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

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

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphocholines

Direct Parent

1-acyl-sn-glycero-3-phosphocholines

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

1-O-acyl-sn-glycero-3-phosphocholine (CHEBI:28733 )
lysophosphatidylcholine 18:2 (CHEBI:28733 )
Monoacylglycerophosphocholines (LMGP01050035 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.00026 g/L	ALOGPS
logP	2.22	ALOGPS
logP	1.36	ChemAxon
logS	-6.3	ALOGPS
pKa (Strongest Acidic)	1.86	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	105.12 Å²	ChemAxon
Rotatable Bond Count	24	ChemAxon
Refractivity	153.71 m³·mol⁻¹	ChemAxon
Polarizability	58.75 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 (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

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

All Tissues
Blood
Feces
Placenta
Urine

Tissue Locations

All Tissues
Placenta

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

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Obesity	Decreased	Association	Human Blood	HMDB	23108202
Obesity	Slight Decrease	Association	Human Blood	HMDB	24740590
Sepsis	Decreased	Association	Human Blood	HMDB	26847922
Eosinophilic esophagitis	Slight Decrease	Association	Human Urine	HMDB	Slae, M., Huynh, H., Wishart, D.S. (2014). Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work)

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Firmicutes	1		Indirect association between microbiota composition and metabolites measured in host biospecimen
Eukaryota/Fungi	Ascomycota	1

Exposure Sources

Source Type	Species	Data Source	Reference
Animal	Haliotis	FooDB	Manually Annotated
Animal	Strombidae	FooDB	Manually Annotated
Animal	Clupea harengus harengus	FooDB	Manually Annotated
Animal	Undaria pinnatifida	FooDB	Manually Annotated
Animal	Peprilus triacanthus	FooDB	Manually Annotated
Animal	Rhodophyta	FooDB	Manually Annotated
Animal	Myoxocephalus	FooDB	Manually Annotated
Animal	Eucheuma	FooDB	Manually Annotated
Animal	Saccharina japonica	FooDB	Manually Annotated
Animal	Spirulina	FooDB	Manually Annotated
Animal	Lota lota	FooDB	Manually Annotated
Animal	Porphyra umbilicalis	FooDB	Manually Annotated
Animal	Chondrus crispus	FooDB	Manually Annotated
Animal	Laminaria	FooDB	Manually Annotated
Plant	Litchi chinensis	FooDB	Manually Annotated
Plant	Juglans regia	FooDB	Manually Annotated
Plant	Vaccinium angustifolium	FooDB	Manually Annotated
Plant		FooDB	Manually Annotated
Plant	Quercus	FooDB	Manually Annotated
Plant	Trigonella foenum-graecum	FooDB	Manually Annotated
Plant	Malpighia emarginata	FooDB	Manually Annotated
Plant	Physalis	FooDB	Manually Annotated
Plant	Brassica oleracea var. sabauda	FooDB	Manually Annotated
Plant	Thelesperma	FooDB	Manually Annotated
Plant	Brassica napus	FooDB	Manually Annotated
Plant	Levisticum officinale	FooDB	Manually Annotated
Plant	Asparagus officinalis	FooDB	Manually Annotated
Plant	Chamerion angustifolium	FooDB	Manually Annotated
Plant	Vaccinium elliottii	FooDB	Manually Annotated
Plant	Matricaria recutita	FooDB	Manually Annotated
Plant	Citrus aurantiifolia	FooDB	Manually Annotated
Plant	Ziziphus zizyphus	FooDB	Manually Annotated
Plant	Lactuca sativa	FooDB	Manually Annotated
Plant	Pimpinella anisum	FooDB	Manually Annotated
Plant	Artemisia dracunculus	FooDB	Manually Annotated
Plant	Dimocarpus longan	FooDB	Manually Annotated
Plant	Eragrostis tef	FooDB	Manually Annotated
Plant	Salvia hispanica	FooDB	Manually Annotated
Plant	Pistacia vera	FooDB	Manually Annotated
Plant	Cynara cardunculus	FooDB	Manually Annotated
Plant	Vitellaria paradoxa	FooDB	Manually Annotated
Plant	Pangium edule	FooDB	Manually Annotated
Plant	Allium	FooDB	Manually Annotated
Plant	Brassica oleracea var. viridis	FooDB	Manually Annotated
Plant	Malus pumila	FooDB	Manually Annotated
Plant	Punica granatum	FooDB	Manually Annotated
Plant	Agave	FooDB	Manually Annotated
Plant	Hedysarum alpinum	FooDB	Manually Annotated
Plant	Diospyros	FooDB	Manually Annotated
Plant	Vigna aconitifolia	FooDB	Manually Annotated
Plant	Amaranthus	FooDB	Manually Annotated
Plant	Mammea americana	FooDB	Manually Annotated
Plant	Gossypium	FooDB	Manually Annotated
Plant	Brassica alboglabra	FooDB	Manually Annotated
Plant	Apium graveolens var. dulce	FooDB	Manually Annotated
Plant	Beta vulgaris	FooDB	Manually Annotated
Plant	Annona squamosa	FooDB	Manually Annotated
Plant		FooDB	Manually Annotated
Plant	Vitis	FooDB	Manually Annotated
Plant	Xanthosoma sagittifolium	FooDB	Manually Annotated
Plant	Basella alba	FooDB	Manually Annotated
Plant	Capsicum baccatum var. baccatum	FooDB	Manually Annotated
Plant	Citrus latifolia	FooDB	Manually Annotated
Plant	Cucumis sativus	FooDB	Manually Annotated
Plant	Carya illinoinensis	FooDB	Manually Annotated
Plant	Byrsonima crassifolia	FooDB	Manually Annotated
Plant	Capsicum pubescens	FooDB	Manually Annotated
Plant	Crateva religiosa	FooDB	Manually Annotated
Plant	Vitis aestivalis	FooDB	Manually Annotated
Plant	Eugenia javanica	FooDB	Manually Annotated
Plant		FooDB	Manually Annotated
Plant	Ribes rubrum	FooDB	Manually Annotated
Plant	Mentha arvensis	FooDB	Manually Annotated
Plant	Brassica rapa var. chinensis	FooDB	Manually Annotated
