MiMeDB: Showing metabocard for LysoPC(16:0/0:0) (MMDBc0000631)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:51:31 UTC

Update Date

2024-04-30 19:33:22 UTC

Metabolite ID

MMDBc0000631

Metabolite Identification

Common Name

LysoPC(16:0/0:0)

Description

LysoPC(16:0) 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(16:0), in particular, consists of one chain of palmitic acid at the C-1 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. In blood plasma significant amounts of lysophosphatidylcholine are formed by a specific enzyme system, lecithin:cholesterol acyltransferase (LCAT), which is secreted from the liver. The enzyme catalyzes the transfer of the fatty acids of position sn-2 of phosphatidylcholine to the free cholesterol in plasma, with formation of cholesterol esters and lysophosphatidylcholine. Lysophospholipids have a role in lipid signaling by acting on lysophospholipid receptors (LPL-R). LPL-R's are members of the G protein-coupled receptor (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(16:0/0:0)
  Mrv1652309042000332D          

 33 32  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
    9.0919   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3778   -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
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  CHG  2   6   1  11  -1
M  END

HMDB0010382
     RDKit          3D
LysoPC(16:0/0:0)
 83 82  0  0  0  0  0  0  0  0999 V2000
   12.8667    0.8559    1.6290 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7186    0.2174    0.8455 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9737    1.2810    0.0697 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8310    0.6850   -0.7219 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8269    0.0022    0.1483 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7235   -0.5707   -0.7017 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9834    0.4487   -1.5034 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8782   -0.1685   -2.3371 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8475   -0.8780   -1.4963 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1879    0.0752   -0.5237 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1685   -0.6341    0.3053 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0676   -1.2547   -0.5239 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3130   -0.2513   -1.3310 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6496    0.7960   -0.4826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3299    0.1683    0.4478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3779   -0.5362   -0.3666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2167   -1.7219   -0.6568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4658    0.1922   -0.7437 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5211   -0.3133   -1.4876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2688   -1.3666   -0.7590 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5885   -2.4850   -0.3971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9738   -0.8345    0.4774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8350   -1.8259    0.9226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6597   -1.2760    2.3171 P   0  0  0  0  0  5  0  0  0  0  0  0
   -7.5183   -2.4252    2.7893 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5108   -0.9669    3.4995 O   0  0  0  0  0  1  0  0  0  0  0  0
   -7.5466    0.0592    1.8706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8487   -0.2531    1.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6218    0.9657    1.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9559    0.6825    0.6790 N   0  0  0  0  0  4  0  0  0  0  0  0
  -11.3400    1.5193   -0.4534 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9343    0.9293    1.7227 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0872   -0.7060    0.2958 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6348    0.0802    1.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4722    1.1726    2.6025 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.2790    1.7444    1.0714 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0749   -0.2690    1.5877 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1474   -0.5425    0.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7077    1.7562   -0.6098 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6169    2.0483    0.7857 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3369    1.5134   -1.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2535   -0.0389   -1.4471 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3005   -0.7887    0.7616 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3812    0.7396    0.8595 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1048   -1.3791   -1.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0161   -1.0996   -0.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6361    1.2783   -0.8769 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6887    0.8955   -2.2644 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3846    0.6421   -2.8840 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3331   -0.8942   -3.0183 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0669   -1.2445   -2.1819 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2426   -1.7307   -0.9325 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7895    0.9603   -1.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9866    0.4344    0.1582 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7526    0.0706    1.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6658   -1.4376    0.8612 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3760   -1.7510    0.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4960   -2.0520   -1.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5083   -0.8028   -1.8790 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9399    0.2095   -2.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1464    1.5312   -1.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4430    1.3166    0.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1027   -0.5304    1.1633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8385    0.9868    1.0393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1893    0.4895   -1.8823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789   -0.7793   -2.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1112   -1.7171   -1.4372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6755   -3.2014   -1.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6105    0.0105    0.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2921   -0.4519    1.2363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3412   -0.7002    2.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8574   -1.0264    0.6840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1314    1.5469    0.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6830    1.6865    1.9475 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9904    1.0450   -1.3965 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4651    1.5587   -0.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9423    2.5474   -0.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8033    1.8919    2.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9740    0.0692    2.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9336    0.9424    1.2238 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8035   -1.3770    1.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4344   -0.9015   -0.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1643   -0.8719   -0.0053 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  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  1  0
 30 33  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  5 43  1  0
  5 44  1  0
  6 45  1  0
  6 46  1  0
  7 47  1  0
  7 48  1  0
  8 49  1  0
  8 50  1  0
  9 51  1  0
  9 52  1  0
 10 53  1  0
 10 54  1  0
 11 55  1  0
 11 56  1  0
 12 57  1  0
 12 58  1  0
 13 59  1  0
 13 60  1  0
 14 61  1  0
 14 62  1  0
 15 63  1  0
 15 64  1  0
 19 65  1  0
 19 66  1  0
 20 67  1  6
 21 68  1  0
 22 69  1  0
 22 70  1  0
 28 71  1  0
 28 72  1  0
 29 73  1  0
 29 74  1  0
 31 75  1  0
 31 76  1  0
 31 77  1  0
 32 78  1  0
 32 79  1  0
 32 80  1  0
 33 81  1  0
 33 82  1  0
 33 83  1  0
M  CHG  2  26  -1  30   1
M  END

LysoPC(16:0/0:0)
  Mrv1652309042000332D          

 33 32  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
    9.0919   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3778   -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
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  CHG  2   6   1  11  -1
M  END
> <DATABASE_ID>
MMDBc0000631

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C24H50NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24(27)30-21-23(26)22-32-33(28,29)31-20-19-25(2,3)4/h23,26H,5-22H2,1-4H3/t23-/m1/s1

> <INCHI_KEY>
ASWBNKHCZGQVJV-HSZRJFAPSA-N

> <FORMULA>
C24H50NO7P

> <MOLECULAR_WEIGHT>
495.6301

> <EXACT_MASS>
495.332489471

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
83

> <JCHEM_AVERAGE_POLARIZABILITY>
58.02587425622895

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-{[(2R)-3-(hexadecanoyloxy)-2-hydroxypropyl phosphono]oxy}ethyl)trimethylazanium

> <ALOGPS_LOGP>
1.83

> <JCHEM_LOGP>
1.1927424768615884

> <ALOGPS_LOGS>
-6.17

> <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>
142.27370000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
24

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.68e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2-{[(2R)-3-(hexadecanoyloxy)-2-hydroxypropyl phosphono]oxy}ethyl)trimethylazanium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0010382
     RDKit          3D
LysoPC(16:0/0:0)
 83 82  0  0  0  0  0  0  0  0999 V2000
   12.8667    0.8559    1.6290 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7186    0.2174    0.8455 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9737    1.2810    0.0697 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8310    0.6850   -0.7219 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8269    0.0022    0.1483 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7235   -0.5707   -0.7017 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9834    0.4487   -1.5034 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8782   -0.1685   -2.3371 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8475   -0.8780   -1.4963 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1879    0.0752   -0.5237 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1685   -0.6341    0.3053 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0676   -1.2547   -0.5239 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3130   -0.2513   -1.3310 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6496    0.7960   -0.4826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3299    0.1683    0.4478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3779   -0.5362   -0.3666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2167   -1.7219   -0.6568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4658    0.1922   -0.7437 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5211   -0.3133   -1.4876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2688   -1.3666   -0.7590 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5885   -2.4850   -0.3971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9738   -0.8345    0.4774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8350   -1.8259    0.9226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6597   -1.2760    2.3171 P   0  0  0  0  0  5  0  0  0  0  0  0
   -7.5183   -2.4252    2.7893 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5108   -0.9669    3.4995 O   0  0  0  0  0  1  0  0  0  0  0  0
   -7.5466    0.0592    1.8706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8487   -0.2531    1.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6218    0.9657    1.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9559    0.6825    0.6790 N   0  0  0  0  0  4  0  0  0  0  0  0
  -11.3400    1.5193   -0.4534 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9343    0.9293    1.7227 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0872   -0.7060    0.2958 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6348    0.0802    1.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4722    1.1726    2.6025 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.2790    1.7444    1.0714 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0749   -0.2690    1.5877 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1474   -0.5425    0.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7077    1.7562   -0.6098 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6169    2.0483    0.7857 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3369    1.5134   -1.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2535   -0.0389   -1.4471 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3005   -0.7887    0.7616 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3812    0.7396    0.8595 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1048   -1.3791   -1.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0161   -1.0996   -0.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6361    1.2783   -0.8769 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6887    0.8955   -2.2644 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3846    0.6421   -2.8840 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3331   -0.8942   -3.0183 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0669   -1.2445   -2.1819 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2426   -1.7307   -0.9325 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7895    0.9603   -1.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9866    0.4344    0.1582 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7526    0.0706    1.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6658   -1.4376    0.8612 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3760   -1.7510    0.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4960   -2.0520   -1.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5083   -0.8028   -1.8790 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9399    0.2095   -2.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1464    1.5312   -1.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4430    1.3166    0.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1027   -0.5304    1.1633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8385    0.9868    1.0393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1893    0.4895   -1.8823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789   -0.7793   -2.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1112   -1.7171   -1.4372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6755   -3.2014   -1.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6105    0.0105    0.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2921   -0.4519    1.2363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3412   -0.7002    2.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8574   -1.0264    0.6840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1314    1.5469    0.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6830    1.6865    1.9475 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9904    1.0450   -1.3965 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4651    1.5587   -0.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9423    2.5474   -0.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8033    1.8919    2.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9740    0.0692    2.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9336    0.9424    1.2238 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8035   -1.3770    1.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4344   -0.9015   -0.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1643   -0.8719   -0.0053 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  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  1  0
 30 33  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  5 43  1  0
  5 44  1  0
  6 45  1  0
  6 46  1  0
  7 47  1  0
  7 48  1  0
  8 49  1  0
  8 50  1  0
  9 51  1  0
  9 52  1  0
 10 53  1  0
 10 54  1  0
 11 55  1  0
 11 56  1  0
 12 57  1  0
 12 58  1  0
 13 59  1  0
 13 60  1  0
 14 61  1  0
 14 62  1  0
 15 63  1  0
 15 64  1  0
 19 65  1  0
 19 66  1  0
 20 67  1  6
 21 68  1  0
 22 69  1  0
 22 70  1  0
 28 71  1  0
 28 72  1  0
 29 73  1  0
 29 74  1  0
 31 75  1  0
 31 76  1  0
 31 77  1  0
 32 78  1  0
 32 79  1  0
 32 80  1  0
 33 81  1  0
 33 82  1  0
 33 83  1  0
M  CHG  2  26  -1  30   1
M  END

