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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-09-09 08:13:58 UTC

Update Date

2022-11-30 19:26:37 UTC

HMDB ID

HMDB0116468

Secondary Accession Numbers

None

Metabolite Identification

Common Name

PGP(20:4(8Z,11Z,14Z,17Z)/20:2(11Z,14Z))

Description

PGP(20:4(8Z,11Z,14Z,17Z)/20:2(11Z,14Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(20:4(8Z,11Z,14Z,17Z)/20:2(11Z,14Z)), in particular, consists of one chain of eicosatetraenoic acid at the C-1 position and one chain of eicosadienoic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.

Structure

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

PGP(20:4(8Z,11Z,14Z,17Z)/20:2(11Z,14Z))
  Mrv1652309171703182D          

 63 62  0  0  1  0            999 V2000
    2.7849    0.9634    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3818    0.3608    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0919    0.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8021    0.3608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9713   -0.3494    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7924   -0.3494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6715    0.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9613    0.3608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7968    0.3437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5071   -0.0665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2174    0.3437    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9275   -0.0665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0493    0.6481    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3125    0.0209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0493    1.3958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8811    0.9262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6378    0.3434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4300    0.5557    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    4.4300    1.3758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2223    0.3434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0199   -0.1546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5122    0.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5122    1.5410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2263    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9404    0.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6545    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3686    0.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0828    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7969    0.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5110    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3360    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0501    0.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7642    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5892    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3033    0.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0174    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.8424    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.5566    0.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.2707    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.0957    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.8098    0.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -18.5240    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5361   -0.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5361   -1.5406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2503   -0.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9644   -0.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6785   -0.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3926   -0.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1067   -0.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8208   -0.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5350   -0.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2491   -0.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9632   -0.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6773   -0.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5023   -0.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2165   -0.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9306   -0.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7556   -0.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.4697   -0.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.1838   -0.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.8980   -0.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.6121   -0.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.3262   -0.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  2  6  1  0  0  0  0
  2  5  1  1  0  0  0
  3  4  1  0  0  0  0
  4 22  1  0  0  0  0
  7  2  1  0  0  0  0
  8  7  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 11 16  1  0  0  0  0
 11  1  1  6  0  0  0
 12 11  1  0  0  0  0
 12 17  1  0  0  0  0
 13  9  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 13  8  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 18 21  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 43  6  1  0  0  0  0
 43 44  2  0  0  0  0
 43 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  2  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  2  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
M  END

HMDB0116468
     RDKit          3D
PGP(20:4(8Z,11Z,14Z,17Z)/20:2(11Z,14Z))
141140  0  0  0  0  0  0  0  0999 V2000
  -14.5071   -7.3906   -2.3122 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4696   -6.3351   -2.6773 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9054   -5.0441   -2.1659 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2432   -4.3381   -1.3044 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9520   -4.7546   -0.7256 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8903   -3.7928   -1.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2392   -3.1620   -0.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4115   -3.2666    1.3281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3650   -3.7314    2.2141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1645   -4.1634    2.0078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5344   -4.2984    0.7261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3770   -3.4550    0.4739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8168   -2.5294    1.1656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1720   -2.0033    2.4638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4617   -0.4791    2.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2873    0.2864    1.8509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0668    0.2222    2.6967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9064    1.0226    2.1497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2607    2.4691    2.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0948    3.2449    1.4999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3103    3.7150    2.3621 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414    3.4669    0.1673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7302    4.2032   -0.2662 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5465    3.5181    0.1611 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6893    4.3782   -0.3579 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5368    4.5271   -1.7135 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7481    5.4659   -2.4077 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.2098    4.7503   -3.6661 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0798    5.5870   -1.3752 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1911    6.9771   -2.8697 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3752    7.8439   -1.7978 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9006    9.2662   -2.1287 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5495    9.2283   -2.4494 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1377   10.0679   -0.8592 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7181   11.3725   -0.9523 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0411   12.1329    0.5183 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.1548   11.4214    1.2697 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5636   13.7109    0.1838 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6216   12.1439    1.4275 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5605    2.2323   -0.4518 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6280    1.0499    0.2402 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6786    1.0765    1.5030 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6377   -0.2328   -0.5030 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0775   -0.0252   -1.9205 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4834    0.5200   -1.9706 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3948   -0.5064   -1.2691 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3638   -1.8082   -1.9384 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1792   -2.8852   -1.3353 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8373   -3.4113   -0.0180 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8711   -2.6633    1.2401 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1709   -2.1229    1.7282 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8867   -1.1661    0.9118 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0831   -1.3991    0.4416 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8757   -2.6445    0.6597 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1031   -2.2470    1.3577 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3197   -2.4219    0.9296 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6135   -3.0671   -0.3614 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4367   -4.3106   -0.0959 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7285   -4.0208    0.5995 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6396   -3.0997   -0.1719 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8941   -2.9299    0.6788 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.4324   -7.1596   -2.8916 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1584   -8.4036   -2.5143 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.7714   -7.2170   -1.2343 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5928   -6.2550   -3.8205 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4618   -6.6641   -2.5402 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.8696   -4.6051   -2.5206 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6254   -3.3694   -0.9566 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0798   -5.0354    0.3343 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6182   -5.7222   -1.2109 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6713   -3.6305   -2.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4806   -2.4377   -0.4593 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7639   -2.2413    1.7754 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3339   -3.8795    1.5773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6804   -3.7056    3.3080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6228   -4.5003    2.9436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0482   -5.3851    0.6790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1760   -4.2641   -0.1787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8713   -3.6671   -0.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8962   -2.0217    0.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9298   -2.4592    3.0716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2261   -2.0556    3.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7203   -0.1227    3.3654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3208   -0.3133    1.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6029    1.3621    1.7916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0030    0.0204    0.8112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2439    0.5849    3.7311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6876   -0.8437    2.7050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5083    0.5770    1.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0771    0.9625    2.8995 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

PGP(20:4(8Z,11Z,14Z,17Z)/20:2(11Z,14Z))
  Mrv1652309171703182D          

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M  END
> <DATABASE_ID>
HMDB0116468

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCC\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCCCCCCCC\C=C/C\C=C/CCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C46H80O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-45(48)55-41-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)59-46(49)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5,7,11-14,17-20,23,25,43-44,47H,3-4,6,8-10,15-16,21-22,24,26-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b7-5-,13-11-,14-12-,19-17-,20-18-,25-23-/t43-,44+/m0/s1

> <INCHI_KEY>
OOKLQRTURXUEAS-DKHRTMPUSA-N

> <FORMULA>
C46H80O13P2

> <MOLECULAR_WEIGHT>
903.081

> <EXACT_MASS>
902.507416632

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
141

> <JCHEM_AVERAGE_POLARIZABILITY>
102.97783495416431

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2S)-2-hydroxy-3-({hydroxy[(2R)-2-[(11Z,14Z)-icosa-11,14-dienoyloxy]-3-[(8Z,11Z,14Z,17Z)-icosa-8,11,14,17-tetraenoyloxy]propoxy]phosphoryl}oxy)propoxy]phosphonic acid

> <ALOGPS_LOGP>
7.73

> <JCHEM_LOGP>
12.198504867999999

> <ALOGPS_LOGS>
-6.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
2.0402061436989327

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.354879296415124

> <JCHEM_PKA_STRONGEST_BASIC>
-3.410499386302644

> <JCHEM_POLAR_SURFACE_AREA>
195.34999999999997

> <JCHEM_REFRACTIVITY>
249.68940000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
44

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.60e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-hydroxy-3-{[hydroxy((2R)-2-[(11Z,14Z)-icosa-11,14-dienoyloxy]-3-[(8Z,11Z,14Z,17Z)-icosa-8,11,14,17-tetraenoyloxy]propoxy)phosphoryl]oxy}propoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0116468
     RDKit          3D
PGP(20:4(8Z,11Z,14Z,17Z)/20:2(11Z,14Z))
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M  END

HEADER    PROTEIN                                 17-SEP-17   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: PGP(20:4(8Z,11Z,14Z,17Z)/20:2(11Z,14Z))           
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-SEP-17         0                                  
HETATM    1  H   UNK     0       5.199   1.798   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0      -4.446   0.673   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.772   1.437   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -7.097   0.673   0.000  0.00  0.00           O+0
HETATM    5  H   UNK     0      -3.680  -0.652   0.000  0.00  0.00           H+0
HETATM    6  O   UNK     0      -5.212  -0.652   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -3.120   1.439   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.794   0.673   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       1.487   0.642   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.813  -0.124   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.139   0.642   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.465  -0.124   0.000  0.00  0.00           C+0
HETATM   13  P   UNK     0       0.092   1.210   0.000  0.00  0.00           P+0
HETATM   14  O   UNK     0      -0.583   0.039   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       0.092   2.605   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       3.511   1.729   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       6.791   0.641   0.000  0.00  0.00           O+0
HETATM   18  P   UNK     0       8.269   1.037   0.000  0.00  0.00           P+0
HETATM   19  O   UNK     0       8.269   2.568   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       9.748   0.641   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       7.504  -0.289   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -8.423   1.437   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -8.423   2.877   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -9.756   0.665   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -11.089   1.437   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -12.422   0.665   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -13.755   1.437   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -15.088   0.665   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -16.421   1.437   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -17.754   0.665   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -19.294   0.665   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -20.627   1.437   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -21.960   0.665   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -23.500   0.665   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -24.833   1.437   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -26.166   0.665   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -27.706   0.665   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0     -29.039   1.437   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -30.372   0.665   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -31.912   0.665   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -33.245   1.437   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0     -34.578   0.665   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -6.601  -1.436   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      -6.601  -2.876   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      -7.934  -0.665   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -9.267  -1.436   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0     -10.600  -0.665   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0     -11.933  -1.436   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0     -13.266  -0.665   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0     -14.599  -1.436   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0     -15.932  -0.665   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0     -17.265  -1.436   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0     -18.598  -0.665   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0     -19.931  -1.436   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0     -21.471  -1.436   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0     -22.804  -0.665   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0     -24.137  -1.436   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0     -25.677  -1.436   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0     -27.010  -0.665   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0     -28.343  -1.436   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0     -29.676  -0.665   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0     -31.009  -1.436   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0     -32.342  -0.665   0.000  0.00  0.00           C+0
CONECT    1   11                                                            
CONECT    2    3    6    5    7                                             
CONECT    3    2    4                                                       
CONECT    4    3   22                                                       
CONECT    5    2                                                            
CONECT    6    2   43                                                       
CONECT    7    2    8                                                       
CONECT    8    7   13                                                       
CONECT    9   10   13                                                       
CONECT   10    9   11                                                       
CONECT   11   10   16    1   12                                             
CONECT   12   11   17                                                       
CONECT   13    9   14   15    8                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   11                                                            
CONECT   17   12   18                                                       
CONECT   18   17   19   20   21                                             
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   18                                                            
CONECT   22    4   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41                                                            
CONECT   43    6   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55                                                       
CONECT   55   54   56                                                       
CONECT   56   55   57                                                       
CONECT   57   56   58                                                       
CONECT   58   57   59                                                       
CONECT   59   58   60                                                       
CONECT   60   59   61                                                       
CONECT   61   60   62                                                       
CONECT   62   61   63                                                       
CONECT   63   62                                                            
MASTER        0    0    0    0    0    0    0    0   63    0  124    0
END

