2266
Pathway
Ether Lipid Metabolism
The metabolism of ether lipids can begin with 1-O-Hexadecyl-2-O-acetyl-sn-glycerol and citicoline reacting through a CPT1 resulting in the release of CMP, 2-acetyl-1-alkyl-sn-glycerol-3-phosphocholine (PAF), in this case, a 2-acetyl-1-hexadecyl-sn-glycero-3-phosphocholine. The latter compound reacts with a cytidine monophosphate through a platelet-activating factor acetylhydrolase IB subunit alpha resulting in the release of acetic acid, hydrogen ion and lysoPAF. The latter compound can react with a palmitic acid reacting with TAG lipase / steryl ester hydrolase / phospholipase A2 / LPA acyltransferase resulting in the release of water and 1-O-Palmityl-2-palmitoyl-rac-glycero-3-phosphocholine. The latter compound can also be generated by 1-O-Hexadecyl-2-palmitoyl-sn-glycerol reacting with citicoline through a diacylglycerol cholinephosphotransferase resulting in the release of 1-O-Palmityl-2-palmitoyl-rac-glycero-3-phosphocholine and Cytidine monophosphate. 1-O-Hexadecyl-2-palmitoyl-sn-glycerol reacts with CDP-Ethanolamine through a bifunctional diacylglycerol cholinephosphotransferase/ethanolaminephosphotransferase resulting in the release of 1-hexadecyl-2-palmitoyl-glycero-3-phosphoethanolamine and Cytidine monophosphate
Metabolic
PW002492
Center
PathwayVisualizationContext2778
2031
2309
#000099
PathwayVisualization2249
2266
Ether Lipid Metabolism
The metabolism of ether lipids can begin with 1-O-Hexadecyl-2-O-acetyl-sn-glycerol and citicoline reacting through a CPT1 resulting in the release of CMP, 2-acetyl-1-alkyl-sn-glycerol-3-phosphocholine (PAF), in this case, a 2-acetyl-1-hexadecyl-sn-glycero-3-phosphocholine. The latter compound reacts with a cytidine monophosphate through a platelet-activating factor acetylhydrolase IB subunit alpha resulting in the release of acetic acid, hydrogen ion and lysoPAF. The latter compound can react with a palmitic acid reacting with TAG lipase / steryl ester hydrolase / phospholipase A2 / LPA acyltransferase resulting in the release of water and 1-O-Palmityl-2-palmitoyl-rac-glycero-3-phosphocholine. The latter compound can also be generated by 1-O-Hexadecyl-2-palmitoyl-sn-glycerol reacting with citicoline through a diacylglycerol cholinephosphotransferase resulting in the release of 1-O-Palmityl-2-palmitoyl-rac-glycero-3-phosphocholine and Cytidine monophosphate. 1-O-Hexadecyl-2-palmitoyl-sn-glycerol reacts with CDP-Ethanolamine through a bifunctional diacylglycerol cholinephosphotransferase/ethanolaminephosphotransferase resulting in the release of 1-hexadecyl-2-palmitoyl-glycero-3-phosphoethanolamine and Cytidine monophosphate
Metabolic
18
5290
26476454
Kanehisa M, Sato Y, Kawashima M, Furumichi M, Tanabe M: KEGG as a reference resource for gene and protein annotation. Nucleic Acids Res. 2016 Jan 4;44(D1):D457-62. doi: 10.1093/nar/gkv1070. Epub 2015 Oct 17.
2266
Pathway
5291
10592173
Kanehisa M, Goto S: KEGG: kyoto encyclopedia of genes and genomes. Nucleic Acids Res. 2000 Jan 1;28(1):27-30.
2266
Pathway
1
Cell
CL:0000000
3
Neuron
CL:0000540
5
Hepatocyte
CL:0000182
4
Cardiomyocyte
CL:0000746
7
Epithelial Cell
CL:0000066
4
Arabidopsis thaliana
3702
Eukaryote
Thale cress
1
Homo sapiens
9606
Eukaryote
Human
12
Mus musculus
10090
Eukaryote
Mouse
5
Bos taurus
9913
Eukaryote
Cattle
6
Caenorhabditis elegans
6239
Eukaryote
Roundworm
17
Rattus norvegicus
10116
Eukaryote
Rat
3
Escherichia coli
562
Prokaryote
18
Saccharomyces cerevisiae
4932
Eukaryote
Yeast
23
Pseudomonas aeruginosa
287
Prokaryote
10
Drosophila melanogaster
7227
Eukaryote
Fruit fly
49
Bathymodiolus platifrons
220390
Eukaryote
Deep sea mussel
2
Bacteria
2
Prokaryote
Bacteria
24
Solanum lycopersicum
4081
Eukaryote
Tomato
21
Xenopus laevis
8355
Eukaryote
African clawed frog
25
Escherichia coli (strain K12)
83333
Prokaryote
60
Nitzschia sp.
0001
Eukaryote
Nitzschia4
19
Schizosaccharomyces pombe
4896
Eukaryote
1
Cytosol
GO:0005829
5
Cytoplasm
GO:0005737
10
Cell Membrane
GO:0005886
13
Endoplasmic Reticulum
GO:0005783
26
Golgi apparatus membrane
GO:0000139
2
Mitochondrion
GO:0005739
7
Endoplasmic Reticulum Membrane
GO:0005789
12
Mitochondrial Inner Membrane
GO:0005743
3
Mitochondrial Matrix
GO:0005759
21
Synapse
GO:0045202
20
Endoplasmic Reticulum Lumen
GO:0005788
11
Extracellular Space
GO:0005615
14
Mitochondrial Outer Membrane
GO:0005741
24
Mitochondrial Intermembrane Space
GO:0005758
31
Periplasmic Space
GO:0005620
35
Chloroplast
GO:0009507
4
Peroxisome
GO:0005777
36
Membrane
GO:0016020
53
Endoplasmic Reticulum Body
GO:0010168
34
Plant-Type Vacuole
GO:0000325
32
Inner Membrane
GO:0070258
6
Lysosome
GO:0005764
16
Lysosomal Lumen
GO:0043202
18
Melanosome Membrane
GO:0033162
25
Golgi apparatus
GO:0005794
15
Nucleus
GO:0005634
40
Periplasm
GO:0042597
1
Liver
BTO:0000759
72
9
7
Nervous System
BTO:0001484
28
Stomach
BTO:0001307
155
26
8
Blood Vessel
BTO:0001102
74
11
4
Adrenal Medulla
BTO:0000049
71
8
25
Intestine
BTO:0000648
11
Heart
BTO:0000562
73
10
164
4
PW_BS000164
151
1
4
1
PW_BS000151
2
1
1
1
PW_BS000002
132
1
12
1
PW_BS000132
124
1
5
1
PW_BS000124
388
1
6
1
PW_BS000112
118
1
17
1
PW_BS000118
8
5
1
1
PW_BS000008
14
10
1
PW_BS000014
18
13
1
1
PW_BS000018
56
26
1
1
PW_BS000056
101
5
3
1
PW_BS000101
108
1
3
PW_BS000108
188
1
18
PW_BS000024
160
1
18
1
PW_BS000160
249
13
4
1
PW_BS000024
224
2
4
1
PW_BS000024
195
13
18
PW_BS000024
285
10
4
1
PW_BS000024
308
10
1
1
PW_BS000024
49
7
1
1
PW_BS000049
17
12
1
1
PW_BS000017
315
1
23
PW_BS000024
111
5
12
1
PW_BS000111
115
10
12
PW_BS000115
130
13
12
1
PW_BS000130
134
12
12
1
PW_BS000134
331
7
12
1
PW_BS000028
170
18
PW_BS000170
384
12
5
1
PW_BS000100
383
7
5
1
PW_BS000100
223
12
4
1
PW_BS000024
391
12
6
1
PW_BS000112
390
7
6
1
PW_BS000112
398
7
17
1
PW_BS000113
122
5
5
1
PW_BS000122
121
12
17
1
PW_BS000121
405
10
5
PW_BS000115
125
13
5
1
PW_BS000125
135
5
17
1
PW_BS000135
376
10
17
PW_BS000053
136
13
17
1
PW_BS000136
297
5
10
1
PW_BS000024
299
1
10
1
PW_BS000024
478
10
10
PW_BS000115
300
13
10
1
PW_BS000024
205
5
6
1
PW_BS000024
209
10
6
PW_BS000024
395
13
6
1
PW_BS000113
4
3
1
1
PW_BS000004
31
1
5
1
1
PW_BS000031
37
7
21
1
3
PW_BS000037
36
1
20
1
1
PW_BS000036
166
1
1
PW_BS000166
26
1
1
1
5
PW_BS000026
290
5
49
1
PW_BS000024
3
2
1
1
PW_BS000003
294
11
4
1
PW_BS000024
129
1
5
12
1
PW_BS000129
414
1
5
5
1
PW_BS000115
450
1
5
17
1
PW_BS000115
15
11
1
PW_BS000015
54
1
3
1
5
PW_BS000054
22
14
1
1
PW_BS000022
42
24
1
1
PW_BS000042
10
1
7
1
1
PW_BS000010
70
28
5
1
1
PW_BS000070
103
3
3
1
PW_BS000103
112
2
12
1
PW_BS000112
107
31
3
PW_BS000107
100
5
2
1
PW_BS000100
105
11
3
PW_BS000105
117
1
3
1
PW_BS000117
147
1
24
1
PW_BS000147
155
3
24
1
PW_BS000155
157
2
24
1
PW_BS000157
161
3
18
1
PW_BS000161
159
24
PW_BS000159
178
3
21
1
PW_BS000178
152
8
4
PW_BS000152
187
31
18
PW_BS000024
163
2
18
1
PW_BS000163
206
2
6
1
PW_BS000024
219
31
4
PW_BS000024
220
1
4
PW_BS000024
222
3
4
1
PW_BS000024
213
7
18
1
PW_BS000024
210
13
18
1
PW_BS000024
212
1
7
18
1
PW_BS000024
225
35
4
1
PW_BS000024
226
4
4
1
PW_BS000024
162
12
18
1
PW_BS000162
281
1
25
1
PW_BS000024
286
36
4
1
PW_BS000024
287
53
4
1
PW_BS000024
227
34
4
1
PW_BS000024
318
31
23
PW_BS000024
322
1
23
1
PW_BS000024
312
5
23
1
PW_BS000024
320
11
23
PW_BS000024
293
4
1
PW_BS000024
133
3
12
1
PW_BS000133
114
11
12
PW_BS000114
327
1
1
12
5
PW_BS000028
347
1
3
12
5
PW_BS000028
345
24
12
1
PW_BS000028
368
3
60
1
PW_BS000028
310
31
2
PW_BS000024
304
1
2
PW_BS000024
119
2
17
1
PW_BS000119
94
3
PW_BS000094
336
1
12
1
PW_BS000028
109
32
3
PW_BS000109
406
3
5
1
PW_BS000115
407
2
5
1
PW_BS000115
409
11
5
PW_BS000115
424
1
1
5
5
PW_BS000115
425
1
3
5
5
PW_BS000115
418
24
5
1
PW_BS000115
120
3
17
1
PW_BS000120
137
11
17
PW_BS000137
459
1
1
17
5
PW_BS000115
460
1
3
17
5
