MiMeDB: Showing metabocard for LysoPC(18:2(9Z,12Z)/0:0) (MMDBc0000633)

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Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:51:34 UTC

Update Date

2024-04-30 19:33:22 UTC

Metabolite ID

MMDBc0000633

Metabolite Identification

Common Name

LysoPC(18:2(9Z,12Z)/0:0)

Description

LysoPC(18:2(9Z,12Z)) 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(18:2(9Z,12Z)), in particular, consists of one chain of linoleic acid at the C-1 position. The linoleic acid moiety is derived from seed oils. 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 (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

PC(18:2(9Z,12Z)/0:0)
  Mrv1652303192020112D          

 36 35  0  0  0  0            999 V2000
   -3.8021    0.3608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9591    0.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2447    0.7720    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6571    1.4866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1679    0.0575    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -3.0969    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3824    0.3590    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6679    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9699   -0.3555    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7950   -0.3555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4699    1.1846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1844    0.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8988    1.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6132    0.7721    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.2007    0.0576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2744    1.6358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3277    0.3596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5121    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5121    1.5410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2263    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9404    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6545    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3686    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0827    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7969    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5110    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2251    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0501    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7642    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4784    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3034    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0175    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.7316    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.4457    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.1598    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.8740    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  7  9  1  1  0  0  0
  6  1  1  0  0  0  0
  2  8  1  0  0  0  0
  7 10  1  6  0  0  0
  1 18  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
 11  3  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
M  CHG  2   5  -1  14   1
M  END

HMDB0010386
     RDKit          3D
LysoPC(18:2(9Z,12Z)/0:0)
 85 84  0  0  0  0  0  0  0  0999 V2000
   11.8939   -0.2894    2.4294 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1690   -1.2447    1.2938 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2239   -0.9309    0.1585 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8160   -1.1074    0.6865 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949   -0.8010   -0.4271 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9319    0.5674   -0.9150 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9867    1.4377   -0.8620 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6433    1.1921   -0.3126 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6286    1.4466   -1.3541 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7738    0.5578   -1.7824 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7269   -0.8121   -1.2656 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3700   -1.0925   -0.6389 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2822   -0.9460   -1.6324 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9066   -1.2373   -1.0672 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5403   -0.3361    0.0621 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5129    1.1091   -0.2724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4251    1.5374   -1.3389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8635    1.2476   -1.0460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6524    1.6028   -1.9741 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3010    0.6660    0.0882 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6230    0.3883    0.4054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4866    1.6040    0.5734 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5587    2.3565   -0.5617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8868    1.2065    1.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7338    0.4486    2.1957 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2301   -0.0453    2.8025 P   0  0  0  0  0  5  0  0  0  0  0  0
   -7.5729    0.6216    4.1013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2768   -1.7427    2.9789 O   0  0  0  0  0  1  0  0  0  0  0  0
   -8.4102    0.3392    1.6433 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5091   -0.4684    1.8936 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6385   -0.2203    0.9213 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2797   -0.4624   -0.4447 N   0  0  0  0  0  4  0  0  0  0  0  0
  -11.5191   -0.7884   -1.1589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4012   -1.5987   -0.6172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7260    0.7323   -1.0828 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4842   -0.7799    3.3201 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2419    0.5690    2.0998 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8710    0.2059    2.6945 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9936   -2.3045    1.6145 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.2189   -1.1527    0.9204 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4285    0.1001   -0.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3388   -1.6494   -0.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7138   -2.1674    0.9966 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5819   -0.4779    1.5441 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8108   -1.1580   -0.1709 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1439   -1.4706   -1.2733 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8958    0.9033   -1.3630 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1536    2.4558   -1.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4905    2.0564    0.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5160    0.3138    0.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5550    2.4523   -1.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0422    0.8034   -2.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5322   -1.1160   -0.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8305   -1.5438   -2.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2499   -0.4103    0.2271 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4111   -2.1709   -0.3087 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4959   -1.5800   -2.5136 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2965    0.1175   -2.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1985   -1.2491   -1.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9544   -2.2793   -0.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4237   -0.6226    0.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2882   -0.4541    0.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2666    1.7179    0.6418 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5282    1.4723   -0.5688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3503    2.6409   -1.4354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1470    1.1408   -2.3558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0903   -0.3475   -0.3046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6013   -0.1697    1.3944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9867    2.2289    1.3569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0189    3.2186   -0.3193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4832    2.1240    1.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3077    0.5646    0.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2451   -1.5358    1.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9093   -0.2383    2.9107 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9184    0.8545    1.0080 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4706   -0.8929    1.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4033   -0.4287   -0.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6295   -1.8925   -1.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4852   -0.3561   -2.1842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3465   -1.2616   -0.4655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4772   -1.9169   -1.6776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6455   -2.3928    0.0872 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2477    0.9542   -2.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6483    0.5958   -1.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8029    1.5921   -0.3635 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  2  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  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 26 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  1  0
 32 35  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  0
  2 40  1  0
  3 41  1  0
  3 42  1  0
  4 43  1  0
  4 44  1  0
  5 45  1  0
  5 46  1  0
  6 47  1  0
  7 48  1  0
  8 49  1  0
  8 50  1  0
  9 51  1  0
 10 52  1  0
 11 53  1  0
 11 54  1  0
 12 55  1  0
 12 56  1  0
 13 57  1  0
 13 58  1  0
 14 59  1  0
 14 60  1  0
 15 61  1  0
 15 62  1  0
 16 63  1  0
 16 64  1  0
 17 65  1  0
 17 66  1  0
 21 67  1  0
 21 68  1  0
 22 69  1  1
 23 70  1  0
 24 71  1  0
 24 72  1  0
 30 73  1  0
 30 74  1  0
 31 75  1  0
 31 76  1  0
 33 77  1  0
 33 78  1  0
 33 79  1  0
 34 80  1  0
 34 81  1  0
 34 82  1  0
 35 83  1  0
 35 84  1  0
 35 85  1  0
M  CHG  2  28  -1  32   1
M  END

