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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (4) Show 4 proteins XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2012-09-08 14:59:44 UTC

Update Date

2022-07-14 16:57:35 UTC

HMDB ID

HMDB0029206

Secondary Accession Numbers

HMDB29206

Metabolite Identification

Common Name

LysoPC(28:0/0:0)

Description

Lysopc(28:0), also known as LysoPC a C28:0, is classified as a member of the 1-acyl-sn-glycero-3-phosphocholines. 1-acyl-sn-glycero-3-phosphocholines are glycerophosphocholines in which the glycerol is esterified with a fatty acid at O-1 position, and linked at position 3 to a phosphocholine. Lysopc(28:0) is considered to be a practically insoluble (in water) and a moderately acidic compound. Lysopc(28:0) can be found in blood. Within a cell, Lysopc(28:0) is primarily located near the membrane (predicted from logp). 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


  Mrv1652301312018062D          

 46 45  0  0  0  0            999 V2000
   12.1836   -7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4756   -7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1736   -8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3486   -7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8980   -8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6125   -7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3270   -8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0414   -7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7559   -8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4704   -7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1849   -8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8993   -7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6138   -8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3283   -7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0427   -8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7572   -7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4717   -8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1862   -7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9006   -8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6151   -7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3296   -8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0440   -7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7585   -8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4730   -7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1874   -8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9019   -7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0466   -8.6842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3322   -8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0453   -8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4743   -8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7598   -7.8592    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   28.6164   -8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7611   -8.2717    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   30.7598   -7.0342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.6164   -9.0967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.4907   -8.9862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.3157   -7.5572    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   29.3309   -7.8592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.6177   -8.6842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.1887   -7.8592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9032   -8.2717    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   30.7598   -8.6842    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6002   -8.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8857   -8.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0888   -8.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3744   -7.8311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 25 24  1  0  0  0  0
 26 25  1  0  0  0  0
 28 27  1  0  0  0  0
 31 29  1  0  0  0  0
 31 30  1  0  0  0  0
 32 26  1  0  0  0  0
 33  2  1  0  0  0  0
 33  3  1  0  0  0  0
 33  4  1  0  0  0  0
 33 27  1  0  0  0  0
 31 34  1  6  0  0  0
 35 32  2  0  0  0  0
 38 29  1  0  0  0  0
 38 32  1  0  0  0  0
 39 28  1  0  0  0  0
 40 30  1  0  0  0  0
 41 36  2  0  0  0  0
 41 37  1  0  0  0  0
 41 39  1  0  0  0  0
 41 40  1  0  0  0  0
 31 42  1  6  0  0  0
  1 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
M  CHG  2  33   1  37  -1
M  END

