MiMeDB: Showing metabocard for LysoPC(14:0/0:0) (MMDBc0000630)

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Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:51:30 UTC

Update Date

2024-04-30 19:33:21 UTC

Metabolite ID

MMDBc0000630

Metabolite Identification

Common Name

LysoPC(14:0/0:0)

Description

LysoPC(14:0/0:0) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(14:0/0:0), in particular, consists of one chain of myristic acid at the C-1 position. The myristic acid moiety is derived from nutmeg and butter. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. In blood plasma significant amounts of lysophosphatidylcholine are formed by a specific enzyme system, lecithin:cholesterol acyltransferase (LCAT), which is secreted from the liver. The enzyme catalyzes the transfer of the fatty acids of position sn-2 of phosphatidylcholine to the free cholesterol in plasma, with formation of cholesterol esters and lysophosphatidylcholine. Lysophospholipids have a role in lipid signaling by acting on lysophospholipid receptors (LPL-R). LPL-R's are members of the G protein-coupled receptor family of integral membrane proteins. LPL-R's are members of the G protein-coupled receptor (GPR) family of integral membrane proteins. Lysophosphatidylcholines (LPCs) specifically bind to GPR119, GPR40, GPR55 and GPR4. binding of LPCs to GPR119, GPR40 and GPR55 induces intracellular calcium mobilization and leads to increased glucose-stimulated insulin secretion in different cell systems. In blood or plasma LPCs are bound mainly to albumin and to a lesser extent to lipoproteins. Inflammation, cell damage and other pathophysiological conditions can profoundly alter the ratio of free to albumin bound LPC through increased production of LPC or decreased plasma levels of albumin (PMID: 32599910 ). In particular, lower levels of albumin (hypoalbuminemia) lead to lower levels of LPC in the blood. Hypoalbuminemia with albumin concentrations of <20 g/L are typical of patients with sepsis, burns or serious trauma (PMID: 26557421 ). Such low levels of albumin often lead to LPC levels that are 50-80 % lower than that seen in healthy individuals (PMID: 27501420 ). Decreased levels of LPC have been observed in a number of other inflammatory conditions beyond sepsis, including rheumatoid arthritis, diabetes, schizophrenia, polycystic ovary syndrome, Alzheimer’s disease, pulmonary arterial hypertension, aging, asthma and liver cirrhosis, where they were associated with increased mortality risk (PMID: 32599910 ). LPCs have a number of protective or anti-inflammatory effects. Higher levels of LPC induce cyclooxygenase-2 and endothelial nitric oxide synthase (eNOS) expression in endothelial cells, both of which can have vasoprotective effects either via production of prostacyclin or nitric oxide (PMID: 32599910 ). LPCs have been shown to elicit a number of effects on the innate immune system and effectively serve as dual-activity ligand molecules. In particular, LPCs directly activate toll-like receptor (TLR) 4 and TLR-2-1 receptors in the absence of classical TLR ligands. However, LPCs can also inhibit TLR-mediated signaling in the presence of classical TLR ligands, thereby acting as anti-inflammatory molecules (PMID: 32599910 ). Low levels of LPC during a bacterial or viral infection with TLR-mediated signalling can lead to opposing (inflammatory vs. anti-inflammatory) effects and immune dysregulation.

Structure

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

LysoPC(14:0/0:0)
  Mrv1652311211901002D          

 31 30  0  0  0  0            999 V2000
   23.3644   -6.5407    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   23.3644   -7.3657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1894   -6.5407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9038   -6.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6183   -6.5407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3328   -6.1282    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   27.0473   -5.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7453   -6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9203   -5.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6620   -6.5288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3644   -5.7157    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   21.9475   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2330   -6.5288    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.5185   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8041   -6.5288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2330   -7.3538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0896   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0896   -5.3449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3755   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6614   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9472   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2331   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5190   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8049   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0908   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3766   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6625   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9484   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2343   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5202   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8060   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  1 10  1  0  0  0  0
  1 11  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
 15 17  1  0  0  0  0
 10 12  1  0  0  0  0
 13 16  1  6  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  CHG  2   6   1  11  -1
M  END

HMDB0010379
     RDKit          3D
LysoPC(14:0/0:0)
 77 76  0  0  0  0  0  0  0  0999 V2000
   10.8600    0.7561    2.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0351    0.6160    0.9871 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4924    1.9647    0.6664 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6948    2.1163   -0.5419 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4093    1.4464   -0.7714 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2984   -0.0131   -0.8090 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8460   -0.3982   -1.1959 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8758    0.0863   -0.1864 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4244   -0.3063   -0.5909 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3344   -1.7642   -0.6917 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0317   -2.3963   -0.9270 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2041   -2.1131   -2.0907 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5970   -0.7558   -2.1545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2760   -0.6130   -0.9336 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0979    0.1088   -0.0070 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4775   -1.2964   -0.8740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3234   -1.2086    0.2394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8071    0.1832    0.4969 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5164    0.5843   -0.6359 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8179    0.1631    1.6572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7844   -0.7516    1.2974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0021   -0.9694    2.4127 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.1427   -2.4794    2.6350 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4930   -0.3425    3.9029 O   0  0  0  0  0  1  0  0  0  0  0  0
   -7.4919   -0.4017    1.9355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4402    0.8537    1.3495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7774    1.3606    0.9226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4317    0.5150   -0.0476 N   0  0  0  0  0  4  0  0  0  0  0  0
  -10.0832   -0.6112    0.6166 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4658    1.2333   -0.7624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5201   -0.0385   -1.0281 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4504   -0.1618    2.3683 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4816    1.6565    2.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1225    0.8053    3.1304 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7992    0.3062    0.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2766   -0.1384    1.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0357    2.4526    1.5797 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4250    2.6221    0.5221 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4106    1.9052   -1.4272 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4994    3.2356   -0.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6203    1.8271   -0.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0187    1.8319   -1.7718 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3560   -0.4973    0.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9373   -0.5541   -1.5177 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7963   -1.5130   -1.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6845    0.0538   -2.1804 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8500    1.2105   -0.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0383   -0.3000    0.8289 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7500    0.1017    0.1519 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3215    0.1887   -1.6049 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7349   -2.1948    0.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0472   -2.1502   -1.5173 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2286   -3.5343   -0.8785 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4207   -2.2788    0.0431 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3297   -2.8414   -2.1041 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7350   -2.3246   -3.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3116    0.0226   -2.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1035   -0.6883   -3.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1825   -1.9039    0.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8194   -1.6636    1.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9708    0.8550    0.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7034   -0.1455   -1.2556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1765    1.1789    1.8314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2654   -0.2847    2.5148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9847    1.5918    2.0197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8027    0.7740    0.4348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4847    1.5004    1.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6373    2.3579    0.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3881   -1.4685    0.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2464   -0.3409    1.6811 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0654   -0.8509    0.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4595    1.0214   -1.8489 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2663    2.3260   -0.6654 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4826    1.0552   -0.3869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1512   -0.5352   -1.7931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9770    0.7767   -1.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8647   -0.8151   -0.6053 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  0
  6 44  1  0
  7 45  1  0
  7 46  1  0
  8 47  1  0
  8 48  1  0
  9 49  1  0
  9 50  1  0
 10 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
 17 59  1  0
 17 60  1  0
 18 61  1  1
 19 62  1  0
 20 63  1  0
 20 64  1  0
 26 65  1  0
 26 66  1  0
 27 67  1  0
 27 68  1  0
 29 69  1  0
 29 70  1  0
 29 71  1  0
 30 72  1  0
 30 73  1  0
 30 74  1  0
 31 75  1  0
 31 76  1  0
 31 77  1  0
M  CHG  2  24  -1  28   1
M  END

LysoPC(14:0/0:0)
  Mrv1652311211901002D          

 31 30  0  0  0  0            999 V2000
   23.3644   -6.5407    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   23.3644   -7.3657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1894   -6.5407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9038   -6.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6183   -6.5407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3328   -6.1282    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   27.0473   -5.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7453   -6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9203   -5.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6620   -6.5288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3644   -5.7157    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   21.9475   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2330   -6.5288    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.5185   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8041   -6.5288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2330   -7.3538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0896   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0896   -5.3449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3755   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6614   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9472   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2331   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5190   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8049   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0908   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3766   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6625   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9484   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2343   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5202   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8060   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  1 10  1  0  0  0  0
  1 11  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
 15 17  1  0  0  0  0
 10 12  1  0  0  0  0
 13 16  1  6  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  CHG  2   6   1  11  -1
M  END
> <DATABASE_ID>
MMDBc0000630

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C22H46NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-22(25)28-19-21(24)20-30-31(26,27)29-18-17-23(2,3)4/h21,24H,5-20H2,1-4H3/t21-/m1/s1

> <INCHI_KEY>
VXUOFDJKYGDUJI-OAQYLSRUSA-N

> <FORMULA>
C22H46NO7P

> <MOLECULAR_WEIGHT>
467.5769

> <EXACT_MASS>
467.301189343

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
77

> <JCHEM_AVERAGE_POLARIZABILITY>
53.74482361489388

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-{[(2R)-2-hydroxy-3-(tetradecanoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium

> <ALOGPS_LOGP>
1.10

> <JCHEM_LOGP>
0.30360514686158746

> <ALOGPS_LOGS>
-5.84

> <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>
105.12000000000002

> <JCHEM_REFRACTIVITY>
133.07169999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.52e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2-{[(2R)-2-hydroxy-3-(tetradecanoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0010379
     RDKit          3D
LysoPC(14:0/0:0)
 77 76  0  0  0  0  0  0  0  0999 V2000
   10.8600    0.7561    2.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0351    0.6160    0.9871 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4924    1.9647    0.6664 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6948    2.1163   -0.5419 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4093    1.4464   -0.7714 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2984   -0.0131   -0.8090 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8460   -0.3982   -1.1959 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8758    0.0863   -0.1864 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4244   -0.3063   -0.5909 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3344   -1.7642   -0.6917 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0317   -2.3963   -0.9270 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2041   -2.1131   -2.0907 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5970   -0.7558   -2.1545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2760   -0.6130   -0.9336 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0979    0.1088   -0.0070 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4775   -1.2964   -0.8740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3234   -1.2086    0.2394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8071    0.1832    0.4969 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5164    0.5843   -0.6359 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8179    0.1631    1.6572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7844   -0.7516    1.2974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0021   -0.9694    2.4127 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.1427   -2.4794    2.6350 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4930   -0.3425    3.9029 O   0  0  0  0  0  1  0  0  0  0  0  0
   -7.4919   -0.4017    1.9355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4402    0.8537    1.3495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7774    1.3606    0.9226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4317    0.5150   -0.0476 N   0  0  0  0  0  4  0  0  0  0  0  0
  -10.0832   -0.6112    0.6166 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4658    1.2333   -0.7624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5201   -0.0385   -1.0281 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4504   -0.1618    2.3683 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4816    1.6565    2.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1225    0.8053    3.1304 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7992    0.3062    0.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2766   -0.1384    1.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0357    2.4526    1.5797 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4250    2.6221    0.5221 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4106    1.9052   -1.4272 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4994    3.2356   -0.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6203    1.8271   -0.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0187    1.8319   -1.7718 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3560   -0.4973    0.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9373   -0.5541   -1.5177 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7963   -1.5130   -1.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6845    0.0538   -2.1804 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8500    1.2105   -0.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0383   -0.3000    0.8289 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7500    0.1017    0.1519 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3215    0.1887   -1.6049 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7349   -2.1948    0.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0472   -2.1502   -1.5173 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2286   -3.5343   -0.8785 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4207   -2.2788    0.0431 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3297   -2.8414   -2.1041 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7350   -2.3246   -3.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3116    0.0226   -2.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1035   -0.6883   -3.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1825   -1.9039    0.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8194   -1.6636    1.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9708    0.8550    0.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7034   -0.1455   -1.2556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1765    1.1789    1.8314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2654   -0.2847    2.5148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9847    1.5918    2.0197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8027    0.7740    0.4348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4847    1.5004    1.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6373    2.3579    0.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3881   -1.4685    0.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2464   -0.3409    1.6811 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0654   -0.8509    0.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4595    1.0214   -1.8489 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2663    2.3260   -0.6654 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4826    1.0552   -0.3869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1512   -0.5352   -1.7931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9770    0.7767   -1.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8647   -0.8151   -0.6053 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  0
  6 44  1  0
  7 45  1  0
  7 46  1  0
  8 47  1  0
  8 48  1  0
  9 49  1  0
  9 50  1  0
 10 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
 17 59  1  0
 17 60  1  0
 18 61  1  1
 19 62  1  0
 20 63  1  0
 20 64  1  0
 26 65  1  0
 26 66  1  0
 27 67  1  0
 27 68  1  0
 29 69  1  0
 29 70  1  0
 29 71  1  0
 30 72  1  0
 30 73  1  0
 30 74  1  0
 31 75  1  0
 31 76  1  0
 31 77  1  0
M  CHG  2  24  -1  28   1
M  END

HEADER    PROTEIN                                 21-NOV-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: LysoPC(14:0/0:0)                                  
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-NOV-19         0                                  
HETATM    1  P   UNK     0      43.614 -12.209   0.000  0.00  0.00           P+0
HETATM    2  O   UNK     0      43.614 -13.749   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      45.154 -12.209   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      46.487 -11.439   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      47.821 -12.209   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      49.155 -11.439   0.000  0.00  0.00           N+1
HETATM    7  C   UNK     0      50.488 -10.669   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      49.925 -12.773   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      48.385 -10.106   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      42.302 -12.187   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      43.614 -10.669   0.000  0.00  0.00           O-1
HETATM   12  C   UNK     0      40.969 -11.417   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      39.635 -12.187   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      38.301 -11.417   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      36.968 -12.187   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      39.635 -13.727   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      35.634 -11.417   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      35.634  -9.977   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      34.301 -12.188   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      32.968 -11.417   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      31.635 -12.188   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      30.302 -11.417   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      28.969 -12.188   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      27.636 -11.417   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      26.303 -12.188   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      24.970 -11.417   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      23.637 -12.188   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      22.304 -11.417   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      20.971 -12.188   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      19.638 -11.417   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      18.305 -12.188   0.000  0.00  0.00           C+0
CONECT    1    2    3   10   11                                             
CONECT    2    1                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6                                                            
CONECT   10    1   12                                                       
CONECT   11    1                                                            
CONECT   12   13   10                                                       
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14   17                                                       
CONECT   16   13                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   60    0
END

COMPND    HMDB0010379
HETATM    1  C1  UNL     1      10.860   0.756   2.279  1.00  0.00           C  
HETATM    2  C2  UNL     1      10.035   0.616   0.987  1.00  0.00           C  
HETATM    3  C3  UNL     1       9.492   1.965   0.666  1.00  0.00           C  
HETATM    4  C4  UNL     1       8.695   2.116  -0.542  1.00  0.00           C  
HETATM    5  C5  UNL     1       7.409   1.446  -0.771  1.00  0.00           C  
HETATM    6  C6  UNL     1       7.298  -0.013  -0.809  1.00  0.00           C  
HETATM    7  C7  UNL     1       5.846  -0.398  -1.196  1.00  0.00           C  
HETATM    8  C8  UNL     1       4.876   0.086  -0.186  1.00  0.00           C  
HETATM    9  C9  UNL     1       3.424  -0.306  -0.591  1.00  0.00           C  
HETATM   10  C10 UNL     1       3.334  -1.764  -0.692  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.032  -2.396  -0.927  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.204  -2.113  -2.091  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.597  -0.756  -2.155  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.276  -0.613  -0.934  1.00  0.00           C  
HETATM   15  O1  UNL     1       0.098   0.109  -0.007  1.00  0.00           O  
HETATM   16  O2  UNL     1      -1.478  -1.296  -0.874  1.00  0.00           O  
HETATM   17  C15 UNL     1      -2.323  -1.209   0.239  1.00  0.00           C  
HETATM   18  C16 UNL     1      -2.807   0.183   0.497  1.00  0.00           C  
HETATM   19  O3  UNL     1      -3.516   0.584  -0.636  1.00  0.00           O  
HETATM   20  C17 UNL     1      -3.818   0.163   1.657  1.00  0.00           C  
HETATM   21  O4  UNL     1      -4.784  -0.752   1.297  1.00  0.00           O  
HETATM   22  P1  UNL     1      -6.002  -0.969   2.413  1.00  0.00           P  
HETATM   23  O5  UNL     1      -6.143  -2.479   2.635  1.00  0.00           O  
HETATM   24  O6  UNL     1      -5.493  -0.343   3.903  1.00  0.00           O1-
HETATM   25  O7  UNL     1      -7.492  -0.402   1.935  1.00  0.00           O  
HETATM   26  C18 UNL     1      -7.440   0.854   1.349  1.00  0.00           C  
HETATM   27  C19 UNL     1      -8.777   1.361   0.923  1.00  0.00           C  
HETATM   28  N1  UNL     1      -9.432   0.515  -0.048  1.00  0.00           N1+
HETATM   29  C20 UNL     1     -10.083  -0.611   0.617  1.00  0.00           C  
HETATM   30  C21 UNL     1     -10.466   1.233  -0.762  1.00  0.00           C  
HETATM   31  C22 UNL     1      -8.520  -0.038  -1.028  1.00  0.00           C  
HETATM   32  H1  UNL     1      11.450  -0.162   2.368  1.00  0.00           H  
HETATM   33  H2  UNL     1      11.482   1.656   2.224  1.00  0.00           H  
HETATM   34  H3  UNL     1      10.122   0.805   3.130  1.00  0.00           H  
HETATM   35  H4  UNL     1      10.799   0.306   0.217  1.00  0.00           H  
HETATM   36  H5  UNL     1       9.277  -0.138   1.127  1.00  0.00           H  
HETATM   37  H6  UNL     1       9.036   2.453   1.580  1.00  0.00           H  
HETATM   38  H7  UNL     1      10.425   2.622   0.522  1.00  0.00           H  
HETATM   39  H8  UNL     1       9.411   1.905  -1.427  1.00  0.00           H  
HETATM   40  H9  UNL     1       8.499   3.236  -0.742  1.00  0.00           H  
HETATM   41  H10 UNL     1       6.620   1.827  -0.056  1.00  0.00           H  
HETATM   42  H11 UNL     1       7.019   1.832  -1.772  1.00  0.00           H  
HETATM   43  H12 UNL     1       7.356  -0.497   0.224  1.00  0.00           H  
HETATM   44  H13 UNL     1       7.937  -0.554  -1.518  1.00  0.00           H  
HETATM   45  H14 UNL     1       5.796  -1.513  -1.239  1.00  0.00           H  
HETATM   46  H15 UNL     1       5.685   0.054  -2.180  1.00  0.00           H  
HETATM   47  H16 UNL     1       4.850   1.210  -0.073  1.00  0.00           H  
HETATM   48  H17 UNL     1       5.038  -0.300   0.829  1.00  0.00           H  
HETATM   49  H18 UNL     1       2.750   0.102   0.152  1.00  0.00           H  
HETATM   50  H19 UNL     1       3.321   0.189  -1.605  1.00  0.00           H  
HETATM   51  H20 UNL     1       3.735  -2.195   0.286  1.00  0.00           H  
HETATM   52  H21 UNL     1       4.047  -2.150  -1.517  1.00  0.00           H  
HETATM   53  H22 UNL     1       2.229  -3.534  -0.878  1.00  0.00           H  
HETATM   54  H23 UNL     1       1.421  -2.279   0.043  1.00  0.00           H  
HETATM   55  H24 UNL     1       0.330  -2.841  -2.104  1.00  0.00           H  
HETATM   56  H25 UNL     1       1.735  -2.325  -3.069  1.00  0.00           H  
HETATM   57  H26 UNL     1       1.312   0.023  -2.292  1.00  0.00           H  
HETATM   58  H27 UNL     1      -0.103  -0.688  -3.054  1.00  0.00           H  
HETATM   59  H28 UNL     1      -3.183  -1.904   0.021  1.00  0.00           H  
HETATM   60  H29 UNL     1      -1.819  -1.664   1.120  1.00  0.00           H  
HETATM   61  H30 UNL     1      -1.971   0.855   0.722  1.00  0.00           H  
HETATM   62  H31 UNL     1      -3.703  -0.146  -1.256  1.00  0.00           H  
HETATM   63  H32 UNL     1      -4.177   1.179   1.831  1.00  0.00           H  
HETATM   64  H33 UNL     1      -3.265  -0.285   2.515  1.00  0.00           H  
HETATM   65  H34 UNL     1      -6.985   1.592   2.020  1.00  0.00           H  
HETATM   66  H35 UNL     1      -6.803   0.774   0.435  1.00  0.00           H  
HETATM   67  H36 UNL     1      -9.485   1.500   1.764  1.00  0.00           H  
HETATM   68  H37 UNL     1      -8.637   2.358   0.460  1.00  0.00           H  
HETATM   69  H38 UNL     1      -9.388  -1.468   0.591  1.00  0.00           H  
HETATM   70  H39 UNL     1     -10.246  -0.341   1.681  1.00  0.00           H  
HETATM   71  H40 UNL     1     -11.065  -0.851   0.142  1.00  0.00           H  
HETATM   72  H41 UNL     1     -10.460   1.021  -1.849  1.00  0.00           H  
HETATM   73  H42 UNL     1     -10.266   2.326  -0.665  1.00  0.00           H  
HETATM   74  H43 UNL     1     -11.483   1.055  -0.387  1.00  0.00           H  
HETATM   75  H44 UNL     1      -9.151  -0.535  -1.793  1.00  0.00           H  
HETATM   76  H45 UNL     1      -7.977   0.777  -1.533  1.00  0.00           H  
HETATM   77  H46 UNL     1      -7.865  -0.815  -0.605  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3   35   36
CONECT    3    4   37   38
CONECT    4    5   39   40
CONECT    5    6   41   42
CONECT    6    7   43   44
CONECT    7    8   45   46
CONECT    8    9   47   48
CONECT    9   10   49   50
CONECT   10   11   51   52
CONECT   11   12   53   54
CONECT   12   13   55   56
CONECT   13   14   57   58
CONECT   14   15   15   16
CONECT   16   17
CONECT   17   18   59   60
CONECT   18   19   20   61
CONECT   19   62
CONECT   20   21   63   64
CONECT   21   22
CONECT   22   23   23   24   25
CONECT   25   26
CONECT   26   27   65   66
CONECT   27   28   67   68
CONECT   28   29   30   31
CONECT   29   69   70   71
CONECT   30   72   73   74
CONECT   31   75   76   77
END

HMDB0010379
     RDKit          3D
LysoPC(14:0/0:0)
 77 76  0  0  0  0  0  0  0  0999 V2000
   10.8600    0.7561    2.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0351    0.6160    0.9871 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4924    1.9647    0.6664 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6948    2.1163   -0.5419 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4093    1.4464   -0.7714 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2984   -0.0131   -0.8090 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8460   -0.3982   -1.1959 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8758    0.0863   -0.1864 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4244   -0.3063   -0.5909 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3344   -1.7642   -0.6917 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0317   -2.3963   -0.9270 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2041   -2.1131   -2.0907 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5970   -0.7558   -2.1545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2760   -0.6130   -0.9336 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0979    0.1088   -0.0070 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4775   -1.2964   -0.8740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3234   -1.2086    0.2394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8071    0.1832    0.4969 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5164    0.5843   -0.6359 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8179    0.1631    1.6572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7844   -0.7516    1.2974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0021   -0.9694    2.4127 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.1427   -2.4794    2.6350 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4930   -0.3425    3.9029 O   0  0  0  0  0  1  0  0  0  0  0  0
   -7.4919   -0.4017    1.9355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4402    0.8537    1.3495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7774    1.3606    0.9226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4317    0.5150   -0.0476 N   0  0  0  0  0  4  0  0  0  0  0  0
  -10.0832   -0.6112    0.6166 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4658    1.2333   -0.7624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5201   -0.0385   -1.0281 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4504   -0.1618    2.3683 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4816    1.6565    2.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1225    0.8053    3.1304 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7992    0.3062    0.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2766   -0.1384    1.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0357    2.4526    1.5797 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4250    2.6221    0.5221 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4106    1.9052   -1.4272 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4994    3.2356   -0.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6203    1.8271   -0.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0187    1.8319   -1.7718 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3560   -0.4973    0.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9373   -0.5541   -1.5177 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7963   -1.5130   -1.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6845    0.0538   -2.1804 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8500    1.2105   -0.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0383   -0.3000    0.8289 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7500    0.1017    0.1519 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3215    0.1887   -1.6049 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7349   -2.1948    0.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0472   -2.1502   -1.5173 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2286   -3.5343   -0.8785 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4207   -2.2788    0.0431 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3297   -2.8414   -2.1041 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7350   -2.3246   -3.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3116    0.0226   -2.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1035   -0.6883   -3.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1825   -1.9039    0.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8194   -1.6636    1.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9708    0.8550    0.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7034   -0.1455   -1.2556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1765    1.1789    1.8314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2654   -0.2847    2.5148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9847    1.5918    2.0197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8027    0.7740    0.4348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4847    1.5004    1.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6373    2.3579    0.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3881   -1.4685    0.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2464   -0.3409    1.6811 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0654   -0.8509    0.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4595    1.0214   -1.8489 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2663    2.3260   -0.6654 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4826    1.0552   -0.3869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1512   -0.5352   -1.7931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9770    0.7767   -1.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8647   -0.8151   -0.6053 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  0
  6 44  1  0
  7 45  1  0
  7 46  1  0
  8 47  1  0
  8 48  1  0
  9 49  1  0
  9 50  1  0
 10 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
 17 59  1  0
 17 60  1  0
 18 61  1  1
 19 62  1  0
 20 63  1  0
 20 64  1  0
 26 65  1  0
 26 66  1  0
 27 67  1  0
 27 68  1  0
 29 69  1  0
 29 70  1  0
 29 71  1  0
 30 72  1  0
 30 73  1  0
 30 74  1  0
 31 75  1  0
 31 76  1  0
 31 77  1  0
M  CHG  2  24  -1  28   1
M  END

Synonyms

Value	Source
1-C14:0-Lysophosphatidylcholine betaine	ChEBI
1-Myristoyl-glycero-3-phosphocholine	ChEBI
1-Myristoyl-sn-glycero-3-phosphocholine betaine	ChEBI
1-Tetradecanoyl-sn-glycero-3-phosphocholine	ChEBI
1-Tetradecanoyl-sn-glycero-3-phosphocholine betaine	ChEBI
LPC(14:0)	ChEBI
LPC(14:0/0:0)	ChEBI
LyPC(14:0)	ChEBI
LyPC(14:0/0:0)	ChEBI
Lysophosphatidylcholine(14:0/0:0)	ChEBI
PC(14:0/0:0)	ChEBI
LysoPC(14:0/0:0)	Lipid Annotator, ChEBI
Lysophosphatidylcholine(14:0)	Lipid Annotator, HMDB
1-tetradecanoyl-glycero-3-phosphocholine	Lipid Annotator, HMDB
LysoPC(14:0)	Lipid Annotator, HMDB
1-Myristoylglycerophosphocholine	HMDB
1-Tetradecanoylglycerophosphocholine	HMDB
1-Myristoyl-GPC	HMDB
1-Myristoyl-lysophosphatidylcholine	HMDB
1-Myristoyl-sn-glycero-3-phosphocholine	HMDB
GPC(14:0)	HMDB
GPC(14:0/0:0)	HMDB

Molecular Formula

C₂₂H₄₆NO₇P

Average Mass

467.5769

Monoisotopic Mass

467.301189343

IUPAC Name

(2-{[(2R)-2-hydroxy-3-(tetradecanoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium

Traditional Name

(2-{[(2R)-2-hydroxy-3-(tetradecanoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCC(=O)OC[C@@H](O)COP([O-])(=O)OCC[N+](C)(C)C

InChI Identifier

InChI=1S/C22H46NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-22(25)28-19-21(24)20-30-31(26,27)29-18-17-23(2,3)4/h21,24H,5-20H2,1-4H3/t21-/m1/s1

InChI Key

VXUOFDJKYGDUJI-OAQYLSRUSA-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	splash10-0230-9411000000-7a6b8e8fd1e0609b417e	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-0000900000-c557e23aa67a6a68e471	2021-09-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001l-0000900000-89cc0e21e01554e310d6	2021-09-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0pcr-1617900000-231c7760e10f0c81e04b	2021-09-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0000390000-b1814b140293d64c3417	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0fb9-0090160000-48fcbf8694eed693a211	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-0090110000-c40c1368f5389cd115f2	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0gb9-0000900000-534f405ea851fa87d3e5	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00lr-0900600000-9a2a86225de12cddb6bd	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ue9-0910400000-63d03888aa82a44da515	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0030900000-648928c7aa526a1c5514	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-0090100000-6eecefd72f10fda6c57a	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-0090000000-aaa1334bcdf77ff34dd1	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0000900000-56c0d0685c46c9ba6fe3	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01i0-0010900000-50babd7089582cb56ec8	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0frl-0390400000-26a01ba41c58e985ad7c	2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-23	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

External Links

References

Showing metabocard for LysoPC(14:0/0:0) (MMDBc0000630)

MOL for #<Metabolite:0x00007fb80841f240>

3D MOL for #<Metabolite:0x00007fb80841f240>

3D SDF for #<Metabolite:0x00007fb80841f240>

3D-SDF for #<Metabolite:0x00007fb80841f240>

PDB for #<Metabolite:0x00007fb80841f240>

3D PDB for #<Metabolite:0x00007fb80841f240>

SMILES for #<Metabolite:0x00007fb80841f240>

INCHI for #<Metabolite:0x00007fb80841f240>

Structure for #<Metabolite:0x00007fb80841f240>

3D Structure for #<Metabolite:0x00007fb80841f240>