MiMeDB: Showing metabocard for LysoPC(P-18:1(9Z)/0:0) (MMDBc0000636)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:51:38 UTC

Update Date

2024-04-30 19:33:22 UTC

Metabolite ID

MMDBc0000636

Metabolite Identification

Common Name

LysoPC(P-18:1(9Z)/0:0)

Description

LysoPC(P-18:1(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(P-18:1(9Z)), in particular, consists of one chain of plasmalogen 18:1n9 at the C-1 position. The plasmalogen 18:1n9 moiety is derived from animal fats, liver and kidney. 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. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids. 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


  Mrv1652304202020552D          

 35 34  0  0  1  0            999 V2000
   25.3997   -8.5353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6944   -8.9424    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   23.9893   -8.5353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1049   -8.9424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2841   -8.9424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9393   -9.6308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8100   -8.5353    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   27.2172   -9.2405    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   26.4029   -7.8301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5152   -8.1281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.2204   -8.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9256   -8.1280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6308   -8.5351    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   30.3361   -8.9422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2237   -9.2404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0379   -7.8299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5274   -9.6790    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   22.5670   -8.5344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8500   -8.5344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1329   -8.9424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4158   -8.5344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6988   -8.9424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9817   -8.5344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2646   -8.9424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5590   -8.5344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8419   -8.9424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1248   -8.9424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4077   -8.5344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6907   -8.9424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9736   -8.5344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2565   -8.9424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5395   -8.5344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8220   -8.9424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1049   -8.5344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3874   -8.9424    0.0000 C   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
  2  6  1  6  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  7 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
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 13 16  1  0  0  0  0
  2 17  1  1  0  0  0
 19 18  2  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 25 24  1  0  0  0  0
 26 25  1  0  0  0  0
 27 26  2  0  0  0  0
 28 27  1  0  0  0  0
 29 28  1  0  0  0  0
 30 29  1  0  0  0  0
 31 30  1  0  0  0  0
 32 31  1  0  0  0  0
 33 32  1  0  0  0  0
  5 18  1  0  0  0  0
 34 33  1  0  0  0  0
 35 34  1  0  0  0  0
M  CHG  2   8  -1  13   1
M  END

HMDB0010408
     RDKit          3D
LysoPC(P-18:1(9Z)/0:0)
 86 85  0  0  0  0  0  0  0  0999 V2000
  -10.7635    2.5240   -0.4561 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4590    1.1951   -0.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7615    0.1960    0.5223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5625   -0.4738   -0.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4769    0.3657   -0.5671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8476    1.3405    0.3459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4398    1.1653    0.6424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9243   -0.0460    1.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1907   -1.3126    0.6792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1622   -1.9308    0.0726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8026   -1.3113    0.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4026   -0.8167   -1.2343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9732   -0.7845   -1.4002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1405    0.0398   -0.4894 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3369   -0.4228   -0.8511 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4461   -1.8609   -0.3916 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4952   -1.9404    1.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6969   -1.5101    1.5861 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5495   -1.1173    0.6366 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6491   -1.6078   -0.0050 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0332   -0.5501   -1.0257 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5104    0.7276   -0.5522 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5567   -0.2875   -0.5082 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2322   -0.0769    0.8256 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2973    0.5302    1.8679 P   0  0  0  0  0  5  0  0  0  0  0  0
    6.1554    2.1800    1.3447 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6379    0.8095    3.4327 O   0  0  0  0  0  1  0  0  0  0  0  0
    7.8245    0.3487    1.7585 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6322   -0.3518    0.9988 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3765    0.9333    0.4196 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4015    0.7278   -0.4833 N   0  0  0  0  0  4  0  0  0  0  0  0
   11.6133    0.5238    0.3697 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2623   -0.2759   -1.4462 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5723    2.0240   -1.1886 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3632    2.7664    0.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5520    3.3173   -0.6565 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0356    2.6409   -1.2296 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5170    1.3149   -0.1171 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4846    0.7486   -1.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4808   -0.5862    0.9160 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3938    0.7677    1.4391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1105   -1.0531    0.8510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8420   -1.2497   -0.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8279    0.8294   -1.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7032   -0.3591   -1.0068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4399    1.4455    1.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9227    2.3731   -0.1874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9066    2.0994    0.9704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9621    1.0863   -0.4487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9685    0.1212    1.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6108   -0.1389    2.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1242   -1.8173    0.6397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3560   -2.8275   -0.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0866   -2.1402    0.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6466   -0.5497    0.9385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0593   -1.2607   -1.9533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7322    0.2929   -1.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5162   -1.7333   -1.7687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8419   -0.1705   -2.4289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0877    1.1117   -0.7738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2112   -0.0655    0.5635 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9358    0.2898   -0.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4971   -0.3680   -1.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5653   -2.3438   -0.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1484   -2.5040   -0.8972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2591   -2.2163    1.7491 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8789   -1.5115    2.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4107   -1.9410    0.6762 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084   -2.5067   -0.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0150   -0.6280   -2.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4383    0.6247    0.4742 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8878    0.5305   -1.0822 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9909   -1.2749   -0.6226 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2942   -0.9239    0.1432 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4469   -0.9516    1.5142 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5031    1.6921    1.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4894    1.3864   -0.2371 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2138    1.4139    0.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9793   -0.4622    0.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2547    0.5584    1.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3101   -1.3232   -1.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3400   -0.2018   -2.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1034   -0.2010   -2.2243 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4352    2.8327   -0.4166 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7222    2.0927   -1.9156 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5317    2.0189   -1.6786 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  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 25 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
 31 34  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
  2 39  1  0
  3 40  1  0
  3 41  1  0
  4 42  1  0
  4 43  1  0
  5 44  1  0
  5 45  1  0
  6 46  1  0
  6 47  1  0
  7 48  1  0
  7 49  1  0
  8 50  1  0
  8 51  1  0
  9 52  1  0
 10 53  1  0
 11 54  1  0
 11 55  1  0
 12 56  1  0
 12 57  1  0
 13 58  1  0
 13 59  1  0
 14 60  1  0
 14 61  1  0
 15 62  1  0
 15 63  1  0
 16 64  1  0
 16 65  1  0
 17 66  1  0
 18 67  1  0
 20 68  1  0
 20 69  1  0
 21 70  1  6
 22 71  1  0
 23 72  1  0
 23 73  1  0
 29 74  1  0
 29 75  1  0
 30 76  1  0
 30 77  1  0
 32 78  1  0
 32 79  1  0
 32 80  1  0
 33 81  1  0
 33 82  1  0
 33 83  1  0
 34 84  1  0
 34 85  1  0
 34 86  1  0
M  CHG  2  27  -1  31   1
M  END


  Mrv1652304202020552D          

 35 34  0  0  1  0            999 V2000
   25.3997   -8.5353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6944   -8.9424    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   23.9893   -8.5353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1049   -8.9424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2841   -8.9424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9393   -9.6308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8100   -8.5353    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   27.2172   -9.2405    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   26.4029   -7.8301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5152   -8.1281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.2204   -8.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9256   -8.1280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6308   -8.5351    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   30.3361   -8.9422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2237   -9.2404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0379   -7.8299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5274   -9.6790    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   22.5670   -8.5344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8500   -8.5344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1329   -8.9424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4158   -8.5344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6988   -8.9424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9817   -8.5344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2646   -8.9424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5590   -8.5344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8419   -8.9424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1248   -8.9424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4077   -8.5344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6907   -8.9424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9736   -8.5344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2565   -8.9424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5395   -8.5344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8220   -8.9424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1049   -8.5344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3874   -8.9424    0.0000 C   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
  2  6  1  6  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  7 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
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 13 16  1  0  0  0  0
  2 17  1  1  0  0  0
 19 18  2  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 25 24  1  0  0  0  0
 26 25  1  0  0  0  0
 27 26  2  0  0  0  0
 28 27  1  0  0  0  0
 29 28  1  0  0  0  0
 30 29  1  0  0  0  0
 31 30  1  0  0  0  0
 32 31  1  0  0  0  0
 33 32  1  0  0  0  0
  5 18  1  0  0  0  0
 34 33  1  0  0  0  0
 35 34  1  0  0  0  0
M  CHG  2   8  -1  13   1
M  END
> <DATABASE_ID>
MMDBc0000636

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](O)(CO\C=C/CCCCCC\C=C/CCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C26H52NO6P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-22-31-24-26(28)25-33-34(29,30)32-23-21-27(2,3)4/h12-13,20,22,26,28H,5-11,14-19,21,23-25H2,1-4H3/b13-12-,22-20-/t26-/m1/s1

> <INCHI_KEY>
KJUNGQXFZYMUOH-FKWLWHCOSA-N

> <FORMULA>
C26H52NO6P

> <MOLECULAR_WEIGHT>
505.6679

> <EXACT_MASS>
505.353224913

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
86

> <JCHEM_AVERAGE_POLARIZABILITY>
58.84323503640668

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-{[(2R)-2-hydroxy-3-[(1Z,9Z)-octadeca-1,9-dien-1-yloxy]propyl phosphono]oxy}ethyl)trimethylazanium

> <ALOGPS_LOGP>
2.80

> <JCHEM_LOGP>
2.1127327911949205

> <ALOGPS_LOGS>
-6.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.662760003722955

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8553408915809362

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4008756404462996

> <JCHEM_POLAR_SURFACE_AREA>
88.05

> <JCHEM_REFRACTIVITY>
152.9308

> <JCHEM_ROTATABLE_BOND_COUNT>
24

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.40e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2-{[(2R)-2-hydroxy-3-[(1Z,9Z)-octadeca-1,9-dien-1-yloxy]propyl phosphono]oxy}ethyl)trimethylazanium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0010408
     RDKit          3D
LysoPC(P-18:1(9Z)/0:0)
 86 85  0  0  0  0  0  0  0  0999 V2000
  -10.7635    2.5240   -0.4561 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4590    1.1951   -0.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7615    0.1960    0.5223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5625   -0.4738   -0.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.4398    1.1653    0.6424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9243   -0.0460    1.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1907   -1.3126    0.6792 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.8026   -1.3113    0.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4026   -0.8167   -1.2343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9732   -0.7845   -1.4002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1405    0.0398   -0.4894 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3369   -0.4228   -0.8511 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5495   -1.1173    0.6366 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6491   -1.6078   -0.0050 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0332   -0.5501   -1.0257 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5104    0.7276   -0.5522 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5567   -0.2875   -0.5082 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.2973    0.5302    1.8679 P   0  0  0  0  0  5  0  0  0  0  0  0
    6.1554    2.1800    1.3447 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6379    0.8095    3.4327 O   0  0  0  0  0  1  0  0  0  0  0  0
    7.8245    0.3487    1.7585 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6322   -0.3518    0.9988 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3765    0.9333    0.4196 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4015    0.7278   -0.4833 N   0  0  0  0  0  4  0  0  0  0  0  0
   11.6133    0.5238    0.3697 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2623   -0.2759   -1.4462 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5723    2.0240   -1.1886 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3632    2.7664    0.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5520    3.3173   -0.6565 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0356    2.6409   -1.2296 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5170    1.3149   -0.1171 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4846    0.7486   -1.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4808   -0.5862    0.9160 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3938    0.7677    1.4391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1105   -1.0531    0.8510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8420   -1.2497   -0.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8279    0.8294   -1.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7032   -0.3591   -1.0068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4399    1.4455    1.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9227    2.3731   -0.1874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9066    2.0994    0.9704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9621    1.0863   -0.4487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9685    0.1212    1.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6108   -0.1389    2.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1242   -1.8173    0.6397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3560   -2.8275   -0.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0866   -2.1402    0.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6466   -0.5497    0.9385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0593   -1.2607   -1.9533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7322    0.2929   -1.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5162   -1.7333   -1.7687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8419   -0.1705   -2.4289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0877    1.1117   -0.7738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2112   -0.0655    0.5635 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9358    0.2898   -0.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4971   -0.3680   -1.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5653   -2.3438   -0.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1484   -2.5040   -0.8972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2591   -2.2163    1.7491 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8789   -1.5115    2.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4107   -1.9410    0.6762 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084   -2.5067   -0.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0150   -0.6280   -2.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4383    0.6247    0.4742 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8878    0.5305   -1.0822 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9909   -1.2749   -0.6226 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2942   -0.9239    0.1432 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4469   -0.9516    1.5142 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5031    1.6921    1.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4894    1.3864   -0.2371 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2138    1.4139    0.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9793   -0.4622    0.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2547    0.5584    1.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3101   -1.3232   -1.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3400   -0.2018   -2.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1034   -0.2010   -2.2243 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4352    2.8327   -0.4166 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7222    2.0927   -1.9156 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5317    2.0189   -1.6786 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  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 25 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
 31 34  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
  2 39  1  0
  3 40  1  0
  3 41  1  0
  4 42  1  0
  4 43  1  0
  5 44  1  0
  5 45  1  0
  6 46  1  0
  6 47  1  0
  7 48  1  0
  7 49  1  0
  8 50  1  0
  8 51  1  0
  9 52  1  0
 10 53  1  0
 11 54  1  0
 11 55  1  0
 12 56  1  0
 12 57  1  0
 13 58  1  0
 13 59  1  0
 14 60  1  0
 14 61  1  0
 15 62  1  0
 15 63  1  0
 16 64  1  0
 16 65  1  0
 17 66  1  0
 18 67  1  0
 20 68  1  0
 20 69  1  0
 21 70  1  6
 22 71  1  0
 23 72  1  0
 23 73  1  0
 29 74  1  0
 29 75  1  0
 30 76  1  0
 30 77  1  0
 32 78  1  0
 32 79  1  0
 32 80  1  0
 33 81  1  0
 33 82  1  0
 33 83  1  0
 34 84  1  0
 34 85  1  0
 34 86  1  0
M  CHG  2  27  -1  31   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      47.413 -15.933   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      46.096 -16.692   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      44.780 -15.933   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      48.729 -16.692   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      43.464 -16.692   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      44.687 -17.977   0.000  0.00  0.00           O+0
HETATM    7  P   UNK     0      50.045 -15.933   0.000  0.00  0.00           P+0
HETATM    8  O   UNK     0      50.805 -17.249   0.000  0.00  0.00           O-1
HETATM    9  O   UNK     0      49.285 -14.616   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      51.362 -15.172   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      52.678 -15.932   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      53.994 -15.172   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      55.311 -15.932   0.000  0.00  0.00           N+1
HETATM   14  C   UNK     0      56.627 -16.692   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      54.551 -17.249   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      56.071 -14.616   0.000  0.00  0.00           C+0
HETATM   17  H   UNK     0      47.651 -18.067   0.000  0.00  0.00           H+0
HETATM   18  C   UNK     0      42.125 -15.931   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      40.787 -15.931   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      39.448 -16.692   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      38.109 -15.931   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      36.771 -16.692   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      35.433 -15.931   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      34.094 -16.692   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      32.777 -15.931   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      31.438 -16.692   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      30.100 -16.692   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      28.761 -15.931   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      27.423 -16.692   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      26.084 -15.931   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      24.745 -16.692   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      23.407 -15.931   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      22.068 -16.692   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      20.729 -15.931   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      19.390 -16.692   0.000  0.00  0.00           C+0
CONECT    1    2    4                                                       
CONECT    2    1    3    6   17                                             
CONECT    3    2    5                                                       
CONECT    4    1    7                                                       
CONECT    5    3   18                                                       
CONECT    6    2                                                            
CONECT    7    4    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    7   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15   16                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   13                                                            
CONECT   17    2                                                            
CONECT   18   19    5                                                       
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   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   68    0
END

COMPND    HMDB0010408
HETATM    1  C1  UNL     1     -10.763   2.524  -0.456  1.00  0.00           C  
HETATM    2  C2  UNL     1     -11.459   1.195  -0.325  1.00  0.00           C  
HETATM    3  C3  UNL     1     -10.761   0.196   0.522  1.00  0.00           C  
HETATM    4  C4  UNL     1      -9.563  -0.474  -0.031  1.00  0.00           C  
HETATM    5  C5  UNL     1      -8.477   0.366  -0.567  1.00  0.00           C  
HETATM    6  C6  UNL     1      -7.848   1.340   0.346  1.00  0.00           C  
HETATM    7  C7  UNL     1      -6.440   1.165   0.642  1.00  0.00           C  
HETATM    8  C8  UNL     1      -5.924  -0.046   1.363  1.00  0.00           C  
HETATM    9  C9  UNL     1      -6.191  -1.313   0.679  1.00  0.00           C  
HETATM   10  C10 UNL     1      -5.162  -1.931   0.073  1.00  0.00           C  
HETATM   11  C11 UNL     1      -3.803  -1.311   0.206  1.00  0.00           C  
HETATM   12  C12 UNL     1      -3.403  -0.817  -1.234  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.973  -0.784  -1.400  1.00  0.00           C  
HETATM   14  C14 UNL     1      -1.140   0.040  -0.489  1.00  0.00           C  
HETATM   15  C15 UNL     1       0.337  -0.423  -0.851  1.00  0.00           C  
HETATM   16  C16 UNL     1       0.446  -1.861  -0.392  1.00  0.00           C  
HETATM   17  C17 UNL     1       0.495  -1.940   1.111  1.00  0.00           C  
HETATM   18  C18 UNL     1       1.697  -1.510   1.586  1.00  0.00           C  
HETATM   19  O1  UNL     1       2.549  -1.117   0.637  1.00  0.00           O  
HETATM   20  C19 UNL     1       3.649  -1.608  -0.005  1.00  0.00           C  
HETATM   21  C20 UNL     1       4.033  -0.550  -1.026  1.00  0.00           C  
HETATM   22  O2  UNL     1       3.510   0.728  -0.552  1.00  0.00           O  
HETATM   23  C21 UNL     1       5.557  -0.288  -0.508  1.00  0.00           C  
HETATM   24  O3  UNL     1       5.232  -0.077   0.826  1.00  0.00           O  
HETATM   25  P1  UNL     1       6.297   0.530   1.868  1.00  0.00           P  
HETATM   26  O4  UNL     1       6.155   2.180   1.345  1.00  0.00           O  
HETATM   27  O5  UNL     1       5.638   0.809   3.433  1.00  0.00           O1-
HETATM   28  O6  UNL     1       7.824   0.349   1.759  1.00  0.00           O  
HETATM   29  C22 UNL     1       8.632  -0.352   0.999  1.00  0.00           C  
HETATM   30  C23 UNL     1       9.377   0.933   0.420  1.00  0.00           C  
HETATM   31  N1  UNL     1      10.402   0.728  -0.483  1.00  0.00           N1+
HETATM   32  C24 UNL     1      11.613   0.524   0.370  1.00  0.00           C  
HETATM   33  C25 UNL     1      10.262  -0.276  -1.446  1.00  0.00           C  
HETATM   34  C26 UNL     1      10.572   2.024  -1.189  1.00  0.00           C  
HETATM   35  H1  UNL     1     -10.363   2.766   0.590  1.00  0.00           H  
HETATM   36  H2  UNL     1     -11.552   3.317  -0.656  1.00  0.00           H  
HETATM   37  H3  UNL     1     -10.036   2.641  -1.230  1.00  0.00           H  
HETATM   38  H4  UNL     1     -12.517   1.315  -0.117  1.00  0.00           H  
HETATM   39  H5  UNL     1     -11.485   0.749  -1.422  1.00  0.00           H  
HETATM   40  H6  UNL     1     -11.481  -0.586   0.916  1.00  0.00           H  
HETATM   41  H7  UNL     1     -10.394   0.768   1.439  1.00  0.00           H  
HETATM   42  H8  UNL     1      -9.111  -1.053   0.851  1.00  0.00           H  
HETATM   43  H9  UNL     1      -9.842  -1.250  -0.807  1.00  0.00           H  
HETATM   44  H10 UNL     1      -8.828   0.829  -1.580  1.00  0.00           H  
HETATM   45  H11 UNL     1      -7.703  -0.359  -1.007  1.00  0.00           H  
HETATM   46  H12 UNL     1      -8.440   1.446   1.298  1.00  0.00           H  
HETATM   47  H13 UNL     1      -7.923   2.373  -0.187  1.00  0.00           H  
HETATM   48  H14 UNL     1      -5.907   2.099   0.970  1.00  0.00           H  
HETATM   49  H15 UNL     1      -5.962   1.086  -0.449  1.00  0.00           H  
HETATM   50  H16 UNL     1      -4.969   0.121   1.843  1.00  0.00           H  
HETATM   51  H17 UNL     1      -6.611  -0.139   2.325  1.00  0.00           H  
HETATM   52  H18 UNL     1      -7.124  -1.817   0.640  1.00  0.00           H  
HETATM   53  H19 UNL     1      -5.356  -2.827  -0.492  1.00  0.00           H  
HETATM   54  H20 UNL     1      -3.087  -2.140   0.402  1.00  0.00           H  
HETATM   55  H21 UNL     1      -3.647  -0.550   0.939  1.00  0.00           H  
HETATM   56  H22 UNL     1      -4.059  -1.261  -1.953  1.00  0.00           H  
HETATM   57  H23 UNL     1      -3.732   0.293  -1.127  1.00  0.00           H  
HETATM   58  H24 UNL     1      -1.516  -1.733  -1.769  1.00  0.00           H  
HETATM   59  H25 UNL     1      -1.842  -0.170  -2.429  1.00  0.00           H  
HETATM   60  H26 UNL     1      -1.088   1.112  -0.774  1.00  0.00           H  
HETATM   61  H27 UNL     1      -1.211  -0.065   0.564  1.00  0.00           H  
HETATM   62  H28 UNL     1       0.936   0.290  -0.312  1.00  0.00           H  
HETATM   63  H29 UNL     1       0.497  -0.368  -1.921  1.00  0.00           H  
HETATM   64  H30 UNL     1      -0.565  -2.344  -0.587  1.00  0.00           H  
HETATM   65  H31 UNL     1       1.148  -2.504  -0.897  1.00  0.00           H  
HETATM   66  H32 UNL     1      -0.259  -2.216   1.749  1.00  0.00           H  
HETATM   67  H33 UNL     1       1.879  -1.511   2.636  1.00  0.00           H  
HETATM   68  H34 UNL     1       4.411  -1.941   0.676  1.00  0.00           H  
HETATM   69  H35 UNL     1       3.408  -2.507  -0.660  1.00  0.00           H  
HETATM   70  H36 UNL     1       4.015  -0.628  -2.019  1.00  0.00           H  
HETATM   71  H37 UNL     1       3.438   0.625   0.474  1.00  0.00           H  
HETATM   72  H38 UNL     1       5.888   0.530  -1.082  1.00  0.00           H  
HETATM   73  H39 UNL     1       5.991  -1.275  -0.623  1.00  0.00           H  
HETATM   74  H40 UNL     1       8.294  -0.924   0.143  1.00  0.00           H  
HETATM   75  H41 UNL     1       9.447  -0.952   1.514  1.00  0.00           H  
HETATM   76  H42 UNL     1       9.503   1.692   1.177  1.00  0.00           H  
HETATM   77  H43 UNL     1       8.489   1.386  -0.237  1.00  0.00           H  
HETATM   78  H44 UNL     1      12.214   1.414   0.267  1.00  0.00           H  
HETATM   79  H45 UNL     1      11.979  -0.462   0.204  1.00  0.00           H  
HETATM   80  H46 UNL     1      11.255   0.558   1.466  1.00  0.00           H  
HETATM   81  H47 UNL     1      10.310  -1.323  -1.012  1.00  0.00           H  
HETATM   82  H48 UNL     1       9.340  -0.202  -2.041  1.00  0.00           H  
HETATM   83  H49 UNL     1      11.103  -0.201  -2.224  1.00  0.00           H  
HETATM   84  H50 UNL     1      10.435   2.833  -0.417  1.00  0.00           H  
HETATM   85  H51 UNL     1       9.722   2.093  -1.916  1.00  0.00           H  
HETATM   86  H52 UNL     1      11.532   2.019  -1.679  1.00  0.00           H  
CONECT    1    2   35   36   37
CONECT    2    3   38   39
CONECT    3    4   40   41
CONECT    4    5   42   43
CONECT    5    6   44   45
CONECT    6    7   46   47
CONECT    7    8   48   49
CONECT    8    9   50   51
CONECT    9   10   10   52
CONECT   10   11   53
CONECT   11   12   54   55
CONECT   12   13   56   57
CONECT   13   14   58   59
CONECT   14   15   60   61
CONECT   15   16   62   63
CONECT   16   17   64   65
CONECT   17   18   18   66
CONECT   18   19   67
CONECT   19   20
CONECT   20   21   68   69
CONECT   21   22   23   70
CONECT   22   71
CONECT   23   24   72   73
CONECT   24   25
CONECT   25   26   26   27   28
CONECT   28   29
CONECT   29   30   74   75
CONECT   30   31   76   77
CONECT   31   32   33   34
CONECT   32   78   79   80
CONECT   33   81   82   83
CONECT   34   84   85   86
END

HMDB0010408
     RDKit          3D
LysoPC(P-18:1(9Z)/0:0)
 86 85  0  0  0  0  0  0  0  0999 V2000
  -10.7635    2.5240   -0.4561 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4590    1.1951   -0.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7615    0.1960    0.5223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5625   -0.4738   -0.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4769    0.3657   -0.5671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8476    1.3405    0.3459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4398    1.1653    0.6424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9243   -0.0460    1.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1907   -1.3126    0.6792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1622   -1.9308    0.0726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8026   -1.3113    0.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4026   -0.8167   -1.2343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9732   -0.7845   -1.4002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1405    0.0398   -0.4894 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3369   -0.4228   -0.8511 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4461   -1.8609   -0.3916 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4952   -1.9404    1.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6969   -1.5101    1.5861 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5495   -1.1173    0.6366 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6491   -1.6078   -0.0050 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0332   -0.5501   -1.0257 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5104    0.7276   -0.5522 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5567   -0.2875   -0.5082 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2322   -0.0769    0.8256 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2973    0.5302    1.8679 P   0  0  0  0  0  5  0  0  0  0  0  0
    6.1554    2.1800    1.3447 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6379    0.8095    3.4327 O   0  0  0  0  0  1  0  0  0  0  0  0
    7.8245    0.3487    1.7585 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6322   -0.3518    0.9988 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3765    0.9333    0.4196 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4015    0.7278   -0.4833 N   0  0  0  0  0  4  0  0  0  0  0  0
   11.6133    0.5238    0.3697 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2623   -0.2759   -1.4462 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5723    2.0240   -1.1886 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3632    2.7664    0.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5520    3.3173   -0.6565 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0356    2.6409   -1.2296 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5170    1.3149   -0.1171 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4846    0.7486   -1.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4808   -0.5862    0.9160 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3938    0.7677    1.4391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1105   -1.0531    0.8510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8420   -1.2497   -0.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8279    0.8294   -1.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7032   -0.3591   -1.0068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4399    1.4455    1.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9227    2.3731   -0.1874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9066    2.0994    0.9704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9621    1.0863   -0.4487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9685    0.1212    1.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6108   -0.1389    2.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1242   -1.8173    0.6397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3560   -2.8275   -0.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0866   -2.1402    0.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6466   -0.5497    0.9385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0593   -1.2607   -1.9533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7322    0.2929   -1.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5162   -1.7333   -1.7687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8419   -0.1705   -2.4289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0877    1.1117   -0.7738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2112   -0.0655    0.5635 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9358    0.2898   -0.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4971   -0.3680   -1.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5653   -2.3438   -0.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1484   -2.5040   -0.8972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2591   -2.2163    1.7491 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8789   -1.5115    2.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4107   -1.9410    0.6762 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084   -2.5067   -0.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0150   -0.6280   -2.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4383    0.6247    0.4742 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8878    0.5305   -1.0822 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9909   -1.2749   -0.6226 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2942   -0.9239    0.1432 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4469   -0.9516    1.5142 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5031    1.6921    1.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4894    1.3864   -0.2371 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2138    1.4139    0.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9793   -0.4622    0.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2547    0.5584    1.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3101   -1.3232   -1.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3400   -0.2018   -2.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1034   -0.2010   -2.2243 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4352    2.8327   -0.4166 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7222    2.0927   -1.9156 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5317    2.0189   -1.6786 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  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 25 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
 31 34  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
  2 39  1  0
  3 40  1  0
  3 41  1  0
  4 42  1  0
  4 43  1  0
  5 44  1  0
  5 45  1  0
  6 46  1  0
  6 47  1  0
  7 48  1  0
  7 49  1  0
  8 50  1  0
  8 51  1  0
  9 52  1  0
 10 53  1  0
 11 54  1  0
 11 55  1  0
 12 56  1  0
 12 57  1  0
 13 58  1  0
 13 59  1  0
 14 60  1  0
 14 61  1  0
 15 62  1  0
 15 63  1  0
 16 64  1  0
 16 65  1  0
 17 66  1  0
 18 67  1  0
 20 68  1  0
 20 69  1  0
 21 70  1  6
 22 71  1  0
 23 72  1  0
 23 73  1  0
 29 74  1  0
 29 75  1  0
 30 76  1  0
 30 77  1  0
 32 78  1  0
 32 79  1  0
 32 80  1  0
 33 81  1  0
 33 82  1  0
 33 83  1  0
 34 84  1  0
 34 85  1  0
 34 86  1  0
M  CHG  2  27  -1  31   1
M  END

Synonyms

Value	Source
1-(1-Enyl-oleoyl)-glycero-3-phosphocholine	ChEBI
1-(1-Enyl-oleoyl)-GPC	ChEBI
1-(1-Enyl-oleoyl)-GPC (p-18:1)	ChEBI
GPC(p-18:1)	ChEBI
GPC(p-18:1/0:0)	ChEBI
LPC(O-18:2(1Z,9Z))	ChEBI
LPC(P18:1)	ChEBI
PC(p-18:1(9Z)/0:0)	ChEBI
PC(p-18:1/0:0)	ChEBI
LPC(18:1)	HMDB
LPC(18:1/0:0)	HMDB
LPC(18:1n9/0:0)	HMDB
LPC(18:1W9/0:0)	HMDB
LyPC(18:1)	HMDB
LyPC(18:1/0:0)	HMDB
LyPC(18:1n9/0:0)	HMDB
LyPC(18:1W9/0:0)	HMDB
LysoPC a C18:1	HMDB
LysoPC(18:1)	HMDB
LysoPC(18:1/0:0)	HMDB
LysoPC(18:1n9/0:0)	HMDB
LysoPC(18:1W9/0:0)	HMDB
Lysophosphatidylcholine(18:1)	HMDB
Lysophosphatidylcholine(18:1/0:0)	HMDB
Lysophosphatidylcholine(18:1n9/0:0)	HMDB
Lysophosphatidylcholine(18:1W9/0:0)	HMDB

Molecular Formula

C₂₆H₅₂NO₆P

Average Mass

505.6679

Monoisotopic Mass

505.353224913

IUPAC Name

(2-{[(2R)-2-hydroxy-3-[(1Z,9Z)-octadeca-1,9-dien-1-yloxy]propyl phosphono]oxy}ethyl)trimethylazanium

Traditional Name

(2-{[(2R)-2-hydroxy-3-[(1Z,9Z)-octadeca-1,9-dien-1-yloxy]propyl phosphono]oxy}ethyl)trimethylazanium

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C26H52NO6P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-22-31-24-26(28)25-33-34(29,30)32-23-21-27(2,3)4/h12-13,20,22,26,28H,5-11,14-19,21,23-25H2,1-4H3/b13-12-,22-20-/t26-/m1/s1

InChI Key

KJUNGQXFZYMUOH-FKWLWHCOSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-(1z-alkenyl)-glycero-3-phosphocholines. These are glycerophosphocholines that carry exactly one 1Z-alkenyl chain attached at the O1 position of a glycerol moiety through an ether linkage.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphocholines

Direct Parent

1-(1Z-alkenyl)-glycero-3-phosphocholines

Alternative Parents

Substituents

1-(1z-alkenyl)-glycero-3-phosphocholine
Phosphocholine
Glycerol vinyl ether
Dialkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Quaternary ammonium salt
Tetraalkylammonium salt
Secondary alcohol
Alcohol
Organic salt
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

1Z-alkenylglycerophosphocholines (LMGP01070012 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.00024 g/L	ALOGPS
logP	2.8	ALOGPS
logP	2.11	ChemAxon
logS	-6.4	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	88.05 Å²	ChemAxon
Rotatable Bond Count	24	ChemAxon
Refractivity	152.93 m³·mol⁻¹	ChemAxon
Polarizability	58.84 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-008a-6920200000-4f7fb3eb0f04c30acaed	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-0230-9410110000-ce2a1958bdea00e72b69	2017-10-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-052r-9123230000-90488a2b3980ba5b0be8	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-007t-9665200000-90103d167e65dde23eb8	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000j-9231000000-6d21fed9122641977ddb	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0060390000-1fc042de41a787df8482	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0gb9-1190510000-20768e1006fe2d302a63	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00or-7290000000-5bfe81cd8932f80eab74	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0000090000-65d45a571b731f36faca	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-0020390000-d27ccb76987fdf6743bb	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9330000000-9d39d4195ac5900321c0	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0kal-0930040000-d48d83973f768734aec0	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-1430910000-630a058a17a4602fc4b9	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001c-1970810000-65591f31b9e86ee661cc	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-0000090000-a09a7d5e58985a4d88f4	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-0110910000-55f2489305071c81470f	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0fdo-0140910000-ac262b5a9432ad475598	2021-09-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

All Tissues
Blood
Feces

Tissue Locations

All Tissues

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191730	Acyl-protein thioesterase 1	Enzyme	O75608	Homo sapiens
MMDBp0191731	Group XV phospholipase A2	Unknown	Q8NCC3	Homo sapiens
MMDBp0191732	Calcium-dependent phospholipase A2	Unknown	P39877	Homo sapiens
MMDBp0191733	Group IIF secretory phospholipase A2	Unknown	Q9BZM2	Homo sapiens
MMDBp0191734	Cytosolic phospholipase A2	Unknown	P47712	Homo sapiens
MMDBp0191735	Phospholipase A2	Unknown	P04054	Homo sapiens
MMDBp0191736	Group XIIB secretory phospholipase A2-like protein	Unknown	Q9BX93	Homo sapiens
MMDBp0191737	Group 10 secretory phospholipase A2	Unknown	O15496	Homo sapiens
MMDBp0191739	Group IIE secretory phospholipase A2	Unknown	Q9NZK7	Homo sapiens
MMDBp0191740	Acyl-protein thioesterase 2	Enzyme	O95372	Homo sapiens
MMDBp0191742	85/88 kDa calcium-independent phospholipase A2	Unknown	O60733	Homo sapiens
MMDBp0191743	Phosphatidylcholine-sterol acyltransferase	Enzyme	P04180	Homo sapiens
MMDBp0191744	Eosinophil lysophospholipase	Enzyme	Q05315	Homo sapiens
MMDBp0191746	Group IID secretory phospholipase A2	Unknown	Q9UNK4	Homo sapiens
MMDBp0192172	Platelet-activating factor acetylhydrolase	Enzyme	Q13093	Homo sapiens
MMDBp0192177	Platelet-activating factor acetylhydrolase IB subunit gamma	Enzyme	Q15102	Homo sapiens
MMDBp0192179	Platelet-activating factor acetylhydrolase IB subunit beta	Enzyme	P68402	Homo sapiens
MMDBp0192181	Group 3 secretory phospholipase A2	Unknown	Q9NZ20	Homo sapiens
MMDBp0192182	Platelet-activating factor acetylhydrolase 2, cytoplasmic	Enzyme	Q99487	Homo sapiens
MMDBp0193393	Free fatty acid receptor 1	Unknown	O14842	Homo sapiens
MMDBp0194083	Lysophospholipid acyltransferase 5	Enzyme	Q6P1A2	Homo sapiens
MMDBp0194085	Lysophosphatidylcholine acyltransferase 1	Unknown	Q8NF37	Homo sapiens
MMDBp0194086	Lysophosphatidylcholine acyltransferase 2	Enzyme	Q7L5N7	Homo sapiens
MMDBp0194096	60 kDa lysophospholipase	Enzyme	Q86U10	Homo sapiens
MMDBp0194097	Phospholipase B1, membrane-associated	Unknown	Q6P1J6	Homo sapiens
MMDBp0195865	Cytosolic phospholipase A2 beta	Unknown	P0C869	Homo sapiens
MMDBp0197073	Glucose-dependent insulinotropic receptor	Unknown	Q8TDV5	Homo sapiens
MMDBp0197077	G-protein coupled receptor 55	Unknown	Q9Y2T6	Homo sapiens
MMDBp0197078	G-protein coupled receptor 4	Unknown	P46093	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Obesity	Slight Decrease	Association	Human Blood	HMDB	24740590
Obesity	Slight Decrease	Association	Human Blood	HMDB	23108202

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Firmicutes	1	Human stool; Human ; Human feces	Indirect association between microbiota composition and metabolites measured in host biospecimen

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Blood	Detected and Quantified	12.3	5.2			uM	Children (1-13 years old)	Both	Obese	HMDB	24740590
Human Blood	Detected and Quantified	12.7	-5.5			uM	Children (1-13 years old)	Both	Obese	HMDB	24740590
Human Blood	Detected and Quantified	12.7	5.8			uM	Children (1-13 years old)	Both	Obese	HMDB	24740590
Human Blood	Detected and Quantified	12.73	3.96			uM	Children (1-13 years old)	Both	Obese	HMDB	23108202
Human Blood	Detected and Quantified	13.5	5.2			uM	Children (1-13 years old)	Both	Obese	HMDB	24740590
Human Blood	Detected and Quantified	27.946	9.468			uM	Adult (>18 years old)	Female	Pregnancy	HMDB	24704061
Human Blood	Detected and Quantified	0.13				uM	Adult (>18 years old)	Both	Normal	HMDB	21359215
Human Blood	Detected and Quantified	0.067		0	0.134	uM	Adult (>18 years old)	Both	Normal	HMDB	18953024
Human Blood	Detected and Quantified	11.7		9.93	13.5	uM	Newborn (0-30 days old)		Normal	HMDB	25754623
Human Blood	Detected and Quantified	16.4		13.4	21.2	uM	Infant (0-1 year old)		Normal	HMDB	25754623
Human Blood	Detected and Quantified	17.13	4.59			uM	Children (1-13 years old)	Both	Normal	HMDB	23108202
Human Blood	Detected and Quantified	17.5	4.62			uM	Adult (>18 years old)	Both	Normal	HMDB	28278231
Human Blood	Detected and Quantified	23.83	5.62			uM	Adult (>18 years old)	Both	Normal	HMDB	26010610
Human Feces	Detected and Quantified	4.9	5.49			nmol/g wet feces	Adult (>18 years old)	Both	Normal	HMDB	27624970
Human Feces	Detected and Quantified	6.59	9.25			nmol/g wet feces	Adult (>18 years old)	Both	Normal	HMDB	27624970
Human All tissues	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

HMDB0010408

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB027559

KNApSAcK ID

Not Available

Chemspider ID

24766541

KEGG Compound ID

C04230

BioCyc ID

PHOSPHATIDYLCHOLINE

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24779513

PDB ID

Not Available

ChEBI ID

84753

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

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 ]
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 ]

Showing metabocard for LysoPC(P-18:1(9Z)/0:0) (MMDBc0000636)

MOL for #<Metabolite:0x00007fdb504a14a0>

3D MOL for #<Metabolite:0x00007fdb504a14a0>

3D SDF for #<Metabolite:0x00007fdb504a14a0>

3D-SDF for #<Metabolite:0x00007fdb504a14a0>

PDB for #<Metabolite:0x00007fdb504a14a0>

3D PDB for #<Metabolite:0x00007fdb504a14a0>

SMILES for #<Metabolite:0x00007fdb504a14a0>

INCHI for #<Metabolite:0x00007fdb504a14a0>

Structure for #<Metabolite:0x00007fdb504a14a0>

3D Structure for #<Metabolite:0x00007fdb504a14a0>