HMDB0029206
     RDKit          3D
LysoPC(28:0/0:0)
119118  0  0  0  0  0  0  0  0999 V2000
   15.3804   -1.7076    3.5846 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2706   -2.5869    2.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7933   -2.8971    2.1532 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0085   -1.6142    1.9465 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5439   -1.9892    1.7719 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7730   -0.7132    1.5519 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2926   -0.9723    1.3763 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9695   -1.8668    0.2286 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4171   -1.3492   -1.0921 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8298   -0.0387   -1.5069 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3039   -0.1255   -1.5811 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7838    1.1880   -2.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2663    1.1732   -2.0760 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7787    0.1184   -2.9908 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3195   -0.0255   -3.1869 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5773    1.0609   -3.8310 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5308    2.4130   -3.3016 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1034    2.7461   -1.9441 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7402    2.3787   -1.4863 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4132    0.9450   -1.3591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9603    0.5968   -0.9631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5865    0.9862    0.2808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8441    2.3839    0.6618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6612    3.1624   -0.2975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0042    2.6898   -0.6689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1251    2.5814    0.2540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0489    1.7130    1.4514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4470    1.7675    2.0903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3567    2.4121    1.5454 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6277    1.0947    3.2439 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7795    0.9597    3.9840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7553   -0.0086    3.4384 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.9336   -0.0753    4.2325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0626   -0.0525    1.9991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9042    0.9764    1.6218 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1770    0.8218   -0.0397 P   0  0  0  0  0  5  0  0  0  0  0  0
  -10.1896    2.1673   -0.7423 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8708   -0.0711   -0.6891 O   0  0  0  0  0  1  0  0  0  0  0  0
  -11.6326    0.0232   -0.2698 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5235   -0.9773   -1.2427 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8815   -1.6218   -1.3722 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3386   -2.2152   -0.1289 N   0  0  0  0  0  4  0  0  0  0  0  0
  -14.5604   -2.9580   -0.4733 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6974   -1.2305    0.8615 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3901   -3.1903    0.3724 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1105   -0.6679    3.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.7391   -2.1896    4.3700 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.4289   -1.8113    3.9480 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.6014   -1.9855    1.4534 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.8399   -3.5241    2.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.7087   -3.5519    1.2415 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.3949   -3.4839    3.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.1774   -0.9530    2.8041 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.3462   -1.1147    1.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1595   -2.4276    2.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4633   -2.7065    0.9454 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1927   -0.0542    0.7865 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8548   -0.1515    2.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8373   -1.3644    2.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8190    0.0234    1.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3426   -2.8979    0.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8516   -1.9762    0.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5346   -1.2180   -1.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1867   -2.0874   -1.9008 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0592    0.7036   -0.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2740    0.2873   -2.4483 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9321   -0.3467   -0.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0974   -0.9116   -2.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1078    1.4037   -3.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1481    2.0445   -1.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9630    2.1991   -2.2659 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9381    0.9518   -1.0202 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1874   -0.8659   -2.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2827    0.2049   -3.9821 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8067   -0.4014   -2.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1928   -0.9390   -3.8654 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6092    0.6997   -4.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1668    1.1959   -4.8574 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7032    2.9376   -3.9740 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4071    3.0537   -3.6512 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2324    3.8833   -1.8439 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8152    2.3854   -1.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0192    2.8246   -2.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6242    2.8367   -0.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5717    0.4540   -2.3700 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1712    0.4052   -0.6953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6063    0.8057   -1.8796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9863   -0.5615   -0.9813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5650    0.4180    0.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9434    0.5557    1.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9729    3.0047    0.9662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4181    2.3343    1.6403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0697    3.4802   -1.2049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8186    4.1800    0.2123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3595    3.3258   -1.5541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8492    1.6593   -1.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0011    2.1612   -0.3599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5511    3.6096    0.5238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4311    2.0948    2.2950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8878    0.6783    1.1761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4419    0.5369    4.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2639    1.9619    4.2082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3096   -1.0734    3.6667 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3364    0.8324    4.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5754   -1.0500    1.7332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1813   -0.0589    1.3433 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7427   -1.7188   -0.9884 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3013   -0.4718   -2.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8560   -2.4101   -2.1479 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6217   -0.8455   -1.6590 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0465   -3.3904    0.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.3413   -3.6838   -1.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.2864   -2.2090   -0.8922 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8648   -0.2241    0.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.6029   -1.5340    1.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8986   -1.0979    1.6093 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0087   -3.8010   -0.4558 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9079   -3.8171    1.1415 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5885   -2.6285    0.8880 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  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 36 38  1  0
 36 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 42 44  1  0
 42 45  1  0
  1 46  1  0
  1 47  1  0
  1 48  1  0
  2 49  1  0
  2 50  1  0
  3 51  1  0
  3 52  1  0
  4 53  1  0
  4 54  1  0
  5 55  1  0
  5 56  1  0
  6 57  1  0
  6 58  1  0
  7 59  1  0
  7 60  1  0
  8 61  1  0
  8 62  1  0
  9 63  1  0
  9 64  1  0
 10 65  1  0
 10 66  1  0
 11 67  1  0
 11 68  1  0
 12 69  1  0
 12 70  1  0
 13 71  1  0
 13 72  1  0
 14 73  1  0
 14 74  1  0
 15 75  1  0
 15 76  1  0
 16 77  1  0
 16 78  1  0
 17 79  1  0
 17 80  1  0
 18 81  1  0
 18 82  1  0
 19 83  1  0
 19 84  1  0
 20 85  1  0
 20 86  1  0
 21 87  1  0
 21 88  1  0
 22 89  1  0
 22 90  1  0
 23 91  1  0
 23 92  1  0
 24 93  1  0
 24 94  1  0
 25 95  1  0
 25 96  1  0
 26 97  1  0
 26 98  1  0
 27 99  1  0
 27100  1  0
 31101  1  0
 31102  1  0
 32103  1  1
 33104  1  0
 34105  1  0
 34106  1  0
 40107  1  0
 40108  1  0
 41109  1  0
 41110  1  0
 43111  1  0
 43112  1  0
 43113  1  0
 44114  1  0
 44115  1  0
 44116  1  0
 45117  1  0
 45118  1  0
 45119  1  0
M  CHG  2  38  -1  42   1
M  END


  Mrv1652301312018062D          

 46 45  0  0  0  0            999 V2000
   12.1836   -7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4756   -7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1736   -8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3486   -7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8980   -8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6125   -7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3270   -8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0414   -7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7559   -8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4704   -7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1849   -8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8993   -7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6138   -8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3283   -7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0427   -8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7572   -7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4717   -8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1862   -7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9006   -8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6151   -7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3296   -8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0440   -7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7585   -8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4730   -7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1874   -8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9019   -7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0466   -8.6842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3322   -8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0453   -8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4743   -8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7598   -7.8592    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   28.6164   -8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7611   -8.2717    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   30.7598   -7.0342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.6164   -9.0967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.4907   -8.9862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.3157   -7.5572    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   29.3309   -7.8592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.6177   -8.6842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.1887   -7.8592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9032   -8.2717    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   30.7598   -8.6842    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6002   -8.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8857   -8.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0888   -8.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3744   -7.8311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 25 24  1  0  0  0  0
 26 25  1  0  0  0  0
 28 27  1  0  0  0  0
 31 29  1  0  0  0  0
 31 30  1  0  0  0  0
 32 26  1  0  0  0  0
 33  2  1  0  0  0  0
 33  3  1  0  0  0  0
 33  4  1  0  0  0  0
 33 27  1  0  0  0  0
 31 34  1  6  0  0  0
 35 32  2  0  0  0  0
 38 29  1  0  0  0  0
 38 32  1  0  0  0  0
 39 28  1  0  0  0  0
 40 30  1  0  0  0  0
 41 36  2  0  0  0  0
 41 37  1  0  0  0  0
 41 39  1  0  0  0  0
 41 40  1  0  0  0  0
 31 42  1  6  0  0  0
  1 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
M  CHG  2  33   1  37  -1
M  END
> <DATABASE_ID>
HMDB0029206

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C36H74NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-36(39)42-33-35(38)34-44-45(40,41)43-32-31-37(2,3)4/h35,38H,5-34H2,1-4H3/t35-/m1/s1

> <INCHI_KEY>
VPAMUPUPKCTFGJ-PGUFJCEWSA-N

> <FORMULA>
C36H74NO7P

> <MOLECULAR_WEIGHT>
663.949

> <EXACT_MASS>
663.520290239

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
119

> <JCHEM_AVERAGE_POLARIZABILITY>
83.67699946700533

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
5.12

> <JCHEM_LOGP>
6.527566456861589

> <ALOGPS_LOGS>
-7.30

> <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>
105.12

> <JCHEM_REFRACTIVITY>
197.48570000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
36

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.57e-05 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029206
     RDKit          3D
LysoPC(28:0/0:0)
119118  0  0  0  0  0  0  0  0999 V2000
   15.3804   -1.7076    3.5846 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2706   -2.5869    2.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7933   -2.8971    2.1532 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0085   -1.6142    1.9465 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5439   -1.9892    1.7719 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7730   -0.7132    1.5519 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2926   -0.9723    1.3763 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9695   -1.8668    0.2286 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4171   -1.3492   -1.0921 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8298   -0.0387   -1.5069 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3039   -0.1255   -1.5811 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7838    1.1880   -2.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2663    1.1732   -2.0760 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7787    0.1184   -2.9908 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3195   -0.0255   -3.1869 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5773    1.0609   -3.8310 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5308    2.4130   -3.3016 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1034    2.7461   -1.9441 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7402    2.3787   -1.4863 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4132    0.9450   -1.3591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9603    0.5968   -0.9631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5865    0.9862    0.2808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8441    2.3839    0.6618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6612    3.1624   -0.2975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0042    2.6898   -0.6689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1251    2.5814    0.2540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0489    1.7130    1.4514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4470    1.7675    2.0903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3567    2.4121    1.5454 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6277    1.0947    3.2439 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7795    0.9597    3.9840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7553   -0.0086    3.4384 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.9336   -0.0753    4.2325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0626   -0.0525    1.9991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9042    0.9764    1.6218 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1770    0.8218   -0.0397 P   0  0  0  0  0  5  0  0  0  0  0  0
  -10.1896    2.1673   -0.7423 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8708   -0.0711   -0.6891 O   0  0  0  0  0  1  0  0  0  0  0  0
  -11.6326    0.0232   -0.2698 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5235   -0.9773   -1.2427 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8815   -1.6218   -1.3722 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3386   -2.2152   -0.1289 N   0  0  0  0  0  4  0  0  0  0  0  0
  -14.5604   -2.9580   -0.4733 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6974   -1.2305    0.8615 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3901   -3.1903    0.3724 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1105   -0.6679    3.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.7391   -2.1896    4.3700 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.4289   -1.8113    3.9480 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.6014   -1.9855    1.4534 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.8399   -3.5241    2.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.7087   -3.5519    1.2415 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.3949   -3.4839    3.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.1774   -0.9530    2.8041 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.3462   -1.1147    1.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1595   -2.4276    2.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4633   -2.7065    0.9454 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1927   -0.0542    0.7865 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8548   -0.1515    2.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8373   -1.3644    2.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8190    0.0234    1.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3426   -2.8979    0.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8516   -1.9762    0.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5346   -1.2180   -1.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1867   -2.0874   -1.9008 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0592    0.7036   -0.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2740    0.2873   -2.4483 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9321   -0.3467   -0.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0974   -0.9116   -2.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1078    1.4037   -3.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1481    2.0445   -1.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9630    2.1991   -2.2659 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9381    0.9518   -1.0202 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1874   -0.8659   -2.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2827    0.2049   -3.9821 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8067   -0.4014   -2.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1928   -0.9390   -3.8654 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6092    0.6997   -4.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1668    1.1959   -4.8574 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7032    2.9376   -3.9740 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4071    3.0537   -3.6512 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2324    3.8833   -1.8439 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8152    2.3854   -1.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0192    2.8246   -2.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6242    2.8367   -0.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5717    0.4540   -2.3700 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1712    0.4052   -0.6953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6063    0.8057   -1.8796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9863   -0.5615   -0.9813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5650    0.4180    0.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9434    0.5557    1.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9729    3.0047    0.9662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4181    2.3343    1.6403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0697    3.4802   -1.2049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8186    4.1800    0.2123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3595    3.3258   -1.5541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8492    1.6593   -1.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0011    2.1612   -0.3599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5511    3.6096    0.5238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4311    2.0948    2.2950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8878    0.6783    1.1761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4419    0.5369    4.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2639    1.9619    4.2082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3096   -1.0734    3.6667 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3364    0.8324    4.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5754   -1.0500    1.7332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1813   -0.0589    1.3433 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7427   -1.7188   -0.9884 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3013   -0.4718   -2.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8560   -2.4101   -2.1479 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6217   -0.8455   -1.6590 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0465   -3.3904    0.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.3413   -3.6838   -1.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.2864   -2.2090   -0.8922 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8648   -0.2241    0.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.6029   -1.5340    1.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8986   -1.0979    1.6093 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0087   -3.8010   -0.4558 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9079   -3.8171    1.1415 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5885   -2.6285    0.8880 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  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 36 38  1  0
 36 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 42 44  1  0
 42 45  1  0
  1 46  1  0
  1 47  1  0
  1 48  1  0
  2 49  1  0
  2 50  1  0
  3 51  1  0
  3 52  1  0
  4 53  1  0
  4 54  1  0
  5 55  1  0
  5 56  1  0
  6 57  1  0
  6 58  1  0
  7 59  1  0
  7 60  1  0
  8 61  1  0
  8 62  1  0
  9 63  1  0
  9 64  1  0
 10 65  1  0
 10 66  1  0
 11 67  1  0
 11 68  1  0
 12 69  1  0
 12 70  1  0
 13 71  1  0
 13 72  1  0
 14 73  1  0
 14 74  1  0
 15 75  1  0
 15 76  1  0
 16 77  1  0
 16 78  1  0
 17 79  1  0
 17 80  1  0
 18 81  1  0
 18 82  1  0
 19 83  1  0
 19 84  1  0
 20 85  1  0
 20 86  1  0
 21 87  1  0
 21 88  1  0
 22 89  1  0
 22 90  1  0
 23 91  1  0
 23 92  1  0
 24 93  1  0
 24 94  1  0
 25 95  1  0
 25 96  1  0
 26 97  1  0
 26 98  1  0
 27 99  1  0
 27100  1  0
 31101  1  0
 31102  1  0
 32103  1  1
 33104  1  0
 34105  1  0
 34106  1  0
 40107  1  0
 40108  1  0
 41109  1  0
 41110  1  0
 43111  1  0
 43112  1  0
 43113  1  0
 44114  1  0
 44115  1  0
 44116  1  0
 45117  1  0
 45118  1  0
 45119  1  0
M  CHG  2  38  -1  42   1
M  END

HEADER    PROTEIN                                 31-JAN-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   31-JAN-20         0                                  
HETATM    1  C   UNK     0      22.743 -14.671   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      68.088 -14.671   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      67.524 -16.774   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      65.984 -14.107   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      24.076 -15.441   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      25.410 -14.671   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      26.744 -15.441   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      28.077 -14.671   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      29.411 -15.441   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      30.745 -14.671   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      32.078 -15.441   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      33.412 -14.671   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      34.746 -15.441   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      36.079 -14.671   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      37.413 -15.441   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      38.747 -14.671   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      40.081 -15.441   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      41.414 -14.671   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      42.748 -15.441   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      44.082 -14.671   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      45.415 -15.441   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      46.749 -14.671   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      48.083 -15.441   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      49.416 -14.671   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      50.750 -15.441   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      52.084 -14.671   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      65.420 -16.211   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      64.087 -15.441   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      56.085 -15.441   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      58.752 -15.441   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      57.418 -14.671   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      53.417 -15.441   0.000  0.00  0.00           C+0
HETATM   33  N   UNK     0      66.754 -15.441   0.000  0.00  0.00           N+1
HETATM   34  O   UNK     0      57.418 -13.131   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      53.417 -16.981   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      60.649 -16.774   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      62.189 -14.107   0.000  0.00  0.00           O-1
HETATM   38  O   UNK     0      54.751 -14.671   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      62.753 -16.211   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      60.086 -14.671   0.000  0.00  0.00           O+0
HETATM   41  P   UNK     0      61.419 -15.441   0.000  0.00  0.00           P+0
HETATM   42  H   UNK     0      57.418 -16.211   0.000  0.00  0.00           H+0
HETATM   43  C   UNK     0      21.654 -15.759   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      20.320 -14.989   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      18.832 -15.388   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      17.499 -14.618   0.000  0.00  0.00           C+0
CONECT    1    5   43                                                       
CONECT    2   33                                                            
CONECT    3   33                                                            
CONECT    4   33                                                            
CONECT    5    1    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   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   32                                                       
CONECT   27   28   33                                                       
CONECT   28   27   39                                                       
CONECT   29   31   38                                                       
CONECT   30   31   40                                                       
CONECT   31   29   30   34   42                                             
CONECT   32   26   35   38                                                  
CONECT   33    2    3    4   27                                             
CONECT   34   31                                                            
CONECT   35   32                                                            
CONECT   36   41                                                            
CONECT   37   41                                                            
CONECT   38   29   32                                                       
CONECT   39   28   41                                                       
CONECT   40   30   41                                                       
CONECT   41   36   37   39   40                                             
CONECT   42   31                                                            
CONECT   43    1   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45                                                            
MASTER        0    0    0    0    0    0    0    0   46    0   90    0
END

COMPND    HMDB0029206
HETATM    1  C1  UNL     1      15.380  -1.708   3.585  1.00  0.00           C  
HETATM    2  C2  UNL     1      15.271  -2.587   2.345  1.00  0.00           C  
HETATM    3  C3  UNL     1      13.793  -2.897   2.153  1.00  0.00           C  
HETATM    4  C4  UNL     1      13.009  -1.614   1.947  1.00  0.00           C  
HETATM    5  C5  UNL     1      11.544  -1.989   1.772  1.00  0.00           C  
HETATM    6  C6  UNL     1      10.773  -0.713   1.552  1.00  0.00           C  
HETATM    7  C7  UNL     1       9.293  -0.972   1.376  1.00  0.00           C  
HETATM    8  C8  UNL     1       8.970  -1.867   0.229  1.00  0.00           C  
HETATM    9  C9  UNL     1       9.417  -1.349  -1.092  1.00  0.00           C  
HETATM   10  C10 UNL     1       8.830  -0.039  -1.507  1.00  0.00           C  
HETATM   11  C11 UNL     1       7.304  -0.126  -1.581  1.00  0.00           C  
HETATM   12  C12 UNL     1       6.784   1.188  -2.031  1.00  0.00           C  
HETATM   13  C13 UNL     1       5.266   1.173  -2.076  1.00  0.00           C  
HETATM   14  C14 UNL     1       4.779   0.118  -2.991  1.00  0.00           C  
HETATM   15  C15 UNL     1       3.320  -0.025  -3.187  1.00  0.00           C  
HETATM   16  C16 UNL     1       2.577   1.061  -3.831  1.00  0.00           C  
HETATM   17  C17 UNL     1       2.531   2.413  -3.302  1.00  0.00           C  
HETATM   18  C18 UNL     1       2.103   2.746  -1.944  1.00  0.00           C  
HETATM   19  C19 UNL     1       0.740   2.379  -1.486  1.00  0.00           C  
HETATM   20  C20 UNL     1       0.413   0.945  -1.359  1.00  0.00           C  
HETATM   21  C21 UNL     1      -0.960   0.597  -0.963  1.00  0.00           C  
HETATM   22  C22 UNL     1      -1.586   0.986   0.281  1.00  0.00           C  
HETATM   23  C23 UNL     1      -1.844   2.384   0.662  1.00  0.00           C  
HETATM   24  C24 UNL     1      -2.661   3.162  -0.298  1.00  0.00           C  
HETATM   25  C25 UNL     1      -4.004   2.690  -0.669  1.00  0.00           C  
HETATM   26  C26 UNL     1      -5.125   2.581   0.254  1.00  0.00           C  
HETATM   27  C27 UNL     1      -5.049   1.713   1.451  1.00  0.00           C  
HETATM   28  C28 UNL     1      -6.447   1.768   2.090  1.00  0.00           C  
HETATM   29  O1  UNL     1      -7.357   2.412   1.545  1.00  0.00           O  
HETATM   30  O2  UNL     1      -6.628   1.095   3.244  1.00  0.00           O  
HETATM   31  C29 UNL     1      -7.779   0.960   3.984  1.00  0.00           C  
HETATM   32  C30 UNL     1      -8.755  -0.009   3.438  1.00  0.00           C  
HETATM   33  O3  UNL     1      -9.934  -0.075   4.233  1.00  0.00           O  
HETATM   34  C31 UNL     1      -9.063  -0.052   1.999  1.00  0.00           C  
HETATM   35  O4  UNL     1      -9.904   0.976   1.622  1.00  0.00           O  
HETATM   36  P1  UNL     1     -10.177   0.822  -0.040  1.00  0.00           P  
HETATM   37  O5  UNL     1     -10.190   2.167  -0.742  1.00  0.00           O  
HETATM   38  O6  UNL     1      -8.871  -0.071  -0.689  1.00  0.00           O1-
HETATM   39  O7  UNL     1     -11.633   0.023  -0.270  1.00  0.00           O  
HETATM   40  C32 UNL     1     -11.524  -0.977  -1.243  1.00  0.00           C  
HETATM   41  C33 UNL     1     -12.882  -1.622  -1.372  1.00  0.00           C  
HETATM   42  N1  UNL     1     -13.339  -2.215  -0.129  1.00  0.00           N1+
HETATM   43  C34 UNL     1     -14.560  -2.958  -0.473  1.00  0.00           C  
HETATM   44  C35 UNL     1     -13.697  -1.230   0.862  1.00  0.00           C  
HETATM   45  C36 UNL     1     -12.390  -3.190   0.372  1.00  0.00           C  
HETATM   46  H1  UNL     1      15.111  -0.668   3.366  1.00  0.00           H  
HETATM   47  H2  UNL     1      14.739  -2.190   4.370  1.00  0.00           H  
HETATM   48  H3  UNL     1      16.429  -1.811   3.948  1.00  0.00           H  
HETATM   49  H4  UNL     1      15.601  -1.985   1.453  1.00  0.00           H  
HETATM   50  H5  UNL     1      15.840  -3.524   2.455  1.00  0.00           H  
HETATM   51  H6  UNL     1      13.709  -3.552   1.241  1.00  0.00           H  
HETATM   52  H7  UNL     1      13.395  -3.484   3.001  1.00  0.00           H  
HETATM   53  H8  UNL     1      13.177  -0.953   2.804  1.00  0.00           H  
HETATM   54  H9  UNL     1      13.346  -1.115   1.016  1.00  0.00           H  
HETATM   55  H10 UNL     1      11.160  -2.428   2.735  1.00  0.00           H  
HETATM   56  H11 UNL     1      11.463  -2.706   0.945  1.00  0.00           H  
HETATM   57  H12 UNL     1      11.193  -0.054   0.786  1.00  0.00           H  
HETATM   58  H13 UNL     1      10.855  -0.152   2.528  1.00  0.00           H  
HETATM   59  H14 UNL     1       8.837  -1.364   2.310  1.00  0.00           H  
HETATM   60  H15 UNL     1       8.819   0.023   1.189  1.00  0.00           H  
HETATM   61  H16 UNL     1       9.343  -2.898   0.423  1.00  0.00           H  
HETATM   62  H17 UNL     1       7.852  -1.976   0.213  1.00  0.00           H  
HETATM   63  H18 UNL     1      10.535  -1.218  -1.102  1.00  0.00           H  
HETATM   64  H19 UNL     1       9.187  -2.087  -1.901  1.00  0.00           H  
HETATM   65  H20 UNL     1       9.059   0.704  -0.715  1.00  0.00           H  
HETATM   66  H21 UNL     1       9.274   0.287  -2.448  1.00  0.00           H  
HETATM   67  H22 UNL     1       6.932  -0.347  -0.576  1.00  0.00           H  
HETATM   68  H23 UNL     1       7.097  -0.912  -2.339  1.00  0.00           H  
HETATM   69  H24 UNL     1       7.108   1.404  -3.083  1.00  0.00           H  
HETATM   70  H25 UNL     1       7.148   2.044  -1.414  1.00  0.00           H  
HETATM   71  H26 UNL     1       4.963   2.199  -2.266  1.00  0.00           H  
HETATM   72  H27 UNL     1       4.938   0.952  -1.020  1.00  0.00           H  
HETATM   73  H28 UNL     1       5.187  -0.866  -2.587  1.00  0.00           H  
HETATM   74  H29 UNL     1       5.283   0.205  -3.982  1.00  0.00           H  
HETATM   75  H30 UNL     1       2.807  -0.401  -2.242  1.00  0.00           H  
HETATM   76  H31 UNL     1       3.193  -0.939  -3.865  1.00  0.00           H  
HETATM   77  H32 UNL     1       1.609   0.700  -4.273  1.00  0.00           H  
HETATM   78  H33 UNL     1       3.167   1.196  -4.857  1.00  0.00           H  
HETATM   79  H34 UNL     1       1.703   2.938  -3.974  1.00  0.00           H  
HETATM   80  H35 UNL     1       3.407   3.054  -3.651  1.00  0.00           H  
HETATM   81  H36 UNL     1       2.232   3.883  -1.844  1.00  0.00           H  
HETATM   82  H37 UNL     1       2.815   2.385  -1.145  1.00  0.00           H  
HETATM   83  H38 UNL     1       0.019   2.825  -2.211  1.00  0.00           H  
HETATM   84  H39 UNL     1       0.624   2.837  -0.474  1.00  0.00           H  
HETATM   85  H40 UNL     1       0.572   0.454  -2.370  1.00  0.00           H  
HETATM   86  H41 UNL     1       1.171   0.405  -0.695  1.00  0.00           H  
HETATM   87  H42 UNL     1      -1.606   0.806  -1.880  1.00  0.00           H  
HETATM   88  H43 UNL     1      -0.986  -0.562  -0.981  1.00  0.00           H  
HETATM   89  H44 UNL     1      -2.565   0.418   0.469  1.00  0.00           H  
HETATM   90  H45 UNL     1      -0.943   0.556   1.130  1.00  0.00           H  
HETATM   91  H46 UNL     1      -0.973   3.005   0.966  1.00  0.00           H  
HETATM   92  H47 UNL     1      -2.418   2.334   1.640  1.00  0.00           H  
HETATM   93  H48 UNL     1      -2.070   3.480  -1.205  1.00  0.00           H  
HETATM   94  H49 UNL     1      -2.819   4.180   0.212  1.00  0.00           H  
HETATM   95  H50 UNL     1      -4.360   3.326  -1.554  1.00  0.00           H  
HETATM   96  H51 UNL     1      -3.849   1.659  -1.151  1.00  0.00           H  
HETATM   97  H52 UNL     1      -6.001   2.161  -0.360  1.00  0.00           H  
HETATM   98  H53 UNL     1      -5.551   3.610   0.524  1.00  0.00           H  
HETATM   99  H54 UNL     1      -4.431   2.095   2.295  1.00  0.00           H  
HETATM  100  H55 UNL     1      -4.888   0.678   1.176  1.00  0.00           H  
HETATM  101  H56 UNL     1      -7.442   0.537   4.998  1.00  0.00           H  
HETATM  102  H57 UNL     1      -8.264   1.962   4.208  1.00  0.00           H  
HETATM  103  H58 UNL     1      -8.310  -1.073   3.667  1.00  0.00           H  
HETATM  104  H59 UNL     1     -10.336   0.832   4.166  1.00  0.00           H  
HETATM  105  H60 UNL     1      -9.575  -1.050   1.733  1.00  0.00           H  
HETATM  106  H61 UNL     1      -8.181  -0.059   1.343  1.00  0.00           H  
HETATM  107  H62 UNL     1     -10.743  -1.719  -0.988  1.00  0.00           H  
HETATM  108  H63 UNL     1     -11.301  -0.472  -2.195  1.00  0.00           H  
HETATM  109  H64 UNL     1     -12.856  -2.410  -2.148  1.00  0.00           H  
HETATM  110  H65 UNL     1     -13.622  -0.846  -1.659  1.00  0.00           H  
HETATM  111  H66 UNL     1     -15.046  -3.390   0.413  1.00  0.00           H  
HETATM  112  H67 UNL     1     -14.341  -3.684  -1.275  1.00  0.00           H  
HETATM  113  H68 UNL     1     -15.286  -2.209  -0.892  1.00  0.00           H  
HETATM  114  H69 UNL     1     -13.865  -0.224   0.394  1.00  0.00           H  
HETATM  115  H70 UNL     1     -14.603  -1.534   1.454  1.00  0.00           H  
HETATM  116  H71 UNL     1     -12.899  -1.098   1.609  1.00  0.00           H  
HETATM  117  H72 UNL     1     -12.009  -3.801  -0.456  1.00  0.00           H  
HETATM  118  H73 UNL     1     -12.908  -3.817   1.141  1.00  0.00           H  
HETATM  119  H74 UNL     1     -11.588  -2.628   0.888  1.00  0.00           H  
CONECT    1    2   46   47   48
CONECT    2    3   49   50
CONECT    3    4   51   52
CONECT    4    5   53   54
CONECT    5    6   55   56
CONECT    6    7   57   58
CONECT    7    8   59   60
CONECT    8    9   61   62
CONECT    9   10   63   64
CONECT   10   11   65   66
CONECT   11   12   67   68
CONECT   12   13   69   70
CONECT   13   14   71   72
CONECT   14   15   73   74
CONECT   15   16   75   76
CONECT   16   17   77   78
CONECT   17   18   79   80
CONECT   18   19   81   82
CONECT   19   20   83   84
CONECT   20   21   85   86
CONECT   21   22   87   88
CONECT   22   23   89   90
CONECT   23   24   91   92
CONECT   24   25   93   94
CONECT   25   26   95   96
CONECT   26   27   97   98
CONECT   27   28   99  100
CONECT   28   29   29   30
CONECT   30   31
CONECT   31   32  101  102
CONECT   32   33   34  103
CONECT   33  104
CONECT   34   35  105  106
CONECT   35   36
CONECT   36   37   37   38   39
CONECT   39   40
CONECT   40   41  107  108
CONECT   41   42  109  110
CONECT   42   43   44   45
CONECT   43  111  112  113
CONECT   44  114  115  116
CONECT   45  117  118  119
END

HMDB0029206
     RDKit          3D
LysoPC(28:0/0:0)
119118  0  0  0  0  0  0  0  0999 V2000
   15.3804   -1.7076    3.5846 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2706   -2.5869    2.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7933   -2.8971    2.1532 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0085   -1.6142    1.9465 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5439   -1.9892    1.7719 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7730   -0.7132    1.5519 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2926   -0.9723    1.3763 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9695   -1.8668    0.2286 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4171   -1.3492   -1.0921 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8298   -0.0387   -1.5069 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3039   -0.1255   -1.5811 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7838    1.1880   -2.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2663    1.1732   -2.0760 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7787    0.1184   -2.9908 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3195   -0.0255   -3.1869 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5773    1.0609   -3.8310 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5308    2.4130   -3.3016 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1034    2.7461   -1.9441 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7402    2.3787   -1.4863 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4132    0.9450   -1.3591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9603    0.5968   -0.9631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5865    0.9862    0.2808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8441    2.3839    0.6618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6612    3.1624   -0.2975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0042    2.6898   -0.6689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1251    2.5814    0.2540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0489    1.7130    1.4514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4470    1.7675    2.0903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3567    2.4121    1.5454 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6277    1.0947    3.2439 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7795    0.9597    3.9840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7553   -0.0086    3.4384 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.9336   -0.0753    4.2325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0626   -0.0525    1.9991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9042    0.9764    1.6218 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1770    0.8218   -0.0397 P   0  0  0  0  0  5  0  0  0  0  0  0
  -10.1896    2.1673   -0.7423 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8708   -0.0711   -0.6891 O   0  0  0  0  0  1  0  0  0  0  0  0
  -11.6326    0.0232   -0.2698 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5235   -0.9773   -1.2427 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8815   -1.6218   -1.3722 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3386   -2.2152   -0.1289 N   0  0  0  0  0  4  0  0  0  0  0  0
  -14.5604   -2.9580   -0.4733 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6974   -1.2305    0.8615 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3901   -3.1903    0.3724 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1105   -0.6679    3.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.7391   -2.1896    4.3700 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.4289   -1.8113    3.9480 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.6014   -1.9855    1.4534 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.8399   -3.5241    2.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.7087   -3.5519    1.2415 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.3949   -3.4839    3.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.1774   -0.9530    2.8041 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.3462   -1.1147    1.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1595   -2.4276    2.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4633   -2.7065    0.9454 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1927   -0.0542    0.7865 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8548   -0.1515    2.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8373   -1.3644    2.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8190    0.0234    1.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3426   -2.8979    0.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8516   -1.9762    0.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5346   -1.2180   -1.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1867   -2.0874   -1.9008 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0592    0.7036   -0.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2740    0.2873   -2.4483 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9321   -0.3467   -0.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0974   -0.9116   -2.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1078    1.4037   -3.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1481    2.0445   -1.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9630    2.1991   -2.2659 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9381    0.9518   -1.0202 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1874   -0.8659   -2.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2827    0.2049   -3.9821 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8067   -0.4014   -2.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1928   -0.9390   -3.8654 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6092    0.6997   -4.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1668    1.1959   -4.8574 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7032    2.9376   -3.9740 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4071    3.0537   -3.6512 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2324    3.8833   -1.8439 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8152    2.3854   -1.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0192    2.8246   -2.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6242    2.8367   -0.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5717    0.4540   -2.3700 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1712    0.4052   -0.6953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6063    0.8057   -1.8796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9863   -0.5615   -0.9813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5650    0.4180    0.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9434    0.5557    1.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9729    3.0047    0.9662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4181    2.3343    1.6403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0697    3.4802   -1.2049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8186    4.1800    0.2123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3595    3.3258   -1.5541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8492    1.6593   -1.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0011    2.1612   -0.3599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5511    3.6096    0.5238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4311    2.0948    2.2950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8878    0.6783    1.1761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4419    0.5369    4.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2639    1.9619    4.2082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3096   -1.0734    3.6667 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3364    0.8324    4.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5754   -1.0500    1.7332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1813   -0.0589    1.3433 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7427   -1.7188   -0.9884 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3013   -0.4718   -2.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8560   -2.4101   -2.1479 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6217   -0.8455   -1.6590 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0465   -3.3904    0.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.3413   -3.6838   -1.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.2864   -2.2090   -0.8922 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8648   -0.2241    0.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.6029   -1.5340    1.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8986   -1.0979    1.6093 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0087   -3.8010   -0.4558 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9079   -3.8171    1.1415 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5885   -2.6285    0.8880 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
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  5  6  1  0
  6  7  1  0
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 28 30  1  0
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 31 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 36 38  1  0
 36 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 42 44  1  0
 42 45  1  0
  1 46  1  0
  1 47  1  0
  1 48  1  0
  2 49  1  0
  2 50  1  0
  3 51  1  0
  3 52  1  0
  4 53  1  0
  4 54  1  0
  5 55  1  0
  5 56  1  0
  6 57  1  0
  6 58  1  0
  7 59  1  0
  7 60  1  0
  8 61  1  0
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 27100  1  0
 31101  1  0
 31102  1  0
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 34105  1  0
 34106  1  0
 40107  1  0
 40108  1  0
 41109  1  0
 41110  1  0
 43111  1  0
 43112  1  0
 43113  1  0
 44114  1  0
 44115  1  0
 44116  1  0
 45117  1  0
 45118  1  0
 45119  1  0
M  CHG  2  38  -1  42   1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
LysoPC a C28:0	HMDB

Chemical Formula

C₃₆H₇₄NO₇P

Average Molecular Weight

663.949

Monoisotopic Molecular Weight

663.520290239

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C

InChI Identifier

InChI=1S/C36H74NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-36(39)42-33-35(38)34-44-45(40,41)43-32-31-37(2,3)4/h35,38H,5-34H2,1-4H3/t35-/m1/s1

InChI Key

VPAMUPUPKCTFGJ-PGUFJCEWSA-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

Not Available

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)

Urine (PMID: 32340350)
Feces (PMID: 27624970)

Non-excretory biofluid

Blood (PMID: 28278231)

Cell

All cells and tissues (HMDB: HMDB0029206)

Cellular substructure

Membrane (HMDB: HMDB0029206)
cell membrane (PMID: 30845751)

Process

Naturally occurring process

Biological process

Cellular process

Apoptosis (PMID: 30845751)

Biochemical pathway

Signaling pathway

Apoptosis (PMID: 30845751)

Role

Industrial application

Pharmaceutical industry

Biomarker

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

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	3.6e-05 g/L	ALOGPS
logP	5.12	ALOGPS
logP	6.53	ChemAxon
logS	-7.3	ALOGPS
pKa (Strongest Acidic)	1.86	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	105.12 Å²	ChemAxon
Rotatable Bond Count	36	ChemAxon
Refractivity	197.49 m³·mol⁻¹	ChemAxon
Polarizability	83.68 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	248.268	30932474
DeepCCS	[M-H]-	245.115	30932474
DeepCCS	[M-2H]-	279.386	30932474
DeepCCS	[M+Na]+	256.015	30932474
AllCCS	[M+H]+	273.6	32859911
AllCCS	[M+H-H2O]+	273.0	32859911
AllCCS	[M+NH4]+	274.2	32859911
AllCCS	[M+Na]+	274.4	32859911
AllCCS	[M-H]-	266.9	32859911
AllCCS	[M+Na-2H]-	270.1	32859911
AllCCS	[M+HCOO]-	273.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
LysoPC(28:0/0:0)	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	4172.2	Standard polar	33892256
LysoPC(28:0/0:0)	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	3876.4	Standard non polar	33892256
LysoPC(28:0/0:0)	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	4554.7	Semi standard non polar	33892256

Spectra

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.30-1.10 uM	Adult (>18 years old)	Both	Normal	Molecular You	details
Blood	Detected and Quantified	0.23 +/- 0.07 uM	Adult (>18 years old)	Both	Normal	28278231	details
Feces	Detected and Quantified	0.22 +/- 0.1 nmol/g wet feces	Adult (>18 years old)	Both	Normal	27624970	details
Feces	Detected and Quantified	0.21 +/- 0.11 nmol/g wet feces	Adult (>18 years old)	Both	Normal	27624970	details
Urine	Detected and Quantified	0.0-0.04 umol/mmol creatinine	Newborn (0-30 days old)	Both	Normal	32340350	details
Urine	Detected and Quantified	0.01 +/- 0.01 umol/mmol creatinine	Newborn (0-30 days old)	Female	Normal	32340350	details
Urine	Detected and Quantified	0.01 +/- 0.01 umol/mmol creatinine	Newborn (0-30 days old)	Male	Normal	32340350	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB031399

KNApSAcK ID

Not Available

Chemspider ID

35032837

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131750811

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

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 ]
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.

Enzymes

Enzyme Details

1. Free fatty acid receptor 1

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Receptor for medium and long chain saturated and unsaturated fatty acids. Binding of the ligand increase intracellular calcium concentration and amplify glucose-stimulated insulin secretion. The activity of this receptor is mediated by G- proteins that activate phospholipase C. Seems to act through a G(q) and G(i)-mediated pathway
Gene Name:: FFAR1
Uniprot ID:: O14842
Molecular weight:: 31456.6

Enzyme Details

2. Glucose-dependent insulinotropic receptor

General function:: Not Available
Specific function:: Receptor for the endogenous fatty-acid ethanolamide oleoylethanolamide (OEA) and lysophosphatidylcholine (LPC). Functions as a glucose-dependent insulinotropic receptor. The activity of this receptor is mediated by G proteins which activate adenylate cyclase. Seems to act through a G(s) mediated pathway.
Gene Name:: GPR119
Uniprot ID:: Q8TDV5
Molecular weight:: 36888.36

Enzyme Details

3. G-protein coupled receptor 55

General function:: Not Available
Specific function:: May be involved in hyperalgesia associated with inflammatory and neuropathic pain. Receptor for L-alpha-lysophosphatidylinositol (LPI). LPI induces Ca2+ release from intracellular stores via the heterotrimeric G protein GNA13 and RHOA. Putative cannabinoid receptor. May play a role in bone physiology by regulating osteoclast number and function.
Gene Name:: GPR55
Uniprot ID:: Q9Y2T6
Molecular weight:: 36.0

Enzyme Details

4. G-protein coupled receptor 4

General function:: Not Available
Specific function:: Proton-sensing G-protein coupled receptor couples to multiple intracellular signaling pathways, including GNAS/cAMP, GNAQ/phospholipase C (PLC), and GNA12/GNA13/Rho pathways. Acidosis-induced GPR4 activation increases paracellular gap formation and permeability of vascular endothelial cells through the GNA12/GNA13/Rho GTPase signaling pathway. In the brain may mediate central respiratory sensitivity to CO2H+.
Gene Name:: GPR4
Uniprot ID:: P46093
Molecular weight:: 40.0

Showing metabocard for LysoPC(28:0/0:0) (HMDB0029206)

MOL for HMDB0029206 (LysoPC(28:0/0:0))

3D MOL for HMDB0029206 (LysoPC(28:0/0:0))

3D SDF for HMDB0029206 (LysoPC(28:0/0:0))

3D-SDF for HMDB0029206 (LysoPC(28:0/0:0))

PDB for HMDB0029206 (LysoPC(28:0/0:0))

3D PDB for HMDB0029206 (LysoPC(28:0/0:0))

SMILES for HMDB0029206 (LysoPC(28:0/0:0))

INCHI for HMDB0029206 (LysoPC(28:0/0:0))

Structure for HMDB0029206 (LysoPC(28:0/0:0))

3D Structure for HMDB0029206 (LysoPC(28:0/0:0))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Enzymes