MiMeDB: Showing metabocard for PE(14:0/0:0) (MMDBc0033282)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:42:19 UTC

Update Date

2024-04-30 20:04:23 UTC

Metabolite ID

MMDBc0033282

Metabolite Identification

Common Name

PE(14:0/0:0)

Description

LysoPE(14:0) is a lysophosphatidylethanolamine or a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce. They are also approved for indoor use to preserve stored crops and commercial cut flowers. As a breakdown product of phosphatidylethanolamine (PE), LPE is present in cells of all organisms.

Structure

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


  Mrv0541 02241201422D          

 29 28  0  0  1  0            999 V2000
   23.0867  -11.7016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4117  -12.0914    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.7365  -11.7016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7619  -12.0914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0614  -12.0914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8848  -12.8710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.4370  -11.7016    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   24.0472  -11.0264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8268  -12.3767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1121  -11.3118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7872  -11.7016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4623  -11.3118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1375  -11.7016    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.9994  -12.9007    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0587  -12.0914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7732  -11.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4876  -12.0914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2021  -11.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9166  -12.0914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6311  -11.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3456  -12.0914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0600  -11.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7745  -12.0914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4890  -11.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2034  -12.0914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9179  -11.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6324  -12.0914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3469  -11.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3469  -10.8539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  1  1  0  0  0  0
  5  3  1  0  0  0  0
  2  6  1  6  0  0  0
  7  4  1  0  0  0  0
  8  7  2  0  0  0  0
  9  7  1  0  0  0  0
 10  7  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
  2 14  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 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  5  1  0  0  0  0
 28 29  2  0  0  0  0
M  END

HMDB0011500
     RDKit          3D
LysoPE(14:0/0:0)
 68 67  0  0  0  0  0  0  0  0999 V2000
   -9.3763   -1.5530   -0.1954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8374   -1.5348   -0.4312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5101   -0.1481   -0.9308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7403    0.9651   -0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6385    1.6179    0.7391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5992    2.3633    0.0185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6876    1.7131   -0.9097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8882    0.5885   -0.2765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1136    1.1189    0.9141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4850   -0.0604    1.5780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5632   -0.9250    0.8129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2894   -0.4242    0.4220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0741    0.7793   -0.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5264    0.8819   -0.4530 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9993    1.4550   -1.3724 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1342    0.2973    0.5980 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4301    0.0950    0.9835 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1175   -0.8214    0.0317 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9076   -0.2586   -1.2763 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6647   -0.8043    0.2318 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1951   -1.5024   -0.8403 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7253   -1.0451   -1.0911 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.9600   -1.0888   -2.6915 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9070    0.6695   -0.7808 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0385   -1.8245   -0.5179 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6524   -1.0521    0.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0777   -0.7938    0.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8045   -0.0087    1.0113 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7348   -2.5677   -0.3552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7763   -0.8501   -0.9919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5825   -1.1970    0.8090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2596   -1.9002    0.3880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6602   -2.2184   -1.3378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4447   -0.2462   -1.2881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1023    0.0080   -1.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3996    0.4646    0.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4786    1.7484   -0.3513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2396    0.9884    1.5561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1874    2.4323    1.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9718    2.9943    0.7585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1352    3.1864   -0.5498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8908    2.4839   -1.2255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1438    1.3970   -1.8402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0806    0.3231   -1.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4384   -0.3329   -0.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8577    1.5449    1.6716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4089    1.8740    0.6811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9178    0.2778    2.4988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3010   -0.7326    1.9944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3517   -1.8283    1.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0988   -1.4899   -0.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3208   -1.2407   -0.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4040   -0.2973    1.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3250    0.6400   -1.4754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3331    1.7456   -0.0359 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0079    1.0449    1.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3979   -0.4144    2.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7704   -1.8436   -0.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3389   -0.9280   -1.7653 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7914   -1.4770    1.1595 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0489    0.1865    0.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0359    1.0919   -1.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0256   -0.2339    0.7438 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7113   -1.7739    1.3756 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0067   -0.1117   -0.9343 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6127   -1.6445   -0.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3530    0.8381    1.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9576   -0.6411    1.8076 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
  9 47  1  0
 10 48  1  0
 10 49  1  0
 11 50  1  0
 11 51  1  0
 12 52  1  0
 12 53  1  0
 13 54  1  0
 13 55  1  0
 17 56  1  0
 17 57  1  0
 18 58  1  6
 19 59  1  0
 20 60  1  0
 20 61  1  0
 24 62  1  0
 26 63  1  0
 26 64  1  0
 27 65  1  0
 27 66  1  0
 28 67  1  0
 28 68  1  0
M  END


  Mrv0541 02241201422D          

 29 28  0  0  1  0            999 V2000
   23.0867  -11.7016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4117  -12.0914    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.7365  -11.7016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7619  -12.0914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0614  -12.0914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8848  -12.8710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.4370  -11.7016    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   24.0472  -11.0264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8268  -12.3767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1121  -11.3118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7872  -11.7016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4623  -11.3118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1375  -11.7016    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.9994  -12.9007    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0587  -12.0914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7732  -11.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4876  -12.0914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2021  -11.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9166  -12.0914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6311  -11.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3456  -12.0914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0600  -11.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7745  -12.0914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4890  -11.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2034  -12.0914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9179  -11.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6324  -12.0914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3469  -11.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3469  -10.8539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  1  1  0  0  0  0
  5  3  1  0  0  0  0
  2  6  1  6  0  0  0
  7  4  1  0  0  0  0
  8  7  2  0  0  0  0
  9  7  1  0  0  0  0
 10  7  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
  2 14  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 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  5  1  0  0  0  0
 28 29  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033282

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](O)(COC(=O)CCCCCCCCCCCCC)COP(O)(=O)OCCN

> <INCHI_IDENTIFIER>
InChI=1S/C19H40NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-19(22)25-16-18(21)17-27-28(23,24)26-15-14-20/h18,21H,2-17,20H2,1H3,(H,23,24)/t18-/m1/s1

> <INCHI_KEY>
RPXHXZNGZBHSMJ-GOSISDBHSA-N

> <FORMULA>
C19H40NO7P

> <MOLECULAR_WEIGHT>
425.4972

> <EXACT_MASS>
425.254239151

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
47.96872670249316

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2-aminoethoxy)[(2R)-2-hydroxy-3-(tetradecanoyloxy)propoxy]phosphinic acid

> <ALOGPS_LOGP>
3.25

> <JCHEM_LOGP>
2.6407240964756653

> <ALOGPS_LOGS>
-4.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.655705215902849

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8690837557474262

> <JCHEM_PKA_STRONGEST_BASIC>
9.999833383834863

> <JCHEM_POLAR_SURFACE_AREA>
128.31

> <JCHEM_REFRACTIVITY>
108.21049999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
21

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.09e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-aminoethoxy(2R)-2-hydroxy-3-(tetradecanoyloxy)propoxyphosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0011500
     RDKit          3D
LysoPE(14:0/0:0)
 68 67  0  0  0  0  0  0  0  0999 V2000
   -9.3763   -1.5530   -0.1954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8374   -1.5348   -0.4312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5101   -0.1481   -0.9308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7403    0.9651   -0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6385    1.6179    0.7391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5992    2.3633    0.0185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6876    1.7131   -0.9097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8882    0.5885   -0.2765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1136    1.1189    0.9141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4850   -0.0604    1.5780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5632   -0.9250    0.8129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2894   -0.4242    0.4220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0741    0.7793   -0.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5264    0.8819   -0.4530 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9993    1.4550   -1.3724 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1342    0.2973    0.5980 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4301    0.0950    0.9835 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1175   -0.8214    0.0317 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9076   -0.2586   -1.2763 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6647   -0.8043    0.2318 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1951   -1.5024   -0.8403 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7253   -1.0451   -1.0911 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.9600   -1.0888   -2.6915 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9070    0.6695   -0.7808 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0385   -1.8245   -0.5179 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6524   -1.0521    0.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0777   -0.7938    0.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8045   -0.0087    1.0113 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7348   -2.5677   -0.3552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7763   -0.8501   -0.9919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5825   -1.1970    0.8090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2596   -1.9002    0.3880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6602   -2.2184   -1.3378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4447   -0.2462   -1.2881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1023    0.0080   -1.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3996    0.4646    0.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4786    1.7484   -0.3513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2396    0.9884    1.5561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1874    2.4323    1.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9718    2.9943    0.7585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1352    3.1864   -0.5498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8908    2.4839   -1.2255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1438    1.3970   -1.8402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0806    0.3231   -1.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4384   -0.3329   -0.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8577    1.5449    1.6716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4089    1.8740    0.6811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9178    0.2778    2.4988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3010   -0.7326    1.9944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3517   -1.8283    1.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0988   -1.4899   -0.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3208   -1.2407   -0.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4040   -0.2973    1.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3250    0.6400   -1.4754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3331    1.7456   -0.0359 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0079    1.0449    1.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3979   -0.4144    2.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7704   -1.8436   -0.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3389   -0.9280   -1.7653 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7914   -1.4770    1.1595 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0489    0.1865    0.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0359    1.0919   -1.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0256   -0.2339    0.7438 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7113   -1.7739    1.3756 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0067   -0.1117   -0.9343 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6127   -1.6445   -0.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3530    0.8381    1.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9576   -0.6411    1.8076 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
  9 47  1  0
 10 48  1  0
 10 49  1  0
 11 50  1  0
 11 51  1  0
 12 52  1  0
 12 53  1  0
 13 54  1  0
 13 55  1  0
 17 56  1  0
 17 57  1  0
 18 58  1  6
 19 59  1  0
 20 60  1  0
 20 61  1  0
 24 62  1  0
 26 63  1  0
 26 64  1  0
 27 65  1  0
 27 66  1  0
 28 67  1  0
 28 68  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      43.095 -21.843   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      41.835 -22.571   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      40.575 -21.843   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      44.356 -22.571   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      39.315 -22.571   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      40.852 -24.026   0.000  0.00  0.00           O+0
HETATM    7  P   UNK     0      45.616 -21.843   0.000  0.00  0.00           P+0
HETATM    8  O   UNK     0      44.888 -20.583   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      46.343 -23.103   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      46.876 -21.115   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      48.136 -21.843   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      49.396 -21.115   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      50.657 -21.843   0.000  0.00  0.00           N+0
HETATM   14  H   UNK     0      42.932 -24.081   0.000  0.00  0.00           H+0
HETATM   15  C   UNK     0      20.643 -22.571   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      21.977 -21.801   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      23.310 -22.571   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      24.644 -21.801   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      25.978 -22.571   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      27.311 -21.801   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      28.645 -22.571   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      29.979 -21.801   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      31.312 -22.571   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      32.646 -21.801   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      33.980 -22.571   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      35.313 -21.801   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      36.647 -22.571   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      37.981 -21.801   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      37.981 -20.261   0.000  0.00  0.00           O+0
CONECT    1    2    4                                                       
CONECT    2    1    3    6   14                                             
CONECT    3    2    5                                                       
CONECT    4    1    7                                                       
CONECT    5    3   28                                                       
CONECT    6    2                                                            
CONECT    7    4    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    7   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14    2                                                            
CONECT   15   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   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27    5   29                                                  
CONECT   29   28                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   56    0
END

COMPND    HMDB0011500
HETATM    1  C1  UNL     1      -9.376  -1.553  -0.195  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.837  -1.535  -0.431  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.510  -0.148  -0.931  1.00  0.00           C  
HETATM    4  C4  UNL     1      -7.740   0.965  -0.021  1.00  0.00           C  
HETATM    5  C5  UNL     1      -6.639   1.618   0.739  1.00  0.00           C  
HETATM    6  C6  UNL     1      -5.599   2.363   0.018  1.00  0.00           C  
HETATM    7  C7  UNL     1      -4.688   1.713  -0.910  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.888   0.588  -0.277  1.00  0.00           C  
HETATM    9  C9  UNL     1      -3.114   1.119   0.914  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.485  -0.060   1.578  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.563  -0.925   0.813  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.289  -0.424   0.422  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.074   0.779  -0.424  1.00  0.00           C  
HETATM   14  C14 UNL     1       1.526   0.882  -0.453  1.00  0.00           C  
HETATM   15  O1  UNL     1       1.999   1.455  -1.372  1.00  0.00           O  
HETATM   16  O2  UNL     1       2.134   0.297   0.598  1.00  0.00           O  
HETATM   17  C15 UNL     1       3.430   0.095   0.983  1.00  0.00           C  
HETATM   18  C16 UNL     1       4.118  -0.821   0.032  1.00  0.00           C  
HETATM   19  O3  UNL     1       3.908  -0.259  -1.276  1.00  0.00           O  
HETATM   20  C17 UNL     1       5.665  -0.804   0.232  1.00  0.00           C  
HETATM   21  O4  UNL     1       6.195  -1.502  -0.840  1.00  0.00           O  
HETATM   22  P1  UNL     1       7.725  -1.045  -1.091  1.00  0.00           P  
HETATM   23  O5  UNL     1       7.960  -1.089  -2.691  1.00  0.00           O  
HETATM   24  O6  UNL     1       7.907   0.670  -0.781  1.00  0.00           O  
HETATM   25  O7  UNL     1       9.038  -1.825  -0.518  1.00  0.00           O  
HETATM   26  C18 UNL     1       9.652  -1.052   0.482  1.00  0.00           C  
HETATM   27  C19 UNL     1      11.078  -0.794   0.017  1.00  0.00           C  
HETATM   28  N1  UNL     1      11.805  -0.009   1.011  1.00  0.00           N  
HETATM   29  H1  UNL     1      -9.735  -2.568  -0.355  1.00  0.00           H  
HETATM   30  H2  UNL     1      -9.776  -0.850  -0.992  1.00  0.00           H  
HETATM   31  H3  UNL     1      -9.583  -1.197   0.809  1.00  0.00           H  
HETATM   32  H4  UNL     1      -7.260  -1.900   0.388  1.00  0.00           H  
HETATM   33  H5  UNL     1      -7.660  -2.218  -1.338  1.00  0.00           H  
HETATM   34  H6  UNL     1      -6.445  -0.246  -1.288  1.00  0.00           H  
HETATM   35  H7  UNL     1      -8.102   0.008  -1.865  1.00  0.00           H  
HETATM   36  H8  UNL     1      -8.400   0.465   0.831  1.00  0.00           H  
HETATM   37  H9  UNL     1      -8.479   1.748  -0.351  1.00  0.00           H  
HETATM   38  H10 UNL     1      -6.240   0.988   1.556  1.00  0.00           H  
HETATM   39  H11 UNL     1      -7.187   2.432   1.357  1.00  0.00           H  
HETATM   40  H12 UNL     1      -4.972   2.994   0.759  1.00  0.00           H  
HETATM   41  H13 UNL     1      -6.135   3.186  -0.550  1.00  0.00           H  
HETATM   42  H14 UNL     1      -3.891   2.484  -1.226  1.00  0.00           H  
HETATM   43  H15 UNL     1      -5.144   1.397  -1.840  1.00  0.00           H  
HETATM   44  H16 UNL     1      -3.081   0.323  -1.017  1.00  0.00           H  
HETATM   45  H17 UNL     1      -4.438  -0.333  -0.095  1.00  0.00           H  
HETATM   46  H18 UNL     1      -3.858   1.545   1.672  1.00  0.00           H  
HETATM   47  H19 UNL     1      -2.409   1.874   0.681  1.00  0.00           H  
HETATM   48  H20 UNL     1      -1.918   0.278   2.499  1.00  0.00           H  
HETATM   49  H21 UNL     1      -3.301  -0.733   1.994  1.00  0.00           H  
HETATM   50  H22 UNL     1      -1.352  -1.828   1.522  1.00  0.00           H  
HETATM   51  H23 UNL     1      -2.099  -1.490  -0.015  1.00  0.00           H  
HETATM   52  H24 UNL     1       0.321  -1.241  -0.154  1.00  0.00           H  
HETATM   53  H25 UNL     1       0.404  -0.297   1.340  1.00  0.00           H  
HETATM   54  H26 UNL     1      -0.325   0.640  -1.475  1.00  0.00           H  
HETATM   55  H27 UNL     1      -0.333   1.746  -0.036  1.00  0.00           H  
HETATM   56  H28 UNL     1       4.008   1.045   1.105  1.00  0.00           H  
HETATM   57  H29 UNL     1       3.398  -0.414   2.005  1.00  0.00           H  
HETATM   58  H30 UNL     1       3.770  -1.844  -0.017  1.00  0.00           H  
HETATM   59  H31 UNL     1       3.339  -0.928  -1.765  1.00  0.00           H  
HETATM   60  H32 UNL     1       5.791  -1.477   1.159  1.00  0.00           H  
HETATM   61  H33 UNL     1       6.049   0.187   0.378  1.00  0.00           H  
HETATM   62  H34 UNL     1       7.036   1.092  -1.119  1.00  0.00           H  
HETATM   63  H35 UNL     1       9.026  -0.234   0.744  1.00  0.00           H  
HETATM   64  H36 UNL     1       9.711  -1.774   1.376  1.00  0.00           H  
HETATM   65  H37 UNL     1      11.007  -0.112  -0.934  1.00  0.00           H  
HETATM   66  H38 UNL     1      11.613  -1.645  -0.347  1.00  0.00           H  
HETATM   67  H39 UNL     1      11.353   0.838   1.311  1.00  0.00           H  
HETATM   68  H40 UNL     1      11.958  -0.641   1.808  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3   32   33
CONECT    3    4   34   35
CONECT    4    5   36   37
CONECT    5    6   38   39
CONECT    6    7   40   41
CONECT    7    8   42   43
CONECT    8    9   44   45
CONECT    9   10   46   47
CONECT   10   11   48   49
CONECT   11   12   50   51
CONECT   12   13   52   53
CONECT   13   14   54   55
CONECT   14   15   15   16
CONECT   16   17
CONECT   17   18   56   57
CONECT   18   19   20   58
CONECT   19   59
CONECT   20   21   60   61
CONECT   21   22
CONECT   22   23   23   24   25
CONECT   24   62
CONECT   25   26
CONECT   26   27   63   64
CONECT   27   28   65   66
CONECT   28   67   68
END

HMDB0011500
     RDKit          3D
LysoPE(14:0/0:0)
 68 67  0  0  0  0  0  0  0  0999 V2000
   -9.3763   -1.5530   -0.1954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8374   -1.5348   -0.4312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5101   -0.1481   -0.9308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7403    0.9651   -0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6385    1.6179    0.7391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5992    2.3633    0.0185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6876    1.7131   -0.9097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8882    0.5885   -0.2765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1136    1.1189    0.9141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4850   -0.0604    1.5780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5632   -0.9250    0.8129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2894   -0.4242    0.4220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0741    0.7793   -0.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5264    0.8819   -0.4530 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9993    1.4550   -1.3724 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1342    0.2973    0.5980 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4301    0.0950    0.9835 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1175   -0.8214    0.0317 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9076   -0.2586   -1.2763 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6647   -0.8043    0.2318 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1951   -1.5024   -0.8403 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7253   -1.0451   -1.0911 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.9600   -1.0888   -2.6915 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9070    0.6695   -0.7808 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0385   -1.8245   -0.5179 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6524   -1.0521    0.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0777   -0.7938    0.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8045   -0.0087    1.0113 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7348   -2.5677   -0.3552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7763   -0.8501   -0.9919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5825   -1.1970    0.8090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2596   -1.9002    0.3880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6602   -2.2184   -1.3378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4447   -0.2462   -1.2881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1023    0.0080   -1.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3996    0.4646    0.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4786    1.7484   -0.3513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2396    0.9884    1.5561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1874    2.4323    1.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9718    2.9943    0.7585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1352    3.1864   -0.5498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8908    2.4839   -1.2255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1438    1.3970   -1.8402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0806    0.3231   -1.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4384   -0.3329   -0.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8577    1.5449    1.6716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4089    1.8740    0.6811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9178    0.2778    2.4988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3010   -0.7326    1.9944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3517   -1.8283    1.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0988   -1.4899   -0.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3208   -1.2407   -0.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4040   -0.2973    1.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3250    0.6400   -1.4754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3331    1.7456   -0.0359 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0079    1.0449    1.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3979   -0.4144    2.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7704   -1.8436   -0.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3389   -0.9280   -1.7653 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7914   -1.4770    1.1595 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0489    0.1865    0.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0359    1.0919   -1.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0256   -0.2339    0.7438 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7113   -1.7739    1.3756 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0067   -0.1117   -0.9343 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6127   -1.6445   -0.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3530    0.8381    1.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9576   -0.6411    1.8076 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
  9 47  1  0
 10 48  1  0
 10 49  1  0
 11 50  1  0
 11 51  1  0
 12 52  1  0
 12 53  1  0
 13 54  1  0
 13 55  1  0
 17 56  1  0
 17 57  1  0
 18 58  1  6
 19 59  1  0
 20 60  1  0
 20 61  1  0
 24 62  1  0
 26 63  1  0
 26 64  1  0
 27 65  1  0
 27 66  1  0
 28 67  1  0
 28 68  1  0
M  END

Synonyms

Value	Source
1-Tetradecanoyl-sn-glycero-3-phosphoethanolamine	ChEBI
1-Tetradecanoyl-sn-glycero-3-phosphoethanolamine zwitterion	ChEBI
LPE (14:0/0:0)	ChEBI
1-Myristoyl-2-hydroxy-sn-glycero-3-phosphoethanolamine	HMDB
LPE(14:0)	HMDB
LPE(14:0/0:0)	HMDB
Lyso-pe(14:0)	HMDB
Lyso-pe(14:0/0:0)	HMDB
LysoPE(14:0)	HMDB
Lysophosphatidylethanolamine(14:0)	HMDB
Lysophosphatidylethanolamine(14:0/0:0)	HMDB
Tetradecanoyl-lysophosphatidylethanolamine	HMDB
1-Tetradecanoyl-2-hydroxy-sn-glycero-3-phosphoethanolamine	HMDB
1-Tetradecanoylglycerophosphoethanolamine	HMDB
LysoPE(14:0/0:0)	Lipid Annotator

Molecular Formula

C₁₉H₄₀NO₇P

Average Mass

425.4972

Monoisotopic Mass

425.254239151

IUPAC Name

(2-aminoethoxy)[(2R)-2-hydroxy-3-(tetradecanoyloxy)propoxy]phosphinic acid

Traditional Name

2-aminoethoxy(2R)-2-hydroxy-3-(tetradecanoyloxy)propoxyphosphinic acid

CAS Registry Number

19805-23-3

SMILES

[H][C@@](O)(COC(=O)CCCCCCCCCCCCC)COP(O)(=O)OCCN

InChI Identifier

InChI=1S/C19H40NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-19(22)25-16-18(21)17-27-28(23,24)26-15-14-20/h18,21H,2-17,20H2,1H3,(H,23,24)/t18-/m1/s1

InChI Key

RPXHXZNGZBHSMJ-GOSISDBHSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoethanolamines

Direct Parent

1-acyl-sn-glycero-3-phosphoethanolamines

Alternative Parents

Substituents

1-monoacyl-sn-glycero-3-phosphoethanolamine
Phosphoethanolamine
Fatty acid ester
Dialkyl phosphate
Organic phosphoric acid derivative
Fatty acyl
Alkyl phosphate
Phosphoric acid ester
Amino acid or derivatives
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organonitrogen compound
Hydrocarbon derivative
Alcohol
Primary aliphatic amine
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Carbonyl group
Organic oxygen compound
Amine
Organooxygen compound
Primary amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

1-acyl-sn-glycero-3-phosphoethanolamine (CHEBI:85215 )
Monoacylglycerophosphoethanolamines (LMGP02050003 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0071 g/L	ALOGPS
logP	3.25	ALOGPS
logP	2.64	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	1.87	ChemAxon
pKa (Strongest Basic)	10	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	128.31 Å²	ChemAxon
Rotatable Bond Count	21	ChemAxon
Refractivity	108.21 m³·mol⁻¹	ChemAxon
Polarizability	47.97 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

All Tissues

Tissue Locations

All Tissues

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191838	Ectonucleotide pyrophosphatase/phosphodiesterase family member 2	Unknown	Q13822	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0036125	PE(14:0/0:0)	tetradecanoate (n-C14:0)	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038299	PE(14:0/14:0)	PE(14:0/0:0)	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038300	PE(14:0/16:0)	PE(14:0/0:0)	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038301	PE(14:0/16:1(9Z))	(9Z)-hexadecenoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038302	PE(14:0/18:1(11Z))	11Z-Octadecenoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038322	PE(14:0/17:0)	Heptadecanoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038323	PE(14:0/19:0)	PE(14:0/0:0)	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038357	PE(14:0/10:0)	Capric acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038358	PE(14:0/12:0)	Dodecanoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038359	PE(14:0/17:0cycw7c)	8‐(2‐Hexylcyclopropyl)octanoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038432	PE(14:0/10:0(3-OH))	(R)-3-Hydroxydecanoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038433	PE(14:0/12:0(3-OH))	3-Hydroxydodecanoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038434	PE(14:0/14:0(3-OH))	(R)-3-Hydroxy-tetradecanoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038435	PE(14:0/19:iso)	17-Methylstearate	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038478	PE(14:0/15:0)	PE(14:0/0:0)	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038479	PE(14:0/18:1(9Z))	(9Z)-octadecenoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038505	PE(14:0/14:1(9Z))	PE(14:0/0:0)	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038506	PE(14:0/18:0)	PE(14:0/0:0)	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038512	PE(14:0/15:0cyclo)	8‐(2‐Butylcyclopropyl)octanoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038513	PE(14:0/19:0cycv8c)	10‐(2‐Hexylcyclopropyl)decanoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038514	PE(14:0/19:0cycw8c)	10‐(2‐Hexylcyclopropyl)decanoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038515	PE(14:0/19:1(9Z))	9Z-Nonadecenoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038561	PE(14:0/14:1(11Z))	(11Z)-Tetradecenoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038571	PE(14:0/16:1(11Z))	11-hexadecenoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038572	PE(14:0/15:1(9Z))	(9Z)-pentadec-9-enoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038573	PE(14:0/15:1(11Z))	(11Z)-Pentadecenoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038634	PE(14:0/20:1(13Z))	13-Eicosenoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038635	PE(14:0/20:1(11Z))	11Z-Eicosenoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038668	PE(14:0/22:1(9Z))	9Z-Docosenoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038669	PE(14:0/22:1(11Z))	Cetoleic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	2	Human feces; Human saliva	Unknown

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human All tissues	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

HMDB0011500

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB028216

KNApSAcK ID

Not Available

Chemspider ID

7826020

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9547070

PDB ID

Not Available

ChEBI ID

84299

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Divecha N, Irvine RF: Phospholipid signaling. Cell. 1995 Jan 27;80(2):269-78. doi: 10.1016/0092-8674(95)90409-3. [PubMed:7834746 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. doi: 10.1038/35036052. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. doi: 10.1194/jlr.R600022-JLR200. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. doi: 10.1194/jlr.R700005-JLR200. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.
Cevc, Gregor (1993). Phospholipids Handbook. Marcel Dekker.

Showing metabocard for PE(14:0/0:0) (MMDBc0033282)

MOL for #<Metabolite:0x00007f923e77f240>

3D MOL for #<Metabolite:0x00007f923e77f240>

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3D-SDF for #<Metabolite:0x00007f923e77f240>

PDB for #<Metabolite:0x00007f923e77f240>

3D PDB for #<Metabolite:0x00007f923e77f240>

SMILES for #<Metabolite:0x00007f923e77f240>

INCHI for #<Metabolite:0x00007f923e77f240>

Structure for #<Metabolite:0x00007f923e77f240>

3D Structure for #<Metabolite:0x00007f923e77f240>