PC(18:2(9Z,12Z)/0:0)
  Mrv1652303192020112D          

 36 35  0  0  0  0            999 V2000
   -3.8021    0.3608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9591    0.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2447    0.7720    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6571    1.4866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1679    0.0575    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -3.0969    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3824    0.3590    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6679    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9699   -0.3555    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7950   -0.3555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4699    1.1846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1844    0.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8988    1.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6132    0.7721    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.2007    0.0576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2744    1.6358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3277    0.3596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5121    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5121    1.5410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2263    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9404    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6545    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3686    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0827    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7969    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5110    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2251    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0501    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7642    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4784    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3034    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0175    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.7316    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.4457    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.1598    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.8740    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  7  9  1  1  0  0  0
  6  1  1  0  0  0  0
  2  8  1  0  0  0  0
  7 10  1  6  0  0  0
  1 18  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
 11  3  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
M  CHG  2   5  -1  14   1
M  END
> <DATABASE_ID>
MMDBc0000633

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C26H50NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26(29)32-23-25(28)24-34-35(30,31)33-22-21-27(2,3)4/h9-10,12-13,25,28H,5-8,11,14-24H2,1-4H3/b10-9-,13-12-/t25-/m1/s1

> <INCHI_KEY>
SPJFYYJXNPEZDW-FTJOPAKQSA-N

> <FORMULA>
C26H50NO7P

> <MOLECULAR_WEIGHT>
519.6515

> <EXACT_MASS>
519.332489471

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
85

> <JCHEM_AVERAGE_POLARIZABILITY>
58.746552604813246

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-{[(2R)-2-hydroxy-3-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium

> <ALOGPS_LOGP>
2.22

> <JCHEM_LOGP>
1.358036493528255

> <ALOGPS_LOGS>
-6.34

> <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>
153.70890000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
24

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.62e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2-{[(2R)-2-hydroxy-3-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0010386
     RDKit          3D
LysoPC(18:2(9Z,12Z)/0:0)
 85 84  0  0  0  0  0  0  0  0999 V2000
   11.8939   -0.2894    2.4294 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1690   -1.2447    1.2938 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2239   -0.9309    0.1585 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8160   -1.1074    0.6865 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949   -0.8010   -0.4271 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9319    0.5674   -0.9150 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9867    1.4377   -0.8620 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6433    1.1921   -0.3126 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6286    1.4466   -1.3541 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7738    0.5578   -1.7824 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7269   -0.8121   -1.2656 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3700   -1.0925   -0.6389 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2822   -0.9460   -1.6324 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9066   -1.2373   -1.0672 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5403   -0.3361    0.0621 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5129    1.1091   -0.2724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4251    1.5374   -1.3389 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.6524    1.6028   -1.9741 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3010    0.6660    0.0882 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6230    0.3883    0.4054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4866    1.6040    0.5734 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5587    2.3565   -0.5617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8868    1.2065    1.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7338    0.4486    2.1957 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2301   -0.0453    2.8025 P   0  0  0  0  0  5  0  0  0  0  0  0
   -7.5729    0.6216    4.1013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2768   -1.7427    2.9789 O   0  0  0  0  0  1  0  0  0  0  0  0
   -8.4102    0.3392    1.6433 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5091   -0.4684    1.8936 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6385   -0.2203    0.9213 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2797   -0.4624   -0.4447 N   0  0  0  0  0  4  0  0  0  0  0  0
  -11.5191   -0.7884   -1.1589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4012   -1.5987   -0.6172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7260    0.7323   -1.0828 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4842   -0.7799    3.3201 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2419    0.5690    2.0998 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8710    0.2059    2.6945 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9936   -2.3045    1.6145 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.2189   -1.1527    0.9204 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4285    0.1001   -0.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3388   -1.6494   -0.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7138   -2.1674    0.9966 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5819   -0.4779    1.5441 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8108   -1.1580   -0.1709 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1439   -1.4706   -1.2733 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8958    0.9033   -1.3630 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1536    2.4558   -1.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4905    2.0564    0.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5160    0.3138    0.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5550    2.4523   -1.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0422    0.8034   -2.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5322   -1.1160   -0.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8305   -1.5438   -2.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2499   -0.4103    0.2271 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4111   -2.1709   -0.3087 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4959   -1.5800   -2.5136 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2965    0.1175   -2.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1985   -1.2491   -1.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9544   -2.2793   -0.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4237   -0.6226    0.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2882   -0.4541    0.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2666    1.7179    0.6418 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5282    1.4723   -0.5688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3503    2.6409   -1.4354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1470    1.1408   -2.3558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0903   -0.3475   -0.3046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6013   -0.1697    1.3944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9867    2.2289    1.3569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0189    3.2186   -0.3193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4832    2.1240    1.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3077    0.5646    0.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2451   -1.5358    1.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9093   -0.2383    2.9107 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9184    0.8545    1.0080 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4706   -0.8929    1.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4033   -0.4287   -0.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6295   -1.8925   -1.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4852   -0.3561   -2.1842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3465   -1.2616   -0.4655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4772   -1.9169   -1.6776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6455   -2.3928    0.0872 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2477    0.9542   -2.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6483    0.5958   -1.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8029    1.5921   -0.3635 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  2  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  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 26 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  1  0
 32 35  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  0
  2 40  1  0
  3 41  1  0
  3 42  1  0
  4 43  1  0
  4 44  1  0
  5 45  1  0
  5 46  1  0
  6 47  1  0
  7 48  1  0
  8 49  1  0
  8 50  1  0
  9 51  1  0
 10 52  1  0
 11 53  1  0
 11 54  1  0
 12 55  1  0
 12 56  1  0
 13 57  1  0
 13 58  1  0
 14 59  1  0
 14 60  1  0
 15 61  1  0
 15 62  1  0
 16 63  1  0
 16 64  1  0
 17 65  1  0
 17 66  1  0
 21 67  1  0
 21 68  1  0
 22 69  1  1
 23 70  1  0
 24 71  1  0
 24 72  1  0
 30 73  1  0
 30 74  1  0
 31 75  1  0
 31 76  1  0
 33 77  1  0
 33 78  1  0
 33 79  1  0
 34 80  1  0
 34 81  1  0
 34 82  1  0
 35 83  1  0
 35 84  1  0
 35 85  1  0
M  CHG  2  28  -1  32   1
M  END

HEADER    PROTEIN                                 19-MAR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: PC(18:2(9Z,12Z)/0:0)                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-MAR-20         0                                  
HETATM    1  O   UNK     0      -7.097   0.673   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      -1.790   0.671   0.000  0.00  0.00           O+0
HETATM    3  P   UNK     0      -0.457   1.441   0.000  0.00  0.00           P+0
HETATM    4  O   UNK     0      -1.227   2.775   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       0.313   0.107   0.000  0.00  0.00           O-1
HETATM    6  C   UNK     0      -5.781   1.440   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.447   0.670   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.113   1.440   0.000  0.00  0.00           C+0
HETATM    9  H   UNK     0      -3.677  -0.664   0.000  0.00  0.00           H+0
HETATM   10  O   UNK     0      -5.217  -0.664   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       0.877   2.211   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.211   1.441   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.544   2.211   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       4.878   1.441   0.000  0.00  0.00           N+1
HETATM   15  C   UNK     0       4.108   0.108   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.112   3.054   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.212   0.671   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -8.423   1.436   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -8.423   2.876   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -9.756   0.665   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -11.089   1.436   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -12.422   0.665   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -13.755   1.436   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -15.088   0.665   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -16.421   1.436   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -17.754   0.665   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -19.087   1.436   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -20.627   1.436   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -21.960   0.665   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -23.293   1.436   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -24.833   1.436   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -26.166   0.665   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -27.499   1.436   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -28.832   0.665   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -30.165   1.436   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -31.498   0.665   0.000  0.00  0.00           C+0
CONECT    1    6   18                                                       
CONECT    2    3    8                                                       
CONECT    3    2    4    5   11                                             
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    7    1                                                       
CONECT    7    6    8    9   10                                             
CONECT    8    7    2                                                       
CONECT    9    7                                                            
CONECT   10    7                                                            
CONECT   11   12    3                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14                                                            
CONECT   18    1   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   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   36                                                       
CONECT   36   35                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   70    0
END

COMPND    HMDB0010386
HETATM    1  C1  UNL     1      11.894  -0.289   2.429  1.00  0.00           C  
HETATM    2  C2  UNL     1      12.169  -1.245   1.294  1.00  0.00           C  
HETATM    3  C3  UNL     1      11.224  -0.931   0.159  1.00  0.00           C  
HETATM    4  C4  UNL     1       9.816  -1.107   0.687  1.00  0.00           C  
HETATM    5  C5  UNL     1       8.795  -0.801  -0.427  1.00  0.00           C  
HETATM    6  C6  UNL     1       8.932   0.567  -0.915  1.00  0.00           C  
HETATM    7  C7  UNL     1       7.987   1.438  -0.862  1.00  0.00           C  
HETATM    8  C8  UNL     1       6.643   1.192  -0.313  1.00  0.00           C  
HETATM    9  C9  UNL     1       5.629   1.447  -1.354  1.00  0.00           C  
HETATM   10  C10 UNL     1       4.774   0.558  -1.782  1.00  0.00           C  
HETATM   11  C11 UNL     1       4.727  -0.812  -1.266  1.00  0.00           C  
HETATM   12  C12 UNL     1       3.370  -1.093  -0.639  1.00  0.00           C  
HETATM   13  C13 UNL     1       2.282  -0.946  -1.632  1.00  0.00           C  
HETATM   14  C14 UNL     1       0.907  -1.237  -1.067  1.00  0.00           C  
HETATM   15  C15 UNL     1       0.540  -0.336   0.062  1.00  0.00           C  
HETATM   16  C16 UNL     1       0.513   1.109  -0.272  1.00  0.00           C  
HETATM   17  C17 UNL     1      -0.425   1.537  -1.339  1.00  0.00           C  
HETATM   18  C18 UNL     1      -1.863   1.248  -1.046  1.00  0.00           C  
HETATM   19  O1  UNL     1      -2.652   1.603  -1.974  1.00  0.00           O  
HETATM   20  O2  UNL     1      -2.301   0.666   0.088  1.00  0.00           O  
HETATM   21  C19 UNL     1      -3.623   0.388   0.405  1.00  0.00           C  
HETATM   22  C20 UNL     1      -4.487   1.604   0.573  1.00  0.00           C  
HETATM   23  O3  UNL     1      -4.559   2.357  -0.562  1.00  0.00           O  
HETATM   24  C21 UNL     1      -5.887   1.206   1.047  1.00  0.00           C  
HETATM   25  O4  UNL     1      -5.734   0.449   2.196  1.00  0.00           O  
HETATM   26  P1  UNL     1      -7.230  -0.045   2.803  1.00  0.00           P  
HETATM   27  O5  UNL     1      -7.573   0.622   4.101  1.00  0.00           O  
HETATM   28  O6  UNL     1      -7.277  -1.743   2.979  1.00  0.00           O1-
HETATM   29  O7  UNL     1      -8.410   0.339   1.643  1.00  0.00           O  
HETATM   30  C22 UNL     1      -9.509  -0.468   1.894  1.00  0.00           C  
HETATM   31  C23 UNL     1     -10.639  -0.220   0.921  1.00  0.00           C  
HETATM   32  N1  UNL     1     -10.280  -0.462  -0.445  1.00  0.00           N1+
HETATM   33  C24 UNL     1     -11.519  -0.788  -1.159  1.00  0.00           C  
HETATM   34  C25 UNL     1      -9.401  -1.599  -0.617  1.00  0.00           C  
HETATM   35  C26 UNL     1      -9.726   0.732  -1.083  1.00  0.00           C  
HETATM   36  H1  UNL     1      11.484  -0.780   3.320  1.00  0.00           H  
HETATM   37  H2  UNL     1      11.242   0.569   2.100  1.00  0.00           H  
HETATM   38  H3  UNL     1      12.871   0.206   2.695  1.00  0.00           H  
HETATM   39  H4  UNL     1      11.994  -2.305   1.614  1.00  0.00           H  
HETATM   40  H5  UNL     1      13.219  -1.153   0.920  1.00  0.00           H  
HETATM   41  H6  UNL     1      11.428   0.100  -0.169  1.00  0.00           H  
HETATM   42  H7  UNL     1      11.339  -1.649  -0.681  1.00  0.00           H  
HETATM   43  H8  UNL     1       9.714  -2.167   0.997  1.00  0.00           H  
HETATM   44  H9  UNL     1       9.582  -0.478   1.544  1.00  0.00           H  
HETATM   45  H10 UNL     1       7.811  -1.158  -0.171  1.00  0.00           H  
HETATM   46  H11 UNL     1       9.144  -1.471  -1.273  1.00  0.00           H  
HETATM   47  H12 UNL     1       9.896   0.903  -1.363  1.00  0.00           H  
HETATM   48  H13 UNL     1       8.154   2.456  -1.247  1.00  0.00           H  
HETATM   49  H14 UNL     1       6.491   2.056   0.429  1.00  0.00           H  
HETATM   50  H15 UNL     1       6.516   0.314   0.295  1.00  0.00           H  
HETATM   51  H16 UNL     1       5.555   2.452  -1.831  1.00  0.00           H  
HETATM   52  H17 UNL     1       4.042   0.803  -2.578  1.00  0.00           H  
HETATM   53  H18 UNL     1       5.532  -1.116  -0.596  1.00  0.00           H  
HETATM   54  H19 UNL     1       4.831  -1.544  -2.144  1.00  0.00           H  
HETATM   55  H20 UNL     1       3.250  -0.410   0.227  1.00  0.00           H  
HETATM   56  H21 UNL     1       3.411  -2.171  -0.309  1.00  0.00           H  
HETATM   57  H22 UNL     1       2.496  -1.580  -2.514  1.00  0.00           H  
HETATM   58  H23 UNL     1       2.296   0.117  -2.015  1.00  0.00           H  
HETATM   59  H24 UNL     1       0.198  -1.249  -1.893  1.00  0.00           H  
HETATM   60  H25 UNL     1       0.954  -2.279  -0.663  1.00  0.00           H  
HETATM   61  H26 UNL     1      -0.424  -0.623   0.523  1.00  0.00           H  
HETATM   62  H27 UNL     1       1.288  -0.454   0.902  1.00  0.00           H  
HETATM   63  H28 UNL     1       0.267   1.718   0.642  1.00  0.00           H  
HETATM   64  H29 UNL     1       1.528   1.472  -0.569  1.00  0.00           H  
HETATM   65  H30 UNL     1      -0.350   2.641  -1.435  1.00  0.00           H  
HETATM   66  H31 UNL     1      -0.147   1.141  -2.356  1.00  0.00           H  
HETATM   67  H32 UNL     1      -4.090  -0.347  -0.305  1.00  0.00           H  
HETATM   68  H33 UNL     1      -3.601  -0.170   1.394  1.00  0.00           H  
HETATM   69  H34 UNL     1      -3.987   2.229   1.357  1.00  0.00           H  
HETATM   70  H35 UNL     1      -5.019   3.219  -0.319  1.00  0.00           H  
HETATM   71  H36 UNL     1      -6.483   2.124   1.210  1.00  0.00           H  
HETATM   72  H37 UNL     1      -6.308   0.565   0.248  1.00  0.00           H  
HETATM   73  H38 UNL     1      -9.245  -1.536   1.903  1.00  0.00           H  
HETATM   74  H39 UNL     1      -9.909  -0.238   2.911  1.00  0.00           H  
HETATM   75  H40 UNL     1     -10.918   0.854   1.008  1.00  0.00           H  
HETATM   76  H41 UNL     1     -11.471  -0.893   1.181  1.00  0.00           H  
HETATM   77  H42 UNL     1     -12.403  -0.429  -0.589  1.00  0.00           H  
HETATM   78  H43 UNL     1     -11.629  -1.893  -1.235  1.00  0.00           H  
HETATM   79  H44 UNL     1     -11.485  -0.356  -2.184  1.00  0.00           H  
HETATM   80  H45 UNL     1      -8.347  -1.262  -0.465  1.00  0.00           H  
HETATM   81  H46 UNL     1      -9.477  -1.917  -1.678  1.00  0.00           H  
HETATM   82  H47 UNL     1      -9.646  -2.393   0.087  1.00  0.00           H  
HETATM   83  H48 UNL     1     -10.248   0.954  -2.040  1.00  0.00           H  
HETATM   84  H49 UNL     1      -8.648   0.596  -1.326  1.00  0.00           H  
HETATM   85  H50 UNL     1      -9.803   1.592  -0.363  1.00  0.00           H  
CONECT    1    2   36   37   38
CONECT    2    3   39   40
CONECT    3    4   41   42
CONECT    4    5   43   44
CONECT    5    6   45   46
CONECT    6    7    7   47
CONECT    7    8   48
CONECT    8    9   49   50
CONECT    9   10   10   51
CONECT   10   11   52
CONECT   11   12   53   54
CONECT   12   13   55   56
CONECT   13   14   57   58
CONECT   14   15   59   60
CONECT   15   16   61   62
CONECT   16   17   63   64
CONECT   17   18   65   66
CONECT   18   19   19   20
CONECT   20   21
CONECT   21   22   67   68
CONECT   22   23   24   69
CONECT   23   70
CONECT   24   25   71   72
CONECT   25   26
CONECT   26   27   27   28   29
CONECT   29   30
CONECT   30   31   73   74
CONECT   31   32   75   76
CONECT   32   33   34   35
CONECT   33   77   78   79
CONECT   34   80   81   82
CONECT   35   83   84   85
END

HMDB0010386
     RDKit          3D
LysoPC(18:2(9Z,12Z)/0:0)
 85 84  0  0  0  0  0  0  0  0999 V2000
   11.8939   -0.2894    2.4294 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1690   -1.2447    1.2938 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2239   -0.9309    0.1585 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8160   -1.1074    0.6865 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949   -0.8010   -0.4271 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9319    0.5674   -0.9150 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9867    1.4377   -0.8620 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6433    1.1921   -0.3126 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6286    1.4466   -1.3541 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7738    0.5578   -1.7824 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7269   -0.8121   -1.2656 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3700   -1.0925   -0.6389 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2822   -0.9460   -1.6324 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9066   -1.2373   -1.0672 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5403   -0.3361    0.0621 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5129    1.1091   -0.2724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4251    1.5374   -1.3389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8635    1.2476   -1.0460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6524    1.6028   -1.9741 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3010    0.6660    0.0882 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6230    0.3883    0.4054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4866    1.6040    0.5734 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5587    2.3565   -0.5617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8868    1.2065    1.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7338    0.4486    2.1957 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2301   -0.0453    2.8025 P   0  0  0  0  0  5  0  0  0  0  0  0
   -7.5729    0.6216    4.1013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2768   -1.7427    2.9789 O   0  0  0  0  0  1  0  0  0  0  0  0
   -8.4102    0.3392    1.6433 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5091   -0.4684    1.8936 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6385   -0.2203    0.9213 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2797   -0.4624   -0.4447 N   0  0  0  0  0  4  0  0  0  0  0  0
  -11.5191   -0.7884   -1.1589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4012   -1.5987   -0.6172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7260    0.7323   -1.0828 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4842   -0.7799    3.3201 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2419    0.5690    2.0998 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8710    0.2059    2.6945 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9936   -2.3045    1.6145 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.2189   -1.1527    0.9204 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4285    0.1001   -0.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3388   -1.6494   -0.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7138   -2.1674    0.9966 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5819   -0.4779    1.5441 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8108   -1.1580   -0.1709 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1439   -1.4706   -1.2733 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8958    0.9033   -1.3630 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1536    2.4558   -1.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4905    2.0564    0.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5160    0.3138    0.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5550    2.4523   -1.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0422    0.8034   -2.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5322   -1.1160   -0.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8305   -1.5438   -2.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2499   -0.4103    0.2271 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4111   -2.1709   -0.3087 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4959   -1.5800   -2.5136 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2965    0.1175   -2.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1985   -1.2491   -1.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9544   -2.2793   -0.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4237   -0.6226    0.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2882   -0.4541    0.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2666    1.7179    0.6418 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5282    1.4723   -0.5688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3503    2.6409   -1.4354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1470    1.1408   -2.3558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0903   -0.3475   -0.3046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6013   -0.1697    1.3944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9867    2.2289    1.3569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0189    3.2186   -0.3193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4832    2.1240    1.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3077    0.5646    0.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2451   -1.5358    1.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9093   -0.2383    2.9107 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9184    0.8545    1.0080 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4706   -0.8929    1.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4033   -0.4287   -0.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6295   -1.8925   -1.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4852   -0.3561   -2.1842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3465   -1.2616   -0.4655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4772   -1.9169   -1.6776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6455   -2.3928    0.0872 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2477    0.9542   -2.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6483    0.5958   -1.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8029    1.5921   -0.3635 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  2  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  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 26 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  1  0
 32 35  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  0
  2 40  1  0
  3 41  1  0
  3 42  1  0
  4 43  1  0
  4 44  1  0
  5 45  1  0
  5 46  1  0
  6 47  1  0
  7 48  1  0
  8 49  1  0
  8 50  1  0
  9 51  1  0
 10 52  1  0
 11 53  1  0
 11 54  1  0
 12 55  1  0
 12 56  1  0
 13 57  1  0
 13 58  1  0
 14 59  1  0
 14 60  1  0
 15 61  1  0
 15 62  1  0
 16 63  1  0
 16 64  1  0
 17 65  1  0
 17 66  1  0
 21 67  1  0
 21 68  1  0
 22 69  1  1
 23 70  1  0
 24 71  1  0
 24 72  1  0
 30 73  1  0
 30 74  1  0
 31 75  1  0
 31 76  1  0
 33 77  1  0
 33 78  1  0
 33 79  1  0
 34 80  1  0
 34 81  1  0
 34 82  1  0
 35 83  1  0
 35 84  1  0
 35 85  1  0
M  CHG  2  28  -1  32   1
M  END

Synonyms

Value	Source
1-(9Z,12Z)-Octadecadienoyl-sn-glycero-3-phosphocholine	ChEBI
1-(9Z,12Z-Octadecadienoyl)-glycero-3-phosphocholine	ChEBI
1-(9Z,12Z-Octadecadienoyl)-sn-glycero-3-phosphocholine	ChEBI
1-18:2-LysoPC	ChEBI
1-Linoleoyl-glycero-3-phosphocholine	ChEBI
1-Linoleoyl-GPC	ChEBI
1-Linoleoyl-GPC (18:2)	ChEBI
1-Linoleoylglycerophosphocholine	ChEBI
GPC(18:2)	ChEBI
GPC(18:2/0:0)	ChEBI
LPC 18:2(9Z,12Z)/0:0	ChEBI
LPC(18:2)	ChEBI
LPC(18:2/0:0)	ChEBI
LPC(18:2n6/0:0)	ChEBI
LPC(18:2Omega6/0:0)	ChEBI
LyPC(18:2)	ChEBI
LyPC(18:2n6/0:0)	ChEBI
LyPC(18:2omega6/0:0)	ChEBI
LysoPC 18:2(9Z,12Z)/0:0	ChEBI
LysoPC(18:2)	ChEBI
LysoPC(18:2/0:0)	ChEBI
LysoPC(18:2n6/0:0)	ChEBI
LysoPC(18:2omega6/0:0)	ChEBI
Lysophosphatidylcholine(18:2(9Z,12Z)/0:0)	ChEBI
Lysophosphatidylcholine(18:2)	ChEBI
Lysophosphatidylcholine(18:2/0:0)	ChEBI
Lysophosphatidylcholine(18:2n6/0:0)	ChEBI
Lysophosphatidylcholine(18:2omega6/0:0)	ChEBI
PC 18:2(9Z,12Z)/0:0	ChEBI
PC(18:2(9Z,12Z)/0:0)	ChEBI
LyPC(18:2/0:0)	HMDB
LysoPC(18:2(9Z,12Z))	HMDB
1-Linoleoyl lysolecithin	HMDB
1-Linoleoyl-sn-glycero-3-phosphorylcholine	HMDB
1-Linoleoylglycerol-3-phosphorylcholine	HMDB
1-Linoleoylphosphatidylcholine	HMDB
Linoleoyllysolecithin	HMDB
Linoleyl lysophosphatidylcholine	HMDB
Lysophosphatidylcholine 18:2	HMDB
1-Linoleoyl-lysophosphatidylcholine	HMDB
1-Linoleoyl-sn-glycero-3-phosphocholine	HMDB
GPC(18:2(9Z,12Z))	HMDB
GPC(18:2(9Z,12Z)/0:0)	HMDB
GPC(18:2n6)	HMDB
GPC(18:2n6/0:0)	HMDB
GPC(18:2W6)	HMDB
GPC(18:2W6/0:0)	HMDB
LPC(18:2(9Z,12Z))	HMDB
LPC(18:2(9Z,12Z)/0:0)	HMDB
LPC(18:2n6)	HMDB
LPC(18:2W6)	HMDB
LPC(18:2W6/0:0)	HMDB
LysoPC(18:2n6)	HMDB
LysoPC(18:2W6)	HMDB
LysoPC(18:2W6/0:0)	HMDB
Lysophosphatidylcholine(18:2(9Z,12Z))	HMDB
Lysophosphatidylcholine(18:2n6)	HMDB
Lysophosphatidylcholine(18:2W6)	HMDB
Lysophosphatidylcholine(18:2W6/0:0)	HMDB
LysoPC(18:2(9Z,12Z)/0:0)	ChEBI

Molecular Formula

C₂₆H₅₀NO₇P

Average Mass

519.6515

Monoisotopic Mass

519.332489471

IUPAC Name

(2-{[(2R)-2-hydroxy-3-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium

Traditional Name

(2-{[(2R)-2-hydroxy-3-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium

CAS Registry Number

Not Available

SMILES

[H][C@@](O)(COC(=O)CCCCCCC\C=C/C\C=C/CCCCC)COP([O-])(=O)OCC[N+](C)(C)C

InChI Identifier

InChI=1S/C26H50NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26(29)32-23-25(28)24-34-35(30,31)33-22-21-27(2,3)4/h9-10,12-13,25,28H,5-8,11,14-24H2,1-4H3/b10-9-,13-12-/t25-/m1/s1

InChI Key

SPJFYYJXNPEZDW-FTJOPAKQSA-N

Chemical Taxonomy

Functional Ontology

Physical Properties

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-03kl-9431010000-c20360afbdedc9d9232f	2017-10-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0000190000-3c86eb832bb0e5b457ff	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0190-0002990000-61bb2de3bf360b7c5784	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0frl-0309400000-703f583c1dec34d85363	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0fk9-0000090000-971f1431e3c2228b9f5d	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0089-0900060000-dd4dca9634d21e863fe4	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ue9-0910040000-75b3d9cd99357a630043	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0030090000-9b4f9f161f1e634d70b6	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-1090010000-2378656ce1b1501e42df	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-1090000000-ed0e0c463537d6bd8f93	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-0000190000-85bff21ad2f9c91a7447	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001l-0001960000-38c8f8d665d29a310286	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0pcr-1609710000-e08a75389116b197e774	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0000090000-7d81a037787f63d95855	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0fb9-0090070000-6e0343e152dc3c713a98	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-0090020000-20568d21d5462d55a6c0	2021-09-24	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

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

Metabolic Reactions

Health Effects and Bioactivity

Microbial Sources

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB
Human Blood	Detected and Quantified	18.09	5.07			uM	Children (1-13 years old)	Both	Obese	HMDB	23108202
Human Blood	Detected and Quantified	19.6	8.2			uM	Children (1-13 years old)	Both	Obese	HMDB	24740590
Human Blood	Detected and Quantified	20.0	9.5			uM	Children (1-13 years old)	Both	Obese	HMDB	24740590
Human Blood	Detected and Quantified	20.6	7.5			uM	Children (1-13 years old)	Both	Obese	HMDB	24740590
Human Blood	Detected and Quantified	21.7	7.7			uM	Children (1-13 years old)	Both	Obese	HMDB	24740590
Human Blood	Detected and Quantified	36.345	14.315			uM	Adult (>18 years old)	Female	Pregnancy	HMDB	24704061
Human Blood	Detected and Quantified	2.1		0.5	6.5	uM	Adult (>18 years old)	Both	Sepsis	HMDB	26847922
Human Urine	Detected and Quantified			0.0	0.03	umol/mmol creatinine	Newborn (0-30 days old)	Both	Normal	HMDB	32340350
Human Urine	Detected and Quantified	0.0		0.0	0.03	umol/mmol creatinine	Newborn (0-30 days old)	Male	Normal	HMDB	32340350
Human Urine	Detected and Quantified	0.01		0.0	0.03	umol/mmol creatinine	Newborn (0-30 days old)	Female	Normal	HMDB	32340350
Human Blood	Detected and Quantified	24.9		19.7	33.1	uM	Infant (0-1 year old)		Normal	HMDB	25754623
Human Blood	Detected and Quantified	26.6	9.20			uM	Adult (>18 years old)	Both	Normal	HMDB	28278231
Human Feces	Detected and Quantified	3	3.15			nmol/g wet feces	Adult (>18 years old)	Both	Normal	HMDB	27624970
Human Blood	Detected and Quantified	30.33	10.3			uM	Adult (>18 years old)	Both	Normal	HMDB	21359215
Human Blood	Detected and Quantified	36.37	11.44			uM	Children (1-13 years old)	Both	Normal	HMDB	23108202
Human Blood	Detected and Quantified	37.27	10.8			uM	Adult (>18 years old)	Both	Normal	HMDB	26010610
Human Feces	Detected and Quantified	4.15	5.33			nmol/g wet feces	Adult (>18 years old)	Both	Normal	HMDB	27624970
Human Blood	Detected and Quantified	52.75	6.48			uM	Adult (>18 years old)	Both	Normal	HMDB	21359215
Human Blood	Detected and Quantified	52.755	6.478			uM	Adult (>18 years old)	Both	Normal	HMDB	18953024
Human Blood	Detected and Quantified	9.17		7.36	11	uM	Newborn (0-30 days old)		Normal	HMDB	25754623
Human Urine	Detected and Quantified	0.0055	0.0028			umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Eosinophilic esophagitis	HMDB	Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work)
Human Urine	Detected and Quantified	0.0072	0.0043			umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Normal	HMDB	Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work)
Human Blood	Detected and Quantified			7.00	59.0	uM	Adult (>18 years old)	Both	Normal	HMDB	Molecular You (https://molecularyou.com)
Human All tissues	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Placenta	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Blood	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	22800120
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	23384618
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	29808030

External Links

References

General References

Divecha N, Irvine RF: Phospholipid signaling. Cell. 1995 Jan 27;80(2):269-78. doi: 10.1016/0092-8674(95)90409-3. [PubMed:7834746 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. doi: 10.1038/35036052. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. doi: 10.1194/jlr.R600022-JLR200. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. doi: 10.1194/jlr.R700005-JLR200. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
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 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]
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 ]
Cevc, Gregor (1993). Phospholipids Handbook. Marcel Dekker.
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for LysoPC(18:2(9Z,12Z)/0:0) (MMDBc0000633)

MOL for #<Metabolite:0x00007fb7d8207708>

3D MOL for #<Metabolite:0x00007fb7d8207708>

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3D-SDF for #<Metabolite:0x00007fb7d8207708>

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Structure for #<Metabolite:0x00007fb7d8207708>

3D Structure for #<Metabolite:0x00007fb7d8207708>