PW_BS000115
454
24
17
1
PW_BS000115
479
3
10
1
PW_BS000115
481
2
10
1
PW_BS000115
483
11
10
PW_BS000115
495
7
10
1
PW_BS000115
489
24
10
1
PW_BS000115
480
12
10
1
PW_BS000115
501
3
6
1
PW_BS000115
208
11
6
PW_BS000024
506
24
6
1
PW_BS000115
29
1
1
1
PW_BS000029
104
14
3
1
PW_BS000104
199
14
18
1
PW_BS000024
329
14
12
1
PW_BS000028
382
14
5
1
PW_BS000100
429
1
5
1
PW_BS000115
399
14
17
1
PW_BS000113
464
1
17
1
PW_BS000115
484
14
10
1
PW_BS000115
389
14
6
1
PW_BS000112
9
6
1
1
PW_BS000009
5
4
1
1
PW_BS000005
13
1
2
1
PW_BS000013
28
1
16
1
1
PW_BS000028
20
4
1
1
1
PW_BS000020
33
18
1
1
PW_BS000033
43
25
1
1
PW_BS000043
24
4
10
1
1
PW_BS000024
60
25
1
PW_BS000060
46
1
1
4
PW_BS000046
72
5
1
3
PW_BS000072
61
25
1
7
PW_BS000061
93
25
20
1
1
PW_BS000093
27
15
1
PW_BS000027
7
1
1
PW_BS000007
97
1
5
2
1
PW_BS000097
113
6
12
1
PW_BS000113
110
2
3
1
PW_BS000110
123
1
7
5
1
PW_BS000123
126
6
5
1
PW_BS000126
127
1
16
5
1
PW_BS000127
6
1
3
1
PW_BS000006
140
10
3
PW_BS000140
143
1
5
19
1
PW_BS000143
146
5
19
1
PW_BS000146
95
1
7
2
1
PW_BS000095
1
1
PW_BS000001
180
2
21
1
PW_BS000180
207
6
6
1
PW_BS000024
211
10
18
PW_BS000024
214
25
18
1
PW_BS000024
215
6
18
1
PW_BS000024
198
5
18
1
PW_BS000024
216
4
18
1
PW_BS000024
190
11
18
PW_BS000024
277
1
2
18
PW_BS000024
65
11
1
PW_BS000065
291
6
49
1
PW_BS000024
292
4
49
1
PW_BS000024
298
1
7
10
1
PW_BS000024
301
6
10
1
PW_BS000024
302
1
16
10
1
PW_BS000024
253
5
4
1
PW_BS000024
332
1
7
12
1
PW_BS000028
333
1
2
12
PW_BS000028
334
4
12
1
PW_BS000028
337
1
16
12
1
PW_BS000028
341
4
1
12
1
PW_BS000028
343
18
12
1
PW_BS000028
352
25
12
PW_BS000028
353
25
12
7
PW_BS000028
356
25
12
1
PW_BS000028
360
4
10
12
1
PW_BS000028
370
2
60
1
PW_BS000028
228
36
1
PW_BS000024
232
40
3
PW_BS000024
408
4
5
1
PW_BS000115
412
1
2
5
PW_BS000115
415
18
5
1
PW_BS000115
419
25
5
1
PW_BS000115
434
4
10
5
1
PW_BS000115
436
25
5
PW_BS000115
374
4
17
1
PW_BS000053
443
6
17
1
PW_BS000115
446
1
2
17
PW_BS000115
447
1
7
17
1
PW_BS000115
448
1
16
17
1
PW_BS000115
451
18
17
1
PW_BS000115
455
25
17
1
PW_BS000115
469
4
10
17
1
PW_BS000115
471
25
17
PW_BS000115
472
25
17
7
PW_BS000115
482
4
10
1
PW_BS000115
487
18
10
1
PW_BS000115
490
25
10
1
PW_BS000115
502
4
6
1
PW_BS000115
504
18
6
1
PW_BS000115
507
25
6
1
PW_BS000115
515
4
10
6
1
PW_BS000115
513
1
7
6
1
PW_BS000115
288
14
4
1
PW_BS000024
43034
CDP-Choline
HMDB0001413
Citicoline is an essential intermediate in the biosynthetic pathway of structural phospholipids in cell membranes, particularly phosphatidylcholine. Once absorbed, citicoline is widely distributed throughout the body, crosses the blood-brain barrier and reaches the central nervous system (CNS), where it is incorporated into the membrane and microsomal phospholipid fraction. Citicoline activates biosynthesis of structural phospholipids of neuronal membranes, increases brain metabolism, and acts upon the levels of different neurotransmitters. Thus, citicoline has been experimentally shown to increase norepinephrine and dopamine levels in the CNS. Owing to these pharmacological mechanisms, citicoline has a neuroprotective effect in hypoxic and ischemic conditions, decreasing the volume of ischemic lesion, and also improves learning and memory performance in animal models of brain aging. In addition, citicoline has been shown to restore the activity of mitochondrial ATPase and membrane Na+/K+ATPase, to inhibit activation of certain phospholipases, and to accelerate reabsorption of cerebral edema in various experimental models. Citicoline has also been shown to be able to inhibit mechanisms of apoptosis associated to cerebral ischemia and in certain neurodegeneration models, and to potentiate neuroplasticity mechanisms. Citicoline is a safe drug, as shown by the toxicological tests conducted, that has no significant systemic cholinergic effects and is a well tolerated product (PMID: 17171187).
987-78-0
C00307
11583971
16436
CDP-CHOLINE
13207
C[N+](C)(C)CCOP([O-])(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O
C14H26N4O11P2
InChI=1S/C14H26N4O11P2/c1-18(2,3)6-7-26-30(22,23)29-31(24,25)27-8-9-11(19)12(20)13(28-9)17-5-4-10(15)16-14(17)21/h4-5,9,11-13,19-20H,6-8H2,1-3H3,(H3-,15,16,21,22,23,24,25)/t9-,11-,12-,13-/m1/s1
RZZPDXZPRHQOCG-OJAKKHQRSA-N
{2-[({[(2R,3S,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl phosphono)oxy]ethyl}trimethylazanium
488.324
488.107330718
-1.83
4
[2-({[(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl phosphono}oxy)ethyl]trimethylazanium
0
-1
Audes;Cereb;Choline 5'-cytidine diphosphate;Choline cytidine diphosphate;Citicholine;Citicoline;Citidoline;Citifar;Colite;Corenalin;Cyscholin;Cytidine 5'-(choline diphosphate);Cytidine 5'-(cholinyl pyrophosphate);Cytidine 5'-diphosphate choline;Cytidine 5'-diphosphocholine;Cytidine 5-diphosphate-trihydrogen;Cytidine choline diphosphate;Cytidine diphosphate choline;Cytidine diphosphate choline ester;Cytidine diphosphocholine;Cytidine diphosphorylcholine;Cytidine-5' diphosphocholine;Cytidine-5'-pyrophosphate-hydroxycholine;Cytidoline;Difosfocin;Emicholine f;Ensign;Haocolin;Hornbest;Neucolis;Nicholin;Nicolin;Niticolin;P-hydroxide[2-(trimethylammonio)ethyl] ester;Reagin;Recofnan;Recognan;Rexort;Sintoclar;Somazina;Somazine;Suncholin;[2-cytidylate-o'-phosphonyloxyl]-ethyl-trimethyl-ammonium;Cdp-colina;Citicolina;Citicolinum;Citidin difosfato de colina;Cyticholine;Cytidindiphosphocholin;Cytidine 5'-diphosphoric choline;[2-cytidylic acid-o'-phosphonyloxyl]-ethyl-trimethyl-ammonium;Cytidine 5'-(choline diphosphoric acid);Cytidine 5'-(cholinyl pyrophosphoric acid)
PW_C043034
CDP-C
12195
164
15286
151
15335
2
79959
132
94815
124
113271
388
115528
118
44592
1-O-Hexadecyl-2-O-acetyl-sn-glycerol
1-O-Palmityl-2-acetyl-sn-glycerol, also known as dg(o-16:0/2:0/0:0), belongs to the class of organic compounds known as 1-alkyl,2-acylglycerols. These are glycerides consisting of two fatty acyl chains covalently bonded to a glycerol molecule at the 1- and 2-positions through an ether and an ester linkage, respectively. 1-O-Palmityl-2-acetyl-sn-glycerol is considered to be a practically insoluble (in water) and relatively neutral molecule. 1-O-Palmityl-2-acetyl-sn-glycerol participates in a number of enzymatic reactions. In particular, 1-O-palmityl-2-acetyl-sn-glycerol can be biosynthesized from acetic acid. 1-O-Palmityl-2-acetyl-sn-glycerol is also a parent compound for other transformation products, including but not limited to, 1-palmityl-2-acetyl-3-stearoyl-sn-glycerol, 1-palmityl-2-acetyl-3-myristoyl-sn-glycerol, and 1-hexadecyl-2-acetyl-3-decanoyl-sn-glycerol..
11024766
CCCCCCCCCCCCCCCCOC[C@H](CO)OC(C)=O
C21H42O4
InChI=1S/C21H42O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-24-19-21(18-22)25-20(2)23/h21-22H,3-19H2,1-2H3/t21-/m0/s1
QTEHGUUSIIWOOW-NRFANRHFSA-N
(2S)-1-(hexadecyloxy)-3-hydroxypropan-2-yl acetate
358.563
358.308309832
-6.19
1
(2S)-1-(hexadecyloxy)-3-hydroxypropan-2-yl acetate
0
0
1-o-hexadecyl-2-acetyl-sn-glycerol;1-palmityl-2-acetylglycerol;1-palmityl-2-acetylglycerol, (r)-isomer;1-palmityl-2-acetylglycerol, (s)-isomer;Cas 74389-68-7
PW_C044592
1OH2Oag
64
Cytidine monophosphate
HMDB0000095
Cytidine monophosphate, also known as 5'-cytidylic acid and abbreviated CMP, is a nucleotide. It is an ester of phosphoric acid with the nucleoside cytidine. CMP consists of the phosphate group, the pentose sugar ribose, and the nucleobase cytosine. Cytidine monophosphate (CMP) is derived from cytidine triphosphate (CTP) with subsequent loss of two phosphates. The synthesis of the pyrimidines CTP and UTP occurs in the cytoplasm and starts with the formation of carbamoyl phosphate from glutamine and CO2. Next, aspartate undergoes a condensation reaction with carbamoyl-phosphate to form orotic acid. In a subsequent cyclization reaction, the enzyme Aspartate carbamoyltransferase forms N-carbamoyl-aspartate which is converted into dihydroorotic acid by Dihydroorotase. The latter is converted to orotate by Dihydroorotate oxidase. Orotate is covalently linked with a phosphorylated ribosyl unit with Orotate phosphoribosyltransferase (aka "PRPP transferase") catalyzing reaction, yielding orotidine monophosphate (OMP). Orotidine-5-phosphate is decarboxylated by Orotidine-5'-phosphate decarboxylase to form uridine monophosphate (UMP). UMP is phosphorylated by two kinases to uridine triphosphate (UTP) via two sequential reactions with ATP. CTP is subsequently formed by amination of UTP by the catalytic activity of CTP synthetase. Cytosine monophosphate (CMP) and uridine monophosphate (UMP) have been prescribed for the treatment of neuromuscular affections in humans. Patients treated with CMP/UMP recover from altered neurological functions. Additionally, the administration of CMP/UMP appears to favour the entry of glucose in the muscle and CMP/UMP may be important in maintaining the level of hepatic glycogen constant during exercise. [PMID:18663991].