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: LysoPC(16:0/0:0)                                  
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         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
HETATM   32  C   UNK     0      16.972 -11.417   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      15.639 -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   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   64    0
END

COMPND    HMDB0010382
HETATM    1  C1  UNL     1      12.867   0.856   1.629  1.00  0.00           C  
HETATM    2  C2  UNL     1      11.719   0.217   0.846  1.00  0.00           C  
HETATM    3  C3  UNL     1      10.974   1.281   0.070  1.00  0.00           C  
HETATM    4  C4  UNL     1       9.831   0.685  -0.722  1.00  0.00           C  
HETATM    5  C5  UNL     1       8.827   0.002   0.148  1.00  0.00           C  
HETATM    6  C6  UNL     1       7.723  -0.571  -0.702  1.00  0.00           C  
HETATM    7  C7  UNL     1       6.983   0.449  -1.503  1.00  0.00           C  
HETATM    8  C8  UNL     1       5.878  -0.169  -2.337  1.00  0.00           C  
HETATM    9  C9  UNL     1       4.847  -0.878  -1.496  1.00  0.00           C  
HETATM   10  C10 UNL     1       4.188   0.075  -0.524  1.00  0.00           C  
HETATM   11  C11 UNL     1       3.168  -0.634   0.305  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.068  -1.255  -0.524  1.00  0.00           C  
HETATM   13  C13 UNL     1       1.313  -0.251  -1.331  1.00  0.00           C  
HETATM   14  C14 UNL     1       0.650   0.796  -0.483  1.00  0.00           C  
HETATM   15  C15 UNL     1      -0.330   0.168   0.448  1.00  0.00           C  
HETATM   16  C16 UNL     1      -1.378  -0.536  -0.367  1.00  0.00           C  
HETATM   17  O1  UNL     1      -1.217  -1.722  -0.657  1.00  0.00           O  
HETATM   18  O2  UNL     1      -2.466   0.192  -0.744  1.00  0.00           O  
HETATM   19  C17 UNL     1      -3.521  -0.313  -1.488  1.00  0.00           C  
HETATM   20  C18 UNL     1      -4.269  -1.367  -0.759  1.00  0.00           C  
HETATM   21  O3  UNL     1      -3.588  -2.485  -0.397  1.00  0.00           O  
HETATM   22  C19 UNL     1      -4.974  -0.835   0.477  1.00  0.00           C  
HETATM   23  O4  UNL     1      -5.835  -1.826   0.923  1.00  0.00           O  
HETATM   24  P1  UNL     1      -6.660  -1.276   2.317  1.00  0.00           P  
HETATM   25  O5  UNL     1      -7.518  -2.425   2.789  1.00  0.00           O  
HETATM   26  O6  UNL     1      -5.511  -0.967   3.499  1.00  0.00           O1-
HETATM   27  O7  UNL     1      -7.547   0.059   1.871  1.00  0.00           O  
HETATM   28  C20 UNL     1      -8.849  -0.253   1.479  1.00  0.00           C  
HETATM   29  C21 UNL     1      -9.622   0.966   1.082  1.00  0.00           C  
HETATM   30  N1  UNL     1     -10.956   0.683   0.679  1.00  0.00           N1+
HETATM   31  C22 UNL     1     -11.340   1.519  -0.453  1.00  0.00           C  
HETATM   32  C23 UNL     1     -11.934   0.929   1.723  1.00  0.00           C  
HETATM   33  C24 UNL     1     -11.087  -0.706   0.296  1.00  0.00           C  
HETATM   34  H1  UNL     1      13.635   0.080   1.772  1.00  0.00           H  
HETATM   35  H2  UNL     1      12.472   1.173   2.603  1.00  0.00           H  
HETATM   36  H3  UNL     1      13.279   1.744   1.071  1.00  0.00           H  
HETATM   37  H4  UNL     1      11.075  -0.269   1.588  1.00  0.00           H  
HETATM   38  H5  UNL     1      12.147  -0.543   0.143  1.00  0.00           H  
HETATM   39  H6  UNL     1      11.708   1.756  -0.610  1.00  0.00           H  
HETATM   40  H7  UNL     1      10.617   2.048   0.786  1.00  0.00           H  
HETATM   41  H8  UNL     1       9.337   1.513  -1.285  1.00  0.00           H  
HETATM   42  H9  UNL     1      10.254  -0.039  -1.447  1.00  0.00           H  
HETATM   43  H10 UNL     1       9.300  -0.789   0.762  1.00  0.00           H  
HETATM   44  H11 UNL     1       8.381   0.740   0.859  1.00  0.00           H  
HETATM   45  H12 UNL     1       8.105  -1.379  -1.376  1.00  0.00           H  
HETATM   46  H13 UNL     1       7.016  -1.100  -0.012  1.00  0.00           H  
HETATM   47  H14 UNL     1       6.636   1.278  -0.877  1.00  0.00           H  
HETATM   48  H15 UNL     1       7.689   0.895  -2.264  1.00  0.00           H  
HETATM   49  H16 UNL     1       5.385   0.642  -2.884  1.00  0.00           H  
HETATM   50  H17 UNL     1       6.333  -0.894  -3.018  1.00  0.00           H  
HETATM   51  H18 UNL     1       4.067  -1.244  -2.182  1.00  0.00           H  
HETATM   52  H19 UNL     1       5.243  -1.731  -0.933  1.00  0.00           H  
HETATM   53  H20 UNL     1       3.790   0.960  -1.055  1.00  0.00           H  
HETATM   54  H21 UNL     1       4.987   0.434   0.158  1.00  0.00           H  
HETATM   55  H22 UNL     1       2.753   0.071   1.046  1.00  0.00           H  
HETATM   56  H23 UNL     1       3.666  -1.438   0.861  1.00  0.00           H  
HETATM   57  H24 UNL     1       1.376  -1.751   0.179  1.00  0.00           H  
HETATM   58  H25 UNL     1       2.496  -2.052  -1.163  1.00  0.00           H  
HETATM   59  H26 UNL     1       0.508  -0.803  -1.879  1.00  0.00           H  
HETATM   60  H27 UNL     1       1.940   0.210  -2.134  1.00  0.00           H  
HETATM   61  H28 UNL     1       0.146   1.531  -1.166  1.00  0.00           H  
HETATM   62  H29 UNL     1       1.443   1.317   0.096  1.00  0.00           H  
HETATM   63  H30 UNL     1       0.103  -0.530   1.163  1.00  0.00           H  
HETATM   64  H31 UNL     1      -0.839   0.987   1.039  1.00  0.00           H  
HETATM   65  H32 UNL     1      -4.189   0.489  -1.882  1.00  0.00           H  
HETATM   66  H33 UNL     1      -3.079  -0.779  -2.416  1.00  0.00           H  
HETATM   67  H34 UNL     1      -5.111  -1.717  -1.437  1.00  0.00           H  
HETATM   68  H35 UNL     1      -3.676  -3.201  -1.062  1.00  0.00           H  
HETATM   69  H36 UNL     1      -5.611   0.010   0.129  1.00  0.00           H  
HETATM   70  H37 UNL     1      -4.292  -0.452   1.236  1.00  0.00           H  
HETATM   71  H38 UNL     1      -9.341  -0.700   2.366  1.00  0.00           H  
HETATM   72  H39 UNL     1      -8.857  -1.026   0.684  1.00  0.00           H  
HETATM   73  H40 UNL     1      -9.131   1.547   0.273  1.00  0.00           H  
HETATM   74  H41 UNL     1      -9.683   1.687   1.947  1.00  0.00           H  
HETATM   75  H42 UNL     1     -10.990   1.045  -1.397  1.00  0.00           H  
HETATM   76  H43 UNL     1     -12.465   1.559  -0.466  1.00  0.00           H  
HETATM   77  H44 UNL     1     -10.942   2.547  -0.319  1.00  0.00           H  
HETATM   78  H45 UNL     1     -11.803   1.892   2.215  1.00  0.00           H  
HETATM   79  H46 UNL     1     -11.974   0.069   2.434  1.00  0.00           H  
HETATM   80  H47 UNL     1     -12.934   0.942   1.224  1.00  0.00           H  
HETATM   81  H48 UNL     1     -10.804  -1.377   1.118  1.00  0.00           H  
HETATM   82  H49 UNL     1     -10.434  -0.902  -0.579  1.00  0.00           H  
HETATM   83  H50 UNL     1     -12.164  -0.872  -0.005  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3   37   38
CONECT    3    4   39   40
CONECT    4    5   41   42
CONECT    5    6   43   44
CONECT    6    7   45   46
CONECT    7    8   47   48
CONECT    8    9   49   50
CONECT    9   10   51   52
CONECT   10   11   53   54
CONECT   11   12   55   56
CONECT   12   13   57   58
CONECT   13   14   59   60
CONECT   14   15   61   62
CONECT   15   16   63   64
CONECT   16   17   17   18
CONECT   18   19
CONECT   19   20   65   66
CONECT   20   21   22   67
CONECT   21   68
CONECT   22   23   69   70
CONECT   23   24
CONECT   24   25   25   26   27
CONECT   27   28
CONECT   28   29   71   72
CONECT   29   30   73   74
CONECT   30   31   32   33
CONECT   31   75   76   77
CONECT   32   78   79   80
CONECT   33   81   82   83
END

HMDB0010382
     RDKit          3D
LysoPC(16:0/0:0)
 83 82  0  0  0  0  0  0  0  0999 V2000
   12.8667    0.8559    1.6290 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7186    0.2174    0.8455 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9737    1.2810    0.0697 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8310    0.6850   -0.7219 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8269    0.0022    0.1483 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7235   -0.5707   -0.7017 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9834    0.4487   -1.5034 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8782   -0.1685   -2.3371 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8475   -0.8780   -1.4963 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1879    0.0752   -0.5237 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1685   -0.6341    0.3053 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0676   -1.2547   -0.5239 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3130   -0.2513   -1.3310 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6496    0.7960   -0.4826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3299    0.1683    0.4478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3779   -0.5362   -0.3666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2167   -1.7219   -0.6568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4658    0.1922   -0.7437 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5211   -0.3133   -1.4876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2688   -1.3666   -0.7590 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5885   -2.4850   -0.3971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9738   -0.8345    0.4774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8350   -1.8259    0.9226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6597   -1.2760    2.3171 P   0  0  0  0  0  5  0  0  0  0  0  0
   -7.5183   -2.4252    2.7893 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5108   -0.9669    3.4995 O   0  0  0  0  0  1  0  0  0  0  0  0
   -7.5466    0.0592    1.8706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8487   -0.2531    1.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6218    0.9657    1.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9559    0.6825    0.6790 N   0  0  0  0  0  4  0  0  0  0  0  0
  -11.3400    1.5193   -0.4534 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9343    0.9293    1.7227 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0872   -0.7060    0.2958 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6348    0.0802    1.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4722    1.1726    2.6025 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.2790    1.7444    1.0714 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0749   -0.2690    1.5877 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1474   -0.5425    0.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7077    1.7562   -0.6098 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6169    2.0483    0.7857 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3369    1.5134   -1.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2535   -0.0389   -1.4471 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3005   -0.7887    0.7616 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3812    0.7396    0.8595 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1048   -1.3791   -1.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0161   -1.0996   -0.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6361    1.2783   -0.8769 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6887    0.8955   -2.2644 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3846    0.6421   -2.8840 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3331   -0.8942   -3.0183 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0669   -1.2445   -2.1819 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2426   -1.7307   -0.9325 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7895    0.9603   -1.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9866    0.4344    0.1582 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7526    0.0706    1.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6658   -1.4376    0.8612 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3760   -1.7510    0.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4960   -2.0520   -1.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5083   -0.8028   -1.8790 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9399    0.2095   -2.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1464    1.5312   -1.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4430    1.3166    0.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1027   -0.5304    1.1633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8385    0.9868    1.0393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1893    0.4895   -1.8823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789   -0.7793   -2.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1112   -1.7171   -1.4372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6755   -3.2014   -1.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6105    0.0105    0.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2921   -0.4519    1.2363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3412   -0.7002    2.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8574   -1.0264    0.6840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1314    1.5469    0.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6830    1.6865    1.9475 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9904    1.0450   -1.3965 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4651    1.5587   -0.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9423    2.5474   -0.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8033    1.8919    2.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9740    0.0692    2.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9336    0.9424    1.2238 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8035   -1.3770    1.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4344   -0.9015   -0.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1643   -0.8719   -0.0053 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  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  1  0
 30 33  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  5 43  1  0
  5 44  1  0
  6 45  1  0
  6 46  1  0
  7 47  1  0
  7 48  1  0
  8 49  1  0
  8 50  1  0
  9 51  1  0
  9 52  1  0
 10 53  1  0
 10 54  1  0
 11 55  1  0
 11 56  1  0
 12 57  1  0
 12 58  1  0
 13 59  1  0
 13 60  1  0
 14 61  1  0
 14 62  1  0
 15 63  1  0
 15 64  1  0
 19 65  1  0
 19 66  1  0
 20 67  1  6
 21 68  1  0
 22 69  1  0
 22 70  1  0
 28 71  1  0
 28 72  1  0
 29 73  1  0
 29 74  1  0
 31 75  1  0
 31 76  1  0
 31 77  1  0
 32 78  1  0
 32 79  1  0
 32 80  1  0
 33 81  1  0
 33 82  1  0
 33 83  1  0
M  CHG  2  26  -1  30   1
M  END

Synonyms

Value	Source
(2R)-2-Hydroxy-3-(hexadecanoyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphate	ChEBI
1-16:0-LysoPC	ChEBI
1-16:0-Lysophosphatidylcholine	ChEBI
1-Hexadecanoyl-2-lysophosphatidylcholine	ChEBI
1-Palmitoyl-2-hydroxy-sn-glycero-3-phosphocholine	ChEBI
1-Palmitoyl-2-lysophosphatidylcholine	ChEBI
1-Palmitoyl-GPC	ChEBI
1-Palmitoyl-GPC (16:0)	ChEBI
1-Palmitoyl-phosphatidylcholine	ChEBI
1-Palmitoyl-sn-glycero-3-phosphocholine	ChEBI
1-Palmitoylphosphatidylcholine	ChEBI
16:0 LYSO-PC	ChEBI
GPC(16:0)	ChEBI
GPC(16:0/0:0)	ChEBI
GPCho 16:0/0:0	ChEBI
GPCho(16:0/0:0)	ChEBI
LPC 16:0/0:0	ChEBI
LPC(16:0)	ChEBI
LPC(16:0/0:0)	ChEBI
LyPC(16:0)	ChEBI
LyPC(16:0/0:0)	ChEBI
LysoPC 16:0/0:0	ChEBI
LysoPC(16:0)	ChEBI
Lysophosphatidylcholine(16:0)	ChEBI
Lysophosphatidylcholine(16:0/0:0)	ChEBI
PC(16:0/0:0)	ChEBI
(2R)-2-Hydroxy-3-(hexadecanoyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphoric acid	Generator
1-Palmitoyl-glycero-3-phosphocholine	HMDB
1-Palmitoyl-lysophosphatidylcholine	HMDB
LysoPC a C16:0	HMDB
1-Pam-2-lysoptdcho	HMDB
1-Hexadecanoyl-glycero-3-phosphocholine	HMDB
1-Palmitoyl-sn-glycerol-3-phosphorylcholine	HMDB
1-Palmitoylglycerol-3-phosphorylcholine	HMDB
Hydroxide inner salt(S)-isomer OF we 201	HMDB
1-O-Hexadecylpropanediol 3-phosphorylcholine	HMDB
1-Palmitoyllysophosphatidylcholine	HMDB
LYSO-PC	HMDB
Hydroxide inner salt(R)-isomer OF we 201	HMDB
Hydroxide inner salt(+-)-isomer OF we 201	HMDB
Palmitoyl lysophosphatidylcholine	HMDB
1-Hexadecanoylglycerophosphocholine	HMDB
1-Palmitoylglycerophosphocholine	HMDB
1-Hexadecanoyl-sn-glycero-3-phosphocholine	HMDB
1-Hexadecanoyl-sn-glycerol-3-phosphorylcholine	HMDB
1-Hexadecanoyllysolecithin	HMDB
1-Hexadecyl-sn-glycero-3-phosphocholine	HMDB
1-O-Palmitoyl-2-lyso-sn-glycero-3-phosphocholine	HMDB
1-O-Palmitoyl-sn-glycero-3-phosphocholine	HMDB
1-O-Palmitoyl-sn-glyceryl-3-phosphorylcholine	HMDB
1-Palmitoyl-2-lyso-sn-glycero-3-phosphocholine	HMDB
1-Palmitoyl-L-alpha-lysophosphatidylcholine	HMDB
1-Palmitoyl-L-α-lysophosphatidylcholine	HMDB
1-Palmitoyl-sn-glycero-3-phosphorylcholine	HMDB
1-Palmitoyl-sn-glycerol-3-phosphatidylcholine	HMDB
1-Palmitoyl-sn-glycerol-3-phosphocholine	HMDB
1-Palmitoyllecithin	HMDB
C(16)-Lysophosphatidylcholine	HMDB
L-Palmitoyllysolecithin	HMDB
L-alpha-Lysopalmitoylphosphatidylcholine	HMDB
L-alpha-Palmitoyllysophosphatidylcholine	HMDB
L-Α-lysopalmitoylphosphatidylcholine	HMDB
L-Α-palmitoyllysophosphatidylcholine	HMDB
Lysophosphatidylcholine C16:0	HMDB
MPPC	HMDB
Palmitoyl L-alpha-lysolecithin	HMDB
Palmitoyl L-alpha-lysophosphatidylcholine	HMDB
Palmitoyl L-lysophosphatidylcholine	HMDB
Palmitoyl L-α-lysolecithin	HMDB
Palmitoyl L-α-lysophosphatidylcholine	HMDB
gamma-Palmitoyl-L-alpha-lysophosphatidylcholine	HMDB
Γ-palmitoyl-L-α-lysophosphatidylcholine	HMDB
1-Hexadecanoyl-3-glycerophosphorylcholine	HMDB
1-Palmitoyl-3-glycerylphosphorylcholine	HMDB
1-Palmitoyllysolecithin	HMDB
Palmitoyllysolecithin	HMDB
Palmitoyllysophosphatidyl choline	HMDB
LysoPC(16:0/0:0)	Lipid Annotator, ChEBI

Molecular Formula

C₂₄H₅₀NO₇P

Average Mass

495.6301

Monoisotopic Mass

495.332489471

IUPAC Name

(2-{[(2R)-3-(hexadecanoyloxy)-2-hydroxypropyl phosphono]oxy}ethyl)trimethylazanium

Traditional Name

(2-{[(2R)-3-(hexadecanoyloxy)-2-hydroxypropyl phosphono]oxy}ethyl)trimethylazanium

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C24H50NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24(27)30-21-23(26)22-32-33(28,29)31-20-19-25(2,3)4/h23,26H,5-22H2,1-4H3/t23-/m1/s1

InChI Key

ASWBNKHCZGQVJV-HSZRJFAPSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphocholines

Direct Parent

1-acyl-sn-glycero-3-phosphocholines

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

lysophosphatidylcholine 16:0 (CHEBI:72998 )
Monoacylglycerophosphocholines (LMGP01050018 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.00037 g/L	ALOGPS
logP	1.83	ALOGPS
logP	1.19	ChemAxon
logS	-6.2	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	142.27 m³·mol⁻¹	ChemAxon
Polarizability	58.03 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-01y9-9311000000-9632c8a0304eb91f3751	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
LC-MS/MS	LC-MS/MS Spectrum - n/a 1V, negative	splash10-001i-0010960000-db67de4509c75d7797d5	2020-07-21	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 10V, positive	splash10-014i-0100190000-466a257c45e674564cc2	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 15V, positive	splash10-014i-0300490000-fd86cfc8580fd230b8a8	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 20V, positive	splash10-1000-1900860000-1a2c5a54bd973898558d	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 30V, positive	splash10-0zfr-2901600000-7c35aada431d2e867652	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 40V, positive	splash10-0udi-5901100000-be073d1065c18511ab41	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 1V, positive	splash10-0002-0300900000-849ef7d9847d865ee542	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 3V, positive	splash10-0002-0000900000-bd89b3b43b9782d3e5d0	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 4V, positive	splash10-0002-0000900000-7c8338b951da28a32df8	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 5V, positive	splash10-0002-0000900000-aa4c98d730731747150c	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 7V, positive	splash10-0002-0000900000-2d0497b2b78955e2f373	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 10V, positive	splash10-0002-0100900000-864a738c4e243f3650a8	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 15V, positive	splash10-0002-0400900000-ce5450f53d5acc84a31e	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 17V, positive	splash10-000t-0700900000-4ea431cd2258d012bb04	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 20V, positive	splash10-0f8a-0900400000-584dbb5e4958e61bcab8	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 23V, positive	splash10-0f89-0900200000-2b522394881a967d30af	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 25V, positive	splash10-0f89-0900100000-64234f354a55048175bc	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 27V, positive	splash10-0f89-0900000000-5f827a15f6679c860460	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 30V, positive	splash10-0f89-1900000000-f09c6fb5cf772c643504	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 33V, positive	splash10-0f89-1900000000-d5bef12c7df660f031a9	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 35V, positive	splash10-0f89-1900000000-f069c0af6b2eb74b9336	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 40V, positive	splash10-0f89-3900000000-d43ab983a88913d21991	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - QTOF 45V, positive	splash10-0f8i-5900000000-2b2fa2819f5e2fce5fe4	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 13V, positive	splash10-0002-0000900000-0b99348189a68c7f5592	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 18V, positive	splash10-0002-0300900000-4249906ba39f9c0a48ea	2020-07-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	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
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	2	Human feces; Human saliva	Unknown
Bacteria	Actinobacteria	1	Human

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference
Animal	Milk	Bos taurus	FooDB	Manually Annotated
Animal	Milk	Bos taurus	FooDB	30994344
Animal	Milk	Bos taurus	FooDB	30994344
Animal	Milk	Bos taurus	FooDB	30994344
Animal	Milk	Bos taurus	FooDB	30994344
Animal	Milk	Bos taurus	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	142.065	39.638			uM	Adult (>18 years old)	Female	Pregnancy	HMDB	24704061
Human Blood	Detected and Quantified	12.7		1	30	uM	Adult (>18 years old)	Both	Sepsis	HMDB	26847922
Human Urine	Detected and Quantified	0.014				umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	24023812
Human Urine	Detected and Quantified			0.01	0.17	umol/mmol creatinine	Newborn (0-30 days old)	Both	Normal	HMDB	32340350
Human Urine	Detected and Quantified	0.03		0.01	0.18	umol/mmol creatinine	Newborn (0-30 days old)	Female	Normal	HMDB	32340350
Human Urine	Detected and Quantified	0.04		0.01	0.13	umol/mmol creatinine	Newborn (0-30 days old)	Male	Normal	HMDB	32340350
Human Blood	Detected and Quantified	106.598	16.732			uM	Adult (>18 years old)	Both	Normal	HMDB	18953024
Human Blood	Detected and Quantified	106.6	16.73			uM	Adult (>18 years old)	Both	Normal	HMDB	21359215
Human Feces	Detected and Quantified	12.42	10.49			nmol/g wet feces	Adult (>18 years old)	Both	Normal	HMDB	27624970
Human Blood	Detected and Quantified	141	50			uM	Adult (>18 years old)	Both	Normal	HMDB	21359215
Human Blood	Detected and Quantified	63.4		53.2	76.6	uM	Newborn (0-30 days old)		Normal	HMDB	25754623
Human Blood	Detected and Quantified	73.4	12.9			uM	Adult (>18 years old)	Both	Normal	HMDB	28278231
Human Blood	Detected and Quantified	73.9		58.5	96.1	uM	Infant (0-1 year old)		Normal	HMDB	25754623
Human Feces	Detected and Quantified	8.81	6.35			nmol/g wet feces	Adult (>18 years old)	Both	Normal	HMDB	27624970
Human Blood	Detected and Quantified	83.48	14.67			uM	Adult (>18 years old)	Both	Normal	HMDB	26010610
Human Urine	Detected and Quantified	0.0089	0.0053			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	0.0152	0.0103			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			41.00	150.0	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 Blood	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	22257447
Human Feces	Detected but not Quantified						Adult (>18 years old)	Not Specified	Normal	HMDB	21458633
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

HMDB0010382

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB027533

KNApSAcK ID

Not Available

Chemspider ID

405287

KEGG Compound ID

C04230

BioCyc ID

CPD-8343

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

460602

PDB ID

Not Available

ChEBI ID

72998

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 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. doi: 10.1038/35036052. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. doi: 10.1194/jlr.R600022-JLR200. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. doi: 10.1194/jlr.R700005-JLR200. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Sun JK, Sun F, Wang X, Yuan ST, Zheng SY, Mu XW: Risk factors and prognosis of hypoalbuminemia in surgical septic patients. PeerJ. 2015 Oct 1;3:e1267. doi: 10.7717/peerj.1267. eCollection 2015. [PubMed:26557421 ]
Wernly B, Lichtenauer M, Hoppe UC, Jung C: Hyperglycemia in septic patients: an essential stress survival response in all, a robust marker for risk stratification in some, to be messed with in none. J Thorac Dis. 2016 Jul;8(7):E621-4. doi: 10.21037/jtd.2016.05.24. [PubMed:27501420 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]
Knuplez E, Marsche G: An Updated Review of Pro- and Anti-Inflammatory Properties of Plasma Lysophosphatidylcholines in the Vascular System. Int J Mol Sci. 2020 Jun 24;21(12). pii: ijms21124501. doi: 10.3390/ijms21124501. [PubMed:32599910 ]
Cevc, Gregor (1993). Phospholipids Handbook. Marcel Dekker.
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for LysoPC(16:0/0:0) (MMDBc0000631)

MOL for #<Metabolite:0x00007fdb3a8427f0>

3D MOL for #<Metabolite:0x00007fdb3a8427f0>

3D SDF for #<Metabolite:0x00007fdb3a8427f0>

3D-SDF for #<Metabolite:0x00007fdb3a8427f0>

PDB for #<Metabolite:0x00007fdb3a8427f0>

3D PDB for #<Metabolite:0x00007fdb3a8427f0>

SMILES for #<Metabolite:0x00007fdb3a8427f0>

INCHI for #<Metabolite:0x00007fdb3a8427f0>

Structure for #<Metabolite:0x00007fdb3a8427f0>

3D Structure for #<Metabolite:0x00007fdb3a8427f0>