MiMeDB: Showing metabocard for LysoPE(15:0/0:0) (MMDBc0057177)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-11-09 19:24:50 UTC

Update Date

2022-12-15 22:52:23 UTC

Metabolite ID

MMDBc0057177

Metabolite Identification

Common Name

LysoPE(15:0/0:0)

Description

is 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.LysoPE(15:0/0:0), in particular, consists of one pentadecanoyl chain. 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.

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>
MMDBc0057177

> <DATABASE_NAME>
MIME

> <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

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

Molecular Formula

C₂₀H₄₂NO₇P

Average Mass

439.5237

Monoisotopic Mass

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 )

Functional Ontology

Not Available

Physical Properties

State

Not Available

Predicted 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f6y-2900000000-5a4a3643feaea7f5e5cb	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-0fc4-9730200000-ab82423dae05cde731e8	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-9120200000-a1c83dda539476a2310b	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9220000000-36ed763e48ab73f0cf77	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9210000000-eca53306d228ed559cd6	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0076-1292300000-537dde9193ec0dce28a6	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-002f-7690000000-a41b667361b8d1d86ff1	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-01t9-9110000000-55c35e522356a590f0a4	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0004900000-13b630822aaa36ebd4a5	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-1391300000-b407bb5e81c0cf1aab4a	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-1390000000-4959dfa97dd50b124074	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-4021900000-312693ff40bcde930f7e	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0007-9131000000-c8840a8aaaa88297e66b	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9200000000-7e04b3fead300bfa9984	2021-09-24	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

All Tissues

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0038360	PE(15:0/10:0)	Capric acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038361	PE(15:0/12:0)	Dodecanoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038362	PE(15:0/17:0cycw7c)	8‐(2‐Hexylcyclopropyl)octanoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038436	PE(15:0/10:0(3-OH))	(R)-3-Hydroxydecanoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038437	PE(15:0/12:0(3-OH))	3-Hydroxydodecanoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038438	PE(15:0/14:0(3-OH))	(R)-3-Hydroxy-tetradecanoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038439	PE(15:0/19:iso)	17-Methylstearate	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038480	PE(15:0/14:0)	LysoPE(15:0/0:0)	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038481	PE(15:0/15:0)	LysoPE(15:0/0:0)	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038482	PE(15:0/16:0)	LysoPE(15:0/0:0)	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038483	PE(15:0/16:1(9Z))	(9Z)-hexadecenoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038484	PE(15:0/18:1(9Z))	(9Z)-octadecenoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038516	PE(15:0/19:1(9Z))	9Z-Nonadecenoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038575	PE(15:0/15:1(9Z))	(9Z)-pentadec-9-enoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038576	PE(15:0/15:1(11Z))	(11Z)-Pentadecenoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038598	PE(15:0/16:1(11Z))	11-hexadecenoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038621	PE(15:0/18:1(11Z))	11Z-Octadecenoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038648	PE(15:0/20:1(13Z))	13-Eicosenoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038649	PE(15:0/20:1(11Z))	11Z-Eicosenoic acid	Lipid droplet phospholipase 1	Hydrolysis	RHEA	34755880
MMDBr0038678	PE(15:0/18:0)	LysoPE(15:0/0:0)	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

Exposure Sources

Source Type	Source Sub-type	Species	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

HMDB0011502

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

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for LysoPE(15:0/0:0) (MMDBc0057177)

MOL for #<Metabolite:0x00007fa4a1e69478>

3D MOL for #<Metabolite:0x00007fa4a1e69478>

3D SDF for #<Metabolite:0x00007fa4a1e69478>

3D-SDF for #<Metabolite:0x00007fa4a1e69478>

PDB for #<Metabolite:0x00007fa4a1e69478>

3D PDB for #<Metabolite:0x00007fa4a1e69478>

SMILES for #<Metabolite:0x00007fa4a1e69478>

INCHI for #<Metabolite:0x00007fa4a1e69478>

Structure for #<Metabolite:0x00007fa4a1e69478>

3D Structure for #<Metabolite:0x00007fa4a1e69478>