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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2009-01-08 17:23:32 UTC

Update Date

2022-11-30 19:03:59 UTC

HMDB ID

HMDB0011502

Secondary Accession Numbers

HMDB11502

Metabolite Identification

Common Name

LysoPE(15:0/0:0)

Description

LysoPE(15:0/0:0) 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          

 30 29  0  0  1  0            999 V2000
   21.8477  -16.2257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1724  -16.6156    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.4970  -16.2257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5231  -16.6156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8216  -16.6156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6454  -17.3955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1985  -16.2257    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   22.8086  -15.5503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5884  -16.9011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8739  -15.8358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5492  -16.2257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2246  -15.8358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9000  -16.2257    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7604  -17.4253    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1111  -16.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8261  -16.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5410  -16.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2556  -16.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9705  -16.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6851  -16.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4000  -16.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1146  -16.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8182  -16.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5327  -16.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2476  -16.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9623  -16.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6772  -16.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3918  -16.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1067  -16.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1067  -15.3846    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 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29  5  1  0  0  0  0
M  END

HMDB0011502
     RDKit          3D
LysoPE(15:0/0:0)
 71 70  0  0  0  0  0  0  0  0999 V2000
   -9.4358    1.0647    1.7906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4115    1.9732    1.1548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8504    1.2986   -0.1042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2117    0.0054    0.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6599   -0.6674   -0.9517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6480    0.1971   -1.6089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5162    0.5004   -0.6719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8395   -0.7829   -0.2557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6855   -0.4187    0.6676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0135   -1.7034    1.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4681   -2.5113   -0.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4807   -1.9602   -0.9447 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8353   -1.4921   -0.4934 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9187   -0.3710    0.4670 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3814   -0.0771    0.7159 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2173   -0.7614    0.1212 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7591    0.8969    1.5568 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9135    1.4323    1.9946 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7097    2.1986    1.0157 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8237    2.7126    1.7450 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2072    1.4069   -0.1351 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0036    0.3130    0.2266 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5126   -0.5169   -1.1551 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.6792   -0.0912   -2.3120 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3906   -2.2049   -0.9338 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1554   -0.1633   -1.3839 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9424   -0.7448   -0.4189 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3870   -0.3567   -0.7319 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5748    1.0695   -0.7139 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0489    0.5077    2.6461 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3381    1.6728    2.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7829    0.3053    1.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5894    2.1823    1.8560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8460    2.9374    0.8526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1499    2.0089   -0.5886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6939    1.0766   -0.7886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4688    0.0746    1.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0289   -0.6638    0.6619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5007   -0.9450   -1.6413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2035   -1.6230   -0.6515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2672   -0.3844   -2.5031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0779    1.1157   -2.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8641    1.0138    0.2503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7628    1.1856   -1.1298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5225   -1.2835   -1.1772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5039   -1.4793    0.2989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1437    0.0238    1.5808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0077    0.3190    0.2443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9159   -2.3309    1.4749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4344   -1.5747    1.9910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0755   -3.4783    0.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3650   -2.8531   -0.6364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2655   -2.7831   -1.7181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9008   -1.1540   -1.6198 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4836   -2.3394   -0.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4258   -1.1548   -1.4113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5166    0.5762    0.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5117   -0.6402    1.4366 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6724    2.0605    2.9183 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5289    0.6008    2.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2037    3.1194    0.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1854    3.5088    1.3034 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5091    1.2155   -0.9515 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9792    2.1139   -0.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8988   -2.4168   -0.0896 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6309   -0.3350    0.5605 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8603   -1.8354   -0.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5758   -0.7416   -1.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0361   -0.8110    0.0260 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7829    1.4174    0.2281 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7662    1.5456   -1.1617 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  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 23 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 11 51  1  0
 11 52  1  0
 12 53  1  0
 12 54  1  0
 13 55  1  0
 13 56  1  0
 14 57  1  0
 14 58  1  0
 18 59  1  0
 18 60  1  0
 19 61  1  6
 20 62  1  0
 21 63  1  0
 21 64  1  0
 25 65  1  0
 27 66  1  0
 27 67  1  0
 28 68  1  0
 28 69  1  0
 29 70  1  0
 29 71  1  0
M  END


  Mrv0541 02241201422D          

 30 29  0  0  1  0            999 V2000
   21.8477  -16.2257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1724  -16.6156    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.4970  -16.2257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5231  -16.6156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8216  -16.6156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6454  -17.3955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1985  -16.2257    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   22.8086  -15.5503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5884  -16.9011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8739  -15.8358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5492  -16.2257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2246  -15.8358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9000  -16.2257    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7604  -17.4253    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1111  -16.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8261  -16.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5410  -16.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2556  -16.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9705  -16.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6851  -16.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4000  -16.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1146  -16.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8182  -16.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5327  -16.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2476  -16.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9623  -16.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6772  -16.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3918  -16.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1067  -16.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1067  -15.3846    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 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29  5  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0011502

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H42NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-20(23)26-17-19(22)18-28-29(24,25)27-16-15-21/h19,22H,2-18,21H2,1H3,(H,24,25)/t19-/m1/s1

> <INCHI_KEY>
FGHPDPYCRTXYNZ-LJQANCHMSA-N

> <FORMULA>
C20H42NO7P

> <MOLECULAR_WEIGHT>
439.5237

> <EXACT_MASS>
439.269889215

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
50.13447752406756

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
3.70

> <JCHEM_LOGP>
3.0852927614756647

> <ALOGPS_LOGS>
-5.05

> <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>
112.81149999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.88e-03 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0011502
     RDKit          3D
LysoPE(15:0/0:0)
 71 70  0  0  0  0  0  0  0  0999 V2000
   -9.4358    1.0647    1.7906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4115    1.9732    1.1548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8504    1.2986   -0.1042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2117    0.0054    0.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6599   -0.6674   -0.9517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6480    0.1971   -1.6089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5162    0.5004   -0.6719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8395   -0.7829   -0.2557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6855   -0.4187    0.6676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0135   -1.7034    1.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4681   -2.5113   -0.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4807   -1.9602   -0.9447 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8353   -1.4921   -0.4934 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9187   -0.3710    0.4670 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3814   -0.0771    0.7159 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2173   -0.7614    0.1212 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7591    0.8969    1.5568 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9135    1.4323    1.9946 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7097    2.1986    1.0157 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8237    2.7126    1.7450 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2072    1.4069   -0.1351 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0036    0.3130    0.2266 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5126   -0.5169   -1.1551 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.6792   -0.0912   -2.3120 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3906   -2.2049   -0.9338 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1554   -0.1633   -1.3839 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9424   -0.7448   -0.4189 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3870   -0.3567   -0.7319 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5748    1.0695   -0.7139 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0489    0.5077    2.6461 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3381    1.6728    2.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7829    0.3053    1.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5894    2.1823    1.8560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8460    2.9374    0.8526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1499    2.0089   -0.5886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6939    1.0766   -0.7886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4688    0.0746    1.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0289   -0.6638    0.6619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5007   -0.9450   -1.6413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2035   -1.6230   -0.6515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2672   -0.3844   -2.5031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0779    1.1157   -2.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8641    1.0138    0.2503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7628    1.1856   -1.1298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5225   -1.2835   -1.1772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5039   -1.4793    0.2989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1437    0.0238    1.5808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0077    0.3190    0.2443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9159   -2.3309    1.4749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4344   -1.5747    1.9910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0755   -3.4783    0.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3650   -2.8531   -0.6364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2655   -2.7831   -1.7181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9008   -1.1540   -1.6198 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4836   -2.3394   -0.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4258   -1.1548   -1.4113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5166    0.5762    0.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5117   -0.6402    1.4366 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6724    2.0605    2.9183 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5289    0.6008    2.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2037    3.1194    0.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1854    3.5088    1.3034 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5091    1.2155   -0.9515 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9792    2.1139   -0.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8988   -2.4168   -0.0896 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6309   -0.3350    0.5605 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8603   -1.8354   -0.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5758   -0.7416   -1.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0361   -0.8110    0.0260 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7829    1.4174    0.2281 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7662    1.5456   -1.1617 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  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 23 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 11 51  1  0
 11 52  1  0
 12 53  1  0
 12 54  1  0
 13 55  1  0
 13 56  1  0
 14 57  1  0
 14 58  1  0
 18 59  1  0
 18 60  1  0
 19 61  1  6
 20 62  1  0
 21 63  1  0
 21 64  1  0
 25 65  1  0
 27 66  1  0
 27 67  1  0
 28 68  1  0
 28 69  1  0
 29 70  1  0
 29 71  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      40.782 -30.288   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      39.522 -31.016   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      38.261 -30.288   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      42.043 -31.016   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      37.000 -31.016   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      38.538 -32.472   0.000  0.00  0.00           O+0
HETATM    7  P   UNK     0      43.304 -30.288   0.000  0.00  0.00           P+0
HETATM    8  O   UNK     0      42.576 -29.027   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      44.032 -31.549   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      44.565 -29.560   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      45.825 -30.288   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      47.086 -29.560   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      48.347 -30.288   0.000  0.00  0.00           N+0
HETATM   14  H   UNK     0      40.619 -32.527   0.000  0.00  0.00           H+0
HETATM   15  C   UNK     0      17.007 -30.246   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      18.342 -31.016   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      19.677 -30.246   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      21.010 -31.016   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      22.345 -30.246   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      23.679 -31.016   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      25.013 -30.246   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      26.347 -31.016   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      27.661 -30.246   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      28.994 -31.016   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      30.329 -30.246   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      31.663 -31.016   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      32.997 -30.246   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      34.331 -31.016   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      35.666 -30.246   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      35.666 -28.718   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   29                                                       
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   29                                                       
CONECT   29   28   30    5                                                  
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   58    0
END

COMPND    HMDB0011502
HETATM    1  C1  UNL     1      -9.436   1.065   1.791  1.00  0.00           C  
HETATM    2  C2  UNL     1      -8.412   1.973   1.155  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.850   1.299  -0.104  1.00  0.00           C  
HETATM    4  C4  UNL     1      -7.212   0.005   0.288  1.00  0.00           C  
HETATM    5  C5  UNL     1      -6.660  -0.667  -0.952  1.00  0.00           C  
HETATM    6  C6  UNL     1      -5.648   0.197  -1.609  1.00  0.00           C  
HETATM    7  C7  UNL     1      -4.516   0.500  -0.672  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.839  -0.783  -0.256  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.685  -0.419   0.668  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.014  -1.703   1.086  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.468  -2.511  -0.019  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.481  -1.960  -0.945  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.835  -1.492  -0.493  1.00  0.00           C  
HETATM   14  C14 UNL     1       0.919  -0.371   0.467  1.00  0.00           C  
HETATM   15  C15 UNL     1       2.381  -0.077   0.716  1.00  0.00           C  
HETATM   16  O1  UNL     1       3.217  -0.761   0.121  1.00  0.00           O  
HETATM   17  O2  UNL     1       2.759   0.897   1.557  1.00  0.00           O  
HETATM   18  C16 UNL     1       3.913   1.432   1.995  1.00  0.00           C  
HETATM   19  C17 UNL     1       4.710   2.199   1.016  1.00  0.00           C  
HETATM   20  O3  UNL     1       5.824   2.713   1.745  1.00  0.00           O  
HETATM   21  C18 UNL     1       5.207   1.407  -0.135  1.00  0.00           C  
HETATM   22  O4  UNL     1       6.004   0.313   0.227  1.00  0.00           O  
HETATM   23  P1  UNL     1       6.513  -0.517  -1.155  1.00  0.00           P  
HETATM   24  O5  UNL     1       5.679  -0.091  -2.312  1.00  0.00           O  
HETATM   25  O6  UNL     1       6.391  -2.205  -0.934  1.00  0.00           O  
HETATM   26  O7  UNL     1       8.155  -0.163  -1.384  1.00  0.00           O  
HETATM   27  C19 UNL     1       8.942  -0.745  -0.419  1.00  0.00           C  
HETATM   28  C20 UNL     1      10.387  -0.357  -0.732  1.00  0.00           C  
HETATM   29  N1  UNL     1      10.575   1.070  -0.714  1.00  0.00           N  
HETATM   30  H1  UNL     1      -9.049   0.508   2.646  1.00  0.00           H  
HETATM   31  H2  UNL     1     -10.338   1.673   2.015  1.00  0.00           H  
HETATM   32  H3  UNL     1      -9.783   0.305   1.033  1.00  0.00           H  
HETATM   33  H4  UNL     1      -7.589   2.182   1.856  1.00  0.00           H  
HETATM   34  H5  UNL     1      -8.846   2.937   0.853  1.00  0.00           H  
HETATM   35  H6  UNL     1      -7.150   2.009  -0.589  1.00  0.00           H  
HETATM   36  H7  UNL     1      -8.694   1.077  -0.789  1.00  0.00           H  
HETATM   37  H8  UNL     1      -6.469   0.075   1.087  1.00  0.00           H  
HETATM   38  H9  UNL     1      -8.029  -0.664   0.662  1.00  0.00           H  
HETATM   39  H10 UNL     1      -7.501  -0.945  -1.641  1.00  0.00           H  
HETATM   40  H11 UNL     1      -6.204  -1.623  -0.651  1.00  0.00           H  
HETATM   41  H12 UNL     1      -5.267  -0.384  -2.503  1.00  0.00           H  
HETATM   42  H13 UNL     1      -6.078   1.116  -2.067  1.00  0.00           H  
HETATM   43  H14 UNL     1      -4.864   1.014   0.250  1.00  0.00           H  
HETATM   44  H15 UNL     1      -3.763   1.186  -1.130  1.00  0.00           H  
HETATM   45  H16 UNL     1      -3.522  -1.284  -1.177  1.00  0.00           H  
HETATM   46  H17 UNL     1      -4.504  -1.479   0.299  1.00  0.00           H  
HETATM   47  H18 UNL     1      -3.144   0.024   1.581  1.00  0.00           H  
HETATM   48  H19 UNL     1      -2.008   0.319   0.244  1.00  0.00           H  
HETATM   49  H20 UNL     1      -2.916  -2.331   1.475  1.00  0.00           H  
HETATM   50  H21 UNL     1      -1.434  -1.575   1.991  1.00  0.00           H  
HETATM   51  H22 UNL     1      -1.076  -3.478   0.401  1.00  0.00           H  
HETATM   52  H23 UNL     1      -2.365  -2.853  -0.636  1.00  0.00           H  
HETATM   53  H24 UNL     1      -0.266  -2.783  -1.718  1.00  0.00           H  
HETATM   54  H25 UNL     1      -0.901  -1.154  -1.620  1.00  0.00           H  
HETATM   55  H26 UNL     1       1.484  -2.339  -0.113  1.00  0.00           H  
HETATM   56  H27 UNL     1       1.426  -1.155  -1.411  1.00  0.00           H  
HETATM   57  H28 UNL     1       0.517   0.576   0.052  1.00  0.00           H  
HETATM   58  H29 UNL     1       0.512  -0.640   1.437  1.00  0.00           H  
HETATM   59  H30 UNL     1       3.672   2.061   2.918  1.00  0.00           H  
HETATM   60  H31 UNL     1       4.529   0.601   2.469  1.00  0.00           H  
HETATM   61  H32 UNL     1       4.204   3.119   0.645  1.00  0.00           H  
HETATM   62  H33 UNL     1       6.185   3.509   1.303  1.00  0.00           H  
HETATM   63  H34 UNL     1       4.509   1.215  -0.951  1.00  0.00           H  
HETATM   64  H35 UNL     1       5.979   2.114  -0.646  1.00  0.00           H  
HETATM   65  H36 UNL     1       6.899  -2.417  -0.090  1.00  0.00           H  
HETATM   66  H37 UNL     1       8.631  -0.335   0.560  1.00  0.00           H  
HETATM   67  H38 UNL     1       8.860  -1.835  -0.498  1.00  0.00           H  
HETATM   68  H39 UNL     1      10.576  -0.742  -1.766  1.00  0.00           H  
HETATM   69  H40 UNL     1      11.036  -0.811   0.026  1.00  0.00           H  
HETATM   70  H41 UNL     1      10.783   1.417   0.228  1.00  0.00           H  
HETATM   71  H42 UNL     1       9.766   1.546  -1.162  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3   33   34
CONECT    3    4   35   36
CONECT    4    5   37   38
CONECT    5    6   39   40
CONECT    6    7   41   42
CONECT    7    8   43   44
CONECT    8    9   45   46
CONECT    9   10   47   48
CONECT   10   11   49   50
CONECT   11   12   51   52
CONECT   12   13   53   54
CONECT   13   14   55   56
CONECT   14   15   57   58
CONECT   15   16   16   17
CONECT   17   18
CONECT   18   19   59   60
CONECT   19   20   21   61
CONECT   20   62
CONECT   21   22   63   64
CONECT   22   23
CONECT   23   24   24   25   26
CONECT   25   65
CONECT   26   27
CONECT   27   28   66   67
CONECT   28   29   68   69
CONECT   29   70   71
END

HMDB0011502
     RDKit          3D
LysoPE(15:0/0:0)
 71 70  0  0  0  0  0  0  0  0999 V2000
   -9.4358    1.0647    1.7906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4115    1.9732    1.1548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8504    1.2986   -0.1042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2117    0.0054    0.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6599   -0.6674   -0.9517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6480    0.1971   -1.6089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5162    0.5004   -0.6719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8395   -0.7829   -0.2557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6855   -0.4187    0.6676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0135   -1.7034    1.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4681   -2.5113   -0.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4807   -1.9602   -0.9447 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8353   -1.4921   -0.4934 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9187   -0.3710    0.4670 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3814   -0.0771    0.7159 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2173   -0.7614    0.1212 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7591    0.8969    1.5568 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9135    1.4323    1.9946 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7097    2.1986    1.0157 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8237    2.7126    1.7450 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2072    1.4069   -0.1351 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0036    0.3130    0.2266 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5126   -0.5169   -1.1551 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.6792   -0.0912   -2.3120 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3906   -2.2049   -0.9338 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1554   -0.1633   -1.3839 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9424   -0.7448   -0.4189 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3870   -0.3567   -0.7319 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5748    1.0695   -0.7139 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0489    0.5077    2.6461 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3381    1.6728    2.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7829    0.3053    1.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5894    2.1823    1.8560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8460    2.9374    0.8526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1499    2.0089   -0.5886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6939    1.0766   -0.7886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4688    0.0746    1.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0289   -0.6638    0.6619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5007   -0.9450   -1.6413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2035   -1.6230   -0.6515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2672   -0.3844   -2.5031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0779    1.1157   -2.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8641    1.0138    0.2503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7628    1.1856   -1.1298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5225   -1.2835   -1.1772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5039   -1.4793    0.2989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1437    0.0238    1.5808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0077    0.3190    0.2443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9159   -2.3309    1.4749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4344   -1.5747    1.9910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0755   -3.4783    0.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3650   -2.8531   -0.6364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2655   -2.7831   -1.7181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9008   -1.1540   -1.6198 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4836   -2.3394   -0.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4258   -1.1548   -1.4113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5166    0.5762    0.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5117   -0.6402    1.4366 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6724    2.0605    2.9183 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5289    0.6008    2.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2037    3.1194    0.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1854    3.5088    1.3034 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5091    1.2155   -0.9515 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9792    2.1139   -0.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8988   -2.4168   -0.0896 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6309   -0.3350    0.5605 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8603   -1.8354   -0.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5758   -0.7416   -1.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0361   -0.8110    0.0260 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7829    1.4174    0.2281 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7662    1.5456   -1.1617 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  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 23 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 11 51  1  0
 11 52  1  0
 12 53  1  0
 12 54  1  0
 13 55  1  0
 13 56  1  0
 14 57  1  0
 14 58  1  0
 18 59  1  0
 18 60  1  0
 19 61  1  6
 20 62  1  0
 21 63  1  0
 21 64  1  0
 25 65  1  0
 27 66  1  0
 27 67  1  0
 28 68  1  0
 28 69  1  0
 29 70  1  0
 29 71  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Lysophosphatidylethanolamine(15:0)	Lipid Annotator, HMDB
Lysophosphatidylethanolamine(15:0/0:0)	Lipid Annotator, HMDB
LPE(15:0/0:0)	Lipid Annotator, HMDB
LPE(15:0)	Lipid Annotator, HMDB
1-pentadecanoyl-2-hydroxy-sn-glycero-3-phosphoethanolamine	Lipid Annotator, HMDB
LysoPE(15:0)	Lipid Annotator, HMDB
pentadecanoyl-lysophosphatidylethanolamine	Lipid Annotator, HMDB
LysoPE(15:0/0:0)	Lipid Annotator
Lyso-PE(15:0)	Lipid Annotator, HMDB
Lyso-PE(15:0/0:0)	Lipid Annotator, HMDB

Chemical Formula

C₂₀H₄₂NO₇P

Average Molecular Weight

439.5237

Monoisotopic Molecular Weight

439.269889215

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C20H42NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-20(23)26-17-19(22)18-28-29(24,25)27-16-15-21/h19,22H,2-18,21H2,1H3,(H,24,25)/t19-/m1/s1

InChI Key

FGHPDPYCRTXYNZ-LJQANCHMSA-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

Monoacylglycerophosphoethanolamines (LMGP02050031 )

Ontology

Physiological effect

Organoleptic effect

Touch

Smooth (HMDB: HMDB0011502)

Disposition

Biological location

Cell membrane (HMDB: HMDB0011502)
Intracellular membrane (HMDB: HMDB0011502)

Biofluid or Excreta

Blood (HMDB: HMDB0011502)
Feces (HMDB: HMDB0011502)

Tissue substructure

All tissues (HMDB: HMDB0011502)

Tissue

All Tissues (HMDB: HMDB0011502)

Excreta

Biofluid or Excreta

Feces (PMID: 26848182)

Cellular substructure

Membrane (HMDB: HMDB0011502)
Extracellular (HMDB: HMDB0011502)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0011502)

Source

Endogenous

Endogenous (HMDB: HMDB0011502)

Animal

Animal (HMDB: HMDB0011502)

Exogenous

Food

Food (HMDB: HMDB0011502)

Animal origin

Poultry

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

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

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

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

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

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0011502)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0011502)

Cellular process

Cell signaling (HMDB: HMDB0011502)

Biochemical pathway

Glycerophospholipid metabolism (HMDB: HMDB0011502)

Role

Physical Properties

State

Solid

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0039 g/L	ALOGPS
logP	3.7	ALOGPS
logP	3.09	ChemAxon
logS	-5	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	22	ChemAxon
Refractivity	112.81 m³·mol⁻¹	ChemAxon
Polarizability	50.13 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	213.612	31661259
DarkChem	[M-H]-	206.194	31661259
DeepCCS	[M+H]+	185.543	30932474
DeepCCS	[M-H]-	182.618	30932474
DeepCCS	[M-2H]-	218.338	30932474
DeepCCS	[M+Na]+	193.256	30932474
AllCCS	[M+H]+	210.8	32859911
AllCCS	[M+H-H2O]+	208.9	32859911
AllCCS	[M+NH4]+	212.5	32859911
AllCCS	[M+Na]+	212.9	32859911
AllCCS	[M-H]-	207.6	32859911
AllCCS	[M+Na-2H]-	209.6	32859911
AllCCS	[M+HCOO]-	212.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
LysoPE(15:0/0:0)	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OCCN	3409.4	Standard polar	33892256
LysoPE(15:0/0:0)	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OCCN	3055.2	Standard non polar	33892256
LysoPE(15:0/0:0)	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OCCN	3291.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
LysoPE(15:0/0:0),1TMS,isomer #1	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN)O[Si](C)(C)C	3255.3	Semi standard non polar	33892256
LysoPE(15:0/0:0),1TMS,isomer #2	CCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(OCCN)O[Si](C)(C)C	3240.1	Semi standard non polar	33892256
LysoPE(15:0/0:0),1TMS,isomer #3	CCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O)OCCN[Si](C)(C)C	3316.8	Semi standard non polar	33892256
LysoPE(15:0/0:0),2TMS,isomer #1	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN)O[Si](C)(C)C)O[Si](C)(C)C	3259.7	Semi standard non polar	33892256
LysoPE(15:0/0:0),2TMS,isomer #1	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN)O[Si](C)(C)C)O[Si](C)(C)C	3095.6	Standard non polar	33892256
LysoPE(15:0/0:0),2TMS,isomer #1	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN)O[Si](C)(C)C)O[Si](C)(C)C	4669.7	Standard polar	33892256
LysoPE(15:0/0:0),2TMS,isomer #2	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN[Si](C)(C)C)O[Si](C)(C)C	3333.9	Semi standard non polar	33892256
LysoPE(15:0/0:0),2TMS,isomer #2	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN[Si](C)(C)C)O[Si](C)(C)C	3247.8	Standard non polar	33892256
LysoPE(15:0/0:0),2TMS,isomer #2	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN[Si](C)(C)C)O[Si](C)(C)C	4586.1	Standard polar	33892256
LysoPE(15:0/0:0),2TMS,isomer #3	CCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C	3337.1	Semi standard non polar	33892256
LysoPE(15:0/0:0),2TMS,isomer #3	CCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C	3261.8	Standard non polar	33892256
LysoPE(15:0/0:0),2TMS,isomer #3	CCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C	4028.0	Standard polar	33892256
LysoPE(15:0/0:0),2TMS,isomer #4	CCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C	3516.0	Semi standard non polar	33892256
LysoPE(15:0/0:0),2TMS,isomer #4	CCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C	3286.1	Standard non polar	33892256
LysoPE(15:0/0:0),2TMS,isomer #4	CCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C	4617.0	Standard polar	33892256
LysoPE(15:0/0:0),3TMS,isomer #1	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3333.2	Semi standard non polar	33892256
LysoPE(15:0/0:0),3TMS,isomer #1	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3274.1	Standard non polar	33892256
LysoPE(15:0/0:0),3TMS,isomer #1	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3741.2	Standard polar	33892256
LysoPE(15:0/0:0),3TMS,isomer #2	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	3537.1	Semi standard non polar	33892256
LysoPE(15:0/0:0),3TMS,isomer #2	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	3311.7	Standard non polar	33892256
LysoPE(15:0/0:0),3TMS,isomer #2	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	4283.1	Standard polar	33892256
LysoPE(15:0/0:0),3TMS,isomer #3	CCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	3530.8	Semi standard non polar	33892256
LysoPE(15:0/0:0),3TMS,isomer #3	CCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	3326.3	Standard non polar	33892256
LysoPE(15:0/0:0),3TMS,isomer #3	CCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	3842.1	Standard polar	33892256
LysoPE(15:0/0:0),4TMS,isomer #1	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3533.4	Semi standard non polar	33892256
LysoPE(15:0/0:0),4TMS,isomer #1	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3317.0	Standard non polar	33892256
LysoPE(15:0/0:0),4TMS,isomer #1	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3596.7	Standard polar	33892256
LysoPE(15:0/0:0),1TBDMS,isomer #1	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN)O[Si](C)(C)C(C)(C)C	3514.7	Semi standard non polar	33892256
LysoPE(15:0/0:0),1TBDMS,isomer #2	CCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C	3471.4	Semi standard non polar	33892256
LysoPE(15:0/0:0),1TBDMS,isomer #3	CCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O)OCCN[Si](C)(C)C(C)(C)C	3579.1	Semi standard non polar	33892256
LysoPE(15:0/0:0),2TBDMS,isomer #1	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3742.0	Semi standard non polar	33892256
LysoPE(15:0/0:0),2TBDMS,isomer #1	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3342.4	Standard non polar	33892256
LysoPE(15:0/0:0),2TBDMS,isomer #1	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4591.4	Standard polar	33892256
LysoPE(15:0/0:0),2TBDMS,isomer #2	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3816.3	Semi standard non polar	33892256
LysoPE(15:0/0:0),2TBDMS,isomer #2	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3511.7	Standard non polar	33892256
LysoPE(15:0/0:0),2TBDMS,isomer #2	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4531.4	Standard polar	33892256
LysoPE(15:0/0:0),2TBDMS,isomer #3	CCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(OCCN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3808.9	Semi standard non polar	33892256
LysoPE(15:0/0:0),2TBDMS,isomer #3	CCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(OCCN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3528.7	Standard non polar	33892256
LysoPE(15:0/0:0),2TBDMS,isomer #3	CCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(OCCN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4095.2	Standard polar	33892256
LysoPE(15:0/0:0),2TBDMS,isomer #4	CCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3989.3	Semi standard non polar	33892256
LysoPE(15:0/0:0),2TBDMS,isomer #4	CCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3547.2	Standard non polar	33892256
LysoPE(15:0/0:0),2TBDMS,isomer #4	CCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4560.5	Standard polar	33892256
LysoPE(15:0/0:0),3TBDMS,isomer #1	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4039.5	Semi standard non polar	33892256
LysoPE(15:0/0:0),3TBDMS,isomer #1	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3628.3	Standard non polar	33892256
LysoPE(15:0/0:0),3TBDMS,isomer #1	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3907.8	Standard polar	33892256
LysoPE(15:0/0:0),3TBDMS,isomer #2	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4270.9	Semi standard non polar	33892256
LysoPE(15:0/0:0),3TBDMS,isomer #2	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3681.2	Standard non polar	33892256
LysoPE(15:0/0:0),3TBDMS,isomer #2	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4261.5	Standard polar	33892256
LysoPE(15:0/0:0),3TBDMS,isomer #3	CCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4235.1	Semi standard non polar	33892256
LysoPE(15:0/0:0),3TBDMS,isomer #3	CCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3681.7	Standard non polar	33892256
LysoPE(15:0/0:0),3TBDMS,isomer #3	CCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3967.0	Standard polar	33892256
LysoPE(15:0/0:0),4TBDMS,isomer #1	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4486.2	Semi standard non polar	33892256
LysoPE(15:0/0:0),4TBDMS,isomer #1	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3764.8	Standard non polar	33892256
LysoPE(15:0/0:0),4TBDMS,isomer #1	CCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3823.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - LysoPE(15:0/0:0) GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f6y-2900000000-5a4a3643feaea7f5e5cb	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - LysoPE(15:0/0:0) GC-MS (1 TMS) - 70eV, Positive	splash10-0fc4-9730200000-ab82423dae05cde731e8	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - LysoPE(15:0/0:0) GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPE(15:0/0:0) 10V, Positive-QTOF	splash10-0006-9120200000-a1c83dda539476a2310b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPE(15:0/0:0) 20V, Positive-QTOF	splash10-0006-9220000000-36ed763e48ab73f0cf77	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPE(15:0/0:0) 40V, Positive-QTOF	splash10-0006-9210000000-eca53306d228ed559cd6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPE(15:0/0:0) 10V, Negative-QTOF	splash10-0076-1292300000-537dde9193ec0dce28a6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPE(15:0/0:0) 20V, Negative-QTOF	splash10-002f-7690000000-a41b667361b8d1d86ff1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPE(15:0/0:0) 40V, Negative-QTOF	splash10-01t9-9110000000-55c35e522356a590f0a4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPE(15:0/0:0) 10V, Negative-QTOF	splash10-000i-0004900000-13b630822aaa36ebd4a5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPE(15:0/0:0) 20V, Negative-QTOF	splash10-0006-1391300000-b407bb5e81c0cf1aab4a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPE(15:0/0:0) 40V, Negative-QTOF	splash10-0006-1390000000-4959dfa97dd50b124074	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPE(15:0/0:0) 10V, Positive-QTOF	splash10-0006-4021900000-312693ff40bcde930f7e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPE(15:0/0:0) 20V, Positive-QTOF	splash10-0007-9131000000-c8840a8aaaa88297e66b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - LysoPE(15:0/0:0) 40V, Positive-QTOF	splash10-0006-9200000000-7e04b3fead300bfa9984	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Feces

Tissue Locations

All Tissues

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Iron deficiency	26848182	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Ulcerative colitis	26848182	details

Associated Disorders and Diseases

Disease References

Iron deficiency
Lee T, Clavel T, Smirnov K, Schmidt A, Lagkouvardos I, Walker A, Lucio M, Michalke B, Schmitt-Kopplin P, Fedorak R, Haller D: Oral versus intravenous iron replacement therapy distinctly alters the gut microbiota and metabolome in patients with IBD. Gut. 2017 May;66(5):863-871. doi: 10.1136/gutjnl-2015-309940. Epub 2016 Feb 4. [PubMed:26848182 ]
Ulcerative colitis
Lee T, Clavel T, Smirnov K, Schmidt A, Lagkouvardos I, Walker A, Lucio M, Michalke B, Schmitt-Kopplin P, Fedorak R, Haller D: Oral versus intravenous iron replacement therapy distinctly alters the gut microbiota and metabolome in patients with IBD. Gut. 2017 May;66(5):863-871. doi: 10.1136/gutjnl-2015-309940. Epub 2016 Feb 4. [PubMed:26848182 ]

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB028218

KNApSAcK ID

Not Available

Chemspider ID

24769382

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

52925150

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 ]
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. Ectonucleotide pyrophosphatase/phosphodiesterase family member 2

General function:: Involved in catalytic activity
Specific function:: Hydrolyzes lysophospholipids to produce lysophosphatidic acid (LPA) in extracellular fluids. Major substrate is lysophosphatidylcholine. Also can act on sphingosylphosphphorylcholine producing sphingosine-1-phosphate, a modulator of cell motility. Can hydrolyze, in vitro, bis-pNPP, to some extent pNP-TMP, and barely ATP. Involved in several motility-related processes such as angiogenesis and neurite outgrowth. Acts as an angiogenic factor by stimulating migration of smooth muscle cells and microtubule formation. Stimulates migration of melanoma cells, probably via a pertussis toxin-sensitive G protein. May have a role in induction of parturition. Possible involvement in cell proliferation and adipose tissue development. Tumor cell motility-stimulating factor.
Gene Name:: ENPP2
Uniprot ID:: Q13822
Molecular weight:: 98992.78

Showing metabocard for LysoPE(15:0/0:0) (HMDB0011502)

MOL for HMDB0011502 (LysoPE(15:0/0:0))

3D MOL for HMDB0011502 (LysoPE(15:0/0:0))

3D SDF for HMDB0011502 (LysoPE(15:0/0:0))

3D-SDF for HMDB0011502 (LysoPE(15:0/0:0))

PDB for HMDB0011502 (LysoPE(15:0/0:0))

3D PDB for HMDB0011502 (LysoPE(15:0/0:0))

SMILES for HMDB0011502 (LysoPE(15:0/0:0))

INCHI for HMDB0011502 (LysoPE(15:0/0:0))

Structure for HMDB0011502 (LysoPE(15:0/0:0))

3D Structure for HMDB0011502 (LysoPE(15:0/0:0))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes