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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (29) Show 29 proteins XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2008-09-16 13:19:54 UTC

Update Date

2022-07-14 16:57:34 UTC

HMDB ID

HMDB0010380

Secondary Accession Numbers

HMDB10380

Metabolite Identification

Common Name

LysoPC(14:1(9Z)/0:0)

Description

LysoPC(14:1(9Z)) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(14:1(9Z)), in particular, consists of one chain of myristoleic acid at the C-1 position. The myristoleic acid moiety is derived from milk fats. 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. In blood plasma significant amounts of lysophosphatidylcholine are formed by a specific enzyme system, lecithin:cholesterol acyltransferase (LCAT), which is secreted from the liver. The enzyme catalyzes the transfer of the fatty acids of position sn-2 of phosphatidylcholine to the free cholesterol in plasma, with formation of cholesterol esters and lysophosphatidylcholine. Lysophospholipids have a role in lipid signaling by acting on lysophospholipid receptors (LPL-R). LPL-R's are members of the G protein-coupled receptor family of integral membrane proteins. 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


  Mrv1652304202020472D          

 32 31  0  0  1  0            999 V2000
   19.7945   -2.9808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0893   -3.3880    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.3842   -2.9808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4996   -3.3880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6790   -3.3880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2049   -2.9808    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   21.6119   -3.6860    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   20.7977   -2.2757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9099   -2.5737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6151   -2.9808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3203   -2.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0255   -2.9808    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   23.6183   -3.6860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6781   -2.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7306   -3.3880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6765   -2.9754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3909   -3.3880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1054   -2.9754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8198   -3.3880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5343   -2.9754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2488   -2.9754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9633   -3.3880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6776   -2.9754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3922   -3.3880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1067   -2.9754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8211   -3.3880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5356   -2.9754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2501   -3.3880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9646   -2.9754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9646   -2.1505    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6722   -3.9383    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.4838   -3.9874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  1  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  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
 28 29  1  0  0  0  0
 29  5  1  0  0  0  0
 29 30  2  0  0  0  0
  2 31  1  1  0  0  0
  2 32  1  6  0  0  0
M  CHG  2   7  -1  12   1
M  END

HMDB0010380
     RDKit          3D
LysoPC(14:1(9Z)/0:0)
 75 74  0  0  0  0  0  0  0  0999 V2000
  -10.8537   -1.0830    0.7211 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9383   -0.6760   -0.7033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7605   -0.0115   -1.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5410   -0.8250   -1.4169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0026   -1.2984   -0.1538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8214   -0.9507    0.2926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9098   -0.0608   -0.4033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5720    1.1842    0.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6454    2.0346   -0.4038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3756    1.3004   -0.7386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6799    0.9148    0.5440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4153    0.1950    0.2127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4245    0.9751   -0.5875 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7859    0.1180   -0.8255 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7212    0.6257   -1.4921 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8966   -1.1501   -0.3565 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9455   -2.0304   -0.4746 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1091   -1.7056    0.3977 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1635   -2.6399    0.1736 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6462   -0.3390    0.4195 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6482   -0.2579    1.4561 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2726    1.3081    1.4939 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.4762    2.1662    0.5659 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1263    1.9445    3.0748 O   0  0  0  0  0  1  0  0  0  0  0  0
    6.9142    1.3071    1.1320 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1607    0.8739   -0.1701 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6123    0.8663   -0.5122 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4104    0.0149    0.3231 N   0  0  0  0  0  4  0  0  0  0  0  0
   10.7865    0.1175   -0.1379 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3586    0.4866    1.6806 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9666   -1.3640    0.2993 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0904   -0.5529    1.3167 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7962   -2.1771    0.9075 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8597   -0.7931    1.1848 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8424   -0.0182   -0.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2196   -1.6231   -1.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0468    0.4751   -2.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4913    0.8822   -0.6543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8643   -1.7601   -2.0366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7816   -0.3917   -2.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5847   -2.0149    0.4528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4895   -1.3529    1.2549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9168   -0.6183   -0.4559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1450    0.2703   -1.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4985    1.7897    0.5886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1076    0.9396    1.3734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1139    2.2781   -1.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3796    2.9893    0.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5168    0.4323   -1.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6986    1.9926   -1.3429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4940    1.7789    1.2001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3089    0.1759    1.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8797   -0.1821    1.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6578   -0.7294   -0.3888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7979    1.4026   -1.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0706    1.8211    0.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6268   -3.0950   -0.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2507   -2.0445   -1.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8360   -1.9486    1.4893 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6705   -3.4866   -0.0590 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1082    0.0086   -0.5083 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9147    0.4328    0.7688 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6686   -0.0881   -0.3078 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6593    1.6012   -0.8465 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0188    1.8949   -0.4253 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7168    0.5797   -1.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7712    0.0480   -1.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1250    1.1549    0.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4358   -0.6537    0.3273 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2098    1.5924    1.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3500    0.3093    2.1437 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5461    0.0015    2.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2236   -1.4847    1.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6152   -1.6862   -0.6824 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8444   -1.9868    0.5687 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  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 11 51  1  0
 11 52  1  0
 12 53  1  0
 12 54  1  0
 13 55  1  0
 13 56  1  0
 17 57  1  0
 17 58  1  0
 18 59  1  1
 19 60  1  0
 20 61  1  0
 20 62  1  0
 26 63  1  0
 26 64  1  0
 27 65  1  0
 27 66  1  0
 29 67  1  0
 29 68  1  0
 29 69  1  0
 30 70  1  0
 30 71  1  0
 30 72  1  0
 31 73  1  0
 31 74  1  0
 31 75  1  0
M  CHG  2  24  -1  28   1
M  END


  Mrv1652304202020472D          

 32 31  0  0  1  0            999 V2000
   19.7945   -2.9808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0893   -3.3880    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.3842   -2.9808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4996   -3.3880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6790   -3.3880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2049   -2.9808    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   21.6119   -3.6860    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   20.7977   -2.2757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9099   -2.5737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6151   -2.9808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3203   -2.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0255   -2.9808    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   23.6183   -3.6860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6781   -2.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7306   -3.3880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6765   -2.9754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3909   -3.3880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1054   -2.9754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8198   -3.3880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5343   -2.9754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2488   -2.9754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9633   -3.3880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6776   -2.9754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3922   -3.3880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1067   -2.9754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8211   -3.3880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5356   -2.9754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2501   -3.3880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9646   -2.9754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9646   -2.1505    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6722   -3.9383    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.4838   -3.9874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  1  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  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
 28 29  1  0  0  0  0
 29  5  1  0  0  0  0
 29 30  2  0  0  0  0
  2 31  1  1  0  0  0
  2 32  1  6  0  0  0
M  CHG  2   7  -1  12   1
M  END
> <DATABASE_ID>
HMDB0010380

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCC)COP([O-])(=O)OCC[N+](C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C22H44NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-22(25)28-19-21(24)20-30-31(26,27)29-18-17-23(2,3)4/h8-9,21,24H,5-7,10-20H2,1-4H3/b9-8-/t21-/m1/s1

> <INCHI_KEY>
JXGLGTFMAQOJBB-HEDKFQSOSA-N

> <FORMULA>
C22H44NO7P

> <MOLECULAR_WEIGHT>
465.561

> <EXACT_MASS>
465.285539279

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
52.33700808693528

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-{[(2R)-2-hydroxy-3-[(9Z)-tetradec-9-enoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium

> <ALOGPS_LOGP>
0.94

> <JCHEM_LOGP>
-0.05831650980507769

> <ALOGPS_LOGS>
-5.76

> <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>
105.11999999999999

> <JCHEM_REFRACTIVITY>
134.18830000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
21

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.02e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2-{[(2R)-2-hydroxy-3-[(9Z)-tetradec-9-enoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0010380
     RDKit          3D
LysoPC(14:1(9Z)/0:0)
 75 74  0  0  0  0  0  0  0  0999 V2000
  -10.8537   -1.0830    0.7211 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9383   -0.6760   -0.7033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7605   -0.0115   -1.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5410   -0.8250   -1.4169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0026   -1.2984   -0.1538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8214   -0.9507    0.2926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9098   -0.0608   -0.4033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5720    1.1842    0.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6454    2.0346   -0.4038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3756    1.3004   -0.7386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6799    0.9148    0.5440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4153    0.1950    0.2127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4245    0.9751   -0.5875 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7859    0.1180   -0.8255 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7212    0.6257   -1.4921 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8966   -1.1501   -0.3565 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9455   -2.0304   -0.4746 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1091   -1.7056    0.3977 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1635   -2.6399    0.1736 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6462   -0.3390    0.4195 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6482   -0.2579    1.4561 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2726    1.3081    1.4939 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.4762    2.1662    0.5659 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1263    1.9445    3.0748 O   0  0  0  0  0  1  0  0  0  0  0  0
    6.9142    1.3071    1.1320 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1607    0.8739   -0.1701 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6123    0.8663   -0.5122 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4104    0.0149    0.3231 N   0  0  0  0  0  4  0  0  0  0  0  0
   10.7865    0.1175   -0.1379 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3586    0.4866    1.6806 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9666   -1.3640    0.2993 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0904   -0.5529    1.3167 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7962   -2.1771    0.9075 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8597   -0.7931    1.1848 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8424   -0.0182   -0.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2196   -1.6231   -1.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0468    0.4751   -2.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4913    0.8822   -0.6543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8643   -1.7601   -2.0366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7816   -0.3917   -2.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5847   -2.0149    0.4528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4895   -1.3529    1.2549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9168   -0.6183   -0.4559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1450    0.2703   -1.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4985    1.7897    0.5886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1076    0.9396    1.3734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1139    2.2781   -1.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3796    2.9893    0.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5168    0.4323   -1.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6986    1.9926   -1.3429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4940    1.7789    1.2001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3089    0.1759    1.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8797   -0.1821    1.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6578   -0.7294   -0.3888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7979    1.4026   -1.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0706    1.8211    0.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6268   -3.0950   -0.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2507   -2.0445   -1.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8360   -1.9486    1.4893 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6705   -3.4866   -0.0590 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1082    0.0086   -0.5083 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9147    0.4328    0.7688 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6686   -0.0881   -0.3078 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6593    1.6012   -0.8465 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0188    1.8949   -0.4253 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7168    0.5797   -1.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7712    0.0480   -1.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1250    1.1549    0.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4358   -0.6537    0.3273 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2098    1.5924    1.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3500    0.3093    2.1437 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5461    0.0015    2.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2236   -1.4847    1.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6152   -1.6862   -0.6824 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8444   -1.9868    0.5687 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  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 11 51  1  0
 11 52  1  0
 12 53  1  0
 12 54  1  0
 13 55  1  0
 13 56  1  0
 17 57  1  0
 17 58  1  0
 18 59  1  1
 19 60  1  0
 20 61  1  0
 20 62  1  0
 26 63  1  0
 26 64  1  0
 27 65  1  0
 27 66  1  0
 29 67  1  0
 29 68  1  0
 29 69  1  0
 30 70  1  0
 30 71  1  0
 30 72  1  0
 31 73  1  0
 31 74  1  0
 31 75  1  0
M  CHG  2  24  -1  28   1
M  END

HEADER    PROTEIN                                 20-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-20         0                                  
HETATM    1  C   UNK     0      36.950  -5.564   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      35.633  -6.324   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      34.317  -5.564   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      38.266  -6.324   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      33.001  -6.324   0.000  0.00  0.00           O+0
HETATM    6  P   UNK     0      39.582  -5.564   0.000  0.00  0.00           P+0
HETATM    7  O   UNK     0      40.342  -6.880   0.000  0.00  0.00           O-1
HETATM    8  O   UNK     0      38.822  -4.248   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      40.898  -4.804   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      42.215  -5.564   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      43.531  -4.804   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      44.848  -5.564   0.000  0.00  0.00           N+1
HETATM   13  C   UNK     0      44.088  -6.880   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      46.066  -3.973   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      46.164  -6.324   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.329  -5.554   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.663  -6.324   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      16.997  -5.554   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      18.330  -6.324   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      19.664  -5.554   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      20.998  -5.554   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      22.332  -6.324   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      23.665  -5.554   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      24.999  -6.324   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      26.333  -5.554   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      27.666  -6.324   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      29.000  -5.554   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      30.334  -6.324   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      31.667  -5.554   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      31.667  -4.014   0.000  0.00  0.00           O+0
HETATM   31  H   UNK     0      36.721  -7.352   0.000  0.00  0.00           H+0
HETATM   32  O   UNK     0      34.503  -7.443   0.000  0.00  0.00           O+0
CONECT    1    2    4                                                       
CONECT    2    1    3   31   32                                             
CONECT    3    2    5                                                       
CONECT    4    1    6                                                       
CONECT    5    3   29                                                       
CONECT    6    4    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14   15                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12                                                            
CONECT   16   17                                                            
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   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   29                                                       
CONECT   29   28    5   30                                                  
CONECT   30   29                                                            
CONECT   31    2                                                            
CONECT   32    2                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   62    0
END

COMPND    HMDB0010380
HETATM    1  C1  UNL     1     -10.854  -1.083   0.721  1.00  0.00           C  
HETATM    2  C2  UNL     1     -10.938  -0.676  -0.703  1.00  0.00           C  
HETATM    3  C3  UNL     1      -9.760  -0.011  -1.309  1.00  0.00           C  
HETATM    4  C4  UNL     1      -8.541  -0.825  -1.417  1.00  0.00           C  
HETATM    5  C5  UNL     1      -8.003  -1.298  -0.154  1.00  0.00           C  
HETATM    6  C6  UNL     1      -6.821  -0.951   0.293  1.00  0.00           C  
HETATM    7  C7  UNL     1      -5.910  -0.061  -0.403  1.00  0.00           C  
HETATM    8  C8  UNL     1      -5.572   1.184   0.407  1.00  0.00           C  
HETATM    9  C9  UNL     1      -4.645   2.035  -0.404  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.376   1.300  -0.739  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.680   0.915   0.544  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.415   0.195   0.213  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.425   0.975  -0.587  1.00  0.00           C  
HETATM   14  C14 UNL     1       0.786   0.118  -0.826  1.00  0.00           C  
HETATM   15  O1  UNL     1       1.721   0.626  -1.492  1.00  0.00           O  
HETATM   16  O2  UNL     1       0.897  -1.150  -0.357  1.00  0.00           O  
HETATM   17  C15 UNL     1       1.946  -2.030  -0.475  1.00  0.00           C  
HETATM   18  C16 UNL     1       3.109  -1.706   0.398  1.00  0.00           C  
HETATM   19  O3  UNL     1       4.163  -2.640   0.174  1.00  0.00           O  
HETATM   20  C17 UNL     1       3.646  -0.339   0.419  1.00  0.00           C  
HETATM   21  O4  UNL     1       4.648  -0.258   1.456  1.00  0.00           O  
HETATM   22  P1  UNL     1       5.273   1.308   1.494  1.00  0.00           P  
HETATM   23  O5  UNL     1       4.476   2.166   0.566  1.00  0.00           O  
HETATM   24  O6  UNL     1       5.126   1.945   3.075  1.00  0.00           O1-
HETATM   25  O7  UNL     1       6.914   1.307   1.132  1.00  0.00           O  
HETATM   26  C18 UNL     1       7.161   0.874  -0.170  1.00  0.00           C  
HETATM   27  C19 UNL     1       8.612   0.866  -0.512  1.00  0.00           C  
HETATM   28  N1  UNL     1       9.410   0.015   0.323  1.00  0.00           N1+
HETATM   29  C20 UNL     1      10.787   0.118  -0.138  1.00  0.00           C  
HETATM   30  C21 UNL     1       9.359   0.487   1.681  1.00  0.00           C  
HETATM   31  C22 UNL     1       8.967  -1.364   0.299  1.00  0.00           C  
HETATM   32  H1  UNL     1     -10.090  -0.553   1.317  1.00  0.00           H  
HETATM   33  H2  UNL     1     -10.796  -2.177   0.907  1.00  0.00           H  
HETATM   34  H3  UNL     1     -11.860  -0.793   1.185  1.00  0.00           H  
HETATM   35  H4  UNL     1     -11.842  -0.018  -0.878  1.00  0.00           H  
HETATM   36  H5  UNL     1     -11.220  -1.623  -1.273  1.00  0.00           H  
HETATM   37  H6  UNL     1     -10.047   0.475  -2.290  1.00  0.00           H  
HETATM   38  H7  UNL     1      -9.491   0.882  -0.654  1.00  0.00           H  
HETATM   39  H8  UNL     1      -8.864  -1.760  -2.037  1.00  0.00           H  
HETATM   40  H9  UNL     1      -7.782  -0.392  -2.119  1.00  0.00           H  
HETATM   41  H10 UNL     1      -8.585  -2.015   0.453  1.00  0.00           H  
HETATM   42  H11 UNL     1      -6.490  -1.353   1.255  1.00  0.00           H  
HETATM   43  H12 UNL     1      -4.917  -0.618  -0.456  1.00  0.00           H  
HETATM   44  H13 UNL     1      -6.145   0.270  -1.401  1.00  0.00           H  
HETATM   45  H14 UNL     1      -6.499   1.790   0.589  1.00  0.00           H  
HETATM   46  H15 UNL     1      -5.108   0.940   1.373  1.00  0.00           H  
HETATM   47  H16 UNL     1      -5.114   2.278  -1.404  1.00  0.00           H  
HETATM   48  H17 UNL     1      -4.380   2.989   0.125  1.00  0.00           H  
HETATM   49  H18 UNL     1      -3.517   0.432  -1.402  1.00  0.00           H  
HETATM   50  H19 UNL     1      -2.699   1.993  -1.343  1.00  0.00           H  
HETATM   51  H20 UNL     1      -2.494   1.779   1.200  1.00  0.00           H  
HETATM   52  H21 UNL     1      -3.309   0.176   1.120  1.00  0.00           H  
HETATM   53  H22 UNL     1      -0.880  -0.182   1.115  1.00  0.00           H  
HETATM   54  H23 UNL     1      -1.658  -0.729  -0.389  1.00  0.00           H  
HETATM   55  H24 UNL     1      -0.798   1.403  -1.527  1.00  0.00           H  
HETATM   56  H25 UNL     1      -0.071   1.821   0.045  1.00  0.00           H  
HETATM   57  H26 UNL     1       1.627  -3.095  -0.265  1.00  0.00           H  
HETATM   58  H27 UNL     1       2.251  -2.044  -1.567  1.00  0.00           H  
HETATM   59  H28 UNL     1       2.836  -1.949   1.489  1.00  0.00           H  
HETATM   60  H29 UNL     1       3.671  -3.487  -0.059  1.00  0.00           H  
HETATM   61  H30 UNL     1       4.108   0.009  -0.508  1.00  0.00           H  
HETATM   62  H31 UNL     1       2.915   0.433   0.769  1.00  0.00           H  
HETATM   63  H32 UNL     1       6.669  -0.088  -0.308  1.00  0.00           H  
HETATM   64  H33 UNL     1       6.659   1.601  -0.846  1.00  0.00           H  
HETATM   65  H34 UNL     1       9.019   1.895  -0.425  1.00  0.00           H  
HETATM   66  H35 UNL     1       8.717   0.580  -1.578  1.00  0.00           H  
HETATM   67  H36 UNL     1      10.771   0.048  -1.239  1.00  0.00           H  
HETATM   68  H37 UNL     1      11.125   1.155   0.129  1.00  0.00           H  
HETATM   69  H38 UNL     1      11.436  -0.654   0.327  1.00  0.00           H  
HETATM   70  H39 UNL     1       9.210   1.592   1.665  1.00  0.00           H  
HETATM   71  H40 UNL     1      10.350   0.309   2.144  1.00  0.00           H  
HETATM   72  H41 UNL     1       8.546   0.001   2.260  1.00  0.00           H  
HETATM   73  H42 UNL     1       8.224  -1.485   1.108  1.00  0.00           H  
HETATM   74  H43 UNL     1       8.615  -1.686  -0.682  1.00  0.00           H  
HETATM   75  H44 UNL     1       9.844  -1.987   0.569  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3   35   36
CONECT    3    4   37   38
CONECT    4    5   39   40
CONECT    5    6    6   41
CONECT    6    7   42
CONECT    7    8   43   44
CONECT    8    9   45   46
CONECT    9   10   47   48
CONECT   10   11   49   50
CONECT   11   12   51   52
CONECT   12   13   53   54
CONECT   13   14   55   56
CONECT   14   15   15   16
CONECT   16   17
CONECT   17   18   57   58
CONECT   18   19   20   59
CONECT   19   60
CONECT   20   21   61   62
CONECT   21   22
CONECT   22   23   23   24   25
CONECT   25   26
CONECT   26   27   63   64
CONECT   27   28   65   66
CONECT   28   29   30   31
CONECT   29   67   68   69
CONECT   30   70   71   72
CONECT   31   73   74   75
END

HMDB0010380
     RDKit          3D
LysoPC(14:1(9Z)/0:0)
 75 74  0  0  0  0  0  0  0  0999 V2000
  -10.8537   -1.0830    0.7211 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9383   -0.6760   -0.7033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7605   -0.0115   -1.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5410   -0.8250   -1.4169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0026   -1.2984   -0.1538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8214   -0.9507    0.2926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9098   -0.0608   -0.4033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5720    1.1842    0.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6454    2.0346   -0.4038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3756    1.3004   -0.7386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6799    0.9148    0.5440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4153    0.1950    0.2127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4245    0.9751   -0.5875 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7859    0.1180   -0.8255 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7212    0.6257   -1.4921 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8966   -1.1501   -0.3565 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9455   -2.0304   -0.4746 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1091   -1.7056    0.3977 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1635   -2.6399    0.1736 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6462   -0.3390    0.4195 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6482   -0.2579    1.4561 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2726    1.3081    1.4939 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.4762    2.1662    0.5659 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1263    1.9445    3.0748 O   0  0  0  0  0  1  0  0  0  0  0  0
    6.9142    1.3071    1.1320 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1607    0.8739   -0.1701 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6123    0.8663   -0.5122 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4104    0.0149    0.3231 N   0  0  0  0  0  4  0  0  0  0  0  0
   10.7865    0.1175   -0.1379 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3586    0.4866    1.6806 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9666   -1.3640    0.2993 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0904   -0.5529    1.3167 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7962   -2.1771    0.9075 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8597   -0.7931    1.1848 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8424   -0.0182   -0.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2196   -1.6231   -1.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0468    0.4751   -2.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4913    0.8822   -0.6543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8643   -1.7601   -2.0366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7816   -0.3917   -2.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5847   -2.0149    0.4528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4895   -1.3529    1.2549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9168   -0.6183   -0.4559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1450    0.2703   -1.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4985    1.7897    0.5886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1076    0.9396    1.3734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1139    2.2781   -1.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3796    2.9893    0.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5168    0.4323   -1.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6986    1.9926   -1.3429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4940    1.7789    1.2001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3089    0.1759    1.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8797   -0.1821    1.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6578   -0.7294   -0.3888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7979    1.4026   -1.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0706    1.8211    0.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6268   -3.0950   -0.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2507   -2.0445   -1.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8360   -1.9486    1.4893 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6705   -3.4866   -0.0590 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1082    0.0086   -0.5083 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9147    0.4328    0.7688 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6686   -0.0881   -0.3078 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6593    1.6012   -0.8465 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0188    1.8949   -0.4253 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7168    0.5797   -1.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7712    0.0480   -1.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1250    1.1549    0.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4358   -0.6537    0.3273 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2098    1.5924    1.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3500    0.3093    2.1437 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5461    0.0015    2.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2236   -1.4847    1.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6152   -1.6862   -0.6824 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8444   -1.9868    0.5687 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  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 11 51  1  0
 11 52  1  0
 12 53  1  0
 12 54  1  0
 13 55  1  0
 13 56  1  0
 17 57  1  0
 17 58  1  0
 18 59  1  1
 19 60  1  0
 20 61  1  0
 20 62  1  0
 26 63  1  0
 26 64  1  0
 27 65  1  0
 27 66  1  0
 29 67  1  0
 29 68  1  0
 29 69  1  0
 30 70  1  0
 30 71  1  0
 30 72  1  0
 31 73  1  0
 31 74  1  0
 31 75  1  0
M  CHG  2  24  -1  28   1
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1-(9Z-Tetradecenoyl)-sn-glycero-3-phosphocholine	ChEBI
1-Myristoleoyl-glycero-3-phosphocholine	ChEBI
LPC 14:1(9Z)/0:0	ChEBI
LPC(14:1(9Z)/0:0)	ChEBI
LysoPC 14:1(9Z)/0:0	ChEBI
Lysophosphatidylcholine(14:1(9Z)/0:0)	ChEBI
LPC(14:1)	HMDB
LPC(14:1/0:0)	HMDB
LPC(14:1n5/0:0)	HMDB
LPC(14:1W5/0:0)	HMDB
LyPC(14:1)	HMDB
LyPC(14:1/0:0)	HMDB
LyPC(14:1n5/0:0)	HMDB
LyPC(14:1W5/0:0)	HMDB
LysoPC(14:1)	HMDB
LysoPC(14:1/0:0)	HMDB
LysoPC(14:1n5/0:0)	HMDB
LysoPC(14:1W5/0:0)	HMDB
Lysophosphatidylcholine(14:1)	HMDB
Lysophosphatidylcholine(14:1/0:0)	HMDB
Lysophosphatidylcholine(14:1n5/0:0)	HMDB
Lysophosphatidylcholine(14:1W5/0:0)	HMDB
LysoPC(14:1(9Z))	HMDB
1-(9Z-Tetradecenoyl)-glycero-3-phosphocholine	HMDB
1-Myristoleoylglycerophosphocholine	HMDB
LysoPC(14:1(9Z)/0:0)	ChEBI

Chemical Formula

C₂₂H₄₄NO₇P

Average Molecular Weight

465.561

Monoisotopic Molecular Weight

465.285539279

IUPAC Name

(2-{[(2R)-2-hydroxy-3-[(9Z)-tetradec-9-enoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium

Traditional Name

(2-{[(2R)-2-hydroxy-3-[(9Z)-tetradec-9-enoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium

CAS Registry Number

Not Available

SMILES

CCCC\C=C/CCCCCCCC(=O)OC[C@@]([H])(O)COP([O-])(=O)OCC[N+](C)(C)C

InChI Identifier

InChI=1S/C22H44NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-22(25)28-19-21(24)20-30-31(26,27)29-18-17-23(2,3)4/h8-9,21,24H,5-7,10-20H2,1-4H3/b9-8-/t21-/m1/s1

InChI Key

JXGLGTFMAQOJBB-HEDKFQSOSA-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

lysophosphatidylcholine 14:1 (CHEBI:73794 )
Monoacylglycerophosphocholines (LMGP01050014 )

Ontology

Physiological effect

Health effect

Nervous system disorder

Central nervous system disorder

Alzheimer's Disease (PMID: 30845751)

Renal system and urinary system

Renal disorder

Renal failure (PMID: 30845751)
Renal cell carcinoma (PMID: 26162894)

Cancer

Ovarian cancer (PMID: 30845751)
Colorectal cancer (PMID: 26162894)

Digestive system disorder

Gastrointestinal disorder

Stomach cancer (PMID: 26162894)

Disposition

Biological location

Tissue

All Tissues (HMDB: HMDB0010380)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 18953024)

Cellular substructure

Cell

All cells and tissues (HMDB: HMDB0010380)

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
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)

Equine

Horse (FooDB: FOOD00378)

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)

Process

Naturally occurring process

Biological process

Cellular process

Apoptosis (PMID: 30845751)

Biochemical pathway

Signaling pathway

Apoptosis (PMID: 30845751)

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	0.0009 g/L	ALOGPS
logP	0.94	ALOGPS
logP	-0.058	ChemAxon
logS	-5.8	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	21	ChemAxon
Refractivity	134.19 m³·mol⁻¹	ChemAxon
Polarizability	52.34 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]+	233.912	30932474
DeepCCS	[M-H]-	231.342	30932474
DeepCCS	[M-2H]-	264.906	30932474
DeepCCS	[M+Na]+	241.409	30932474
AllCCS	[M+H]+	220.4	32859911
AllCCS	[M+H-H2O]+	218.8	32859911
AllCCS	[M+NH4]+	221.8	32859911
AllCCS	[M+Na]+	222.2	32859911
AllCCS	[M-H]-	216.4	32859911
AllCCS	[M+Na-2H]-	218.7	32859911
AllCCS	[M+HCOO]-	221.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
LysoPC(14:1(9Z)/0:0)	CCCC\C=C/CCCCCCCC(=O)OC[C@@]([H])(O)COP([O-])(=O)OCC[N+](C)(C)C	3433.4	Standard polar	33892256
LysoPC(14:1(9Z)/0:0)	CCCC\C=C/CCCCCCCC(=O)OC[C@@]([H])(O)COP([O-])(=O)OCC[N+](C)(C)C	2734.6	Standard non polar	33892256
LysoPC(14:1(9Z)/0:0)	CCCC\C=C/CCCCCCCC(=O)OC[C@@]([H])(O)COP([O-])(=O)OCC[N+](C)(C)C	3099.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
LysoPC(14:1(9Z)/0:0),1TMS,isomer #1	CCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)O[Si](C)(C)C	3102.1	Semi standard non polar	33892256
LysoPC(14:1(9Z)/0:0),1TBDMS,isomer #1	CCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)O[Si](C)(C)C(C)(C)C	3325.9	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(14:1(9Z)/0:0) GC-MS (Non-derivatized) - 70eV, Positive	splash10-007k-4930000000-d1d1b0e7c2194ad0bbdc	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - LysoPC(14:1(9Z)/0:0) GC-MS (1 TMS) - 70eV, Positive	splash10-00gr-9411100000-367b7902cc6273b9c0d2	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - LysoPC(14:1(9Z)/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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPC(14:1(9Z)/0:0) 10V, Positive-QTOF	splash10-0019-9271300000-a1b6352299496d4e40d9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPC(14:1(9Z)/0:0) 20V, Positive-QTOF	splash10-05o9-9680100000-dfd403d6365014f49499	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPC(14:1(9Z)/0:0) 40V, Positive-QTOF	splash10-053i-9310000000-30c0972ea315f6578559	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPC(14:1(9Z)/0:0) 10V, Negative-QTOF	splash10-06vi-0091400000-b6058b1a3e840ddb0783	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPC(14:1(9Z)/0:0) 20V, Negative-QTOF	splash10-056r-0191000000-20b56fde407680359bfd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPC(14:1(9Z)/0:0) 40V, Negative-QTOF	splash10-004i-6390000000-282822190ced32e5ff2d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPC(14:1(9Z)/0:0) 10V, Positive-QTOF	splash10-000i-0000900000-76906dce77403e7da7e9	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPC(14:1(9Z)/0:0) 20V, Positive-QTOF	splash10-004r-0000900000-4a70b52c423da5e66d0f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPC(14:1(9Z)/0:0) 40V, Positive-QTOF	splash10-0pfr-1617900000-f46a37aa84cfff5096c1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPC(14:1(9Z)/0:0) 10V, Negative-QTOF	splash10-03di-0030900000-0009f97a686ddd1f7294	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPC(14:1(9Z)/0:0) 20V, Negative-QTOF	splash10-004i-1090100000-a93eb2b73499133acbc8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPC(14:1(9Z)/0:0) 40V, Negative-QTOF	splash10-004i-0090000000-7e001ca2a7ed11da2929	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPC(14:1(9Z)/0:0) 10V, Negative-QTOF	splash10-0udi-0000390000-0e8a6d85e394544d56ea	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPC(14:1(9Z)/0:0) 20V, Negative-QTOF	splash10-0fb9-0090160000-79b897ed61d9a753f162	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPC(14:1(9Z)/0:0) 40V, Negative-QTOF	splash10-004i-0090110000-9fa0c687416e356f2948	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPC(14:1(9Z)/0:0) 10V, Positive-QTOF	splash10-014j-0000900000-aa74b17f69a7a54e18d8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPC(14:1(9Z)/0:0) 20V, Positive-QTOF	splash10-00lr-0900600000-3884c104c349f25ab4ac	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPC(14:1(9Z)/0:0) 40V, Positive-QTOF	splash10-0f8a-0910400000-7e59f9776ec19deb101c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPC(14:1(9Z)/0:0) 10V, Positive-QTOF	splash10-00di-0000900000-74644083d82c1b16c90c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPC(14:1(9Z)/0:0) 20V, Positive-QTOF	splash10-03r0-0010900000-ec7461d5eea4fff3d5d5	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPC(14:1(9Z)/0:0) 40V, Positive-QTOF	splash10-0gx9-0390400000-5dc7faa9569463f58ffb	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood

Tissue Locations

All Tissues

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.211 +/- 0.085 uM	Adult (>18 years old)	Both	Normal	18953024	details

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

FDB027531

KNApSAcK ID

Not Available

Chemspider ID

24766524

KEGG Compound ID

C04230

BioCyc ID

PHOSPHATIDYLCHOLINE

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24779456

PDB ID

Not Available

ChEBI ID

73794

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 29 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Acyl-protein thioesterase 1

General function:: Involved in hydrolase activity
Specific function:: Hydrolyzes fatty acids from S-acylated cysteine residues in proteins such as trimeric G alpha proteins or HRAS. Has depalmitoylating activity and also low lysophospholipase activity.
Gene Name:: LYPLA1
Uniprot ID:: O75608
Molecular weight:: 24669.355

Enzyme Details

2. Group XV phospholipase A2

General function:: Involved in phosphatidylcholine-sterol O-acyltransferase activity
Specific function:: Has transacylase and calcium-independent phospholipase A2 activity. Catalyzes the formation of 1-O-acyl-N-acetylsphingosine and the concomitant release of a lyso-phospholipid (By similarity). May have weak lysophospholipase activity.
Gene Name:: PLA2G15
Uniprot ID:: Q8NCC3
Molecular weight:: Not Available

Enzyme Details

3. Calcium-dependent phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. This isozyme hydrolyzes more efficiently L-alpha-1-palmitoyl-2-oleoyl phosphatidylcholine than L-alpha-1-palmitoyl-2-arachidonyl phosphatidylcholine, L-alpha-1-palmitoyl-2-arachidonyl phosphatidylethanolamine, or L-alpha-1-stearoyl-2-arachidonyl phosphatidylinositol. May be involved in the production of lung surfactant, the remodeling or regulation of cardiac muscle.
Gene Name:: PLA2G5
Uniprot ID:: P39877
Molecular weight:: 15674.065

Enzyme Details

4. Group IIF secretory phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. Hydrolyzes phosphatidylglycerol versus phosphatidylcholine with a 15-fold preference.
Gene Name:: PLA2G2F
Uniprot ID:: Q9BZM2
Molecular weight:: 23256.29

Enzyme Details

5. 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

6. Phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides.
Gene Name:: PLA2G1B
Uniprot ID:: P04054
Molecular weight:: 16359.535

Enzyme Details

7. Group XIIB secretory phospholipase A2-like protein

General function:: Involved in phospholipase A2 activity
Specific function:: Not known; does not seem to have catalytic activity.
Gene Name:: PLA2G12B
Uniprot ID:: Q9BX93
Molecular weight:: Not Available

Enzyme Details

8. Group 10 secretory phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. Has a powerful potency for releasing arachidonic acid from cell membrane phospholipids. Prefers phosphatidylethanolamine and phosphatidylcholine liposomes to those of phosphatidylserine.
Gene Name:: PLA2G10
Uniprot ID:: O15496
Molecular weight:: 18153.04

Enzyme Details

9. Group IIE secretory phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. Has a preference for arachidonic-containing phospholipids.
Gene Name:: PLA2G2E
Uniprot ID:: Q9NZK7
Molecular weight:: 15988.525

Enzyme Details

10. Acyl-protein thioesterase 2

General function:: Involved in hydrolase activity
Specific function:: May hydrolyze fatty acids from S-acylated cysteine residues in proteins such as trimeric G alpha proteins or HRAS. Has lysophospholipase activity (By similarity). Deacylates GAP43.
Gene Name:: LYPLA2
Uniprot ID:: O95372
Molecular weight:: 24736.71

Only showing the first 10 proteins. There are 29 proteins in total.

Show all enzymes and transporters

Showing metabocard for LysoPC(14:1(9Z)/0:0) (HMDB0010380)

MOL for HMDB0010380 (LysoPC(14:1(9Z)/0:0))

3D MOL for HMDB0010380 (LysoPC(14:1(9Z)/0:0))

3D SDF for HMDB0010380 (LysoPC(14:1(9Z)/0:0))

3D-SDF for HMDB0010380 (LysoPC(14:1(9Z)/0:0))

PDB for HMDB0010380 (LysoPC(14:1(9Z)/0:0))

3D PDB for HMDB0010380 (LysoPC(14:1(9Z)/0:0))

SMILES for HMDB0010380 (LysoPC(14:1(9Z)/0:0))

INCHI for HMDB0010380 (LysoPC(14:1(9Z)/0:0))

Structure for HMDB0010380 (LysoPC(14:1(9Z)/0:0))

3D Structure for HMDB0010380 (LysoPC(14:1(9Z)/0:0))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes