406
120156
407
120318
382
120366
412
121248
429
121394
123
121399
433
121472
408
121899
383
121976
410
122064
125
122085
405
122405
422
122445
435
122973
399
123013
446
123818
464
123953
447
123958
468
124030
374
124452
398
124529
444
124615
136
124636
376
124947
472
124975
375
125012
470
125334
297
125373
479
125492
299
125517
481
125645
484
126125
485
126219
300
126235
495
126242
478
126550
491
126597
499
126915
501
127733
516
127780
395
127797
390
127803
209
128122
508
128168
517
128313
389
40034
Hydrogen Ion
HMDB0059597
Hydrogen ion is recommended by IUPAC as a general term for all ions of hydrogen and its isotopes. Depending on the charge of the ion, two different classes can be distinguished: positively charged ions and negatively charged ions. Under aqueous conditions found in biochemistry, hydrogen ions exist as the hydrated form hydronium, H3O+, but these are often still referred to as hydrogen ions or even protons by biochemists. [WikiPedia])
C00080
1038
15378
1010
[H+]
H
InChI=1S/p+1
GPRLSGONYQIRFK-UHFFFAOYSA-N
hydron
1.0079
1.007825032
0
hydron
1
0
H+;H(+);Hydrogen cation;Hydron;Proton
PW_C040034
H+
215
4
670
8
753
15
788
31
848
3
1116
2
1463
26
1464
54
2231
49
2780
17
4250
22
4254
42
4547
10
4576
18
4694
70
5241
103
5327
111
5353
112
5626
108
5639
107
5699
100
5720
105
5742
117
5963
147
6037
155
6070
157
6093
161
6130
159
6232
166
6483
178
6601
152
6692
101
6843
188
6910
187
7100
163
7168
205
7191
206
7453
219
7454
220
7472
222
7525
213
7532
210
7558
212
7572
160
7590
170
8195
225
8218
151
8243
226
8413
162
8420
224
9139
195
9155
249
11915
164
12015
281
12181
285
12246
286
12266
287
12521
227
13257
223
13325
294
15330
308
42329
315
42354
318
42401
322
42405
312
42454
320
76912
293
77136
133
77210
134
77372
331
77804
114
77955
132
77990
327
77991
347
78379
345
79929
130
80019
368
80387
310
80388
304
80722
119
93823
124
94823
383
110550
388
112855
94
113280
390
115537
398
115539
118
115856
336
116205
109
119973
406
120193
407
120549
122
120593
409
121170
424
121171
425
122569
418
122615
384
122687
125
122758
120
123183
135
123218
137
123742
459
123743
460
125141
454
125188
121
125273
136
125359
479
125550
481
125730
483
125736
297
125809
299
126517
495
126717
489
126766
480
126823
300
126902
501
127213
208
128308
506
128361
391
128430
395
837
N-Acetyl-D-Glucosamine 6-Phosphate
HMDB0001062
N-Acetyl-D-glucosamine 6-phosphate, also known as N-acetyl-D-glucosamine-6-p or GLCNAC6P, belongs to the class of organic compounds known as acylaminosugars. These are organic compounds containing a sugar linked to a chain through N-acyl group. N-Acetyl-D-glucosamine 6-phosphate is soluble (in water) and a moderately acidic compound (based on its pKa). N-Acetyl-D-glucosamine 6-phosphate has been primarily detected in saliva. Within the cell, N-acetyl-D-glucosamine 6-phosphate is primarily located in the cytoplasm. In humans, N-acetyl-D-glucosamine 6-phosphate is involved in the amino sugar metabolism pathway, the homocarnosinosis pathway, and the glutamate metabolism pathway. N-Acetyl-D-glucosamine 6-phosphate is also involved in several metabolic disorders, some of which include the 2-hydroxyglutric aciduria (D and L form) pathway, the tay-sachs disease pathway, the hyperinsulinism-hyperammonemia syndrome pathway, and the sialuria or french type sialuria pathway. N-Acetyl-D-Glucosamine 6-Phosphate is an intermediate in the metabolism of Aminosugars. It is a substrate for Glucosamine 6-phosphate N-acetyltransferase.
102029-88-9
C00357
440996
15784
N-ACETYL-D-GLUCOSAMINE-6-P
389821
CC(=O)N[C@H]1C(O)O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]1O
C8H16NO9P
InChI=1S/C8H16NO9P/c1-3(10)9-5-7(12)6(11)4(18-8(5)13)2-17-19(14,15)16/h4-8,11-13H,2H2,1H3,(H,9,10)(H2,14,15,16)/t4-,5-,6-,7-,8?/m1/s1
BRGMHAYQAZFZDJ-RTRLPJTCSA-N
{[(2R,3S,4R,5R)-5-acetamido-3,4,6-trihydroxyoxan-2-yl]methoxy}phosphonic acid
301.1877
301.056267627
-1.23
6
[(2R,3S,4R,5R)-5-acetamido-3,4,6-trihydroxyoxan-2-yl]methoxyphosphonic acid
0
-2
FDB022401
N-acetyl-d-glucosamine 6-phosphate;N-acetyl-d-glucosamine-6-p;N-acetyl-d-glucosamine-6-phosphate;N-acetyl-glucosamine-6-p;N-acetyl-glucosamine-6-phosphate;N-acetylglucosamine-6-p;2-acetamido-2-deoxy-6-o-phosphono-d-glucopyranose;N-acetyl-d-glucosamine 6-phosphoric acid
PW_C000837
NAcG6P
381
8
4841
14
6157
108
6222
166
42389
315
77286
111
77995
115
80664
376
120146
405
120300
122
122957
135
125508
478
125631
297
127045
209
1010
D-Lactic acid
HMDB0001311
Lactic acid is an organic acid. It is a chiral molecule, consisting of two optical isomers, L-lactic acid and D-lactic acid, with the L-isomer being the most common in living organisms. Lactic acid plays a role in several biochemical processes and is produced in the muscles during intense activity. D-Lactic acid is the end product of the enzyme glyoxalase II (or hydroxyacyl-glutathione hydrolase) (EC 3.1.2.6), which converts the intermediate substrate S-lactoyl-glutathione to reduced glutathione and D-lactate (OMIM: 138790).
10326-41-7
C00256
61503
42111
D-LACTATE
55423
DB03066
C[C@@H](O)C(O)=O
C3H6O3
InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/t2-/m1/s1
JVTAAEKCZFNVCJ-UWTATZPHSA-N
(2S)-2-hydroxypropanoic acid
90.0779
90.031694058
0.79
2
(α)-lactate
0
-1
FDB003293
(-)-lactate;(-)-lactic acid;(r)-(-)-lactate;(r)-(-)-lactic acid;(r)-2-hydroxypropanoate;(r)-2-hydroxypropanoic acid;(r)-2-hydroxypropionate;(r)-2-hydroxypropionic acid;(r)-lactate;(r)-lactic acid;(r)-a-hydroxypropionate;(r)-a-hydroxypropionic acid;(r)-alpha-hydroxypropionate;(r)-alpha-hydroxypropionic acid;D-(-)-lactate;D-(-)-lactic acid;D-2-hydroxypropanoate;D-2-hydroxypropanoic acid;D-2-hydroxypropionate;D-2-hydroxypropionic acid;D-lactate;D-lactic acid;Dla;L-(+)-lactate;L-lactic acid;Propel;Tisulac;Delta-(-)-lactate;Delta-(-)-lactic acid;Delta-2-hydroxypropanoate;Delta-2-hydroxypropanoic acid;Delta-2-hydroxypropionate;Delta-2-hydroxypropionic acid;Delta-lactate;Delta-lactic acid
PW_C001010
D-Lac
1179
8
1744
3
6154
108
6219
166
42700
315
78760
111
78767
112
120877
122
121443
407
123453
135
124001
119
125853
297
126068
481
127521
206
42580
D-glucosamine 6-phosphate
2-Amino-2-deoxy-D-glucopyranose 6-phosphate, also known as D-glucosamine phosphate or 2-amino-2-deoxy-6-O-phosphono-D-glucopyranose, belongs to the class of organic compounds known as hexose phosphates. These are carbohydrate derivatives containing a hexose substituted by one or more phosphate groups. 2-Amino-2-deoxy-D-glucopyranose 6-phosphate is soluble (in water) and a moderately acidic compound (based on its pKa).
N[C@H]1C(O)O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]1O
C6H14NO8P
InChI=1S/C6H14NO8P/c7-3-5(9)4(8)2(15-6(3)10)1-14-16(11,12)13/h2-6,8-10H,1,7H2,(H2,11,12,13)/t2-,3-,4-,5-,6?/m1/s1
XHMJOUIAFHJHBW-IVMDWMLBSA-N
{[(2R,3S,4R,5R)-5-amino-3,4,6-trihydroxyoxan-2-yl]methoxy}phosphonic acid
259.151
259.045702941
-0.87
6
D-glucosamine 6-phosphate
0
-1
PW_C042580
DG6P
29
Acetic acid
HMDB0000042
Acetic acid is one of the simplest carboxylic acids. It is an important chemical reagent and industrial chemical that is used in the production of plastic soft drink bottles, photographic film; and polyvinyl acetate for wood glue, as well as many synthetic fibres and fabrics. In households diluted acetic acid is often used as a cleaning agent. In the food industry acetic acid is used as an acidity regulator. The acetyl group, derived from acetic acid, is fundamental to the biochemistry of virtually all forms of life. When bound to coenzyme A it is central to the metabolism of carbohydrates and fats. However, the concentration of free acetic acid in cells is kept at a low level to avoid disrupting the control of the pH of the cell contents. Acetic acid is produced and excreted by certain bacteria, notably the Acetobacter genus and Clostridium acetobutylicum. These bacteria are found universally in foodstuffs, water, and soil, and acetic acid is produced naturally as fruits and some other foods spoil. Acetic acid is also a component of the vaginal lubrication of humans and other primates, where it appears to serve as a mild antibacterial agent.
64-19-7
C00033
176
15366
ACET
171
DB03166
CC(O)=O
C2H4O2
InChI=1S/C2H4O2/c1-2(3)4/h1H3,(H,3,4)
QTBSBXVTEAMEQO-UHFFFAOYSA-N
acetic acid
60.052
60.021129372
0.73
1
acetic acid
0
-1
DBMET00484
FDB008299
Acetate;Ethanoate;Ethanoic acid;Ethylate;Ethylic acid;Glacial acetate;Glacial acetic acid;Kyselina octova;Methanecarboxylate;Methanecarboxylic acid;Vinegar;Vinegar acid;Acide acetique;Acoh;Ch3-cooh;Ch3co2h;E 260;E-260;E260;Essigsaeure;Ethoic acid;Hoac;Ins no. 260;Meco2h;Mecooh;Ethoate
PW_C000029
Acoh
56
8
776
4
789
31
4283
2
4728
37
4730
36
6158
108
6223
166
6928
160
9267
26
12723
290
42702
315
49493
3
76998
294
77289
111
77823
129
77834
132
120059
122
120613
414
122456
124
122811
135
123238
450
125023
118
125437
297
126608
299
126975
205
128182
388
868
Glucosamine-1P
HMDB0001109
Glucosamine-1P belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit. Glucosamine-1P is soluble (in water) and a moderately acidic compound (based on its pKa). Glucosamine-1P is a substrate of enzyme UDP-N-acetylglucosamine diphosphorylase [EC 2.7.7.23] (KEGG).
9965052
GLUCOSAMINE-1P
8140645
N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OP(O)(O)=O
C6H14NO8P
InChI=1S/C6H14NO8P/c7-3-5(10)4(9)2(1-8)14-6(3)15-16(11,12)13/h2-6,8-10H,1,7H2,(H2,11,12,13)/t2-,3-,4-,5-,6+/m1/s1
YMJBYRVFGYXULK-UKFBFLRUSA-N
{[(2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phosphonic acid
259.151
259.045702941
-0.87
6
glucosamine-1P
0
-1
FDB022429
Glucosamine-1p;Alpha-d-glucosamine 1-phosphate;Alpha-d-glucosamine 1p;Alpha-delta-glucosamine 1-phosphate;Alpha-delta-glucosamine 1p
PW_C000868
GluN-1P
6171
108
42708
315
940
Acetyl-CoA
HMDB0001206
The main function of coenzyme A is to carry acyl groups (such as the acetyl group) or thioesters. Acetyl-CoA is an important molecule itself. It is the precursor to HMG CoA, which is a vital component in cholesterol and ketone synthesis. (wikipedia). acetyl CoA participates in the biosynthesis of fatty acids and sterols, in the oxidation of fatty acids and in the metabolism of many amino acids. It also acts as a biological acetylating agent.
72-89-9
C00024
444493
15351
ACETYL-COA
392413
CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N
C23H38N7O17P3S
InChI=1S/C23H38N7O17P3S/c1-12(31)51-7-6-25-14(32)4-5-26-21(35)18(34)23(2,3)9-44-50(41,42)47-49(39,40)43-8-13-17(46-48(36,37)38)16(33)22(45-13)30-11-29-15-19(24)27-10-28-20(15)30/h10-11,13,16-18,22,33-34H,4-9H2,1-3H3,(H,25,32)(H,26,35)(H,39,40)(H,41,42)(H2,24,27,28)(H2,36,37,38)/t13-,16-,17-,18+,22-/m1/s1
ZSLZBFCDCINBPY-ZSJPKINUSA-N
{[(2R,3S,4R,5R)-2-({[({[(3R)-3-[(2-{[2-(acetylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropoxy](hydroxy)phosphoryl}oxy)(hydroxy)phosphoryl]oxy}methyl)-5-(6-amino-9H-purin-9-yl)-4-hydroxyoxolan-3-yl]oxy}phosphonic acid
809.571
809.125773051
-2.27
9
acetyl-CoA
0
-4
FDB022491
Ac-coa;Ac-coenzyme a;Ac-s-coa;Ac-s-coenzyme a;Acetyl coenzyme-a;Acetyl-coa;Acetyl-coenzyme a;Acetyl-s-coa;Acetyl-s-coenzyme a;Acetylcoenzyme-a;S-acetate coa;S-acetate coenzyme a;S-acetyl coenzyme a;Accoa;Acetyl coenzyme a;S-acetyl-coa;S-acetyl-coenzyme a;Acetylcoenzyme a
PW_C000940
Ac-CoA
213
4
385
8
842
3
2416
2
2446
5
2896
17
3340
11
4840
14
5278
103
5476
124
5733
108
6025
155
6077
161
6386
1
6470
178
6923
160
7106
163
7291
198
7460
222
8245
151
8277
210
12582
226
13012
299
42615
315
77121
133
77291
111
77562
112
77706
132
77994
115
78355
134
78433
334
80007
368
80634
119
80663
376
90124
170
119953
406
120145
405
120304
122
120632
407
122417
408
122626
384
122743
120
122959
135
123137
118
124986
374
125200
121
125343
479
125507
478
125633
297
126564
482
126572
481
126778
480
126886
501
127044
209
127394
205
127665
388
128137
502
128145
206
128374
391
1055
N-Acetyl-glucosamine 1-phosphate
HMDB0001367
N-Acetyl-glucosamine 1-phosphate is an intermediate in aminosugar metabolism. It is a substrate for the enzymes phosphoglucomutase 3 [EC:5.4.2.2 and EC:5.4.2.3] and UDP-N-acteylglucosamine pyrophosphorylase 1 [EC:2.7.7.23] (KEGG). It is involved in UDP-N-acetyl-D-glucosamine biosynthesis and UDP-N-acetylgalactosamine biosynthesis (BioCyc).
6866-69-9
C04256
440272
7125
N-ACETYL-D-GLUCOSAMINE-1-P
389248
CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)OC1OP(O)(O)=O
C8H16NO9P
InChI=1S/C8H16NO9P/c1-3(11)9-5-7(13)6(12)4(2-10)17-8(5)18-19(14,15)16/h4-8,10,12-13H,2H2,1H3,(H,9,11)(H2,14,15,16)/t4-,5-,6-,7-,8?/m1/s1
FZLJPEPAYPUMMR-RTRLPJTCSA-N
{[(3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phosphonic acid
301.1877
301.056267627
-1.21
6
[(3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphosphonic acid
0
-2
FDB022581
D-glucosamine 1-phosphate;N-acetyl-d-glucosamine 1-phosphate;N-acetyl-alpha-d-glucosamine 1-phosphate;N-acetyl-alpha-delta-glucosamine 1-phosphate;N-acetyl-delta-glucosamine 1-phosphate;N-acetyl-glucosamine 1-phosphate;N-acetyl-glucosamine-1-phosphate;Delta-glucosamine 1-phosphate;2-(acetylamino)-2-deoxy-d-glucopyranose 1-(dihydrogen phosphate);2-acetamido-2-deoxy-1-o-phosphono-d-glucopyranose;N-acetylglucosamine-1-phosphate;2-(acetylamino)-2-deoxy-d-glucopyranose 1-(dihydrogen phosphoric acid)
PW_C001055
NGluA1P
391
8
6173
108
42710
315
77298
111
120308
122
122963
135
125637
297
1099
Coenzyme A
HMDB0001423
Coenzyme A (CoA, CoASH, or HSCoA) is a coenzyme notable for its role in the synthesis and oxidization of fatty acids and the oxidation of pyruvate in the citric acid cycle. It is adapted from beta-mercaptoethylamine, panthothenate, and adenosine triphosphate. It is also a parent compound for other transformation products, including but not limited to, phenylglyoxylyl-CoA, tetracosanoyl-CoA, and 6-hydroxyhex-3-enoyl-CoA. Coenzyme A is synthesized in a five-step process from pantothenate and cysteine. In the first step pantothenate (vitamin B5) is phosphorylated to 4'-phosphopantothenate by the enzyme pantothenate kinase (PanK, CoaA, CoaX). In the second step, a cysteine is added to 4'-phosphopantothenate by the enzyme phosphopantothenoylcysteine synthetase (PPC-DC, CoaB) to form 4'-phospho-N-pantothenoylcysteine (PPC). In the third step, PPC is decarboxylated to 4'-phosphopantetheine by phosphopantothenoylcysteine decarboxylase (CoaC). In the fourth step, 4'-phosphopantetheine is adenylylated to form dephospho-CoA by the enzyme phosphopantetheine adenylyl transferase (CoaD). Finally, dephospho-CoA is phosphorylated using ATP to coenzyme A by the enzyme dephosphocoenzyme A kinase (CoaE). Since coenzyme A is, in chemical terms, a thiol, it can react with carboxylic acids to form thioesters, thus functioning as an acyl group carrier. CoA assists in transferring fatty acids from the cytoplasm to the mitochondria. A molecule of coenzyme A carrying an acetyl group is also referred to as acetyl-CoA. When it is not attached to an acyl group, it is usually referred to as 'CoASH' or 'HSCoA'. Coenzyme A is also the source of the phosphopantetheine group that is added as a prosthetic group to proteins such as acyl carrier proteins and formyltetrahydrofolate dehydrogenase. Acetyl-CoA is an important molecule itself. It is the precursor to HMG CoA which is a vital component in cholesterol and ketone synthesis. Furthermore, it contributes an acetyl group to choline to produce acetylcholine in a reaction catalysed by choline acetyltransferase. Its main task is conveying the carbon atoms within the acetyl group to the citric acid cycle to be oxidized for energy production (Wikipedia).
85-61-0
C00010
6816
1146900
CO-A
6557
CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)[C@@H](O)C(=O)NCCC(=O)NCCS
C21H36N7O16P3S
InChI=1S/C21H36N7O16P3S/c1-21(2,16(31)19(32)24-4-3-12(29)23-5-6-48)8-41-47(38,39)44-46(36,37)40-7-11-15(43-45(33,34)35)14(30)20(42-11)28-10-27-13-17(22)25-9-26-18(13)28/h9-11,14-16,20,30-31,48H,3-8H2,1-2H3,(H,23,29)(H,24,32)(H,36,37)(H,38,39)(H2,22,25,26)(H2,33,34,35)/t11-,14-,15-,16+,20-/m1/s1
RGJOEKWQDUBAIZ-IBOSZNHHSA-N
{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-2,2-dimethyl-3-({2-[(2-sulfanylethyl)carbamoyl]ethyl}carbamoyl)propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid
767.534
767.115208365
-2.22
10
coenzyme A
0
-4
FDB022614
Acetoacetyl coenzyme a sodium salt;Coa;Coa hydrate;Coa-sh;Coash;Coenzyme a;Coenzyme a hydrate;Coenzyme a-sh;Coenzyme ash;Coenzymes a;Depot-zeel;Propionyl coa;Propionyl coenzyme a;S-propanoate;S-propanoate coa;S-propanoate coenzyme a;S-propanoic acid;S-propionate coa;S-propionate coenzyme a;Zeel;[(2r,3s,4r,5r)-5-(6-amino-9h-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]methyl 3-hydroxy-4-({3-oxo-3-[(2-sulfanylethyl)amino]propyl}amino)-2,2-dimethyl-4-oxobutyl dihydrogen diphosphate
PW_C001099
CoA
211
4
386
8
845
3
879
22
892
17
2407
59
2414
2
2459
5
2813
29
2862
31
3342
11
3351
18
4618
10
4629
58
4842
14
4865
54
4879
6
5232
102
5247
104
5280
103
5477
124
5734
108
5777
101
6023
155
6075
161
6384
1
6468
178
6930
160
6961
162
6973
199
7083
188
7108
163
7293
198
7347
210
7458
222
8229
151
9081
226
9090
224
9124
170
9215
195
13013
299
15318
249
25488
49
42616
315
76907
293
77119
133
77222
134
77230
329
77292
111
77550
132
77555
334
77563
112
77633
336
77672
129
77996
115
78047
332
78056
350
78413
335
78567
130
79259
333
79974
331
80005
368
80620
118
80627
374
80635
119
80665
376
93828
382
93834
383
98674
288
110555
389
110561
390
115842
399
115847
398
119951
406
120147
405
120231
384
120305
122
120634
407
120762
117
121406
123
121421
433
121521
125
121666
429
121682
408
121714
414
122404
422
122741
120
122904
121
122960
135
123965
447
123979
468
124079
136
124220
464
124265
450
124974
375
125341
479
125509
478
125579
480
125592
484
125634
297
126084
481
126549
491
126560
482
126746
300
126884
501
127046
209
127109
391
127301
205
127540
206
127667
388
128121
508
128133
502
128340
395
192
Uridine triphosphate
HMDB0000285
Uridine 5'-(tetrahydrogen triphosphate). A uracil nucleotide containing three phosphate groups esterified to the sugar moiety. Uridine triphosphate has the role of a source of energy or an activator of substrates in metabolic reactions, like that of adenosine triphosphate, but more specific. When Uridine triphosphate activates a substrate, UDP-substrate is usually formed and inorganic phosphate is released. (Wikipedia).
63-39-8
C00075
6133
15713
UTP
5903
O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP(O)(=O)OP(O)(=O)OP(O)(O)=O)N1C=CC(=O)NC1=O
C9H15N2O15P3
InChI=1S/C9H15N2O15P3/c12-5-1-2-11(9(15)10-5)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)(H,10,12,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1
PGAVKCOVUIYSFO-XVFCMESISA-N
({[({[(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid
484.1411
483.968527356
-1.76
7
uridine 5'-triphosphoric acid
0
-3
FDB021929
5'-utp;Utp;Uridine 5'-triphosphate;Uridine mono(tetrahydrogen triphosphate);Uridine triphosphate;Uteplex;H4utp;Uridine 5'-triphosphoric acid
PW_C000192
UTP
393
8
1514
2
3123
29
5979
147
6175
108
7270
160
42712
315
77299
111
77932
336
78252
132
120310
122
121262
429
121362
124
122965
135
123832
464
123921
118
125639
297
126035
299
127271
205
127487
388
196
Uridine diphosphate-N-acetylglucosamine
HMDB0000290
Uridine diphosphate-N-acetylglucosamine (uridine 5'-diphosphate-GlcNAc, or UDP-Glc-NAc) is an acetylated aminosugar nucleotide. UDP-GlcNAc is the donor substrate for modification of nucleocytoplasmic proteins at serine and threonine residues with N-acetylglucosamine (O-GlcNAc). Nutrient sensing in mammals is done through the hexosamine biosynthetic pathway (HSP), which produces uridine 5'-diphospho-N-acetylglucosamine (UDP-Glc-NAc) as its end product. Mammals respond to nutrient excess by activating O-GlcNAcylation (addition of O-linked N-acetylglucosamine). O-GlcNAc addition (and removal) is key to histone remodeling, transcription, proliferation, apoptosis, and proteasomal degradation. This nutrient-responsive signaling pathway also modulates important cellular pathways, including the insulin signaling cascade in. Alterations in O-GlcNAc metabolism are associated with various human diseases including diabetes mellitus and neurodegeneration. (PMID: 16317114) Due to the chemical makeup of UDP-GlcNAc, it is well positioned to serve as a glucose sensor in that it is a high-energy compound that requires and/or responds to glucose, amino acid, fatty acid and nucleotide metabolism for synthesis. Elevated levels of O-GlcNAc have an effect on insulin-stimulated glucose uptake. (PMID: 12678487).
528-04-1
C00043
445675
16264
UDP-N-ACETYL-D-GLUCOSAMINE
393240
CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1OP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(=O)NC1=O
C17H27N3O17P2
InChI=1S/C17H27N3O17P2/c1-6(22)18-10-13(26)11(24)7(4-21)35-16(10)36-39(31,32)37-38(29,30)33-5-8-12(25)14(27)15(34-8)20-3-2-9(23)19-17(20)28/h2-3,7-8,10-16,21,24-27H,4-5H2,1H3,(H,18,22)(H,29,30)(H,31,32)(H,19,23,28)/t7-,8-,10-,11-,12-,13-,14-,15-,16-/m1/s1
LFTYTUAZOPRMMI-CFRASDGPSA-N
[({[(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphinic acid
607.3537
607.081569477
-1.72
9
udp-N-acetyl-α-D-glucosamine
0
-2
FDB021930
N-[2-[[[5-[(2,4-dioxo-1h-pyrimidin-1-yl)]-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphinoyl]oxy-hydroxy-phosphinoyl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]acetamide;Udp-acetyl-d-glucosamine;Udp-acetyl-delta-glucosamine;Udp-acetylglucosamine;Udp-glcnac;Udp-n-acetyl-d-glucosamine;Udp-n-acetyl-delta-glucosamine;Udp-n-acetyl-glucosamine;Udp-n-acetylglucosamine;Udp-a-d-n-acetylglucosamine;Udp-alpha-d-n-acetylglucosamine;Udp-alpha-delta-n-acetylglucosamine;Uppag;Uridine 5'-diphospho-n-acetlyglucosamine;Uridine 5'-diphospho-n-acetylglucosamine;Uridine diphosphate n-acetyl-d-glucosamine;Uridine diphosphate n-acetyl-delta-glucosamine;Uridine diphosphate n-acetylglucosamine;Uridine diphospho-2-acetamido-2-deoxy-d-glucose;Uridine diphospho-2-acetamido-2-deoxy-delta-glucose;Uridine diphospho-n-acetyl-d-glucosamine;Uridine diphospho-n-acetyl-delta-glucosamine;Uridine diphospho-n-acetylglucosamine;Uridine diphosphoacetylglucosamine;Uridine pyrophosphate 2-acetamido-2-deoxy-a-d-glucopyranosyl ester;Uridine pyrophosphate 2-acetamido-2-deoxy-alpha-d-glucopyranosyl ester;Uridine pyrophosphate 2-acetamido-2-deoxy-alpha-delta-glucopyranosyl ester;Uridine pyrophosphoacetylglucosamine;[[3-acetylamino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-hydroxy-phosphoryl]oxy-[[5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy]phosphinate;[[3-acetylamino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-hydroxy-phosphoryl]oxy-[[5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy]phosphinic acid;(2r,3r,4r,5s,6r)-3-(acetylamino)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2h-pyran-2-yl [(2r,3s,4r,5r)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2h)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl dihydrogen diphosphate (non-preferred name);Uridine-diphosphate-n-acetylglucosamine
PW_C000196
UDP-GN
394
8
6176
108
42713
315
77300
111
120311
122
122966
135
125640
297
40813
diphosphate
Evans blue free acid, also known as NSC 8680, belongs to the class of organic compounds known as 3,3'-disubstituted benzidines. These are organic compounds containing a benzidine skeleton, which is substituted only at the 3- and 3'-positions. Evans blue free acid is considered to be a practically insoluble (in water) and relatively neutral molecule.
3315
CC1=C(C=CC(=C1)C1=CC(C)=C(C=C1)N=NC1=C(O)C2=C(C=C1)C(=CC(=C2N)S(O)(=O)=O)S(O)(=O)=O)N=NC1=C(O)C2=C(C=C1)C(=CC(=C2N)S(O)(=O)=O)S(O)(=O)=O
C34H28N6O14S4
InChI=1S/C34H28N6O14S4/c1-15-11-17(3-7-21(15)37-39-23-9-5-19-25(55(43,44)45)13-27(57(49,50)51)31(35)29(19)33(23)41)18-4-8-22(16(2)12-18)38-40-24-10-6-20-26(56(46,47)48)14-28(58(52,53)54)32(36)30(20)34(24)42/h3-14,41-42H,35-36H2,1-2H3,(H,43,44,45)(H,46,47,48)(H,49,50,51)(H,52,53,54)
COXVTLYNGOIATD-UHFFFAOYSA-N
4-amino-6-[2-(4-{4-[2-(8-amino-1-hydroxy-5,7-disulfonaphthalen-2-yl)diazen-1-yl]-3-methylphenyl}-2-methylphenyl)diazen-1-yl]-5-hydroxynaphthalene-1,3-disulfonic acid
872.87
872.054634302
-4.90
8
4-amino-6-[2-(4-{4-[2-(8-amino-1-hydroxy-5,7-disulfonaphthalen-2-yl)diazen-1-yl]-3-methylphenyl}-2-methylphenyl)diazen-1-yl]-5-hydroxynaphthalene-1,3-disulfonic acid
0
-4
Diphosphate;;Diphosphoric acid;Pyrophosphate;Pyrophosphoric acid;Ppi
PW_C040813
PP2
19037
Beta-hexosaminidase
Q9HZK0
Plays a role in peptidoglycan recycling by cleaving the terminal beta-1,4-linked N-acetylglucosamine (GlcNAc) from peptide-linked peptidoglycan fragments, giving rise to free GlcNAc, anhydro-N-acetylmuramic acid and anhydro-N-acetylmuramic acid-linked peptides (By similarity). Contributes to intrinsic fosfomycin resistance in P.aeruginosa (PubMed:24819062).
nagZ
31
3.2.1.52
137509
315
137687
312
18670
N-acetylmuramoyl-L-alanine amidase
A0A0Q0RBQ4
AO896_26945
23
137688
321
18671
1,6-anhydro-N-acetylmuramyl-L-alanine amidase Amp D
A0A2K4XYS9
ampD
23
137689
312
19047
Anhydro-N-acetylmuramic acid kinase
Q9I5Q5
Catalyzes the specific phosphorylation of 1,6-anhydro-N-acetylmuramic acid (anhMurNAc) with the simultaneous cleavage of the 1,6-anhydro ring, generating MurNAc-6-P (By similarity). Is required for the utilization of anhMurNAc either imported from the medium or derived from its own cell wall murein, and thus plays a role in cell wall recycling. Contributes to intrinsic fosfomycin resistance in P.aeruginosa (PubMed:24819062).
anmK
31
2.7.1.170
11860
Unknown
Unknown
23
42305
312
42313
314
42315
316
42316
317
42321
319
42334
321
42345
315
42500
323
42594
324
42624
322
43762
325
131600
313
136981
198
136982
211
18392
N-acetylglucosamine-6-phosphate deacetylase
A0A0G5XES2
nagA_3
23
3.5.1.25
137507
315
19024
Phosphoglucosamine mutase
A6VCK6
Catalyzes the conversion of glucosamine-6-phosphate to glucosamine-1-phosphate.
glmM
52
5.4.2.10
137510
315
19025
Bifunctional protein GlmU
Q9HT22
Catalyzes the last two sequential reactions in the de novo biosynthetic pathway for UDP-N-acetylglucosamine (UDP-GlcNAc). The C-terminal domain catalyzes the transfer of acetyl group from acetyl coenzyme A to glucosamine-1-phosphate (GlcN-1-P) to produce N-acetylglucosamine-1-phosphate (GlcNAc-1-P), which is converted into UDP-GlcNAc by the transfer of uridine 5-monophosphate (from uridine 5-triphosphate), a reaction catalyzed by the N-terminal domain.
glmU
31
2.7.7.23; 2.3.1.157
137487
312
137511
315
18672
Muropeptide transporter
A0A0G5UN57
PAERUG_E15_London_28_01_14_04595
23
137690
317
13288
Beta-hexosaminidase
B7UYS5
Plays a role in peptidoglycan recycling by cleaving the terminal beta-1,4-linked N-acetylglucosamine (GlcNAc) from peptide-linked peptidoglycan fragments, giving rise to free GlcNAc, anhydro-N-acetylmuramic acid and anhydro-N-acetylmuramic acid-linked peptides.
nagZ
53
3.2.1.52
43727
312
12106
Anhydro-N-acetylmuramic acid kinase
A6UZG7
Catalyzes the specific phosphorylation of 1,6-anhydro-N-acetylmuramic acid (anhMurNAc) with the simultaneous cleavage of the 1,6-anhydro ring, generating MurNAc-6-P. Is required for the utilization of anhMurNAc either imported from the medium or derived from its own cell wall murein, and thus plays a role in cell wall recycling.
anmK
52
2.7.1.170
12074
Phosphoglucosamine mutase
Q02FS3
Catalyzes the conversion of glucosamine-6-phosphate to glucosamine-1-phosphate.
glmM
54
5.4.2.10
12075
Bifunctional protein GlmU
A6VF30
Catalyzes the last two sequential reactions in the de novo biosynthetic pathway for UDP-N-acetylglucosamine (UDP-GlcNAc). The C-terminal domain catalyzes the transfer of acetyl group from acetyl coenzyme A to glucosamine-1-phosphate (GlcN-1-P) to produce N-acetylglucosamine-1-phosphate (GlcNAc-1-P), which is converted into UDP-GlcNAc by the transfer of uridine 5-monophosphate (from uridine 5-triphosphate), a reaction catalyzed by the N-terminal domain.
glmU
52
2.7.7.23; 2.3.1.157
42673
312
6502
β-N-acetylhexosaminidase
23
PW_P006502
14216
13288
1
6503
anhydro-N-acetylmuramoyl-L-alanine amidase
23
PW_P006503
14217
11860
1
6504
N-acetyl-anhydromuramyl-L-alanine-amidase
23
PW_P006504
14218
11860
1
6193
Anhydro-N-acetylmuramic acid kinase
23
PW_P006193
13824
12106
6158
N-acetylmuramic acid 6-phosphate etherase
23
PW_P006158
13788
11860
2
6159
N-acetylglucosamine-6-phosphate deacetylase
23
PW_P006159
13789
11860
4
6122
phosphoglucosamine mutase
23
PW_P006122
13743
12074
6123
fused N-acetylglucosamine-1-phosphate uridyltransferase and glucosamine-1-phosphate acetyltransferase
23
PW_P006123
13744
12075
3
6505
muropeptide:H+ symporter
23
PW_P006505
14219
11860
1
187021
false
PW_R187021
Right
708775
41112
1
Compound
false
708776
1420
1
Compound
false
708777
141
1
Compound
false
708778
40765
1
Compound
false
176875
6502
3.2.1.52
187022
false
PW_R187022
Right
708779
40768
1
Compound
false
708780
1420
1
Compound
false
708781
41112
1
Compound
false
708782
41303
1
Compound
false
176876
6503
3.5.1.28
176877
6504
3.5.1.28
187023
false
PW_R187023
Right
708783
40765
1
Compound
false
708784
414
1
Compound
false
708785
1420
1
Compound
false
708786
44522
1
Compound
false
708787
1034
1
Compound
false
708788
40034
1
Compound
false
176878
6193
187024
false
PW_R187024
Both
708789
44522
1
Compound
false
708790
1420
1
Compound
false
708791
837
1
Compound
false
708792
1010
1
Compound
false
176879
6158
187025
false
PW_R187025
Right
708793
837
1
Compound
false
708794
1420
1
Compound
false
708795
42580
1
Compound
false
708796
29
1
Compound
false
176880
6159
187026
false
PW_R187026
Both
708797
42580
1
Compound
false
708798
868
1
Compound
false
176881
6122
183614
false
PW_R183614
Right
694573
868
1
Compound
false
694574
940
1
Compound
false
694575
1055
1
Compound
false
694576
1099
1
Compound
false
694577
40034
1
Compound
false
173429
6123
2.7.7.23
187027
false
PW_R187027
Right
708799
1055
1
Compound
false
708800
192
1
Compound
false
708801
40034
1
Compound
false
708802
196
1
Compound
false
708803
40813
1
Compound
false
176882
6123
1024
PW_T001024
Active
1239
40768
1
Compound
318
322
Right
1240
40034
1
Compound
318
322
Right
912
6505
2017-07-21T21:14:18-06:00
2017-07-21T21:14:18-06:00
317
2755193
41112
3
false
1246
665
10
regular
100
130
2755194
1420
49
false
1383
611
10
regular
78
78
2755195
141
3
false
1656
580
10
regular
100
110
2755196
40765
3
false
1796
670
10
regular
100
120
2755197
40768
3
false
681
665
10
regular
100
130
2755198
1420
49
false
807
770
10
regular
78
78
2755199
41303
3
false
1046
805
10
regular
100
110
2755200
414
42
false
1743
840
10
regular
50
30
2755201
1420
49
false
1888
811
10
regular
78
78
2755202
44522
3
false
1795
1115
10
regular
100
120
2755203
1034
43
false
1885
1030
10
regular
50
30
2755204
40034
55
false
1730
1011
10
regular
78
78
2755205
1420
49
false
1672
1226
10
regular
78
78
2755206
837
3
false
1225
1115
10
regular
100
120
2755207
1010
3
false
1350
1030
10
regular
100
100
2755208
1420
49
false
1127
1056
10
regular
78
78
2755209
42580
3
false
710
1120
10
regular
100
110
2755210
29
3
false
840
1030
10
regular
100
100
2755211
868
3
false
710
1550
10
regular
100
100
2755212
940
3
false
835
1660
10
regular
100
100
2755213
1055
3
false
1305
1540
10
regular
100
120
2755214
1099
85
false
1210
1525
10
regular
50
30
2755215
40034
55
false
1171
1680
10
regular
78
78
2755216
192
3
false
1445
1447
10
regular
100
110
2755217
40034
55
false
1466
1667
10
regular
78
78
2755218
196
3
false
1900
1531
10
regular
100
130
2755219
40813
3
false
1755
1446
10
regular
100
100
2755220
40768
322
3
false
171
661
10
regular
100
130
2755221
40034
318
55
false
572
612
10
regular
78
78
2755222
40034
322
55
false
302
616
10
regular
78
78
978879
19037
312
2
false
1481
697
8
subunit
regular
150
70
978880
18670
321
2
false
946
662
8
subunit
regular
150
70
978881
18671
312
2
false
891
697
20
subunit
regular
150
70
978882
19047
2
false
1769
920
8
subunit
regular
150
70
978883
11860
6
false
1470
1135
8
subunit
regular
160
80
978884
18392
8
false
960
1137
8
subunit
regular
140
85
978885
19024
2
false
685
1347
8
subunit
regular
150
70
978886
19025
312
16
false
970
1555
8
subunit
regular
170
90
978887
19025
312
16
false
1580
1553
8
subunit
regular
170
90
978888
18672
317
76
false
386
693
20
subunit
regular
150
70
828651
6502
114251
974644
978879
828652
6503
114251
974645
978880
828653
6504
114251
974646
978881
828654
6193
114251
974647
978882
828655
6158
114251
974648
978883
828656
6159
114251
974649
978884
828657
6122
114251
974650
978885
828658
6123
114251
974651
978886
828659
6123
114251
974652
978887
828660
6505
114251
974653
978888
3774639
M1346 730 C1377 730 1443 731 1481 730
5
false
18
3774640
M1422 689 C1421 727 1443 733 1481 732
5
false
18
3774641
M1706 690 C1707 724 1679 735 1631 732
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false
18
true
M 399.83573892125185 252.01530677980068 L 384.888883877087 250.75375048350463 L 391.2697715982728 264.32888480658295
false
3774642
M1796 730 C1748 732 1702 732 1631 732
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18
true
M 399.83573892125185 252.01530677980068 L 384.888883877087 250.75375048350463 L 391.2697715982728 264.32888480658295
false
3774643
M781 734 C811 734 852 733 891 732
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false
18
3774644
M846 770 C852 741 855 732 891 732
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false
18
3774645
M1246 732 C1193 732 1092 732 1041 732
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false
18
true
M 312.7486529564988 364.6279179411193 L 297.80179791233394 363.36636164482326 L 304.1826856335198 376.9414959679016
false
3774646
M1096 805 C1095 745 1071 732 1041 732
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false
18
true
M 312.7486529564988 364.6279179411193 L 297.80179791233394 363.36636164482326 L 304.1826856335198 376.9414959679016
false
3774647
M1846 790 C1846 820 1844 890 1844 920
5
false
18
3774648
M1793 855 C1836 858 1844 890 1844 920
5
false
18
3774649
M1888 850 C1839 852 1844 890 1844 920
5
false
18
3774650
M1845 1115 C1845 1043 1845 1042 1844 990
5
false
18
true
M 312.7486529564988 767.0303151575645 L 297.80179791233394 765.7687588612685 L 304.1826856335198 779.3438931843468
false
3774651
M1885 1045 C1866 1044 1845 1058 1844 990
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false
18
true
M 312.7486529564988 767.0303151575645 L 297.80179791233394 765.7687588612685 L 304.1826856335198 779.3438931843468
false
false
false
3774652
M1808 1050 C1829 1049 1845 1049 1844 990
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false
18
true
M 312.7486529564988 767.0303151575645 L 297.80179791233394 765.7687588612685 L 304.1826856335198 779.3438931843468
false
3774653
M1795 1175 C1751 1174 1669 1177 1630 1175
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false
18
true
M 293.2291336885369 1445.708985089778 L 278.282278644372 1444.447428793482 L 284.66316636555786 1458.0225631165604
false
3774654
M1711 1226 C1713 1190 1694 1173 1630 1175
5
false
18
true
M 293.2291336885369 1445.708985089778 L 278.282278644372 1444.447428793482 L 284.66316636555786 1458.0225631165604
false
3774655
M1325 1175 C1356 1173 1426 1174 1470 1175
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false
18
true
M 293.2291336885369 1445.708985089778 L 278.282278644372 1444.447428793482 L 284.66316636555786 1458.0225631165604
false
3774656
M1400 1130 C1399 1168 1425 1175 1470 1175
5
false
18
true
M 293.2291336885369 1445.708985089778 L 278.282278644372 1444.447428793482 L 284.66316636555786 1458.0225631165604
false
3774657
M1225 1175 C1180 1175 1156 1175 1100 1177
5
false
18
3774658
M1166 1134 C1166 1164 1145 1176 1100 1177
5
false
18
3774659
M810 1175 C840 1176 905 1177 960 1177
5
false
18
true
M 293.2291336885369 1625.8891629478878 L 278.282278644372 1624.6276066515918 L 284.66316636555786 1638.2027409746702
false
3774660
M890 1130 C889 1151 908 1177 960 1177
5
false
18
true
M 293.2291336885369 1625.8891629478878 L 278.282278644372 1624.6276066515918 L 284.66316636555786 1638.2027409746702
false
3774661
M760 1230 C758 1268 761 1320 760 1347
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false
18
true
M 775.2111094589806 2178.4417083794247 L 760.2642544148157 2177.1801520831286 L 766.6451421360015 2190.755286406207
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3774662
M760 1550 C760 1508 760 1452 760 1417
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false
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true
M 775.2111094589806 2178.4417083794247 L 760.2642544148157 2177.1801520831286 L 766.6451421360015 2190.755286406207
false
3774663
M810 1600 C840 1600 940 1600 970 1600
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false
18
3774664
M885 1660 C892 1603 940 1600 970 1600
5
false
18
3774665
M1305 1600 C1275 1600 1170 1600 1140 1600
5
false
18
true
M 386.32222558189363 2295.558823987196 L 371.37537053772877 2294.2972676909 L 377.7562582589146 2307.872402013978
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3774666
M1235 1555 C1232 1600 1170 1600 1140 1600
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false
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true
M 386.32222558189363 2295.558823987196 L 371.37537053772877 2294.2972676909 L 377.7562582589146 2307.872402013978
false
3774667
M1210 1680 C1208 1611 1170 1600 1140 1600
5
false
18
true
M 386.32222558189363 2295.558823987196 L 371.37537053772877 2294.2972676909 L 377.7562582589146 2307.872402013978
false
3774668
M1405 1600 C1435 1600 1550 1598 1580 1598
5
false
18
3774669
M1495 1557 C1495 1601 1550 1598 1580 1598
5
false
18
3774670
M1505 1667 C1505 1594 1550 1598 1580 1598
5
false
18
3774671
M1900 1596 C1853 1597 1804 1598 1750 1598
5
false
18
true
M 1482.4183075520614 2295.558823987196 L 1467.4714525078966 2294.2972676909 L 1473.8523402290825 2307.872402013978
false
3774672
M1805 1546 C1807 1566 1800 1599 1750 1598
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false
18
true
M 1482.4183075520614 2295.558823987196 L 1467.4714525078966 2294.2972676909 L 1473.8523402290825 2307.872402013978
false
3774673
M681 730 C651 730 566 728 536 728
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false
18
true
M 497.0096189432334 462.5 L 510 455 L 497.0096189432334 447.5
false
3774674
M271 726 C301 726 356 728 386 728
83
false
18
false
false
3774675
M611 690 C612 728 581 729 536 728
83
false
18
true
M 508.0096189432334 338.5 L 521 331 L 508.0096189432334 323.5
false
3774676
M341 694 C339 722 345 725 386 728
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false
18
false
false
3774677
M710 1175 C689 1175 678 1175 660 1175
5
false
18
3774678
M1665 1643 C1665 1673 1665 1665 1665 1695
5
false
18
822342
114251
187021
3321547
2755193
3774639
Left
3321548
2755194
3774640
Left
3321549
2755195
3774641
Right
3321550
2755196
3774642
Right
777797
176875
828651
822343
114251
187022
3321551
2755197
3774643
Left
3321552
2755198
3774644
Left
3321553
2755193
3774645
Right
3321554
2755199
3774646
Right
777798
176876
828652
777799
176877
828653
822344
114251
187023
3321555
2755196
3774647
Left
3321556
2755200
3774648
Left
3321557
2755201
3774649
Left
3321558
2755202
3774650
Right
3321559
2755203
3774651
Right
3321560
2755204
3774652
Right
777800
176878
828654
822345
114251
187024
3321561
2755202
3774653
Left
3321562
2755205
3774654
Left
3321563
2755206
3774655
Right
3321564
2755207
3774656
Right
777801
176879
828655
822346
114251
187025
3321565
2755206
3774657
Left
3321566
2755208
3774658
Left
3321567
2755209
3774659
Right
3321568
2755210
3774660
Right
777802
176880
828656
822347
114251
187026
3321569
2755209
3774661
Left
3321570
2755211
3774662
Right
777803
176881
828657
822348
114251
183614
3321571
2755211
3774663
Left
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2755212
3774664
Left
3321573
2755213
3774665
Right
3321574
2755214
3774666
Right
3321575
2755215
3774667
Right
777804
173429
828658
822349
114251
187027
3321576
2755213
3774668
Left
3321577
2755216
3774669
Left
3321578
2755217
3774670
Left
3321579
2755218
3774671
Right
3321580
2755219
3774672
Right
777805
176882
828659
78758
1024
114251
158583
2755197
3774673
Left
158584
2755220
3774674
Right
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2755221
3774675
Left
158586
2755222
3774676
Right
25204
828660
912
112037
112324
114251
14
false
510
1140
16
regular
108682
2755209
3774677
Left
112038
112325
114251
14
false
1590
1695
16
regular
2609
828659
3774678
Left
189177
1911
1060
1.0
1.0
0
2
92
479
481
373796
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1
true
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2700.0
2200.0
373797
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1
true
6
0.0
0.0