Plant	Cinnamomum aromaticum	FooDB	Manually Annotated
Plant	Vaccinium stamineum	FooDB	Manually Annotated
Plant	Pastinaca sativa	FooDB	Manually Annotated
Plant	Portulaca oleracea	FooDB	Manually Annotated
Plant	Ipomoea batatas	FooDB	Manually Annotated
Plant	Solanum lycopersicum var. cerasiforme	FooDB	Manually Annotated
Plant	Cucurbita maxima	FooDB	Manually Annotated
Plant	Chenopodium album	FooDB	Manually Annotated
Plant	Psophocarpus tetragonolobus	FooDB	Manually Annotated
Plant	Allium ampeloprasum	FooDB	Manually Annotated
Plant	Brassica oleracea	FooDB	Manually Annotated
Plant	Sechium edule	FooDB	Manually Annotated
Plant	Grataegosorbus mitschurinii	FooDB	Manually Annotated
Plant	Lactuca sativa l. var. longifolia	FooDB	Manually Annotated
Plant	Origanum x majoricum	FooDB	Manually Annotated
Plant	Diospyros virginiana	FooDB	Manually Annotated
Plant	Rubus x loganobaccus	FooDB	Manually Annotated
Plant	Tragopogon porrifolius	FooDB	Manually Annotated
Plant	Taraxacum officinale	FooDB	Manually Annotated
Plant	Rumex	FooDB	Manually Annotated
Plant	Allium ascalonicum	FooDB	Manually Annotated
Plant	Curcuma longa	FooDB	Manually Annotated
Plant	Rubus chamaemorus	FooDB	Manually Annotated
Plant	Amelanchier alnifolia	FooDB	Manually Annotated
Plant	Citrullus lanatus var. fistulosus	FooDB	Manually Annotated
Plant	Ananas comosus	FooDB	Manually Annotated
Plant	Persea americana	FooDB	Manually Annotated
Plant	Elettaria cardamomum	FooDB	Manually Annotated
Plant	Eugenia uniflora	FooDB	Manually Annotated
Plant	Annona reticulata	FooDB	Manually Annotated
Plant	Sesbania bispinosa	FooDB	Manually Annotated
Plant	Chenopodium quinoa	FooDB	Manually Annotated
Plant	Cichorium intybus	FooDB	Manually Annotated
Plant	Brassica oleracea var. botrytis	FooDB	Manually Annotated
Plant	Ribes x nidigrolaria	FooDB	Manually Annotated
Plant	Garcinia mangostana	FooDB	Manually Annotated
Plant	Cucumis melo	FooDB	Manually Annotated
Plant	Lathyrus sativus	FooDB	Manually Annotated
Plant	Dioscorea pentaphylla	FooDB	Manually Annotated
Plant	Allium tuberosum	FooDB	Manually Annotated
Plant	Corchorus olitorius	FooDB	Manually Annotated
Plant	Juglans nigra	FooDB	Manually Annotated
Plant	Gaylussacia baccata	FooDB	Manually Annotated
Plant	Petasites japonicus	FooDB	Manually Annotated
Plant	Prunus tomentosa	FooDB	Manually Annotated
Plant	Cinnamomum verum	FooDB	Manually Annotated
Plant	Glycine max	FooDB	Manually Annotated
Plant	Mentha x piperita	FooDB	Manually Annotated
Plant	Ocimum basilicum	FooDB	Manually Annotated
Plant	Maranta arundinacea	FooDB	Manually Annotated
Plant	Matteuccia struthiopteris	FooDB	Manually Annotated
Plant	Cucurbita moschata	FooDB	Manually Annotated
Plant	Macadamia	FooDB	Manually Annotated
Plant	Tilia	FooDB	Manually Annotated
Plant	Citrus limon	FooDB	Manually Annotated
Plant	Vaccinium myrtilloides	FooDB	Manually Annotated
Plant	Capsicum annuum var. annuum	FooDB	Manually Annotated
Plant	Apium graveolens var. rapaceum	FooDB	Manually Annotated
Plant	Papaver	FooDB	Manually Annotated
Plant	Rosa	FooDB	Manually Annotated
Plant	Brassica oleracea var. conica	FooDB	Manually Annotated
Plant	Nelumbo	FooDB	Manually Annotated
Plant	Sesamum orientale	FooDB	Manually Annotated
Plant	Annona cherimola	FooDB	Manually Annotated
Plant	Brassica rapa var. pekinensis	FooDB	Manually Annotated
Plant	Lippia graveolens	FooDB	Manually Annotated
Plant	Brassica rapa	FooDB	Manually Annotated
Plant	Prunus	FooDB	Manually Annotated
Plant	Capparis spinosa	FooDB	Manually Annotated
Plant	Citrus sinensis	FooDB	Manually Annotated
Plant	Lens culinaris	FooDB	Manually Annotated
Plant	Vaccinium deliciosum	FooDB	Manually Annotated
Plant	Phaseolus lunatus	FooDB	Manually Annotated
Plant	Artocarpus heterophyllus	FooDB	Manually Annotated
Plant	Prunus virginiana	FooDB	Manually Annotated
Plant	Musa acuminata	FooDB	Manually Annotated
Plant	Citrullus lanatus	FooDB	Manually Annotated
Plant	Macadamia tetraphylla	FooDB	Manually Annotated
Plant	Vigna unguiculata ssp. unguiculata	FooDB	Manually Annotated
Plant	Linum usitatissimum	FooDB	Manually Annotated
Plant	Lagenaria siceraria	FooDB	Manually Annotated
Plant	Prunus domestica	FooDB	Manually Annotated
Plant	Prunus armeniaca	FooDB	Manually Annotated
Plant	Carum carvi	FooDB	Manually Annotated
Plant	Allium schoenoprasum	FooDB	Manually Annotated
Plant	Carissa macrocarpa	FooDB	Manually Annotated
Plant	Citrus reticulata	FooDB	Manually Annotated
Plant	Phyllostachys edulis	FooDB	Manually Annotated
Plant	Satureja hortensis	FooDB	Manually Annotated
Plant	Averrhoa carambola	FooDB	Manually Annotated
Plant	Brassica rapa var. rapa	FooDB	Manually Annotated
Plant	Sorbus aucuparia	FooDB	Manually Annotated
Plant	Anethum graveolens	FooDB	Manually Annotated
Plant	Coriandrum sativum	FooDB	Manually Annotated
Plant	Nelumbo nucifera	FooDB	Manually Annotated
Plant	Bertholletia excelsa	FooDB	Manually Annotated
Plant	Brassica oleracea var. costata	FooDB	Manually Annotated
Plant	Panax	FooDB	Manually Annotated
Plant	Ceratonia siliqua	FooDB	Manually Annotated
Plant	Cymbopogon citratus	FooDB	Manually Annotated
Plant	Luffa aegyptiaca	FooDB	Manually Annotated
Plant	Rubus occidentalis	FooDB	Manually Annotated
Plant	Vigna umbellata	FooDB	Manually Annotated
Plant	Carthamus tinctorius	FooDB	Manually Annotated
Plant	Cicer arietinum	FooDB	Manually Annotated
Plant	Allium fistulosum	FooDB	Manually Annotated
Plant	Anacardium occidentale	FooDB	Manually Annotated
Plant	Capsicum	FooDB	Manually Annotated
Plant	Lupinus	FooDB	Manually Annotated
Plant	Tilia cordata	FooDB	Manually Annotated
Plant	Vaccinium alaskaense	FooDB	Manually Annotated
Plant	Prunus persica var. nucipersica	FooDB	Manually Annotated
Plant	Durio zibethinus	FooDB	Manually Annotated
Plant	Eriobotrya japonica	FooDB	Manually Annotated
Plant	Camellia sinensis	FooDB	Manually Annotated
Plant	Brassica napus var. pabularia	FooDB	Manually Annotated
Plant	Ribes glandulosum	FooDB	Manually Annotated
Plant	Diospyros kaki	FooDB	Manually Annotated
Plant	Oenothera biennis	FooDB	Manually Annotated
Plant	Verbena officinalis	FooDB	Manually Annotated
Plant	Virola surinamensis	FooDB	Manually Annotated
Plant	Solanum lycopersicum var. lycopersicum	FooDB	Manually Annotated
Plant	Vaccinium oxycoccos	FooDB	Manually Annotated
Plant	Theobroma cacao	FooDB	Manually Annotated
Plant	Phaseolus vulgaris	FooDB	Manually Annotated
Plant	Rumex acetosa	FooDB	Manually Annotated
Plant	Daucus carota ssp. sativus	FooDB	Manually Annotated
Plant	Vaccinium parvifolium	FooDB	Manually Annotated
Plant	Aloysia triphylla	FooDB	Manually Annotated
Plant	Pyrus pyrifolia	FooDB	Manually Annotated
Plant	Capsicum chinense	FooDB	Manually Annotated
Plant	Brassica oleracea var. capitata	FooDB	Manually Annotated
Plant	Vaccinium myrtillus	FooDB	Manually Annotated
Plant	Syzygium aromaticum	FooDB	Manually Annotated
Plant	Vicia faba	FooDB	Manually Annotated
Plant	Vaccinium reticulatum	FooDB	Manually Annotated
Plant	Solanum quitoense	FooDB	Manually Annotated
Plant	Ginkgo biloba	FooDB	Manually Annotated
Plant	Theobroma grandiflorum	FooDB	Manually Annotated
Plant	Satureja montana	FooDB	Manually Annotated
Plant	Vigna unguiculata ssp. cylindrica	FooDB	Manually Annotated
Plant	Flammulina velutipes	FooDB	Manually Annotated
Plant		FooDB	Manually Annotated
Plant	Citrus japonica	FooDB	Manually Annotated
Plant	Prunus avium	FooDB	Manually Annotated
Plant	Perideridia oregana	FooDB	Manually Annotated
Plant	Vaccinium arboreum	FooDB	Manually Annotated
Plant	Pouteria sapota	FooDB	Manually Annotated
Plant	Wasabia japonica	FooDB	Manually Annotated
Plant	Origanum onites	FooDB	Manually Annotated
Plant	Vitis vinifera	FooDB	Manually Annotated
Plant	Piper nigrum	FooDB	Manually Annotated
Plant	Capsicum annuum	FooDB	Manually Annotated
Plant	Origanum vulgare	FooDB	Manually Annotated
Plant	Viburnum edule	FooDB	Manually Annotated
Plant	Dioscorea	FooDB	Manually Annotated
Plant	Vaccinium uliginosum	FooDB	Manually Annotated
Plant	Momordica charantia	FooDB	Manually Annotated
Plant	Brassica oleracea var. italica	FooDB	Manually Annotated
Plant	Rubus ursinus x idaeus	FooDB	Manually Annotated
Plant	Castanea	FooDB	Manually Annotated
Plant	Pleurotus ostreatus	FooDB	Manually Annotated
Plant	Cirsium	FooDB	Manually Annotated
Plant	Solanum melongena	FooDB	Manually Annotated
Plant	Raphanus sativus var. sativus	FooDB	Manually Annotated
Plant	Prunus persica var. persica	FooDB	Manually Annotated
Plant	Opuntia	FooDB	Manually Annotated
Plant	Colocasia esculenta	FooDB	Manually Annotated
Plant	Anthriscus cerefolium	FooDB	Manually Annotated
Plant	Nuphar lutea	FooDB	Manually Annotated
Plant	Pachyrhizus erosus	FooDB	Manually Annotated
Plant	Lupinus albus	FooDB	Manually Annotated
Plant	Myristica fragrans	FooDB	Manually Annotated
Plant	Cichorium endivia	FooDB	Manually Annotated
Plant	Elaeis	FooDB	Manually Annotated
Plant	Ribes uva-crispa	FooDB	Manually Annotated
Plant	Raphanus sativus var. niger	FooDB	Manually Annotated
Plant	Apium graveolens	FooDB	Manually Annotated
Plant	Feijoa sellowiana	FooDB	Manually Annotated
Plant	Dysphania ambrosioides	FooDB	Manually Annotated
Plant	Cinnamomum	FooDB	Manually Annotated
Plant	Photinia melanocarpa	FooDB	Manually Annotated
Plant	Rheum rhabarbarum	FooDB	Manually Annotated
Plant	Vaccinium	FooDB	Manually Annotated
Plant	Lablab purpureus	FooDB	Manually Annotated
Plant	Salvia officinalis	FooDB	Manually Annotated
Plant	Crocus sativus	FooDB	Manually Annotated
Plant	Citrus maxima	FooDB	Manually Annotated
Plant	Syzygium jambos	FooDB	Manually Annotated
Plant	Salix pulchra	FooDB	Manually Annotated
Plant	Castanea sativa	FooDB	Manually Annotated
Plant	Cydonia oblonga	FooDB	Manually Annotated
Plant	Annona muricata	FooDB	Manually Annotated
Plant	Fagus	FooDB	Manually Annotated
Plant	Cucurbita	FooDB	Manually Annotated
Plant	Opuntia cochenillifera	FooDB	Manually Annotated
Plant	Vaccinium ovatum	FooDB	Manually Annotated
Plant	Cocos nucifera	FooDB	Manually Annotated
Plant	Thymus pulegioides	FooDB	Manually Annotated
Plant	Phaseolus coccineus	FooDB	Manually Annotated
Plant	Mespilus germanica	FooDB	Manually Annotated
Plant	Tamarindus indica	FooDB	Manually Annotated
Plant	Brassica rapa var. perviridis	FooDB	Manually Annotated
Plant	Cucurbita pepo var. cylindrica	FooDB	Manually Annotated
Plant	Mentha aquatica	FooDB	Manually Annotated
Plant	Salvia elegans	FooDB	Manually Annotated
Plant	Mentha	FooDB	Manually Annotated
Plant	Sagittaria latifolia	FooDB	Manually Annotated
Plant	Olea europaea	FooDB	Manually Annotated
Plant	Sambucus	FooDB	Manually Annotated
Plant	Pinus	FooDB	Manually Annotated
Plant	Syzygium cumini	FooDB	Manually Annotated
Plant	Psidium guajava	FooDB	Manually Annotated
Plant	Tilia tomentosa	FooDB	Manually Annotated
Plant	Solanum tuberosum	FooDB	Manually Annotated
Plant	Typha angustifolia	FooDB	Manually Annotated
Plant	Empetrum nigrum	FooDB	Manually Annotated
Plant	Myrica rubra	FooDB	Manually Annotated
Plant	Valerianella locusta	FooDB	Manually Annotated
Plant	Daucus carota	FooDB	Manually Annotated
Plant	Vaccinium vitis-idaea	FooDB	Manually Annotated
Plant	Vaccinium angustifolium x vaccinium corymbosum	FooDB	Manually Annotated
Plant	Sisymbrium	FooDB	Manually Annotated
Plant	Vanilla	FooDB	Manually Annotated
Plant	Carya	FooDB	Manually Annotated
Plant	Brassica oleracea l. var. capitata l. f. alba dc.	FooDB	Manually Annotated
Plant	Physalis philadelphica var. immaculata	FooDB	Manually Annotated
Plant	Hyssopus officinalis	FooDB	Manually Annotated
Plant	Borago officinalis	FooDB	Manually Annotated
Plant	Raphanus sativus	FooDB	Manually Annotated
Plant	Prunus dulcis	FooDB	Manually Annotated
Plant	Manihot esculenta	FooDB	Manually Annotated
Plant	Beta vulgaris ssp. cicla	FooDB	Manually Annotated
Plant	Scorzonera hispanica	FooDB	Manually Annotated
Plant	Vigna radiata	FooDB	Manually Annotated
Plant	Angelica keiskei	FooDB	Manually Annotated
Plant	Vigna unguiculata ssp. sesquipedalis	FooDB	Manually Annotated
Plant	Ipomoea aquatica	FooDB	Manually Annotated
Plant	Musa x paradisiaca	FooDB	Manually Annotated
Plant	Cuminum cyminum	FooDB	Manually Annotated
Plant	Rubus spectabilis	FooDB	Manually Annotated
Plant	Allium sativum	FooDB	Manually Annotated
Plant	Cantharellus cibarius	FooDB	Manually Annotated
Plant	Sinapis alba	FooDB	Manually Annotated
Plant	Fragaria x ananassa	FooDB	Manually Annotated
Plant	Rubus idaeus	FooDB	Manually Annotated
Plant	Arachis hypogaea	FooDB	Manually Annotated
Plant	Pyrus communis	FooDB	Manually Annotated
Plant	Brassica ruvo	FooDB	Manually Annotated
Plant	Apium graveolens var. secalinum	FooDB	Manually Annotated
Plant	Morus nigra	FooDB	Manually Annotated
Plant	Abelmoschus esculentus	FooDB	Manually Annotated
Plant	Moringa oleifera	FooDB	Manually Annotated
Plant	Solanum lycopersicum	FooDB	Manually Annotated
Plant	Pinus edulis	FooDB	Manually Annotated
Plant	Passiflora edulis	FooDB	Manually Annotated
Plant	Opuntia macrorhiza	FooDB	Manually Annotated
Plant	Vigna angularis	FooDB	Manually Annotated
Plant	Manilkara zapota	FooDB	Manually Annotated
Plant	Cucurbita pepo var. clypeata	FooDB	Manually Annotated
Plant	Mentha spicata	FooDB	Manually Annotated
Plant	Allium cepa	FooDB	Manually Annotated
Plant	Corylus	FooDB	Manually Annotated
Plant	Malus	FooDB	Manually Annotated
Plant	Sambucus nigra	FooDB	Manually Annotated
Plant	Helianthus annuus	FooDB	Manually Annotated
Plant	Juglans	FooDB	Manually Annotated
Plant	Ribes nigrum	FooDB	Manually Annotated
Plant	Mangifera indica	FooDB	Manually Annotated
Plant	Petroselinum crispum	FooDB	Manually Annotated
Plant	Zingiber officinale	FooDB	Manually Annotated
Plant	Illicium verum	FooDB	Manually Annotated
Plant	Pisum sativum	FooDB	Manually Annotated
Plant	Chamaemelum nobile	FooDB	Manually Annotated
Plant		FooDB	Manually Annotated
Plant	Laurus nobilis	FooDB	Manually Annotated
Plant	Auricularia auricula-judae	FooDB	Manually Annotated
Plant	Attalea speciosa	FooDB	Manually Annotated
Plant	Juglans ailanthifolia	FooDB	Manually Annotated
Plant	Melissa officinalis	FooDB	Manually Annotated
Plant	Hippophae rhamnoides	FooDB	Manually Annotated
Plant	Polygonum alpinum	FooDB	Manually Annotated
Plant	Brassica juncea	FooDB	Manually Annotated
Plant	Pediomelum esculentum	FooDB	Manually Annotated
Plant	Auricularia polytricha	FooDB	Manually Annotated
Plant	Spinacia oleracea	FooDB	Manually Annotated
Plant	Camellia oleifera	FooDB	Manually Annotated
Plant	Vaccinium corymbosum	FooDB	Manually Annotated
Plant	Chrysanthemum coronarium	FooDB	Manually Annotated
Plant	Eleocharis dulcis	FooDB	Manually Annotated
Plant	Thymus vulgaris	FooDB	Manually Annotated
Plant	Actinidia chinensis	FooDB	Manually Annotated
Plant	Carica papaya	FooDB	Manually Annotated
Plant	Rubus arcticus	FooDB	Manually Annotated
Plant	Pimenta dioica	FooDB	Manually Annotated
Plant	Medicago sativa	FooDB	Manually Annotated
Plant	Agaricus bisporus	FooDB	Manually Annotated
Plant	Cajanus cajan	FooDB	Manually Annotated
Plant	Vigna mungo	FooDB	Manually Annotated
Plant	Rumex articus	FooDB	Manually Annotated
Plant	Origanum majorana	FooDB	Manually Annotated
Plant	Armoracia rusticana	FooDB	Manually Annotated
Plant	Hibiscus sabdariffa	FooDB	Manually Annotated
Plant	Benincasa hispida	FooDB	Manually Annotated
Plant	Prunus persica	FooDB	Manually Annotated
Plant	Canarium ovatum	FooDB	Manually Annotated
Plant	Ribes aureum var. villosum	FooDB	Manually Annotated
Plant	Cucurbita pepo var. cylindrica	FooDB	Manually Annotated
Plant	Brassica oleracea var. gemmifera	FooDB	Manually Annotated
Plant	Foeniculum vulgare	FooDB	Manually Annotated
Plant	Phoenix dactylifera	FooDB	Manually Annotated
Plant	Arctium lappa	FooDB	Manually Annotated
Plant	Vaccinium macrocarpon	FooDB	Manually Annotated
Plant	Brassica oleracea var. gongylodes	FooDB	Manually Annotated
Plant	Juglans cinerea	FooDB	Manually Annotated
Plant	Eruca vesicaria ssp. sativa	FooDB	Manually Annotated
Plant		FooDB	Manually Annotated
Plant	Prunus cerasus	FooDB	Manually Annotated
Plant	Artocarpus altilis	FooDB	Manually Annotated
Plant	Rosmarinus officinalis	FooDB	Manually Annotated
Plant	Metroxylon sagu	FooDB	Manually Annotated
Plant	Citrus x paradisi	FooDB	Manually Annotated
Plant	Vigna unguiculata	FooDB	Manually Annotated
Plant	Cynara scolymus	FooDB	Manually Annotated
Plant	Cyathea	FooDB	Manually Annotated
Plant	Vitis rotundifolia	FooDB	Manually Annotated
Plant	Brosimum alicastrum	FooDB	Manually Annotated
Plant	Ficus carica	FooDB	Manually Annotated
Plant	Lentinus edodes	FooDB	Manually Annotated
Plant	Psidium cattleianum	FooDB	Manually Annotated
Plant	Castanea mollissima	FooDB	Manually Annotated
Plant	Beta vulgaris var. rubra	FooDB	Manually Annotated
Plant	Lepidium sativum	FooDB	Manually Annotated
Plant	Morus	FooDB	Manually Annotated
Plant	Vitis labrusca	FooDB	Manually Annotated
Plant	Phytolacca americana	FooDB	Manually Annotated
Plant	Grifola frondosa	FooDB	Manually Annotated
Plant	Helianthus tuberosus	FooDB	Manually Annotated
Plant	Tetragonia tetragonioides	FooDB	Manually Annotated
Plant	Artemisia vulgaris	FooDB	Manually Annotated
Plant	Cucumis metuliferus	FooDB	Manually Annotated
Plant	Myrica	FooDB	Manually Annotated
Plant	Nephelium lappaceum	FooDB	Manually Annotated
Plant	Castanea crenata	FooDB	Manually Annotated
Plant	Corylus avellana	FooDB	Manually Annotated

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

HMDB ID

HMDB0010386

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030316

KNApSAcK ID

Not Available

Chemspider ID

9181014

KEGG Compound ID

Not Available

BioCyc ID

CPD-8347

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11005824

PDB ID

Not Available

ChEBI ID

28733

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

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 ]
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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:0x00007fdb44221498>

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Structure for #<Metabolite:0x00007fdb44221498>

3D Structure for #<Metabolite:0x00007fdb44221498>