63-37-6
C00055
6131
17361
CMP
5901
NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O
C9H14N3O8P
InChI=1S/C9H14N3O8P/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H2,10,11,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1
IERHLVCPSMICTF-XVFCMESISA-N
{[(2R,3S,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
323.1965
323.051850951
-1.30
5
cytidine monophosphate
0
-2
FDB011882
5'-cmp;5-cytidylate;5-cytidylic acid;Cmp;Cytidine 5'-monophosphate;Cytidine 5'-monophosphorate;Cytidine 5'-monophosphoric acid;Cytidine 5'-phosphate;Cytidine 5'-phosphorate;Cytidine 5'-phosphoric acid;Cytidine mono(dihydrogen phosphate);Cytidine monophosphate;Cytidylate;Cytidylic acid;Cytidine-5'-monophosphate;Pc;Cytidine-5'-monophosphoric acid
PW_C000064
CMP
1151
8
2512
14
2734
2
3386
18
4972
56
5768
101
5802
108
7079
188
7595
160
9147
249
9151
224
9257
195
12196
164
12210
151
15274
285
15336
308
15373
49
34815
17
42652
315
78449
111
78488
115
78573
130
78736
132
79953
134
79969
331
80421
170
94791
384
94821
383
98680
223
110637
391
113277
390
115535
398
120855
122
121346
121
122216
124
122487
405
122605
125
123435
135
124768
118
125053
376
125177
136
125841
297
126378
299
126641
478
126752
300
127293
205
127940
388
128217
209
128346
395
44593
2-O-acetyl-1-O-hexadecyl-sn-glycero-3-phosphocholine
HMDB0062195
2-O-Acetyl-1-O-hexadecyl-sn-glycero-3-phosphocholine, also known as 1-O-hexadecyl paf or 1-O-hexadecyl-2-acetyl-sn-glyceryl-3-phosphorylcholine, belongs to the class of organic compounds known as 1-alkyl,2-acetylglycero-3-phosphocholines. These are glycerophosphocholines that carry exactly one acetyl chain attached to the glycerol moiety through an ester linkage at the O2-position, and one alkyl chain attached through an ether linkage at the O1-position. Thus, 2-O-acetyl-1-O-hexadecyl-sn-glycero-3-phosphocholine is considered to be a glycerophosphocholine lipid molecule. 2-O-Acetyl-1-O-hexadecyl-sn-glycero-3-phosphocholine is considered to be a practically insoluble (in water) and relatively neutral molecule. 2-O-Acetyl-1-O-hexadecyl-sn-glycero-3-phosphocholine has been primarily detected in blood. Within the cell, 2-O-acetyl-1-O-hexadecyl-sn-glycero-3-phosphocholine is primarily located in the membrane (predicted from logP) and intracellular membrane. A 2-acetyl-1-alkyl-sn-glycero-3-phosphocholine betaine which has hexadecyl as the alkyl group. PAF is a potent phospholipid activator and mediator of many leukocyte functions, including platelet aggregation, inflammation, and anaphylaxis.
44811
CCCCCCCCCCCCCCCCOC[C@H](CO[P@@]([O-])(=O)OCC[N+](C)(C)C)OC(C)=O
C26H54NO7P
InChI=1S/C26H54NO7P/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-21-31-23-26(34-25(2)28)24-33-35(29,30)32-22-20-27(3,4)5/h26H,6-24H2,1-5H3/t26-/m1/s1
HVAUUPRFYPCOCA-AREMUKBSSA-N
(2-{[(S)-((2R)-2-(acetyloxy)-3-(hexadecyloxy)propyl phosphono)]oxy}ethyl)trimethylazanium
523.6832
523.363789599
-6.41
0
(2-{[(S)-((2R)-2-(acetyloxy)-3-(hexadecyloxy)propyl phosphono)]oxy}ethyl)trimethylazanium
0
0
(r)-7-(acetyloxy)-4-hydroxy-n,n,n-trimethyl-3,5,9-trioxa-4-phosphapentacosan-1-aminium hydroxide inner salt 4-oxide;1-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine;1-o-hexadecyl paf;1-o-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine;1-o-hexadecyl-2-acetyl-sn-glyceryl-3-phosphorylcholine;1-o-hexadecyl-2-o-acetyl-sn-glycero-3-phosophocholine;1-o-hexadecyl-2-o-acetyl-sn-glyceryl-3-phosphorylcholine;1-o-hexadecyl-platelet-activating factor;C16 paf;C16-paf;C16:0 paf;Paf;Platelet activating factor;Platelet-activating factor;Platelet-activating factor c16
PW_C044593
2O1O3p
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
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
44594
Lyso-PAF C-16
1-O-Hexadecyl-lyso-sn-glycero-3-phosphocholine belongs to the class of organic compounds known as monoalkylglycerophosphocholines. Monoalkylglycerophosphocholines are compounds containing glycerophosphocholine moiety attached to an fatty acyl chain through an ether bond. 1-O-Hexadecyl-lyso-sn-glycero-3-phosphocholine is considered to be a practically insoluble (in water) and relatively neutral molecule.
3983
CCCCCCCCCCCCCCCCOCC(O)COP([O-])(=O)OCC[N+](C)(C)C
C24H52NO6P
InChI=1S/C24H52NO6P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-20-29-22-24(26)23-31-32(27,28)30-21-19-25(2,3)4/h24,26H,5-23H2,1-4H3
VLBPIWYTPAXCFJ-UHFFFAOYSA-N
(2-{[3-(hexadecyloxy)-2-hydroxypropyl phosphonato]oxy}ethyl)trimethylazanium
481.655
481.353225396
-6.07
1
(2-{[3-(hexadecyloxy)-2-hydroxypropyl phosphonato]oxy}ethyl)trimethylazanium
0
0
Lyso-paf c-16;1-o-hexadecyl-lyso-sn-glycero-3-phosphocholine;Rac-lyso-platelet activating factor;1-o-palmityl-rac-glycero-3-phosphocholine
PW_C044594
Lyso-PA
145
Palmitic acid
HMDB0000220
Palmitic acid, or hexadecanoic acid, is one of the most common saturated fatty acids found in animals, plants, and microorganisms. As its name indicates, it is a major component of the oil from the fruit of oil palms (palm oil). Excess carbohydrates in the body are converted to palmitic acid. Palmitic acid is the first fatty acid produced during fatty acid synthesis and is the precursor to longer fatty acids. As a consequence, palmitic acid is a major body component of animals. In humans, one analysis found it to make up 21–30% (molar) of human depot fat (PMID: 13756126), and it is a major, but highly variable, lipid component of human breast milk (PMID: 352132). Palmitic acid is used to produce soaps, cosmetics, and industrial mould release agents. These applications use sodium palmitate, which is commonly obtained by saponification of palm oil. To this end, palm oil, rendered from palm tree (species Elaeis guineensis), is treated with sodium hydroxide (in the form of caustic soda or lye), which causes hydrolysis of the ester groups, yielding glycerol and sodium palmitate. Aluminium salts of palmitic acid and naphthenic acid were combined during World War II to produce napalm. The word "napalm" is derived from the words naphthenic acid and palmitic acid (Wikipedia). Palmitic acid is also used in the determination of water hardness and is a surfactant of Levovist, an intravenous ultrasonic contrast agent.
57-10-3
C00249
985
15756
CPD-8475
960
DB03796
CCCCCCCCCCCCCCCC(O)=O
C16H32O2
InChI=1S/C16H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h2-15H2,1H3,(H,17,18)
IPCSVZSSVZVIGE-UHFFFAOYSA-N
hexadecanoic acid
256.4241
256.240230268
-5.80
1
palmitic acid
0
-1
FDB011679
1-hexyldecanoate;1-hexyldecanoic acid;1-pentadecanecarboxylic acid;C16 fatty acid;Cetylic acid;Edenor c16;Emersol 140;Emersol 143;Glycon p-45;Hexadecanoate;Hexadecanoic acid;Hexadecanoic acid palmitic acid;Hexadecoate;Hexadecoic acid;Hexadecylic acid;Hexaectylic acid;Hydrofol;Hydrofol acid 1690;Hystrene 8016;Hystrene 9016;Industrene 4516;Kortacid 1698;Loxiol ep 278;Lunac p 95;Lunac p 95kc;Lunac p 98;N-hexadecanoate;N-hexadecanoic acid;N-hexadecoate;N-hexadecoic acid;Pam;Plm;Palmitate;Palmitic acid;Palmitinate;Palmitinic acid;Palmitinsaeure;Palmitoate;Palmitoic acid;Pentadecanecarboxylate;Pentadecanecarboxylic acid;Prifac 2960;Prifrac 2960;Pristerene 4934;Univol u332;C16:0;Ch3-[ch2]14-cooh;1-pentadecanecarboxylate;Cetylate;Hexadecylate;Hexaectylate;Hexadecanoate (n-c16:0);FA(16:0)
PW_C000145
16:0
876
3
878
22
2177
14
2181
2
2185
15
2843
29
2898
8
5249
104
6447
105
6448
107
6515
108
6957
160
6975
199
7130
163
8311
210
9223
170
12916
151
12918
226
42523
320
42524
318
42525
315
77232
329
77655
336
77861
132
77894
112
78060
115
78061
114
120244
382
120665
407
121427
405
121429
409
121431
124
121699
429
122918
399
123279
119
123985
376
123987
137
123989
118
124249
464
125594
484
126637
299
127122
389
128213
388
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
44596
1-O-Palmityl-2-palmitoyl-rac-glycero-3-phosphocholine
1-O-Palmityl-2-palmitoyl-rac-glycero-3-phosphocholine is considered to be a practically insoluble (in water) and relatively neutral molecule. 1-O-Palmityl-2-palmitoyl-rac-glycero-3-phosphocholine has the chemical formula C40H83NO7P, and an average molecular weight of 721.077. 1-O-Palmityl-2-palmitoyl-rac-glycero-3-phosphocholine is involved in the Ether Lipid Metabolism Pathway.
4649135
CCCCCCCCCCCCCCCCOCC(COP(O)(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC
C40H83NO7P
InChI=1S/C40H82NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-35-45-37-39(38-47-49(43,44)46-36-34-41(3,4)5)48-40(42)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h39H,6-38H2,1-5H3/p+1
WOTHHEHCEYHCFE-UHFFFAOYSA-O
[2-(hexadecanoyloxy)-3-(hexadecyloxy)propoxy][2-(trimethylazaniumyl)ethoxy]phosphinic acid
721.077
720.590167435
-7.33
1
2-(hexadecanoyloxy)-3-(hexadecyloxy)propoxy(2-(trimethylammonio)ethoxy)phosphinic acid
1
0
1-o-palmityl-2-palmitoyl-rac-glycero-3-phosphocholine;Ac1newjz;P6284_sigma;Ctk8f3441;Dl-alpha-phosphatidylcholine, beta-hexadecanoyl-gamma-o-hexadecyl;2-[(2-hexadecanoyloxy-3-hexadecoxypropoxy)-hydroxyphosphoryl]oxyethyl-trimethylazanium;(7r)-7-(hexadecanoyloxy)-4-hydroxy-n,n,n-trimethyl-3,5,9-trioxa-4-phosphapentacosan-1-aminium 4-oxide
PW_C044596
PPRGP
44597
1-O-Hexadecyl-2-palmitoyl-sn-glycerol
1-(2-Hexadecyl-1-hydroxydioxidan-1-ium-1-yl)-1-oxidohexadecyl is considered to be a practically insoluble (in water) and relatively neutral molecule. 1-O-Hexadecyl-2-palmitoyl-sn-glycerol has the chemical formula C32H65O4, and an average molecular weight of 513.868. 1-O-Hexadecyl-2-palmitoyl-sn-glycerol is involved in the Ether Lipid Metabolism Pathway.
49747672
CCCCCCCCCCCCCCCCO[O](O)C(=O)CCCCCCCCCCCCCCC
C32H65O4
InChI=1S/C32H65O4/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-35-36(34)32(33)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h34H,3-31H2,1-2H3
PQXWULRVRNRYSY-UHFFFAOYSA-N
hexadecyloxy hydroxy hexadecanoate
513.868
513.488285573
-7.55
0
hexadecyloxy hydroxy hexadecanoate
0
0
1-o-hexadecyl-2-palmitoyl-sn-glycerol;H-1848
PW_C044597
1OH2PS
1201
CDP-Ethanolamine
HMDB0001564
Cytidine is a molecule (known as a nucleoside) that is formed when cytosine is attached to a ribose ring (also known as a ribofuranose) via a beta-N1-glycosidic bond. CDP-Ethanolamine has the chemical formula C11H20N4O11P2, and an average molecular weight of 446.2442. CDP-Ethanolamine is involved in multiple pathways, some of which are Phosphatidylethanolamine Biosynthesis PE(18:1(9Z)/18:4(6Z,9Z,12Z,15Z)) Pathway, Phosphatidylcholine Biosynthesis PC(20:3(8Z,11Z,14Z)/22:4(7Z,10Z,13Z,16Z)) Pathway, Phosphatidylethanolamine Biosynthesis PE(20:1(11Z)/22:0) Pathway, and Phosphatidylcholine Biosynthesis PC(18:3(9Z,12Z,15Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) Pathway.
3036-18-8
C00570
123727
16732
CDP-ETHANOLAMINE
110296
NCCOP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O
C11H20N4O11P2
InChI=1S/C11H20N4O11P2/c12-2-4-23-27(19,20)26-28(21,22)24-5-6-8(16)9(17)10(25-6)15-3-1-7(13)14-11(15)18/h1,3,6,8-10,16-17H,2,4-5,12H2,(H,19,20)(H,21,22)(H2,13,14,18)/t6-,8-,9-,10-/m1/s1
WVIMUEUQJFPNDK-PEBGCTIMSA-N
[({[(2R,3S,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](2-aminoethoxy)phosphinic acid
446.2442
446.060380526
-1.53
6
cdp ethanolamine
0
-1
FDB022691
Cdp ethanolamine;Cdp-ethanolamine;Cdpethanolamine;Cytidine diphosphate ethanolamine;Cytidine 5'-(trihydrogen diphosphate), p'-(2-aminoethyl) ester
PW_C001201
C-Etala
3384
18
15290
288
15343
22
40895
49
78571
130
79966
329
79978
331
94820
382
94856
383
113276
389
115533
399
115749
398
122603
125
125175
136
126750
300
128344
395
44598
1-hexadecyl-2-palmitoyl-glycero-3-phosphoethanolamine
SCHEMBL16005742 belongs to the class of organic compounds known as 1-alkyl,2-acylglycerophosphoethanolamines. These are glycerophosphoethanolamines that carry exactly one acyl chain attached to the glycerol moiety through an ester linkage at the O2-position, and one alkyl chain attached through an ether linkage at the O1-position. SCHEMBL16005742 is considered to be a practically insoluble (in water) and relatively neutral molecule.
CCCCCCCCCCCCCCCCOCC(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC
C37H76NO7P
InChI=1S/C37H76NO7P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-32-42-34-36(35-44-46(40,41)43-33-31-38)45-37(39)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h36H,3-35,38H2,1-2H3,(H,40,41)
NRMPAIZEDWJYJB-UHFFFAOYSA-N
(2-aminoethoxy)[2-(hexadecanoyloxy)-3-(hexadecyloxy)propoxy]phosphinic acid
677.989
677.535940789
-6.84
2
2-aminoethoxy(2-(hexadecanoyloxy)-3-(hexadecyloxy)propoxy)phosphinic acid
0
0
PW_C044598
1H2PG3P
10940
diacylglycerol cholinephosphotransferase
P17898
Catalyzes the final step in the CDP-choline route leading to phosphatidylcholin (PC). Preferentially uses CDP-monomethylethanolamine as aminoalcohol substrate. Shows highest activity toward di- and mono-unsaturated diacylglycerol species as lipid substrates. The CDP-choline pathway only contributes to net PC synthesis if exogenous choline is present. In its absence, this pathway recycles choline from PC turnover and may contribute to maintaining the proper PC species composition.
CPT1
29
2.7.8.2
7741
210
7757
160
7863
213
9258
195
10941
platelet-activating factor acetylhydrolase IB subunit alpha
P39946
Positively regulates the activity of the minus-end directed microtubule motor protein dynein. Plays a central role in positioning the mitotic spindle at the bud neck during cell division. Targets cytoplasmic dynein to microtubule plus ends, thereby promoting dynein-mediated microtubule sliding along the bud cortex and consequently the movement of the mitotic spindle to the bud neck. Following plus end binding, dynein may be offloaded to the cortex by NUM1. Required for viability in the absence of the kinesin-related microtubule-dependent motor protein CIN8.
PAC1
29
7758
160
10662
Lipase 4
P36165
Releases specific fatty acids from neutral lipid triacylglycerols (TAG) thereby supplying fatty acids to a general acylation process. May have a specific role in sporulation.
TGL4
29
3.1.1.3
7685
160
7692
213
7799
210
9132
188
80406
170
2548
Ethanolaminephosphotransferase 1
Q9C0D9
Catalyzes phosphatidylethanolamine biosynthesis from CDP-ethanolamine. It thereby plays a central role in the formation and maintenance of vesicular membranes. Involved in the formation of phosphatidylethanolamine via 'Kennedy' pathway.
HMDBP07306
EPT1
2p23.3
AB051511
1
2.7.8.1
7759
160
7789
214
4716
diacylglycerol cholinephosphotransferase
18
PW_P004716
11898
10940
4717
platelet-activating factor acetylhydrolase IB subunit alpha
18
PW_P004717
11899
10941
4718
TAG lipase / steryl ester hydrolase / phospholipase A2 / LPA acyltransferase
18
PW_P004718
11900
10662
4719
bifunctional diacylglycerol cholinephosphotransferase/ethanolaminephosphotransferase
18
PW_P004719
11901
2548
6982
false
PW_R006982
Right
28757
64
1
Compound
false
28758
44593
1
Compound
false
28759
29
1
Compound
false
28760
40034
1
Compound
false
28761
44594
1
Compound
false
6959
4717
6983
false
PW_R006983
Both
28762
44594
1
Compound
false
28763
145
1
Compound
false
28764
1420
1
Compound
false
28765
44596
1
Compound
false
6960
4718
3.1.1.3
6984
false
PW_R006984
Right
28766
44597
1
Compound
false
28767
43034
1
Compound
false
28768
44596
1
Compound
false
28769
64
1
Compound
false
6961
4716
6981
false
PW_R006981
Right
28753
43034
1
Compound
false
28754
44592
1
Compound
false
28755
64
1
Compound
false
28756
44593
1
Compound
false
6958
4716
2.7.8.2
6985
false
PW_R006985
Right
28770
44597
1
Compound
false
28771
1201
1
Compound
false
28772
64
1
Compound
false
28773
44598
1
Compound
false
6962
4719
2.7.8.1
81330
43034
3
false
445
553
10
regular
100
100
81331
44592
3
false
360
393
10
regular
100
130
81332
64
3
false
825
553
10
regular
100
110
81333
44593
3
false
920
393
10
regular
100
130
81334
64
3
false
1050
548
10
regular
100
110
81335
29
3
false
1555
304
10
regular
100
100
81336
40034
55
false
1506
564
10
regular
78
78
81337
44594
3
false
1705
407
10
regular
100
100
81338
145
3
false
1840
527
10
regular
100
100
81339
1420
49
false
1856
893
10
regular
78
78
81340
44596
3
false
1704
1012
10
regular
100
140
81341
44597
3
false
949
1017
10
regular
100
130
81342
43034
3
false
1084
927
10
regular
100
100
81343
64
3
false
1534
927
10
regular
100
110
81344
1201
3
false
839
912
10
regular
100
110
81345
64
3
false
364
1027
10
regular
100
110
81346
44598
3
false
474
892
10
regular
100
130
38658
10940
160
2
false
610
423
8
subunit
regular
150
70
38659
10941
160
2
false
1235
423
8
subunit
regular
150
70
38660
10662
160
2
false
1675
747
8
protein
regular
150
70
38661
10940
160
2
false
1279
1049
8
subunit
regular
150
70
38662
2548
160
2
false
644
1047
8
subunit
regular
150
70
31465
4716
2249
37982
38658
31466
4717
2249
37983
38659
31467
4718
2249
37984
38660
31468
4716
2249
37985
38661
31469
4719
2249
37986
38662
116758
M1150 603 C1147 460 1205 458 1235 458
5
false
18
116759
M1020 458 C1050 458 1205 458 1235 458
5
false
18
116760
M1555 354 C1554 461 1415 458 1385 458
5
false
18
true
M 25.946855044164835 493.261556296296 L 11 492 L 17.380887721185843 505.5751343230783
false
116761
M1506 603 C1501 460 1415 458 1385 458
5
false
18
true
M 25.946855044164835 493.261556296296 L 11 492 L 17.380887721185843 505.5751343230783
false
116762
M1705 457 C1675 457 1415 458 1385 458
5
false
18
true
M 25.946855044164835 493.261556296296 L 11 492 L 17.380887721185843 505.5751343230783
false
116763
M1755 507 C1755 537 1750 717 1750 747
5
false
18
true
M 847.9468550441649 615.261556296296 L 833 614 L 839.3808877211858 627.5751343230784
false
116764
M1890 627 C1751 636 1750 717 1750 747
5
false
18
true
M 847.9468550441649 615.261556296296 L 833 614 L 839.3808877211858 627.5751343230784
false
116765
M1895 893 C1783 890 1750 847 1750 817
5
false
18
true
M 847.9468550441649 615.261556296296 L 833 614 L 839.3808877211858 627.5751343230784
false
116766
M1754 1012 C1754 982 1750 847 1750 817
5
false
18
true
M 847.9468550441649 615.261556296296 L 833 614 L 839.3808877211858 627.5751343230784
false
116767
M1049 1082 C1079 1082 1249 1084 1279 1084
5
false
18
116768
M1184 977 C1181 1083 1249 1084 1279 1084
5
false
18
116769
M1704 1082 C1674 1082 1459 1084 1429 1084
5
false
18
true
M 847.9468550441649 999.261556296296 L 833 998 L 839.3808877211858 1011.5751343230784
false
116770
M1534 982 C1535 1095 1459 1084 1429 1084
5
false
18
true
M 847.9468550441649 999.261556296296 L 833 998 L 839.3808877211858 1011.5751343230784
false
3665997
M545 603 C543 467 580 458 610 458
5
false
18
3665998
M460 458 C490 458 580 458 610 458
5
false
18
3665999
M825 608 C827 466 790 458 760 458
5
false
18
true
M 25.946855044164835 163.26155629629605 L 11 162 L 17.380887721185843 175.57513432307834
false
3666000
M920 458 C890 458 790 458 760 458
5
false
18
true
M 25.946855044164835 163.26155629629605 L 11 162 L 17.380887721185843 175.57513432307834
false
3666001
M949 1082 C919 1082 824 1082 794 1082
5
false
18
3666002
M839 967 C838 1081 824 1082 794 1082
5
false
18
3666003
M464 1082 C494 1082 614 1082 644 1082
5
false
18
true
M 25.946855044164835 94.26155629629604 L 11 93 L 17.380887721185843 106.57513432307834
false
3666004
M574 957 C576 1078 614 1082 644 1082
5
false
18
true
M 25.946855044164835 94.26155629629604 L 11 93 L 17.380887721185843 106.57513432307834
false
23960
2249
6982
92370
81334
116758
Left
92371
81333
116759
Left
92372
81335
116760
Right
92373
81336
116761
Right
92374
81337
116762
Right
23759
6959
31466
23961
2249
6983
92375
81337
116763
Left
92376
81338
116764
Left
92377
81339
116765
Right
92378
81340
116766
Right
23760
6960
31467
23962
2249
6984
92379
81341
116767
Left
92380
81342
116768
Left
92381
81340
116769
Right
92382
81343
116770
Right
23761
6961
31468
798549
2249
6981
3227414
81330
3665997
Left
3227415
81331
3665998
Left
3227416
81332
3665999
Right
3227417
81333
3666000
Right
754123
6958
31465
798550
2249
6985
3227418
81341
3666001
Left
3227419
81344
3666002
Left
3227420
81345
3666003
Right
3227421
81346
3666004
Right
754124
6962
31469
186777
1225
1175
1.0
1.0
0
2
90
484
497
4382
M125 225 C125 175 175 125 225 125 C788 125 1521 125 2084 125 C2134 125 2184 175 2184 225 C2184 704 2184 1327 2184 1806 C2184 1856 2134 1906 2084 1906 C1521 1906 788 1906 225 1906 C175 1906 125 1856 125 1806 C125 1327 125 704 125 225
1
true
6
2059.0
1781.0
4383
M281 365 C281 315 331 265 381 265 C848 265 1454 265 1921 265 C1971 265 2021 315 2021 365 C2021 757 2021 1265 2021 1657 C2021 1707 1971 1757 1921 1757 C1454 1757 848 1757 381 1757 C331 1757 281 1707 281 1657 C281 1265 281 757 281 365
1
true
6
1740.0
1492.0