COMPND    HMDB0116468
HETATM    1  C1  UNL     1     -14.507  -7.391  -2.312  1.00  0.00           C  
HETATM    2  C2  UNL     1     -13.470  -6.335  -2.677  1.00  0.00           C  
HETATM    3  C3  UNL     1     -13.905  -5.044  -2.166  1.00  0.00           C  
HETATM    4  C4  UNL     1     -13.243  -4.338  -1.304  1.00  0.00           C  
HETATM    5  C5  UNL     1     -11.952  -4.755  -0.726  1.00  0.00           C  
HETATM    6  C6  UNL     1     -10.890  -3.793  -1.026  1.00  0.00           C  
HETATM    7  C7  UNL     1     -10.239  -3.162  -0.083  1.00  0.00           C  
HETATM    8  C8  UNL     1     -10.411  -3.267   1.328  1.00  0.00           C  
HETATM    9  C9  UNL     1      -9.365  -3.731   2.214  1.00  0.00           C  
HETATM   10  C10 UNL     1      -8.164  -4.163   2.008  1.00  0.00           C  
HETATM   11  C11 UNL     1      -7.534  -4.298   0.726  1.00  0.00           C  
HETATM   12  C12 UNL     1      -6.377  -3.455   0.474  1.00  0.00           C  
HETATM   13  C13 UNL     1      -5.817  -2.529   1.166  1.00  0.00           C  
HETATM   14  C14 UNL     1      -6.172  -2.003   2.464  1.00  0.00           C  
HETATM   15  C15 UNL     1      -6.462  -0.479   2.347  1.00  0.00           C  
HETATM   16  C16 UNL     1      -5.287   0.286   1.851  1.00  0.00           C  
HETATM   17  C17 UNL     1      -4.067   0.222   2.697  1.00  0.00           C  
HETATM   18  C18 UNL     1      -2.906   1.023   2.150  1.00  0.00           C  
HETATM   19  C19 UNL     1      -3.261   2.469   2.009  1.00  0.00           C  
HETATM   20  C20 UNL     1      -2.095   3.245   1.500  1.00  0.00           C  
HETATM   21  O1  UNL     1      -1.310   3.715   2.362  1.00  0.00           O  
HETATM   22  O2  UNL     1      -1.841   3.467   0.167  1.00  0.00           O  
HETATM   23  C21 UNL     1      -0.730   4.203  -0.266  1.00  0.00           C  
HETATM   24  C22 UNL     1       0.547   3.518   0.161  1.00  0.00           C  
HETATM   25  C23 UNL     1       1.689   4.378  -0.358  1.00  0.00           C  
HETATM   26  O3  UNL     1       1.537   4.527  -1.713  1.00  0.00           O  
HETATM   27  P1  UNL     1       2.748   5.466  -2.408  1.00  0.00           P  
HETATM   28  O4  UNL     1       3.210   4.750  -3.666  1.00  0.00           O  
HETATM   29  O5  UNL     1       4.080   5.587  -1.375  1.00  0.00           O  
HETATM   30  O6  UNL     1       2.191   6.977  -2.870  1.00  0.00           O  
HETATM   31  C24 UNL     1       2.375   7.844  -1.798  1.00  0.00           C  
HETATM   32  C25 UNL     1       1.901   9.266  -2.129  1.00  0.00           C  
HETATM   33  O7  UNL     1       0.550   9.228  -2.449  1.00  0.00           O  
HETATM   34  C26 UNL     1       2.138  10.068  -0.859  1.00  0.00           C  
HETATM   35  O8  UNL     1       1.718  11.373  -0.952  1.00  0.00           O  
HETATM   36  P2  UNL     1       2.041  12.133   0.518  1.00  0.00           P  
HETATM   37  O9  UNL     1       3.155  11.421   1.270  1.00  0.00           O  
HETATM   38  O10 UNL     1       2.564  13.711   0.184  1.00  0.00           O  
HETATM   39  O11 UNL     1       0.622  12.144   1.428  1.00  0.00           O  
HETATM   40  O12 UNL     1       0.560   2.232  -0.452  1.00  0.00           O  
HETATM   41  C27 UNL     1       0.628   1.050   0.240  1.00  0.00           C  
HETATM   42  O13 UNL     1       0.679   1.077   1.503  1.00  0.00           O  
HETATM   43  C28 UNL     1       0.638  -0.233  -0.503  1.00  0.00           C  
HETATM   44  C29 UNL     1       1.077  -0.025  -1.920  1.00  0.00           C  
HETATM   45  C30 UNL     1       2.483   0.520  -1.971  1.00  0.00           C  
HETATM   46  C31 UNL     1       3.395  -0.506  -1.269  1.00  0.00           C  
HETATM   47  C32 UNL     1       3.364  -1.808  -1.938  1.00  0.00           C  
HETATM   48  C33 UNL     1       4.179  -2.885  -1.335  1.00  0.00           C  
HETATM   49  C34 UNL     1       3.837  -3.411  -0.018  1.00  0.00           C  
HETATM   50  C35 UNL     1       3.871  -2.663   1.240  1.00  0.00           C  
HETATM   51  C36 UNL     1       5.171  -2.123   1.728  1.00  0.00           C  
HETATM   52  C37 UNL     1       5.887  -1.166   0.912  1.00  0.00           C  
HETATM   53  C38 UNL     1       7.083  -1.399   0.442  1.00  0.00           C  
HETATM   54  C39 UNL     1       7.876  -2.644   0.660  1.00  0.00           C  
HETATM   55  C40 UNL     1       9.103  -2.247   1.358  1.00  0.00           C  
HETATM   56  C41 UNL     1      10.320  -2.422   0.930  1.00  0.00           C  
HETATM   57  C42 UNL     1      10.614  -3.067  -0.361  1.00  0.00           C  
HETATM   58  C43 UNL     1      11.437  -4.311  -0.096  1.00  0.00           C  
HETATM   59  C44 UNL     1      12.729  -4.021   0.599  1.00  0.00           C  
HETATM   60  C45 UNL     1      13.640  -3.100  -0.172  1.00  0.00           C  
HETATM   61  C46 UNL     1      14.894  -2.930   0.679  1.00  0.00           C  
HETATM   62  H1  UNL     1     -15.432  -7.160  -2.892  1.00  0.00           H  
HETATM   63  H2  UNL     1     -14.158  -8.404  -2.514  1.00  0.00           H  
HETATM   64  H3  UNL     1     -14.771  -7.217  -1.234  1.00  0.00           H  
HETATM   65  H4  UNL     1     -13.593  -6.255  -3.821  1.00  0.00           H  
HETATM   66  H5  UNL     1     -12.462  -6.664  -2.540  1.00  0.00           H  
HETATM   67  H6  UNL     1     -14.870  -4.605  -2.521  1.00  0.00           H  
HETATM   68  H7  UNL     1     -13.625  -3.369  -0.957  1.00  0.00           H  
HETATM   69  H8  UNL     1     -12.080  -5.035   0.334  1.00  0.00           H  
HETATM   70  H9  UNL     1     -11.618  -5.722  -1.211  1.00  0.00           H  
HETATM   71  H10 UNL     1     -10.671  -3.630  -2.092  1.00  0.00           H  
HETATM   72  H11 UNL     1      -9.481  -2.438  -0.459  1.00  0.00           H  
HETATM   73  H12 UNL     1     -10.764  -2.241   1.775  1.00  0.00           H  
HETATM   74  H13 UNL     1     -11.334  -3.879   1.577  1.00  0.00           H  
HETATM   75  H14 UNL     1      -9.680  -3.706   3.308  1.00  0.00           H  
HETATM   76  H15 UNL     1      -7.623  -4.500   2.944  1.00  0.00           H  
HETATM   77  H16 UNL     1      -7.048  -5.385   0.679  1.00  0.00           H  
HETATM   78  H17 UNL     1      -8.176  -4.264  -0.179  1.00  0.00           H  
HETATM   79  H18 UNL     1      -5.871  -3.667  -0.550  1.00  0.00           H  
HETATM   80  H19 UNL     1      -4.896  -2.022   0.719  1.00  0.00           H  
HETATM   81  H20 UNL     1      -6.930  -2.459   3.072  1.00  0.00           H  
HETATM   82  H21 UNL     1      -5.226  -2.056   3.099  1.00  0.00           H  
HETATM   83  H22 UNL     1      -6.720  -0.123   3.365  1.00  0.00           H  
HETATM   84  H23 UNL     1      -7.321  -0.313   1.669  1.00  0.00           H  
HETATM   85  H24 UNL     1      -5.603   1.362   1.792  1.00  0.00           H  
HETATM   86  H25 UNL     1      -5.003   0.020   0.811  1.00  0.00           H  
HETATM   87  H26 UNL     1      -4.244   0.585   3.731  1.00  0.00           H  
HETATM   88  H27 UNL     1      -3.688  -0.844   2.705  1.00  0.00           H  
HETATM   89  H28 UNL     1      -2.508   0.577   1.227  1.00  0.00           H  
HETATM   90  H29 UNL     1      -2.077   0.963   2.900  1.00  0.00           H  
HETATM   91  H30 UNL     1      -3.590   2.933   2.952  1.00  0.00           H  
HETATM   92  H31 UNL     1      -4.106   2.614   1.281  1.00  0.00           H  
HETATM   93  H32 UNL     1      -0.787   4.231  -1.395  1.00  0.00           H  
HETATM   94  H33 UNL     1      -0.755   5.253   0.103  1.00  0.00           H  
HETATM   95  H34 UNL     1       0.624   3.364   1.234  1.00  0.00           H  
HETATM   96  H35 UNL     1       2.684   3.960  -0.078  1.00  0.00           H  
HETATM   97  H36 UNL     1       1.556   5.373   0.159  1.00  0.00           H  
HETATM   98  H37 UNL     1       4.885   5.935  -1.858  1.00  0.00           H  
HETATM   99  H38 UNL     1       1.816   7.481  -0.915  1.00  0.00           H  
HETATM  100  H39 UNL     1       3.446   7.930  -1.572  1.00  0.00           H  
HETATM  101  H40 UNL     1       2.512   9.664  -2.938  1.00  0.00           H  
HETATM  102  H41 UNL     1       0.044   9.097  -1.601  1.00  0.00           H  
HETATM  103  H42 UNL     1       1.613   9.508  -0.039  1.00  0.00           H  
HETATM  104  H43 UNL     1       3.229   9.991  -0.642  1.00  0.00           H  
HETATM  105  H44 UNL     1       2.034  14.102  -0.572  1.00  0.00           H  
HETATM  106  H45 UNL     1       0.374  13.051   1.750  1.00  0.00           H  
HETATM  107  H46 UNL     1      -0.430  -0.594  -0.522  1.00  0.00           H  
HETATM  108  H47 UNL     1       1.224  -1.016   0.018  1.00  0.00           H  
HETATM  109  H48 UNL     1       0.423   0.794  -2.343  1.00  0.00           H  
HETATM  110  H49 UNL     1       0.898  -0.894  -2.550  1.00  0.00           H  
HETATM  111  H50 UNL     1       2.819   0.705  -2.999  1.00  0.00           H  
HETATM  112  H51 UNL     1       2.519   1.442  -1.366  1.00  0.00           H  
HETATM  113  H52 UNL     1       4.426  -0.031  -1.420  1.00  0.00           H  
HETATM  114  H53 UNL     1       3.205  -0.454  -0.214  1.00  0.00           H  
HETATM  115  H54 UNL     1       2.315  -2.221  -2.053  1.00  0.00           H  
HETATM  116  H55 UNL     1       3.763  -1.675  -3.008  1.00  0.00           H  
HETATM  117  H56 UNL     1       4.169  -3.797  -2.057  1.00  0.00           H  
HETATM  118  H57 UNL     1       5.279  -2.603  -1.419  1.00  0.00           H  
HETATM  119  H58 UNL     1       2.749  -3.833  -0.072  1.00  0.00           H  
HETATM  120  H59 UNL     1       4.378  -4.437   0.123  1.00  0.00           H  
HETATM  121  H60 UNL     1       3.582  -3.476   2.044  1.00  0.00           H  
HETATM  122  H61 UNL     1       3.012  -1.962   1.323  1.00  0.00           H  
HETATM  123  H62 UNL     1       4.895  -1.575   2.720  1.00  0.00           H  
HETATM  124  H63 UNL     1       5.781  -2.968   2.118  1.00  0.00           H  
HETATM  125  H64 UNL     1       5.433  -0.177   0.681  1.00  0.00           H  
HETATM  126  H65 UNL     1       7.566  -0.619  -0.174  1.00  0.00           H  
HETATM  127  H66 UNL     1       8.019  -3.109  -0.340  1.00  0.00           H  
HETATM  128  H67 UNL     1       7.347  -3.423   1.242  1.00  0.00           H  
HETATM  129  H68 UNL     1       8.991  -1.755   2.333  1.00  0.00           H  
HETATM  130  H69 UNL     1      11.185  -2.069   1.559  1.00  0.00           H  
HETATM  131  H70 UNL     1      11.261  -2.342  -0.938  1.00  0.00           H  
HETATM  132  H71 UNL     1       9.728  -3.298  -0.933  1.00  0.00           H  
HETATM  133  H72 UNL     1      10.871  -5.030   0.516  1.00  0.00           H  
HETATM  134  H73 UNL     1      11.718  -4.765  -1.090  1.00  0.00           H  
HETATM  135  H74 UNL     1      13.219  -5.005   0.780  1.00  0.00           H  
HETATM  136  H75 UNL     1      12.493  -3.603   1.614  1.00  0.00           H  
HETATM  137  H76 UNL     1      13.870  -3.569  -1.141  1.00  0.00           H  
HETATM  138  H77 UNL     1      13.170  -2.122  -0.343  1.00  0.00           H  
HETATM  139  H78 UNL     1      14.670  -2.237   1.510  1.00  0.00           H  
HETATM  140  H79 UNL     1      15.730  -2.580   0.036  1.00  0.00           H  
HETATM  141  H80 UNL     1      15.099  -3.929   1.116  1.00  0.00           H  
CONECT    1    2   62   63   64
CONECT    2    3   65   66
CONECT    3    4    4   67
CONECT    4    5   68
CONECT    5    6   69   70
CONECT    6    7    7   71
CONECT    7    8   72
CONECT    8    9   73   74
CONECT    9   10   10   75
CONECT   10   11   76
CONECT   11   12   77   78
CONECT   12   13   13   79
CONECT   13   14   80
CONECT   14   15   81   82
CONECT   15   16   83   84
CONECT   16   17   85   86
CONECT   17   18   87   88
CONECT   18   19   89   90
CONECT   19   20   91   92
CONECT   20   21   21   22
CONECT   22   23
CONECT   23   24   93   94
CONECT   24   25   40   95
CONECT   25   26   96   97
CONECT   26   27
CONECT   27   28   28   29   30
CONECT   29   98
CONECT   30   31
CONECT   31   32   99  100
CONECT   32   33   34  101
CONECT   33  102
CONECT   34   35  103  104
CONECT   35   36
CONECT   36   37   37   38   39
CONECT   38  105
CONECT   39  106
CONECT   40   41
CONECT   41   42   42   43
CONECT   43   44  107  108
CONECT   44   45  109  110
CONECT   45   46  111  112
CONECT   46   47  113  114
CONECT   47   48  115  116
CONECT   48   49  117  118
CONECT   49   50  119  120
CONECT   50   51  121  122
CONECT   51   52  123  124
CONECT   52   53   53  125
CONECT   53   54  126
CONECT   54   55  127  128
CONECT   55   56   56  129
CONECT   56   57  130
CONECT   57   58  131  132
CONECT   58   59  133  134
CONECT   59   60  135  136
CONECT   60   61  137  138
CONECT   61  139  140  141
END

HMDB0116468
     RDKit          3D
PGP(20:4(8Z,11Z,14Z,17Z)/20:2(11Z,14Z))
141140  0  0  0  0  0  0  0  0999 V2000
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 50121  1  0
 50122  1  0
 51123  1  0
 51124  1  0
 52125  1  0
 53126  1  0
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 54128  1  0
 55129  1  0
 56130  1  0
 57131  1  0
 57132  1  0
 58133  1  0
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 59135  1  0
 59136  1  0
 60137  1  0
 60138  1  0
 61139  1  0
 61140  1  0
 61141  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-eicosatetraenoyl-2-eicosadienoyl-sn-glycero-3-phospho-(1'-sn-glycerol-3'-phosphate)	SMPDB, HMDB
PGP(20:4/20:2)	SMPDB, HMDB
PGP(20:4n3/20:2n6)	SMPDB, HMDB
PGP(20:4w3/20:2w6)	SMPDB, HMDB
PGP(40:6)	SMPDB, HMDB
PGP(20:4(8Z,11Z,14Z,17Z)/20:2(11Z,14Z))	SMPDB
3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid	Lipid Annotator, HMDB
PGP(20:4/20:2)	Lipid Annotator
1-eicsoatetraenoyl-2-eicosadienoyl-sn-glycero-3-phospho-(1'-sn-glycerol-3'-phosphate)	Lipid Annotator, HMDB
1-(8Z,11Z,14Z,17Z-eicosapentaenoyl)-2-(11Z,14Z-eicosadienoyl)-sn-glycero-3-phospho-(1'-sn-glycerol-3'-phosphate)	Lipid Annotator, HMDB
[(2S)-2-Hydroxy-3-({hydroxy[(2R)-2-[(11Z,14Z)-icosa-11,14-dienoyloxy]-3-[(8Z,11Z)-icosa-8,11,14,17-tetraenoyloxy]propoxy]phosphoryl}oxy)propoxy]phosphonate	Generator, HMDB

Chemical Formula

C₄₆H₈₀O₁₃P₂

Average Molecular Weight

903.081

Monoisotopic Molecular Weight

902.507416632

IUPAC Name

[(2S)-2-hydroxy-3-({hydroxy[(2R)-2-[(11Z,14Z)-icosa-11,14-dienoyloxy]-3-[(8Z,11Z,14Z,17Z)-icosa-8,11,14,17-tetraenoyloxy]propoxy]phosphoryl}oxy)propoxy]phosphonic acid

Traditional Name

(2S)-2-hydroxy-3-{[hydroxy((2R)-2-[(11Z,14Z)-icosa-11,14-dienoyloxy]-3-[(8Z,11Z,14Z,17Z)-icosa-8,11,14,17-tetraenoyloxy]propoxy)phosphoryl]oxy}propoxyphosphonic acid

CAS Registry Number

Not Available

SMILES

[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCC\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCCCCCCCC\C=C/C\C=C/CCCCC

InChI Identifier

InChI=1S/C46H80O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-45(48)55-41-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)59-46(49)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5,7,11-14,17-20,23,25,43-44,47H,3-4,6,8-10,15-16,21-22,24,26-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b7-5-,13-11-,14-12-,19-17-,20-18-,25-23-/t43-,44+/m0/s1

InChI Key

OOKLQRTURXUEAS-DKHRTMPUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phosphatidylglycerophosphates. These are glycerophosphoglycerophosphates in which two fatty acids are bonded to the 1-glycerol moiety through ester linkages.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoglycerophosphates

Direct Parent

Phosphatidylglycerophosphates

Alternative Parents

Substituents

Diacylglycerophosphoglycerophosphate
Sn-glycerol-3-phosphate
Fatty acid ester
Monoalkyl phosphate
Dialkyl phosphate
Dicarboxylic acid or derivatives
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Fatty acyl
Secondary alcohol
Carboxylic acid ester
Carboxylic acid derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Alcohol
Carbonyl group
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Not Available

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Cardiolipin Biosynthesis CL(20:4(8Z,11Z,14Z,17Z)/20:2(11Z,14Z)/18:2(9Z,12Z)/18:2(9Z,12Z)) (PathBank: SMP0029813)

Role

Not Available

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
logP	7.73	ALOGPS
logP	12.2	ChemAxon
logS	-6.2	ALOGPS
pKa (Strongest Acidic)	1.35	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	195.35 Å²	ChemAxon
Rotatable Bond Count	44	ChemAxon
Refractivity	249.69 m³·mol⁻¹	ChemAxon
Polarizability	102.98 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	292.491	30932474
DeepCCS	[M-H]-	290.595	30932474
DeepCCS	[M-2H]-	323.837	30932474
DeepCCS	[M+Na]+	298.269	30932474
AllCCS	[M+H]+	304.4	32859911
AllCCS	[M+H-H2O]+	304.5	32859911
AllCCS	[M+NH4]+	304.2	32859911
AllCCS	[M+Na]+	304.2	32859911
AllCCS	[M-H]-	297.3	32859911
AllCCS	[M+Na-2H]-	304.5	32859911
AllCCS	[M+HCOO]-	312.5	32859911

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PGP(20:4(8Z,11Z,14Z,17Z)/20:2(11Z,14Z)) 10V, Positive-QTOF	splash10-0k9j-1393063173-07b89f5eeb5024d8782f	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PGP(20:4(8Z,11Z,14Z,17Z)/20:2(11Z,14Z)) 20V, Positive-QTOF	splash10-000j-3392022230-de860c8a85d951b66b17	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PGP(20:4(8Z,11Z,14Z,17Z)/20:2(11Z,14Z)) 40V, Positive-QTOF	splash10-0a4i-9375024310-9e2e692ddf6bdbc52439	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PGP(20:4(8Z,11Z,14Z,17Z)/20:2(11Z,14Z)) 10V, Negative-QTOF	splash10-0udr-6089021113-3023fb3776f7e661172a	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PGP(20:4(8Z,11Z,14Z,17Z)/20:2(11Z,14Z)) 20V, Negative-QTOF	splash10-0fb9-9032000000-ce5dc64a13af2a832c9e	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PGP(20:4(8Z,11Z,14Z,17Z)/20:2(11Z,14Z)) 40V, Negative-QTOF	splash10-004i-9000000000-eab4823d5dff16853bf0	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PGP(20:4(8Z,11Z,14Z,17Z)/20:2(11Z,14Z)) 10V, Positive-QTOF	splash10-0udi-2010005694-44b220843583400b9b12	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PGP(20:4(8Z,11Z,14Z,17Z)/20:2(11Z,14Z)) 20V, Positive-QTOF	splash10-0pb9-1210005930-f14b9ecac6fbcd61eb7e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PGP(20:4(8Z,11Z,14Z,17Z)/20:2(11Z,14Z)) 40V, Positive-QTOF	splash10-0udi-1192012000-b5bdadef810109a59de6	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PGP(20:4(8Z,11Z,14Z,17Z)/20:2(11Z,14Z)) 10V, Negative-QTOF	splash10-0udi-0010000009-0ac3b02a3fd6bbab5a6b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PGP(20:4(8Z,11Z,14Z,17Z)/20:2(11Z,14Z)) 20V, Negative-QTOF	splash10-0udj-4094183003-9c9939cc1072036775c9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PGP(20:4(8Z,11Z,14Z,17Z)/20:2(11Z,14Z)) 40V, Negative-QTOF	splash10-0fba-3092251000-00d2c9a9155b57da8180	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Cardiolipin Biosynthesis CL(20:4(8Z,11Z,14Z,17Z)/20:2(11Z,14Z)/18:2(9Z,12Z)/18:2(9Z,12Z))		Not Available

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131823123

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

Not Available

Showing metabocard for PGP(20:4(8Z,11Z,14Z,17Z)/20:2(11Z,14Z)) (HMDB0116468)

MOL for HMDB0116468 (PGP(20:4(8Z,11Z,14Z,17Z)/20:2(11Z,14Z)))

3D MOL for HMDB0116468 (PGP(20:4(8Z,11Z,14Z,17Z)/20:2(11Z,14Z)))

3D SDF for HMDB0116468 (PGP(20:4(8Z,11Z,14Z,17Z)/20:2(11Z,14Z)))

3D-SDF for HMDB0116468 (PGP(20:4(8Z,11Z,14Z,17Z)/20:2(11Z,14Z)))

PDB for HMDB0116468 (PGP(20:4(8Z,11Z,14Z,17Z)/20:2(11Z,14Z)))

3D PDB for HMDB0116468 (PGP(20:4(8Z,11Z,14Z,17Z)/20:2(11Z,14Z)))

SMILES for HMDB0116468 (PGP(20:4(8Z,11Z,14Z,17Z)/20:2(11Z,14Z)))

INCHI for HMDB0116468 (PGP(20:4(8Z,11Z,14Z,17Z)/20:2(11Z,14Z)))

Structure for HMDB0116468 (PGP(20:4(8Z,11Z,14Z,17Z)/20:2(11Z,14Z)))

3D Structure for HMDB0116468 (PGP(20:4(8Z,11Z,14Z,17Z)/20:2(11Z,14Z)))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra