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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-08-13 04:21:02 UTC

Update Date

2022-11-30 19:02:44 UTC

HMDB ID

HMDB0003752

Secondary Accession Numbers

HMDB03752

Metabolite Identification

Common Name

LysoPC(10:0/0:0)

Description

LysoPC(10:0/0:0) is a lysophosphatidylcholine, which is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2 as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. There is also a phospholipase A1, which is able to cleave the sn-1 ester bond. Lysophosphatidylcholine has pro-inflammatory properties in vitro and it is known to be a pathological component of oxidized lipoproteins (LDL) in plasma and of atherosclerotic lesions. Recently, it has been found to have some functions in cell signalling, and specific receptors (coupled to G proteins) have been identified. It activates the specific phospholipase C that releases diacylglycerols and inositol triphosphate with resultant increases in intracellular Ca2+ and activation of protein kinase C. It also activates the mitogen-activated protein kinase in certain cell types. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. LysoPC(10:0/0:0), in particular, consists of one chain of capric acid at the C-1 position. LPL-R's are members of the G protein-coupled receptor (GPR) family of integral membrane proteins. Lysophosphatidylcholines (LPCs) specifically bind to GPR119, GPR40, GPR55 and GPR4. binding of LPCs to GPR119, GPR40 and GPR55 induces intracellular calcium mobilization and leads to increased glucose-stimulated insulin secretion in different cell systems. In blood or plasma LPCs are bound mainly to albumin and to a lesser extent to lipoproteins. Inflammation, cell damage and other pathophysiological conditions can profoundly alter the ratio of free to albumin bound LPC through increased production of LPC or decreased plasma levels of albumin (PMID: 32599910 ). In particular, lower levels of albumin (hypoalbuminemia) lead to lower levels of LPC in the blood. Hypoalbuminemia with albumin concentrations of <20 g/L are typical of patients with sepsis, burns or serious trauma (PMID: 26557421 ). Such low levels of albumin often lead to LPC levels that are 50-80 % lower than that seen in healthy individuals (PMID: 27501420 ). Decreased levels of LPC have been observed in a number of other inflammatory conditions beyond sepsis, including rheumatoid arthritis, diabetes, schizophrenia, polycystic ovary syndrome, Alzheimer’s disease, pulmonary arterial hypertension, aging, asthma and liver cirrhosis, where they were associated with increased mortality risk (PMID: 32599910 ). LPCs have a number of protective or anti-inflammatory effects. Higher levels of LPC induce cyclooxygenase-2 and endothelial nitric oxide synthase (eNOS) expression in endothelial cells, both of which can have vasoprotective effects either via production of prostacyclin or nitric oxide (PMID: 32599910 ). LPCs have been shown to elicit a number of effects on the innate immune system and effectively serve as dual-activity ligand molecules. In particular, LPCs directly activate toll-like receptor (TLR) 4 and TLR-2-1 receptors in the absence of classical TLR ligands. However, LPCs can also inhibit TLR-mediated signaling in the presence of classical TLR ligands, thereby acting as anti-inflammatory molecules (PMID: 32599910 ). Low levels of LPC during a bacterial or viral infection with TLR-mediated signalling can lead to opposing (inflammatory vs. anti-inflammatory) effects and immune dysregulation.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

LysoPC(10:0/0:0)
  Mrv1652304202022192D          

 28 27  0  0  0  0            999 V2000
   -3.8021    0.3608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9591    0.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2447    0.7720    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6571    1.4866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1679    0.0575    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -3.0969    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3824    0.3590    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6679    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9699   -0.3555    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7950   -0.3555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4699    1.1846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1844    0.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8988    1.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6132    0.7721    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.2007    0.0576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2744    1.6358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3277    0.3596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5121    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5121    1.5410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2263    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9404    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6545    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3686    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0827    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7969    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5110    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2251    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9392    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  7  9  1  1  0  0  0
  6  1  1  0  0  0  0
  2  8  1  0  0  0  0
  7 10  1  6  0  0  0
  1 18  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
 11  3  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  CHG  2   5  -1  14   1
M  END

HMDB0003752
     RDKit          3D
LysoPC(10:0/0:0)
 65 64  0  0  0  0  0  0  0  0999 V2000
    8.6999    1.7422   -2.3903 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0481    1.3722   -1.0477 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8594    0.5030   -1.3604 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1783    0.1471   -0.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0842   -0.5906    0.8871 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6117   -1.0026    2.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5263   -1.9719    2.3401 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2114   -1.6228    1.7751 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6099   -0.3449    2.2720 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2769   -0.1761    1.5741 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5646    0.8298    1.8206 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8307   -1.1047    0.6742 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6475   -1.0860   -0.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6229   -1.1588    0.7752 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7762   -0.1163    1.6459 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8050   -1.2141   -0.1916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9436   -1.3886    0.5816 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3467   -1.4705   -0.3358 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.1179   -2.0943   -1.6891 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4195   -2.5231    0.4857 O   0  0  0  0  0  1  0  0  0  0  0  0
   -5.0392    0.0310   -0.3933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3948    0.0398   -0.6599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0008    1.3987   -0.7078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4150    1.2592   -0.9938 N   0  0  0  0  0  4  0  0  0  0  0  0
   -9.1404    1.2050    0.2623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7156    0.1195   -1.8147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9212    2.4375   -1.7037 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4863    1.0327   -2.6706 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0902    2.7586   -2.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9196    1.7043   -3.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7684    2.2508   -0.4675 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8642    0.8131   -0.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1502   -0.4124   -1.8968 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1197    1.0910   -1.9132 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9232    1.1641    0.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2640   -0.3913   -0.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5959   -1.4532    0.3434 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9684    0.1209    1.0835 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2957   -0.0695    2.8021 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4882   -1.4285    2.8214 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8770   -2.9316    1.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4047   -2.3153    3.4196 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0074   -1.7788    0.7302 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4659   -2.4233    2.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3958   -0.3812    3.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2441    0.5376    2.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5726   -0.2226   -0.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6503   -1.9935   -0.6966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6693   -2.1162    1.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1956   -0.3367    2.5004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8781   -0.2024   -0.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6733   -1.9552   -0.9774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8855   -0.5116    0.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5787   -0.5686   -1.5581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9105    1.9051    0.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5666    2.0689   -1.4628 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2113    1.0993    0.0047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0232    2.1908    0.7756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8381    0.3628    0.8877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5859   -0.8481   -1.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7915    0.1979   -2.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0860    0.1560   -2.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0058    2.2775   -1.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3876    2.4899   -2.6717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7543    3.3596   -1.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  1
 15 50  1  0
 16 51  1  0
 16 52  1  0
 22 53  1  0
 22 54  1  0
 23 55  1  0
 23 56  1  0
 25 57  1  0
 25 58  1  0
 25 59  1  0
 26 60  1  0
 26 61  1  0
 26 62  1  0
 27 63  1  0
 27 64  1  0
 27 65  1  0
M  CHG  2  20  -1  24   1
M  END

LysoPC(10:0/0:0)
  Mrv1652304202022192D          

 28 27  0  0  0  0            999 V2000
   -3.8021    0.3608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9591    0.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2447    0.7720    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6571    1.4866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1679    0.0575    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -3.0969    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3824    0.3590    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6679    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9699   -0.3555    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7950   -0.3555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4699    1.1846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1844    0.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8988    1.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6132    0.7721    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.2007    0.0576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2744    1.6358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3277    0.3596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5121    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5121    1.5410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2263    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9404    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6545    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3686    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0827    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7969    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5110    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2251    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9392    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  7  9  1  1  0  0  0
  6  1  1  0  0  0  0
  2  8  1  0  0  0  0
  7 10  1  6  0  0  0
  1 18  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
 11  3  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  CHG  2   5  -1  14   1
M  END
> <DATABASE_ID>
HMDB0003752

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@](O)(COC(=O)CCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C18H38NO7P/c1-5-6-7-8-9-10-11-12-18(21)24-15-17(20)16-26-27(22,23)25-14-13-19(2,3)4/h17,20H,5-16H2,1-4H3/t17-/m1/s1

> <INCHI_KEY>
SECPDKKEUKDCPG-QGZVFWFLSA-N

> <FORMULA>
C18H38NO7P

> <MOLECULAR_WEIGHT>
411.476

> <EXACT_MASS>
411.238589566

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
45.803062963659364

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-{[(2R)-3-(decanoyloxy)-2-hydroxypropyl phosphono]oxy}ethyl)trimethylazanium

> <ALOGPS_LOGP>
-0.51

> <JCHEM_LOGP>
-1.4746695131384124

> <ALOGPS_LOGS>
-4.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.655609236411614

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8553406136270887

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4040033707844772

> <JCHEM_POLAR_SURFACE_AREA>
105.12

> <JCHEM_REFRACTIVITY>
114.66769999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.35e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2-{[(2R)-3-(decanoyloxy)-2-hydroxypropyl phosphono]oxy}ethyl)trimethylazanium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0003752
     RDKit          3D
LysoPC(10:0/0:0)
 65 64  0  0  0  0  0  0  0  0999 V2000
    8.6999    1.7422   -2.3903 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0481    1.3722   -1.0477 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8594    0.5030   -1.3604 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1783    0.1471   -0.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0842   -0.5906    0.8871 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6117   -1.0026    2.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5263   -1.9719    2.3401 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2114   -1.6228    1.7751 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6099   -0.3449    2.2720 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2769   -0.1761    1.5741 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5646    0.8298    1.8206 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8307   -1.1047    0.6742 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6475   -1.0860   -0.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6229   -1.1588    0.7752 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7762   -0.1163    1.6459 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8050   -1.2141   -0.1916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9436   -1.3886    0.5816 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3467   -1.4705   -0.3358 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.1179   -2.0943   -1.6891 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4195   -2.5231    0.4857 O   0  0  0  0  0  1  0  0  0  0  0  0
   -5.0392    0.0310   -0.3933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3948    0.0398   -0.6599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0008    1.3987   -0.7078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4150    1.2592   -0.9938 N   0  0  0  0  0  4  0  0  0  0  0  0
   -9.1404    1.2050    0.2623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7156    0.1195   -1.8147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9212    2.4375   -1.7037 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4863    1.0327   -2.6706 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0902    2.7586   -2.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9196    1.7043   -3.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7684    2.2508   -0.4675 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8642    0.8131   -0.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1502   -0.4124   -1.8968 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1197    1.0910   -1.9132 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9232    1.1641    0.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2640   -0.3913   -0.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5959   -1.4532    0.3434 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9684    0.1209    1.0835 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2957   -0.0695    2.8021 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4882   -1.4285    2.8214 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8770   -2.9316    1.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4047   -2.3153    3.4196 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0074   -1.7788    0.7302 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4659   -2.4233    2.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3958   -0.3812    3.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2441    0.5376    2.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5726   -0.2226   -0.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6503   -1.9935   -0.6966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6693   -2.1162    1.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1956   -0.3367    2.5004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8781   -0.2024   -0.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6733   -1.9552   -0.9774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8855   -0.5116    0.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5787   -0.5686   -1.5581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9105    1.9051    0.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5666    2.0689   -1.4628 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2113    1.0993    0.0047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0232    2.1908    0.7756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8381    0.3628    0.8877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5859   -0.8481   -1.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7915    0.1979   -2.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0860    0.1560   -2.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0058    2.2775   -1.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3876    2.4899   -2.6717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7543    3.3596   -1.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  1
 15 50  1  0
 16 51  1  0
 16 52  1  0
 22 53  1  0
 22 54  1  0
 23 55  1  0
 23 56  1  0
 25 57  1  0
 25 58  1  0
 25 59  1  0
 26 60  1  0
 26 61  1  0
 26 62  1  0
 27 63  1  0
 27 64  1  0
 27 65  1  0
M  CHG  2  20  -1  24   1
M  END

HEADER    PROTEIN                                 20-APR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: LysoPC(10:0/0:0)                                  
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-20         0                                  
HETATM    1  O   UNK     0      -7.097   0.673   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      -1.790   0.671   0.000  0.00  0.00           O+0
HETATM    3  P   UNK     0      -0.457   1.441   0.000  0.00  0.00           P+0
HETATM    4  O   UNK     0      -1.227   2.775   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       0.313   0.107   0.000  0.00  0.00           O-1
HETATM    6  C   UNK     0      -5.781   1.440   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.447   0.670   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.113   1.440   0.000  0.00  0.00           C+0
HETATM    9  H   UNK     0      -3.677  -0.664   0.000  0.00  0.00           H+0
HETATM   10  O   UNK     0      -5.217  -0.664   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       0.877   2.211   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.211   1.441   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.544   2.211   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       4.878   1.441   0.000  0.00  0.00           N+1
HETATM   15  C   UNK     0       4.108   0.108   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.112   3.053   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.212   0.671   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -8.423   1.436   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -8.423   2.877   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -9.756   0.665   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -11.089   1.436   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -12.422   0.665   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -13.755   1.436   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -15.088   0.665   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -16.421   1.436   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -17.754   0.665   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -19.087   1.436   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -20.420   0.665   0.000  0.00  0.00           C+0
CONECT    1    6   18                                                       
CONECT    2    3    8                                                       
CONECT    3    2    4    5   11                                             
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    7    1                                                       
CONECT    7    6    8    9   10                                             
CONECT    8    7    2                                                       
CONECT    9    7                                                            
CONECT   10    7                                                            
CONECT   11   12    3                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14                                                            
CONECT   18    1   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   54    0
END

COMPND    HMDB0003752
HETATM    1  C1  UNL     1       8.700   1.742  -2.390  1.00  0.00           C  
HETATM    2  C2  UNL     1       8.048   1.372  -1.048  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.859   0.503  -1.360  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.178   0.147  -0.022  1.00  0.00           C  
HETATM    5  C5  UNL     1       7.084  -0.591   0.887  1.00  0.00           C  
HETATM    6  C6  UNL     1       6.612  -1.003   2.210  1.00  0.00           C  
HETATM    7  C7  UNL     1       5.526  -1.972   2.340  1.00  0.00           C  
HETATM    8  C8  UNL     1       4.211  -1.623   1.775  1.00  0.00           C  
HETATM    9  C9  UNL     1       3.610  -0.345   2.272  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.277  -0.176   1.574  1.00  0.00           C  
HETATM   11  O1  UNL     1       1.565   0.830   1.821  1.00  0.00           O  
HETATM   12  O2  UNL     1       1.831  -1.105   0.674  1.00  0.00           O  
HETATM   13  C11 UNL     1       0.647  -1.086  -0.025  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.623  -1.159   0.775  1.00  0.00           C  
HETATM   15  O3  UNL     1      -0.776  -0.116   1.646  1.00  0.00           O  
HETATM   16  C13 UNL     1      -1.805  -1.214  -0.192  1.00  0.00           C  
HETATM   17  O4  UNL     1      -2.944  -1.389   0.582  1.00  0.00           O  
HETATM   18  P1  UNL     1      -4.347  -1.470  -0.336  1.00  0.00           P  
HETATM   19  O5  UNL     1      -4.118  -2.094  -1.689  1.00  0.00           O  
HETATM   20  O6  UNL     1      -5.420  -2.523   0.486  1.00  0.00           O1-
HETATM   21  O7  UNL     1      -5.039   0.031  -0.393  1.00  0.00           O  
HETATM   22  C14 UNL     1      -6.395   0.040  -0.660  1.00  0.00           C  
HETATM   23  C15 UNL     1      -7.001   1.399  -0.708  1.00  0.00           C  
HETATM   24  N1  UNL     1      -8.415   1.259  -0.994  1.00  0.00           N1+
HETATM   25  C16 UNL     1      -9.140   1.205   0.262  1.00  0.00           C  
HETATM   26  C17 UNL     1      -8.716   0.120  -1.815  1.00  0.00           C  
HETATM   27  C18 UNL     1      -8.921   2.438  -1.704  1.00  0.00           C  
HETATM   28  H1  UNL     1       9.486   1.033  -2.671  1.00  0.00           H  
HETATM   29  H2  UNL     1       9.090   2.759  -2.285  1.00  0.00           H  
HETATM   30  H3  UNL     1       7.920   1.704  -3.196  1.00  0.00           H  
HETATM   31  H4  UNL     1       7.768   2.251  -0.467  1.00  0.00           H  
HETATM   32  H5  UNL     1       8.864   0.813  -0.514  1.00  0.00           H  
HETATM   33  H6  UNL     1       7.150  -0.412  -1.897  1.00  0.00           H  
HETATM   34  H7  UNL     1       6.120   1.091  -1.913  1.00  0.00           H  
HETATM   35  H8  UNL     1       5.923   1.164   0.402  1.00  0.00           H  
HETATM   36  H9  UNL     1       5.264  -0.391  -0.248  1.00  0.00           H  
HETATM   37  H10 UNL     1       7.596  -1.453   0.343  1.00  0.00           H  
HETATM   38  H11 UNL     1       7.968   0.121   1.083  1.00  0.00           H  
HETATM   39  H12 UNL     1       6.296  -0.069   2.802  1.00  0.00           H  
HETATM   40  H13 UNL     1       7.488  -1.428   2.821  1.00  0.00           H  
HETATM   41  H14 UNL     1       5.877  -2.932   1.806  1.00  0.00           H  
HETATM   42  H15 UNL     1       5.405  -2.315   3.420  1.00  0.00           H  
HETATM   43  H16 UNL     1       4.007  -1.779   0.730  1.00  0.00           H  
HETATM   44  H17 UNL     1       3.466  -2.423   2.247  1.00  0.00           H  
HETATM   45  H18 UNL     1       3.396  -0.381   3.360  1.00  0.00           H  
HETATM   46  H19 UNL     1       4.244   0.538   2.105  1.00  0.00           H  
HETATM   47  H20 UNL     1       0.573  -0.223  -0.737  1.00  0.00           H  
HETATM   48  H21 UNL     1       0.650  -1.993  -0.697  1.00  0.00           H  
HETATM   49  H22 UNL     1      -0.669  -2.116   1.344  1.00  0.00           H  
HETATM   50  H23 UNL     1      -1.196  -0.337   2.500  1.00  0.00           H  
HETATM   51  H24 UNL     1      -1.878  -0.202  -0.646  1.00  0.00           H  
HETATM   52  H25 UNL     1      -1.673  -1.955  -0.977  1.00  0.00           H  
HETATM   53  H26 UNL     1      -6.886  -0.512   0.186  1.00  0.00           H  
HETATM   54  H27 UNL     1      -6.579  -0.569  -1.558  1.00  0.00           H  
HETATM   55  H28 UNL     1      -6.910   1.905   0.267  1.00  0.00           H  
HETATM   56  H29 UNL     1      -6.567   2.069  -1.463  1.00  0.00           H  
HETATM   57  H30 UNL     1     -10.211   1.099   0.005  1.00  0.00           H  
HETATM   58  H31 UNL     1      -9.023   2.191   0.776  1.00  0.00           H  
HETATM   59  H32 UNL     1      -8.838   0.363   0.888  1.00  0.00           H  
HETATM   60  H33 UNL     1      -8.586  -0.848  -1.328  1.00  0.00           H  
HETATM   61  H34 UNL     1      -9.791   0.198  -2.096  1.00  0.00           H  
HETATM   62  H35 UNL     1      -8.086   0.156  -2.725  1.00  0.00           H  
HETATM   63  H36 UNL     1     -10.006   2.277  -1.862  1.00  0.00           H  
HETATM   64  H37 UNL     1      -8.388   2.490  -2.672  1.00  0.00           H  
HETATM   65  H38 UNL     1      -8.754   3.360  -1.103  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3   31   32
CONECT    3    4   33   34
CONECT    4    5   35   36
CONECT    5    6   37   38
CONECT    6    7   39   40
CONECT    7    8   41   42
CONECT    8    9   43   44
CONECT    9   10   45   46
CONECT   10   11   11   12
CONECT   12   13
CONECT   13   14   47   48
CONECT   14   15   16   49
CONECT   15   50
CONECT   16   17   51   52
CONECT   17   18
CONECT   18   19   19   20   21
CONECT   21   22
CONECT   22   23   53   54
CONECT   23   24   55   56
CONECT   24   25   26   27
CONECT   25   57   58   59
CONECT   26   60   61   62
CONECT   27   63   64   65
END

HMDB0003752
     RDKit          3D
LysoPC(10:0/0:0)
 65 64  0  0  0  0  0  0  0  0999 V2000
    8.6999    1.7422   -2.3903 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0481    1.3722   -1.0477 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8594    0.5030   -1.3604 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1783    0.1471   -0.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0842   -0.5906    0.8871 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6117   -1.0026    2.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5263   -1.9719    2.3401 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2114   -1.6228    1.7751 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6099   -0.3449    2.2720 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2769   -0.1761    1.5741 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5646    0.8298    1.8206 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8307   -1.1047    0.6742 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6475   -1.0860   -0.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6229   -1.1588    0.7752 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7762   -0.1163    1.6459 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8050   -1.2141   -0.1916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9436   -1.3886    0.5816 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3467   -1.4705   -0.3358 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.1179   -2.0943   -1.6891 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4195   -2.5231    0.4857 O   0  0  0  0  0  1  0  0  0  0  0  0
   -5.0392    0.0310   -0.3933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3948    0.0398   -0.6599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0008    1.3987   -0.7078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4150    1.2592   -0.9938 N   0  0  0  0  0  4  0  0  0  0  0  0
   -9.1404    1.2050    0.2623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7156    0.1195   -1.8147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9212    2.4375   -1.7037 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4863    1.0327   -2.6706 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0902    2.7586   -2.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9196    1.7043   -3.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7684    2.2508   -0.4675 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8642    0.8131   -0.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1502   -0.4124   -1.8968 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1197    1.0910   -1.9132 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9232    1.1641    0.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2640   -0.3913   -0.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5959   -1.4532    0.3434 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9684    0.1209    1.0835 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2957   -0.0695    2.8021 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4882   -1.4285    2.8214 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8770   -2.9316    1.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4047   -2.3153    3.4196 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0074   -1.7788    0.7302 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4659   -2.4233    2.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3958   -0.3812    3.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2441    0.5376    2.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5726   -0.2226   -0.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6503   -1.9935   -0.6966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6693   -2.1162    1.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1956   -0.3367    2.5004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8781   -0.2024   -0.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6733   -1.9552   -0.9774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8855   -0.5116    0.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5787   -0.5686   -1.5581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9105    1.9051    0.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5666    2.0689   -1.4628 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2113    1.0993    0.0047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0232    2.1908    0.7756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8381    0.3628    0.8877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5859   -0.8481   -1.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7915    0.1979   -2.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0860    0.1560   -2.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0058    2.2775   -1.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3876    2.4899   -2.6717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7543    3.3596   -1.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  1
 15 50  1  0
 16 51  1  0
 16 52  1  0
 22 53  1  0
 22 54  1  0
 23 55  1  0
 23 56  1  0
 25 57  1  0
 25 58  1  0
 25 59  1  0
 26 60  1  0
 26 61  1  0
 26 62  1  0
 27 63  1  0
 27 64  1  0
 27 65  1  0
M  CHG  2  20  -1  24   1
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1-Capryl-2-lysophosphatidylcholine	ChEBI
1-Capryl-L-alpha-phosphorylcholine	ChEBI
1-Capryl-sn-glycero-3-phosphocholine	ChEBI
1-Decanoyl-sn-glycero-3-phosphocholine betaine	ChEBI
1-Decanoyl-sn-glycerol-3-phosphorylcholine	ChEBI
1-Decanoyllysolecithin	ChEBI
LPC 10:0/0:0	ChEBI
LPC(10:0/0:0)	ChEBI
LyPC(10:0)	ChEBI
LyPC(10:0/0:0)	ChEBI
LysoPC(10:0)	ChEBI
Lysophosphatidylcholine(10:0)	ChEBI
Lysophosphatidylcholine(10:0/0:0)	ChEBI
PC(10:0/0:0)	ChEBI
1-Capryl-L-a-phosphorylcholine	Generator
1-Capryl-L-α-phosphorylcholine	Generator
1-Decanoyl-GPC	HMDB
1-Decanoyl-lysophosphatidylcholine	HMDB
1-Decanoyl-sn-glycero-3-phosphocholine	HMDB
GPC(10:0)	HMDB
GPC(10:0/0:0)	HMDB
LPC(10:0)	HMDB
LysoPC 10	HMDB
LysoPC(10:0/0:0)	ChEBI

Chemical Formula

C₁₈H₃₈NO₇P

Average Molecular Weight

411.476

Monoisotopic Molecular Weight

411.238589566

IUPAC Name

(2-{[(2R)-3-(decanoyloxy)-2-hydroxypropyl phosphono]oxy}ethyl)trimethylazanium

Traditional Name

(2-{[(2R)-3-(decanoyloxy)-2-hydroxypropyl phosphono]oxy}ethyl)trimethylazanium

CAS Registry Number

22248-63-1

SMILES

[H][C@@](O)(COC(=O)CCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C

InChI Identifier

InChI=1S/C18H38NO7P/c1-5-6-7-8-9-10-11-12-18(21)24-15-17(20)16-26-27(22,23)25-14-13-19(2,3)4/h17,20H,5-16H2,1-4H3/t17-/m1/s1

InChI Key

SECPDKKEUKDCPG-QGZVFWFLSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-acyl-sn-glycero-3-phosphocholines. These are glycerophosphocholines in which the glycerol is esterified with a fatty acid at O-1 position, and linked at position 3 to a phosphocholine.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphocholines

Direct Parent

1-acyl-sn-glycero-3-phosphocholines

Alternative Parents

Substituents

1-acyl-sn-glycero-3-phosphocholine
Phosphocholine
Fatty acid ester
Dialkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Fatty acyl
Tetraalkylammonium salt
Quaternary ammonium salt
Secondary alcohol
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxide
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Alcohol
Organic oxygen compound
Organopnictogen compound
Carbonyl group
Organic salt
Amine
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

1-O-acyl-sn-glycero-3-phosphocholine (CHEBI:77726 )
Monoacylglycerophosphocholines (LMGP01050005 )

Ontology

Physiological effect

Disposition

Biological location

Cellular substructure

Cell

All cells and tissues (HMDB: HMDB0003752)

Source

Endogenous

Endogenous (HMDB: HMDB0003752)

Exogenous

Exogenous (HMDB: HMDB0003752)

Food

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Naturally occurring process

Biological process

Cellular process

Apoptosis (PMID: 30845751)

Biochemical pathway

Metabolic pathway

Lysolipid Incorporation into ER PC(10:0/10:0) (PathBank: SMP0002512)
Lysolipid Incorporation into Mitochondria PC(10:0/10:0) (PathBank: SMP0002521)

Role

Industrial application

Pharmaceutical industry

Biomarker

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0032 g/L	ALOGPS
logP	-0.51	ALOGPS
logP	-1.5	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	1.86	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	105.12 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	114.67 m³·mol⁻¹	ChemAxon
Polarizability	45.8 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	203.154	30932474
DeepCCS	[M-H]-	200.796	30932474
DeepCCS	[M-2H]-	233.681	30932474
DeepCCS	[M+Na]+	209.247	30932474
AllCCS	[M+H]+	205.2	32859911
AllCCS	[M+H-H2O]+	203.3	32859911
AllCCS	[M+NH4]+	206.9	32859911
AllCCS	[M+Na]+	207.4	32859911
AllCCS	[M-H]-	204.9	32859911
AllCCS	[M+Na-2H]-	206.4	32859911
AllCCS	[M+HCOO]-	208.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
LysoPC(10:0/0:0)	[H][C@@](O)(COC(=O)CCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	3211.6	Standard polar	33892256
LysoPC(10:0/0:0)	[H][C@@](O)(COC(=O)CCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	2449.3	Standard non polar	33892256
LysoPC(10:0/0:0)	[H][C@@](O)(COC(=O)CCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	2695.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
LysoPC(10:0/0:0),1TMS,isomer #1	CCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)O[Si](C)(C)C	2713.6	Semi standard non polar	33892256
LysoPC(10:0/0:0),1TBDMS,isomer #1	CCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)O[Si](C)(C)C(C)(C)C	2940.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - LysoPC(10:0/0:0) GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - LysoPC(10:0/0:0) LC-ESI-QTOF , positive-QTOF	splash10-0f8i-2900100000-df21f3ae5cf3289a7a27	2019-11-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPC(10:0/0:0) 10V, Negative-QTOF	splash10-0002-0001900000-7a0f5e51935f9d0f3614	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPC(10:0/0:0) 20V, Negative-QTOF	splash10-00dj-0900700000-747c7f7331760a5061de	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPC(10:0/0:0) 40V, Negative-QTOF	splash10-00di-0930300000-5efa82546883f1481440	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPC(10:0/0:0) 10V, Positive-QTOF	splash10-001i-0001900000-727a2787fbb79c83f84f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPC(10:0/0:0) 20V, Positive-QTOF	splash10-0059-0019600000-b208c88cc18c2a1a97e9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPC(10:0/0:0) 40V, Positive-QTOF	splash10-0ufr-1697100000-0d2e8bfe1c9966442336	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPC(10:0/0:0) 10V, Negative-QTOF	splash10-03di-0100900000-6c7bc43903671397bac2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPC(10:0/0:0) 20V, Negative-QTOF	splash10-00di-0900000000-906c2dde6084173b3204	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPC(10:0/0:0) 40V, Negative-QTOF	splash10-00di-0900000000-59670524d1f24631f2df	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPC(10:0/0:0) 10V, Positive-QTOF	splash10-014i-0001900000-50c1957b532d10c59d2b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPC(10:0/0:0) 20V, Positive-QTOF	splash10-0b90-0029900000-9ec173bf2dff97cedd63	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPC(10:0/0:0) 40V, Positive-QTOF	splash10-0kdr-0394000000-a5fc17e28c90a0b17691	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPC(10:0/0:0) 10V, Positive-QTOF	splash10-03dl-0106900000-b405d6fd9cdfe9fe8672	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPC(10:0/0:0) 20V, Positive-QTOF	splash10-01q9-0901500000-646e4f60b2d4e1b28d02	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPC(10:0/0:0) 40V, Positive-QTOF	splash10-0f8c-0913000000-20f64f236d8e73b2faaf	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB112389

KNApSAcK ID

Not Available

Chemspider ID

18747780

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

22851442

PDB ID

Not Available

ChEBI ID

77726

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Wernly B, Lichtenauer M, Hoppe UC, Jung C: Hyperglycemia in septic patients: an essential stress survival response in all, a robust marker for risk stratification in some, to be messed with in none. J Thorac Dis. 2016 Jul;8(7):E621-4. doi: 10.21037/jtd.2016.05.24. [PubMed:27501420 ]
Knuplez E, Marsche G: An Updated Review of Pro- and Anti-Inflammatory Properties of Plasma Lysophosphatidylcholines in the Vascular System. Int J Mol Sci. 2020 Jun 24;21(12). pii: ijms21124501. doi: 10.3390/ijms21124501. [PubMed:32599910 ]
Sun JK, Sun F, Wang X, Yuan ST, Zheng SY, Mu XW: Risk factors and prognosis of hypoalbuminemia in surgical septic patients. PeerJ. 2015 Oct 1;3:e1267. doi: 10.7717/peerj.1267. eCollection 2015. [PubMed:26557421 ]

Only showing the first 10 proteins. There are 15 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Cytosolic phospholipase A2

General function:: Involved in metabolic process
Specific function:: Selectively hydrolyzes arachidonyl phospholipids in the sn-2 position releasing arachidonic acid. Together with its lysophospholipid activity, it is implicated in the initiation of the inflammatory response.
Gene Name:: PLA2G4A
Uniprot ID:: P47712
Molecular weight:: 85210.19

Enzyme Details

2. Eosinophil lysophospholipase

General function:: Involved in sugar binding
Specific function:: May have both lysophospholipase and carbohydrate-binding activities.
Gene Name:: CLC
Uniprot ID:: Q05315
Molecular weight:: 16452.785

Enzyme Details

3. Platelet-activating factor acetylhydrolase

General function:: Involved in 1-alkyl-2-acetylglycerophosphocholine esterase activity
Specific function:: Modulates the action of platelet-activating factor (PAF) by hydrolyzing the sn-2 ester bond to yield the biologically inactive lyso-PAF. Has a specificity for substrates with a short residue at the sn-2 position. It is inactive against long-chain phospholipids.
Gene Name:: PLA2G7
Uniprot ID:: Q13093
Molecular weight:: 50076.99

Enzyme Details

4. Platelet-activating factor acetylhydrolase IB subunit gamma

General function:: Involved in hydrolase activity
Specific function:: Inactivates paf by removing the acetyl group at the sn-2 position. This is a catalytic subunit. Plays an important role during the development of brain.
Gene Name:: PAFAH1B3
Uniprot ID:: Q15102
Molecular weight:: 25734.13

Enzyme Details

5. Platelet-activating factor acetylhydrolase IB subunit beta

General function:: Involved in hydrolase activity
Specific function:: Inactivates PAF by removing the acetyl group at the sn-2 position. This is a catalytic subunit.
Gene Name:: PAFAH1B2
Uniprot ID:: P68402
Molecular weight:: 22733.715

Enzyme Details

6. Platelet-activating factor acetylhydrolase 2, cytoplasmic

General function:: Involved in 1-alkyl-2-acetylglycerophosphocholine esterase activity
Specific function:: Has a marked selectivity for phospholipids with short acyl chains at the sn-2 position. May share a common physiologic function with the plasma-type enzyme.
Gene Name:: PAFAH2
Uniprot ID:: Q99487
Molecular weight:: 44035.255

Enzyme Details

7. Free fatty acid receptor 1

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Receptor for medium and long chain saturated and unsaturated fatty acids. Binding of the ligand increase intracellular calcium concentration and amplify glucose-stimulated insulin secretion. The activity of this receptor is mediated by G- proteins that activate phospholipase C. Seems to act through a G(q) and G(i)-mediated pathway
Gene Name:: FFAR1
Uniprot ID:: O14842
Molecular weight:: 31456.6

Enzyme Details

8. Lysophospholipid acyltransferase 5

General function:: Involved in 1-acylglycerophosphocholine O-acyltransfera
Specific function:: Acyltransferase which mediates the conversion of lysophosphatidylcholine (1-acyl-sn-glycero-3-phosphocholine or LPC) into phosphatidylcholine (1,2-diacyl-sn-glycero-3-phosphocholine or PC) (LPCAT activity). Catalyzes also the conversion of lysophosphatidylserine (1-acyl-2-hydroxy-sn-glycero-3-phospho-L-serine or LPS) into phosphatidylserine (1,2-diacyl-sn-glycero-3-phospho-L-serine or PS) (LPSAT activity). Has also weak lysophosphatidylethanolamine acyltransferase activity (LPEAT activity). Favors polyunsaturated fatty acyl-CoAs as acyl donors compared to saturated fatty acyl-CoAs. Seems to be the major enzyme contributing to LPCAT activity in the liver. Lysophospholipid acyltransferases (LPLATs) catalyze the reacylation step of the phospholipid remodeling pathway also known as the Lands cycle.
Gene Name:: LPCAT3
Uniprot ID:: Q6P1A2
Molecular weight:: 56034.48

Enzyme Details

9. Lysophosphatidylcholine acyltransferase 1

General function:: Involved in acyltransferase activity
Specific function:: Possesses both acyltransferase and acetyltransferase activities. Activity is calcium-independent. Mediates the conversion of 1-acyl-sn-glycero-3-phosphocholine (LPC) into phosphatidylcholine (PC). Displays a clear preference for saturated fatty acyl-CoAs, and 1-myristoyl or 1-palmitoyl LPC as acyl donors and acceptors, respectively. May synthesize phosphatidylcholine in pulmonary surfactant, thereby playing a pivotal role in respiratory physiology.
Gene Name:: LPCAT1
Uniprot ID:: Q8NF37
Molecular weight:: 59150.675

Enzyme Details

10. Lysophosphatidylcholine acyltransferase 2

General function:: Involved in acyltransferase activity
Specific function:: Possesses both acyltransferase and acetyltransferase activities. Activity is calcium-dependent. Involved in platelet-activating factor (PAF) biosynthesis by catalyzing the conversion of the PAF precursor, 1-O-alkyl-sn-glycero-3-phosphocholine (lyso-PAF) into 1-O-alkyl-2-acetyl-sn-glycero-3-phosphocholine (PAF). Also converts lyso-PAF to 1-alkyl-phosphatidylcholine (PC), a major component of cell membranes and a PAF precursor. Under resting conditions, acyltransferase activity is preferred. Upon acute inflammatory stimulus, acetyltransferase activity is enhanced and PAF synthesis increases (By similarity).
Gene Name:: LPCAT2
Uniprot ID:: Q7L5N7
Molecular weight:: 60207.295

Only showing the first 10 proteins. There are 15 proteins in total.

Show all enzymes and transporters

Showing metabocard for LysoPC(10:0/0:0) (HMDB0003752)

MOL for HMDB0003752 (LysoPC(10:0/0:0))

3D MOL for HMDB0003752 (LysoPC(10:0/0:0))

3D SDF for HMDB0003752 (LysoPC(10:0/0:0))

3D-SDF for HMDB0003752 (LysoPC(10:0/0:0))

PDB for HMDB0003752 (LysoPC(10:0/0:0))

3D PDB for HMDB0003752 (LysoPC(10:0/0:0))

SMILES for HMDB0003752 (LysoPC(10:0/0:0))

INCHI for HMDB0003752 (LysoPC(10:0/0:0))

Structure for HMDB0003752 (LysoPC(10:0/0:0))

3D Structure for HMDB0003752 (LysoPC(10:0/0:0))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes