Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (29) Show 29 proteins XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2008-09-16 13:19:56 UTC

Update Date

2022-08-16 21:56:12 UTC

HMDB ID

HMDB0010382

Secondary Accession Numbers

HMDB0062541
HMDB10382
HMDB62541

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>
HMDB0010382

> <DATABASE_NAME>
hmdb

> <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

View in JSmol View Stereo Labels

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

Chemical Formula

C₂₄H₅₀NO₇P

Average Molecular Weight

495.6301

Monoisotopic Molecular Weight

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

17364-16-8

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 )

Ontology

Physiological effect

Health effect

Nervous system disorder

Central nervous system disorder

Alzheimer's Disease (PMID: 30845751)

Renal system and urinary system

Renal disorder

Renal failure (PMID: 30845751)
Renal cell carcinoma (PMID: 26162894)

Cancer

Ovarian cancer (PMID: 30845751)
Colorectal cancer (PMID: 26162894)

Digestive system disorder

Gastrointestinal disorder

Stomach cancer (PMID: 26162894)

Organoleptic effect

Touch

Smooth (HMDB: HMDB0010382)

Disposition

Biological location

Cell membrane (HMDB: HMDB0010382)
Intracellular membrane (HMDB: HMDB0010382)

Biofluid or Excreta

Non-excretory biofluid

Blood (PMID: 18953024)

Excreta

Urine (PMID: 24023812)
Feces (PMID: 21458633)

Tissue substructure

All tissues (HMDB: HMDB0010382)

Tissue

All Tissues (HMDB: HMDB0010382)

Organ

Placenta (HMDB: HMDB0010382)

Cellular substructure

Cell

All cells and tissues (HMDB: HMDB0010382)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0010382)

Source

Endogenous

Endogenous (HMDB: HMDB0010382)

Animal

Animal (HMDB: HMDB0010382)

Exogenous

Food

Food (HMDB: HMDB0010382)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Herb and spice mixture

Curry powder (FooDB: FOOD00678)

Vegetable

Cabbage

Onion-family vegetable

Root vegetable

Shoot vegetable

Leaf vegetable

Common beet (FooDB: FOOD00025)
Endive (FooDB: FOOD00048)
Rocket salad (ssp.) (FooDB: FOOD00077)
Swamp cabbage (FooDB: FOOD00091)
Lettuce (FooDB: FOOD00095)
Garden cress (FooDB: FOOD00099)
Spinach (FooDB: FOOD00178)
Swiss chard (FooDB: FOOD00237)
Chicory leaves (FooDB: FOOD00250)
Garland chrysanthemum (FooDB: FOOD00333)
Corn salad (FooDB: FOOD00340)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
Malabar spinach (FooDB: FOOD00404)
New Zealand spinach (FooDB: FOOD00415)
Yautia (FooDB: FOOD00510)
Ostrich fern (FooDB: FOOD00556)
Romaine lettuce (FooDB: FOOD00888)
Iceberg lettuce (FooDB: FOOD00973)
Pea shoots (FooDB: FOOD00975)
Yau choy (FooDB: FOOD00976)
Water spinach (FooDB: FOOD00977)

Fruit vegetable

Pepper (FooDB: FOOD00040)
Olive (FooDB: FOOD00121)
Avocado (FooDB: FOOD00130)
Garden tomato (FooDB: FOOD00171)
Cherry tomato (FooDB: FOOD00172)
Garden tomato (var.) (FooDB: FOOD00173)
Eggplant (FooDB: FOOD00174)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Groundcherry (FooDB: FOOD00371)
Pepper (C. frutescens) (FooDB: FOOD00428)
Mexican groundcherry (FooDB: FOOD00491)
Pepper (C. pubescens) (FooDB: FOOD00849)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Orange bell pepper (FooDB: FOOD00879)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Jalapeno pepper (FooDB: FOOD00955)
Cubanelle pepper (FooDB: FOOD00971)

Tuber

Stalk vegetable

Other vegetable

Giant butterbur (FooDB: FOOD00314)
Carob (FooDB: FOOD00321)
Chinese water chestnut (FooDB: FOOD00332)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Nopal (FooDB: FOOD00416)
Okra (FooDB: FOOD00420)
Sesbania flower (FooDB: FOOD00469)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Heart of palm (FooDB: FOOD00718)
Tree fern (FooDB: FOOD00797)

Mushroom

Castanospermum australe (FooDB: FOOD00893)
Gentiana lutea (FooDB: FOOD00894)
Juniperus communis (FooDB: FOOD00895)
Albizia gummifera (FooDB: FOOD00896)

Fruit

Tropical fruit

Citrus

Lime (FooDB: FOOD00053)
Lemon (FooDB: FOOD00054)
Pummelo (FooDB: FOOD00055)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Sweet orange (FooDB: FOOD00057)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Grapefruit (FooDB: FOOD00256)
Persian lime (FooDB: FOOD00543)
Sour orange (FooDB: FOOD00918)
Mikan (FooDB: FOOD00932)
Clementine (FooDB: FOOD00959)

Pome

Berry

Black crowberry (FooDB: FOOD00075)
Strawberry (FooDB: FOOD00083)
Black huckleberry (FooDB: FOOD00084)
Sea-buckthornberry (FooDB: FOOD00087)
Mulberry (FooDB: FOOD00116)
Black mulberry (FooDB: FOOD00117)
Black chokeberry (FooDB: FOOD00136)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Gooseberry (FooDB: FOOD00157)
Cloudberry (FooDB: FOOD00161)
Red raspberry (FooDB: FOOD00162)
Black raspberry (FooDB: FOOD00163)
Black elderberry (FooDB: FOOD00166)
Rowanberry (FooDB: FOOD00176)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
American cranberry (FooDB: FOOD00192)
Bilberry (FooDB: FOOD00193)
Lingonberry (FooDB: FOOD00194)
Muscadine grape (FooDB: FOOD00203)
Common grape (FooDB: FOOD00204)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Elderberry (FooDB: FOOD00358)
Grape (FooDB: FOOD00369)
Alaska blueberry (FooDB: FOOD00380)
Loganberry (FooDB: FOOD00400)
Ohelo berry (FooDB: FOOD00419)
Salmonberry (FooDB: FOOD00456)
Strawberry guava (FooDB: FOOD00482)
Boysenberry (FooDB: FOOD00542)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)
Rabbiteye blueberry (FooDB: FOOD00898)
Blackberry (FooDB: FOOD00906)
Partridge berry (FooDB: FOOD00931)
Green grape (FooDB: FOOD00964)
Red grape (FooDB: FOOD00965)
Black plum (FooDB: FOOD00966)
Black raisin (FooDB: FOOD00968)
Chinese plum (FooDB: FOOD00978)
Green plum (FooDB: FOOD00979)
Wampee (FooDB: FOOD00980)
Goji (FooDB: FOOD00982)
Monk fruit (FooDB: FOOD00983)
Hawthorn (FooDB: FOOD00985)
Lantern fruit (FooDB: FOOD00986)
Cape gooseberry (FooDB: FOOD00988)

Other fruit

Fig (FooDB: FOOD00081)
Date (FooDB: FOOD00135)
Jujube (FooDB: FOOD00388)

Drupe

Prunus (Cherry, Plum) (FooDB: FOOD00143)
Apricot (FooDB: FOOD00144)
Sweet cherry (FooDB: FOOD00145)
Sour cherry (FooDB: FOOD00146)
European plum (FooDB: FOOD00147)
Peach (FooDB: FOOD00149)
Nectarine (FooDB: FOOD00229)
Peach (var.) (FooDB: FOOD00230)
Common chokecherry (FooDB: FOOD00562)

Nut

Cashew nut (FooDB: FOOD00011)
Peanut (FooDB: FOOD00016)
Brazil nut (FooDB: FOOD00024)
Pecan nut (FooDB: FOOD00044)
Chestnut (FooDB: FOOD00045)
Common hazelnut (FooDB: FOOD00062)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Almond (FooDB: FOOD00148)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hazelnut (FooDB: FOOD00376)
Hickory nut (FooDB: FOOD00377)
Japanese chestnut (FooDB: FOOD00385)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Macadamia nut (FooDB: FOOD00525)
Walnut (FooDB: FOOD00608)

Cereal and cereal product

Cereal

Cereal product

Pasta (FooDB: FOOD00273)
Bulgur (FooDB: FOOD00741)
Semolina (FooDB: FOOD00745)
Flour (FooDB: FOOD00799)

Dough

Sourdough (FooDB: FOOD00275)

Leavened bread

Flat bread

Other bread

Potato bread (FooDB: FOOD00811)

Sweet bread

Raisin bread (FooDB: FOOD00817)

Pulse

Pea

Lentil

Lentils (FooDB: FOOD00098)

Other pulse

Lupine (FooDB: FOOD00104)
White lupine (FooDB: FOOD00403)

Bean

Green lentil (FooDB: FOOD00970)

Gourd

Watermelon (FooDB: FOOD00052)
Muskmelon (FooDB: FOOD00064)
Cucumber (FooDB: FOOD00065)
Cucurbita (FooDB: FOOD00066)
Bitter gourd (FooDB: FOOD00115)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Calabash (FooDB: FOOD00318)
Chayote (FooDB: FOOD00325)
Towel gourd (FooDB: FOOD00492)
Wax gourd (FooDB: FOOD00499)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Acorn squash (FooDB: FOOD00972)
Cantaloupe melon (FooDB: FOOD00984)

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Soy sauce (FooDB: FOOD00694)
Miso (FooDB: FOOD00695)
Tofu (FooDB: FOOD00696)
Soy milk (FooDB: FOOD00736)
Soy cream (FooDB: FOOD00784)

Dish

Other dish

Taco shell (FooDB: FOOD00991)
Tostada shell (FooDB: FOOD00992)

Tea

Herbal tea

Hibiscus tea (FooDB: FOOD00723)
Greenthread tea (FooDB: FOOD00820)

Baking good

Wrapper

Wonton wrapper (FooDB: FOOD00818)

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)
Cow milk, pasteurized, vitamin A + D added, 0% fat (FooDB: FOOD00889)
Cow milk, pasteurized, vitamin A + D added, 1% fat (FooDB: FOOD00890)
Cow milk, pasteurized, vitamin A + D added, 2% fat (FooDB: FOOD00891)
Cow milk, pasteurized, vitamin D added, 3.25% fat (FooDB: FOOD00892)

Process

Role

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	233.3	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001990

Predicted Molecular 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	233.602	30932474
DeepCCS	[M-H]-	231.244	30932474
DeepCCS	[M-2H]-	264.478	30932474
DeepCCS	[M+Na]+	240.986	30932474
AllCCS	[M+H]+	232.6	32859911
AllCCS	[M+H-H2O]+	231.2	32859911
AllCCS	[M+NH4]+	233.8	32859911
AllCCS	[M+Na]+	234.2	32859911
AllCCS	[M-H]-	227.8	32859911
AllCCS	[M+Na-2H]-	230.0	32859911
AllCCS	[M+HCOO]-	232.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
LysoPC(16:0/0:0)	CCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP([O-])(=O)OCC[N+](C)(C)C	3466.4	Standard polar	33892256
LysoPC(16:0/0:0)	CCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP([O-])(=O)OCC[N+](C)(C)C	3037.6	Standard non polar	33892256
LysoPC(16:0/0:0)	CCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP([O-])(=O)OCC[N+](C)(C)C	3330.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
LysoPC(16:0/0:0),1TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)O[Si](C)(C)C	3308.9	Semi standard non polar	33892256
LysoPC(16:0/0:0),1TBDMS,isomer #1	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)O[Si](C)(C)C(C)(C)C	3538.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - LysoPC(16:0/0:0) GC-MS (1 TMS) - 70eV, Positive	splash10-01y9-9311000000-9632c8a0304eb91f3751	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - LysoPC(16:0/0:0) GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - LysoPC(16:0/0:0) GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - LysoPC(16:0/0:0) n/a 1V, negative-QTOF	splash10-001i-0010960000-db67de4509c75d7797d5	2020-07-21	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - LysoPC(16:0/0:0) QTOF 10V, positive-QTOF	splash10-014i-0100190000-466a257c45e674564cc2	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - LysoPC(16:0/0:0) QTOF 15V, positive-QTOF	splash10-014i-0300490000-fd86cfc8580fd230b8a8	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - LysoPC(16:0/0:0) QTOF 20V, positive-QTOF	splash10-1000-1900860000-1a2c5a54bd973898558d	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - LysoPC(16:0/0:0) QTOF 30V, positive-QTOF	splash10-0zfr-2901600000-7c35aada431d2e867652	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - LysoPC(16:0/0:0) QTOF 40V, positive-QTOF	splash10-0udi-5901100000-be073d1065c18511ab41	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - LysoPC(16:0/0:0) n/a 1V, positive-QTOF	splash10-0002-0300900000-849ef7d9847d865ee542	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - LysoPC(16:0/0:0) QTOF 3V, positive-QTOF	splash10-0002-0000900000-bd89b3b43b9782d3e5d0	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - LysoPC(16:0/0:0) QTOF 4V, positive-QTOF	splash10-0002-0000900000-7c8338b951da28a32df8	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - LysoPC(16:0/0:0) QTOF 5V, positive-QTOF	splash10-0002-0000900000-aa4c98d730731747150c	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - LysoPC(16:0/0:0) QTOF 7V, positive-QTOF	splash10-0002-0000900000-2d0497b2b78955e2f373	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - LysoPC(16:0/0:0) QTOF 10V, positive-QTOF	splash10-0002-0100900000-864a738c4e243f3650a8	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - LysoPC(16:0/0:0) QTOF 15V, positive-QTOF	splash10-0002-0400900000-ce5450f53d5acc84a31e	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - LysoPC(16:0/0:0) QTOF 17V, positive-QTOF	splash10-000t-0700900000-4ea431cd2258d012bb04	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - LysoPC(16:0/0:0) QTOF 20V, positive-QTOF	splash10-0f8a-0900400000-584dbb5e4958e61bcab8	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - LysoPC(16:0/0:0) QTOF 23V, positive-QTOF	splash10-0f89-0900200000-2b522394881a967d30af	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - LysoPC(16:0/0:0) QTOF 25V, positive-QTOF	splash10-0f89-0900100000-64234f354a55048175bc	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - LysoPC(16:0/0:0) QTOF 27V, positive-QTOF	splash10-0f89-0900000000-5f827a15f6679c860460	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - LysoPC(16:0/0:0) QTOF 30V, positive-QTOF	splash10-0f89-1900000000-f09c6fb5cf772c643504	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - LysoPC(16:0/0:0) QTOF 33V, positive-QTOF	splash10-0f89-1900000000-d5bef12c7df660f031a9	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - LysoPC(16:0/0:0) QTOF 35V, positive-QTOF	splash10-0f89-1900000000-f069c0af6b2eb74b9336	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - LysoPC(16:0/0:0) QTOF 40V, positive-QTOF	splash10-0f89-3900000000-d43ab983a88913d21991	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - LysoPC(16:0/0:0) QTOF 45V, positive-QTOF	splash10-0f8i-5900000000-2b2fa2819f5e2fce5fe4	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - LysoPC(16:0/0:0) Orbitrap 13V, positive-QTOF	splash10-0002-0000900000-0b99348189a68c7f5592	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - LysoPC(16:0/0:0) Orbitrap 18V, positive-QTOF	splash10-0002-0300900000-4249906ba39f9c0a48ea	2020-07-22	HMDB team, MONA	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

All Tissues
Placenta

Pathways

Name	SMPDB/PathBank	KEGG
Phospholipid Biosynthesis

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	141 +/- 50 uM	Adult (>18 years old)	Both	Normal	21359215	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	22800120	details
Blood	Detected and Quantified	106.6 +/- 16.73 uM	Adult (>18 years old)	Both	Normal	21359215	details
Blood	Detected and Quantified	41.00-150.0 uM	Adult (>18 years old)	Both	Normal	The Metabolo...	details
Blood	Detected and Quantified	106.598 +/- 16.732 uM	Adult (>18 years old)	Both	Normal	18953024	details
Blood	Detected and Quantified	63.4 (53.2-76.6) uM	Newborn (0-30 days old)	Not Available	Normal	25754623	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	22257447	details
Blood	Detected and Quantified	83.48(14.67) uM	Adult (>18 years old)	Both	Normal	26010610	details
Blood	Detected and Quantified	73.4 +/- 12.9 uM	Adult (>18 years old)	Both	Normal	28278231	details
Blood	Detected and Quantified	73.9 (58.5-96.1) uM	Infant (0-1 year old)	Not Available	Normal	25754623	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Not Specified	Normal	21458633	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	23384618	details
Feces	Detected and Quantified	12.42 +/- 10.49 nmol/g wet feces	Adult (>18 years old)	Both	Normal	27624970	details
Feces	Detected and Quantified	8.81 +/- 6.35 nmol/g wet feces	Adult (>18 years old)	Both	Normal	27624970	details
Urine	Detected and Quantified	0.014 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	24023812	details
Urine	Detected and Quantified	0.0152 +/- 0.0103 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Normal	Analysis of 30 no...	details
Urine	Detected and Quantified	0.01-0.17 umol/mmol creatinine	Newborn (0-30 days old)	Both	Normal	32340350	details
Urine	Detected and Quantified	0.03(0.01-0.18) umol/mmol creatinine	Newborn (0-30 days old)	Female	Normal	32340350	details
Urine	Detected and Quantified	0.04(0.01-0.13) umol/mmol creatinine	Newborn (0-30 days old)	Male	Normal	32340350	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Schizophrenia	22800120	details
Blood	Detected and Quantified	12.7(1-30) uM	Adult (>18 years old)	Both	Sepsis	26847922	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Schizophrenia	22257447	details
Blood	Detected and Quantified	73.15(13.93) uM	Adult (>18 years old)	Both	Heart failure with preserved ejection fraction	26010610	details
Blood	Detected and Quantified	72.189 (66.133) uM	Adult (>18 years old)	Female	Pregnancy with fetus having congenital heart defect	24704061	details
Blood	Detected and Quantified	142.065 (39.638) uM	Adult (>18 years old)	Female	Pregnancy	24704061	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Not Specified	Liver cirrhosis	21458633	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Not Specified	hepatocellular carcinoma	21458633	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	liver cirrhosis	23384618	details
Feces	Detected but not Quantified	Not Quantified	Newborn (0-30 days old)	Not Specified	Premature neonates	23210743	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27275383	details
Urine	Detected and Quantified	0.0089 +/- 0.0053 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Eosinophilic esophagitis	Analysis of 30 no...	details
Urine	Detected and Quantified	0.0097 +/- 0.0084 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Gastroesophageal reflux disease	Analysis of 30 no...	details

Associated Disorders and Diseases

Disease References

Schizophrenia
Cai HL, Li HD, Yan XZ, Sun B, Zhang Q, Yan M, Zhang WY, Jiang P, Zhu RH, Liu YP, Fang PF, Xu P, Yuan HY, Zhang XH, Hu L, Yang W, Ye HS: Metabolomic analysis of biochemical changes in the plasma and urine of first-episode neuroleptic-naive schizophrenia patients after treatment with risperidone. J Proteome Res. 2012 Aug 3;11(8):4338-50. doi: 10.1021/pr300459d. Epub 2012 Jul 26. [PubMed:22800120 ] Oresic M, Seppanen-Laakso T, Sun D, Tang J, Therman S, Viehman R, Mustonen U, van Erp TG, Hyotylainen T, Thompson P, Toga AW, Huttunen MO, Suvisaari J, Kaprio J, Lonnqvist J, Cannon TD: Phospholipids and insulin resistance in psychosis: a lipidomics study of twin pairs discordant for schizophrenia. Genome Med. 2012 Jan 18;4(1):1. doi: 10.1186/gm300. [PubMed:22257447 ]
Pregnancy
Bahado-Singh RO, Ertl R, Mandal R, Bjorndahl TC, Syngelaki A, Han B, Dong E, Liu PB, Alpay-Savasan Z, Wishart DS, Nicolaides KH: Metabolomic prediction of fetal congenital heart defect in the first trimester. Am J Obstet Gynecol. 2014 Sep;211(3):240.e1-240.e14. doi: 10.1016/j.ajog.2014.03.056. Epub 2014 Apr 1. [PubMed:24704061 ]
Sepsis
Ferrario M, Cambiaghi A, Brunelli L, Giordano S, Caironi P, Guatteri L, Raimondi F, Gattinoni L, Latini R, Masson S, Ristagno G, Pastorelli R: Mortality prediction in patients with severe septic shock: a pilot study using a target metabolomics approach. Sci Rep. 2016 Feb 5;6:20391. doi: 10.1038/srep20391. [PubMed:26847922 ]
Cirrhosis
Cao H, Huang H, Xu W, Chen D, Yu J, Li J, Li L: Fecal metabolome profiling of liver cirrhosis and hepatocellular carcinoma patients by ultra performance liquid chromatography-mass spectrometry. Anal Chim Acta. 2011 Apr 8;691(1-2):68-75. doi: 10.1016/j.aca.2011.02.038. Epub 2011 Feb 23. [PubMed:21458633 ] Huang HJ, Zhang AY, Cao HC, Lu HF, Wang BH, Xie Q, Xu W, Li LJ: Metabolomic analyses of faeces reveals malabsorption in cirrhotic patients. Dig Liver Dis. 2013 Aug;45(8):677-82. doi: 10.1016/j.dld.2013.01.001. Epub 2013 Feb 4. [PubMed:23384618 ]
Hepatocellular carcinoma
Cao H, Huang H, Xu W, Chen D, Yu J, Li J, Li L: Fecal metabolome profiling of liver cirrhosis and hepatocellular carcinoma patients by ultra performance liquid chromatography-mass spectrometry. Anal Chim Acta. 2011 Apr 8;691(1-2):68-75. doi: 10.1016/j.aca.2011.02.038. Epub 2011 Feb 23. [PubMed:21458633 ]
Colorectal cancer
Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
Eosinophilic esophagitis
Slae, M., Huynh, H., Wishart, D.S. (2014). Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work). NA.

Associated OMIM IDs

181500 (Schizophrenia)
114550 (Hepatocellular carcinoma)
114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

External Links

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

VMH ID

Not Available

MarkerDB ID

MDB00000790

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [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. 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. 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 ]
Divecha N, Irvine RF: Phospholipid signaling. Cell. 1995 Jan 27;80(2):269-78. [PubMed:7834746 ]
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 ]
Wernly B, Lichtenauer M, Hoppe UC, Jung C: Hyperglycemia in septic patients: an essential stress survival response in all, a robust marker for risk stratification in some, to be messed with in none. J Thorac Dis. 2016 Jul;8(7):E621-4. doi: 10.21037/jtd.2016.05.24. [PubMed:27501420 ]
Knuplez E, Marsche G: An Updated Review of Pro- and Anti-Inflammatory Properties of Plasma Lysophosphatidylcholines in the Vascular System. Int J Mol Sci. 2020 Jun 24;21(12). pii: ijms21124501. doi: 10.3390/ijms21124501. [PubMed:32599910 ]
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 ]
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.

Only showing the first 10 proteins. There are 29 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Acyl-protein thioesterase 1

General function:: Involved in hydrolase activity
Specific function:: Hydrolyzes fatty acids from S-acylated cysteine residues in proteins such as trimeric G alpha proteins or HRAS. Has depalmitoylating activity and also low lysophospholipase activity.
Gene Name:: LYPLA1
Uniprot ID:: O75608
Molecular weight:: 24669.355

Enzyme Details

2. Group XV phospholipase A2

General function:: Involved in phosphatidylcholine-sterol O-acyltransferase activity
Specific function:: Has transacylase and calcium-independent phospholipase A2 activity. Catalyzes the formation of 1-O-acyl-N-acetylsphingosine and the concomitant release of a lyso-phospholipid (By similarity). May have weak lysophospholipase activity.
Gene Name:: PLA2G15
Uniprot ID:: Q8NCC3
Molecular weight:: Not Available

Enzyme Details

3. Calcium-dependent phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. This isozyme hydrolyzes more efficiently L-alpha-1-palmitoyl-2-oleoyl phosphatidylcholine than L-alpha-1-palmitoyl-2-arachidonyl phosphatidylcholine, L-alpha-1-palmitoyl-2-arachidonyl phosphatidylethanolamine, or L-alpha-1-stearoyl-2-arachidonyl phosphatidylinositol. May be involved in the production of lung surfactant, the remodeling or regulation of cardiac muscle.
Gene Name:: PLA2G5
Uniprot ID:: P39877
Molecular weight:: 15674.065

Enzyme Details

4. Group IIF secretory phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. Hydrolyzes phosphatidylglycerol versus phosphatidylcholine with a 15-fold preference.
Gene Name:: PLA2G2F
Uniprot ID:: Q9BZM2
Molecular weight:: 23256.29

Enzyme Details

5. Cytosolic phospholipase A2

General function:: Involved in metabolic process
Specific function:: Selectively hydrolyzes arachidonyl phospholipids in the sn-2 position releasing arachidonic acid. Together with its lysophospholipid activity, it is implicated in the initiation of the inflammatory response.
Gene Name:: PLA2G4A
Uniprot ID:: P47712
Molecular weight:: 85210.19

Enzyme Details

6. Phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides.
Gene Name:: PLA2G1B
Uniprot ID:: P04054
Molecular weight:: 16359.535

Enzyme Details

7. Group XIIB secretory phospholipase A2-like protein

General function:: Involved in phospholipase A2 activity
Specific function:: Not known; does not seem to have catalytic activity.
Gene Name:: PLA2G12B
Uniprot ID:: Q9BX93
Molecular weight:: Not Available

Enzyme Details

8. Group 10 secretory phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. Has a powerful potency for releasing arachidonic acid from cell membrane phospholipids. Prefers phosphatidylethanolamine and phosphatidylcholine liposomes to those of phosphatidylserine.
Gene Name:: PLA2G10
Uniprot ID:: O15496
Molecular weight:: 18153.04

Enzyme Details

9. Group IIE secretory phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. Has a preference for arachidonic-containing phospholipids.
Gene Name:: PLA2G2E
Uniprot ID:: Q9NZK7
Molecular weight:: 15988.525

Enzyme Details

10. Acyl-protein thioesterase 2

General function:: Involved in hydrolase activity
Specific function:: May hydrolyze fatty acids from S-acylated cysteine residues in proteins such as trimeric G alpha proteins or HRAS. Has lysophospholipase activity (By similarity). Deacylates GAP43.
Gene Name:: LYPLA2
Uniprot ID:: O95372
Molecular weight:: 24736.71

Only showing the first 10 proteins. There are 29 proteins in total.

Show all enzymes and transporters

Showing metabocard for LysoPC(16:0/0:0) (HMDB0010382)

MOL for HMDB0010382 (LysoPC(16:0/0:0))

3D MOL for HMDB0010382 (LysoPC(16:0/0:0))

3D SDF for HMDB0010382 (LysoPC(16:0/0:0))

3D-SDF for HMDB0010382 (LysoPC(16:0/0:0))

PDB for HMDB0010382 (LysoPC(16:0/0:0))

3D PDB for HMDB0010382 (LysoPC(16:0/0:0))

SMILES for HMDB0010382 (LysoPC(16:0/0:0))

INCHI for HMDB0010382 (LysoPC(16:0/0:0))

Structure for HMDB0010382 (LysoPC(16:0/0:0))

3D Structure for HMDB0010382 (LysoPC(16:0/0:0))

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes