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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-09-09 08:26:05 UTC

Update Date

2022-11-30 19:26:39 UTC

HMDB ID

HMDB0116538

Secondary Accession Numbers

None

Metabolite Identification

Common Name

PGP(i-12:0/i-14:0)

Description

PGP(i-12:0/i-14:0) 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(i-12:0/i-14:0), in particular, consists of one chain of isododecanoic acid at the C-1 position and one chain of isotetradecanoic 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(i-12:0/i-14:0)
  Mrv1652309171703162D          

 49 48  0  0  1  0            999 V2000
    2.7850    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
   -3.0920    0.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8022    0.3608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9714   -0.3495    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7924   -0.3495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6715    0.7709    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
    2.9276   -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
    3.6379    0.3435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4301    0.5557    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    4.4301    1.3759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.3435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0200   -0.1546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5123    0.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5123    1.5410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2264    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9405    0.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6546    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3688    0.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0829    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7971    0.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5112    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2254    0.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9395    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6536    0.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6536   -0.0554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5362   -0.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5362   -1.5406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2504   -0.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9645   -0.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6787   -0.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3928   -0.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1069   -0.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8210   -0.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5352   -0.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2493   -0.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9635   -0.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6776   -0.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3918   -0.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1059   -0.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1059    0.0559    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  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 35  6  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 49  1  0  0  0  0
M  END

HMDB0116538
     RDKit          3D
PGP(i-12:0/i-14:0)
111110  0  0  0  0  0  0  0  0999 V2000
   -1.1195   -2.2977    8.1614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0216   -2.9573    7.3770 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8509   -1.9213    6.7042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5044   -4.0111    6.4447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4722   -3.5022    5.4047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9191   -4.6180    4.4825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8801   -4.0964    3.4394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3167   -5.1911    2.5149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2502   -4.7676    1.4551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9134   -3.6863    0.5313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7175   -3.7598   -0.3483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3918   -3.8033    0.3081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2095   -3.8242   -0.6499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1828   -2.5615   -1.4088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9677   -1.5813   -1.2079 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7454   -2.3359   -2.4482 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7177   -1.0925   -3.1400 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6280   -1.2105   -4.6155 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5767    0.0683   -5.2046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3986    1.0196   -4.9869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3322    0.7285   -4.1873 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4483    2.3526   -5.6080 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5455    3.3364   -5.1281 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5608    3.6886   -3.7000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7055    4.2599   -3.1218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4107    4.5711   -1.6730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6059    5.1371   -0.9242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1543    6.3835   -1.4914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3438    6.9444   -0.8070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1903    7.3752    0.5883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8223    6.3580    1.6113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4557    8.0808    1.1055 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0438   -0.4208   -2.7855 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1338   -1.2192   -3.1909 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5912   -0.4806   -2.7875 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.3301    0.0106   -4.0101 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2608    0.8691   -1.7946 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5082   -1.5749   -1.8874 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9217   -1.6984   -0.6384 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6521   -2.6381    0.2740 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9670   -2.6697    1.4927 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6759   -4.0166   -0.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3228   -4.9321    0.4986 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2856   -6.4262   -0.2963 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.2283   -7.4191    0.3719 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7601   -6.1919   -1.9166 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7325   -7.0804   -0.3049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2094   -1.1940    7.9388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9769   -2.4121    9.2633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0935   -2.7443    7.9007 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6542   -3.4666    8.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9446   -1.0226    7.3565 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8923   -2.2844    6.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4612   -1.5833    5.7472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0598   -4.7627    7.0768 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3351   -4.5461    5.9915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3356   -3.0184    5.8945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9663   -2.7526    4.7947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0251   -5.0975    4.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4186   -5.3818    5.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7763   -3.7154    3.9934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3972   -3.2370    2.9693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5832   -5.9236    2.2157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0018   -5.8393    3.2193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2897   -4.5952    1.8576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4143   -5.7014    0.8086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9730   -2.6580    1.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8057   -3.6133   -0.1931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8833   -4.6783   -0.9983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7180   -2.9257   -1.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3234   -4.6121    1.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2076   -2.8625    0.9269 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7035   -3.8441    0.0034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1959   -4.7293   -1.2689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0609   -0.4284   -2.7660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2182   -1.8572   -4.9672 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5373   -1.7345   -5.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4951    2.7359   -5.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2234    2.1847   -6.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5677    2.9055   -5.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5296    4.2677   -5.7599 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9214    2.8844   -3.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3336    4.5093   -3.5740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5273    3.4897   -3.1102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0317    5.1759   -3.6169 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4577    5.2516   -1.5554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1581    3.6162   -1.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1709    5.3749    0.0852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3823    4.3926   -0.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2988    7.1451   -1.4545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3750    6.2656   -2.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8729    7.7141   -1.4417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1089    6.0824   -0.8013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4173    8.2208    0.6224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4008    6.5778    2.5888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7730    6.4463    1.9644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1144    5.3508    1.2747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2802    7.3592    1.2492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1872    8.4764    2.1119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7180    8.9477    0.4779 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1688    0.5533   -3.2709 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1416   -0.3562   -1.6761 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8944    1.6084   -2.3738 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8037   -0.6965   -0.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9136   -2.1719   -0.8312 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6577   -2.2545    0.4879 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0947   -3.1260    1.3299 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6819   -4.4210   -0.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2303   -3.9517   -1.2920 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0340   -5.6949   -2.3546 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

PGP(i-12:0/i-14:0)
  Mrv1652309171703162D          

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M  END
> <DATABASE_ID>
HMDB0116538

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC(C)C)OC(=O)CCCCCCCCCCC(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C32H64O13P2/c1-27(2)19-15-11-7-5-6-8-14-18-22-32(35)45-30(25-41-31(34)21-17-13-10-9-12-16-20-28(3)4)26-44-47(39,40)43-24-29(33)23-42-46(36,37)38/h27-30,33H,5-26H2,1-4H3,(H,39,40)(H2,36,37,38)/t29-,30+/m0/s1

> <INCHI_KEY>
IFCXCQDAVNHBDZ-XZWHSSHBSA-N

> <FORMULA>
C32H64O13P2

> <MOLECULAR_WEIGHT>
718.799

> <EXACT_MASS>
718.382216117

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
111

> <JCHEM_AVERAGE_POLARIZABILITY>
79.82625407970224

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2S)-2-hydroxy-3-({hydroxy[(2R)-2-[(12-methyltridecanoyl)oxy]-3-[(10-methylundecanoyl)oxy]propoxy]phosphoryl}oxy)propoxy]phosphonic acid

> <ALOGPS_LOGP>
4.20

> <JCHEM_LOGP>
7.830974360666666

> <ALOGPS_LOGS>
-5.35

> <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>
178.471

> <JCHEM_ROTATABLE_BOND_COUNT>
34

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.22e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-hydroxy-3-{[hydroxy((2R)-2-[(12-methyltridecanoyl)oxy]-3-[(10-methylundecanoyl)oxy]propoxy)phosphoryl]oxy}propoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0116538
     RDKit          3D
PGP(i-12:0/i-14:0)
111110  0  0  0  0  0  0  0  0999 V2000
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M  END

HEADER    PROTEIN                                 17-SEP-17   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: PGP(i-12:0/i-14:0)                                
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      -5.213  -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       8.270   1.037   0.000  0.00  0.00           P+0
HETATM   19  O   UNK     0       8.270   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     -19.087   1.437   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -20.420   0.665   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -21.753   1.437   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -21.753  -0.104   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -6.601  -1.436   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -6.601  -2.876   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -7.934  -0.665   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -9.267  -1.436   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -10.600  -0.665   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -11.933  -1.436   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -13.266  -0.665   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0     -14.599  -1.436   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0     -15.932  -0.665   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0     -17.265  -1.436   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0     -18.598  -0.665   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0     -19.931  -1.436   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0     -21.265  -0.665   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0     -22.598  -1.436   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0     -22.598   0.104   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   35                                                       
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   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35    6   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47                                                            
MASTER        0    0    0    0    0    0    0    0   49    0   96    0
END

COMPND    HMDB0116538
HETATM    1  C1  UNL     1      -1.120  -2.298   8.161  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.022  -2.957   7.377  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.851  -1.921   6.704  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.504  -4.011   6.445  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.472  -3.502   5.405  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.919  -4.618   4.483  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.880  -4.096   3.439  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.317  -5.191   2.515  1.00  0.00           C  
HETATM    9  C9  UNL     1      -4.250  -4.768   1.455  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.913  -3.686   0.531  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.717  -3.760  -0.348  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.392  -3.803   0.308  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.210  -3.824  -0.650  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.183  -2.562  -1.409  1.00  0.00           C  
HETATM   15  O1  UNL     1      -0.968  -1.581  -1.208  1.00  0.00           O  
HETATM   16  O2  UNL     1       0.745  -2.336  -2.448  1.00  0.00           O  
HETATM   17  C15 UNL     1       0.718  -1.093  -3.140  1.00  0.00           C  
HETATM   18  C16 UNL     1       0.628  -1.211  -4.615  1.00  0.00           C  
HETATM   19  O3  UNL     1       0.577   0.068  -5.205  1.00  0.00           O  
HETATM   20  C17 UNL     1      -0.399   1.020  -4.987  1.00  0.00           C  
HETATM   21  O4  UNL     1      -1.332   0.729  -4.187  1.00  0.00           O  
HETATM   22  C18 UNL     1      -0.448   2.353  -5.608  1.00  0.00           C  
HETATM   23  C19 UNL     1       0.545   3.336  -5.128  1.00  0.00           C  
HETATM   24  C20 UNL     1       0.561   3.689  -3.700  1.00  0.00           C  
HETATM   25  C21 UNL     1      -0.705   4.260  -3.122  1.00  0.00           C  
HETATM   26  C22 UNL     1      -0.411   4.571  -1.673  1.00  0.00           C  
HETATM   27  C23 UNL     1      -1.606   5.137  -0.924  1.00  0.00           C  
HETATM   28  C24 UNL     1      -2.154   6.383  -1.491  1.00  0.00           C  
HETATM   29  C25 UNL     1      -3.344   6.944  -0.807  1.00  0.00           C  
HETATM   30  C26 UNL     1      -3.190   7.375   0.588  1.00  0.00           C  
HETATM   31  C27 UNL     1      -2.822   6.358   1.611  1.00  0.00           C  
HETATM   32  C28 UNL     1      -4.456   8.081   1.106  1.00  0.00           C  
HETATM   33  C29 UNL     1       2.044  -0.421  -2.786  1.00  0.00           C  
HETATM   34  O5  UNL     1       3.134  -1.219  -3.191  1.00  0.00           O  
HETATM   35  P1  UNL     1       4.591  -0.481  -2.788  1.00  0.00           P  
HETATM   36  O6  UNL     1       5.330   0.011  -4.010  1.00  0.00           O  
HETATM   37  O7  UNL     1       4.261   0.869  -1.795  1.00  0.00           O  
HETATM   38  O8  UNL     1       5.508  -1.575  -1.887  1.00  0.00           O  
HETATM   39  C30 UNL     1       4.922  -1.698  -0.638  1.00  0.00           C  
HETATM   40  C31 UNL     1       5.652  -2.638   0.274  1.00  0.00           C  
HETATM   41  O9  UNL     1       4.967  -2.670   1.493  1.00  0.00           O  
HETATM   42  C32 UNL     1       5.676  -4.017  -0.343  1.00  0.00           C  
HETATM   43  O10 UNL     1       6.323  -4.932   0.499  1.00  0.00           O  
HETATM   44  P2  UNL     1       6.286  -6.426  -0.296  1.00  0.00           P  
HETATM   45  O11 UNL     1       7.228  -7.419   0.372  1.00  0.00           O  
HETATM   46  O12 UNL     1       6.760  -6.192  -1.917  1.00  0.00           O  
HETATM   47  O13 UNL     1       4.733  -7.080  -0.305  1.00  0.00           O  
HETATM   48  H1  UNL     1      -1.209  -1.194   7.939  1.00  0.00           H  
HETATM   49  H2  UNL     1      -0.977  -2.412   9.263  1.00  0.00           H  
HETATM   50  H3  UNL     1      -2.093  -2.744   7.901  1.00  0.00           H  
HETATM   51  H4  UNL     1       0.654  -3.467   8.126  1.00  0.00           H  
HETATM   52  H5  UNL     1       0.945  -1.023   7.357  1.00  0.00           H  
HETATM   53  H6  UNL     1       1.892  -2.284   6.532  1.00  0.00           H  
HETATM   54  H7  UNL     1       0.461  -1.583   5.747  1.00  0.00           H  
HETATM   55  H8  UNL     1      -1.060  -4.763   7.077  1.00  0.00           H  
HETATM   56  H9  UNL     1       0.335  -4.546   5.991  1.00  0.00           H  
HETATM   57  H10 UNL     1      -2.336  -3.018   5.894  1.00  0.00           H  
HETATM   58  H11 UNL     1      -0.966  -2.753   4.795  1.00  0.00           H  
HETATM   59  H12 UNL     1      -1.025  -5.098   4.038  1.00  0.00           H  
HETATM   60  H13 UNL     1      -2.419  -5.382   5.143  1.00  0.00           H  
HETATM   61  H14 UNL     1      -3.776  -3.715   3.993  1.00  0.00           H  
HETATM   62  H15 UNL     1      -2.397  -3.237   2.969  1.00  0.00           H  
HETATM   63  H16 UNL     1      -2.583  -5.924   2.216  1.00  0.00           H  
HETATM   64  H17 UNL     1      -4.002  -5.839   3.219  1.00  0.00           H  
HETATM   65  H18 UNL     1      -5.290  -4.595   1.858  1.00  0.00           H  
HETATM   66  H19 UNL     1      -4.414  -5.701   0.809  1.00  0.00           H  
HETATM   67  H20 UNL     1      -3.973  -2.658   1.015  1.00  0.00           H  
HETATM   68  H21 UNL     1      -4.806  -3.613  -0.193  1.00  0.00           H  
HETATM   69  H22 UNL     1      -2.883  -4.678  -0.998  1.00  0.00           H  
HETATM   70  H23 UNL     1      -2.718  -2.926  -1.111  1.00  0.00           H  
HETATM   71  H24 UNL     1      -1.323  -4.612   1.029  1.00  0.00           H  
HETATM   72  H25 UNL     1      -1.208  -2.862   0.927  1.00  0.00           H  
HETATM   73  H26 UNL     1       0.704  -3.844   0.003  1.00  0.00           H  
HETATM   74  H27 UNL     1      -0.196  -4.729  -1.269  1.00  0.00           H  
HETATM   75  H28 UNL     1      -0.061  -0.428  -2.766  1.00  0.00           H  
HETATM   76  H29 UNL     1      -0.218  -1.857  -4.967  1.00  0.00           H  
HETATM   77  H30 UNL     1       1.537  -1.735  -5.044  1.00  0.00           H  
HETATM   78  H31 UNL     1      -1.495   2.736  -5.620  1.00  0.00           H  
HETATM   79  H32 UNL     1      -0.223   2.185  -6.705  1.00  0.00           H  
HETATM   80  H33 UNL     1       1.568   2.906  -5.366  1.00  0.00           H  
HETATM   81  H34 UNL     1       0.530   4.268  -5.760  1.00  0.00           H  
HETATM   82  H35 UNL     1       0.921   2.884  -3.023  1.00  0.00           H  
HETATM   83  H36 UNL     1       1.334   4.509  -3.574  1.00  0.00           H  
HETATM   84  H37 UNL     1      -1.527   3.490  -3.110  1.00  0.00           H  
HETATM   85  H38 UNL     1      -1.032   5.176  -3.617  1.00  0.00           H  
HETATM   86  H39 UNL     1       0.458   5.252  -1.555  1.00  0.00           H  
HETATM   87  H40 UNL     1      -0.158   3.616  -1.174  1.00  0.00           H  
HETATM   88  H41 UNL     1      -1.171   5.375   0.085  1.00  0.00           H  
HETATM   89  H42 UNL     1      -2.382   4.393  -0.780  1.00  0.00           H  
HETATM   90  H43 UNL     1      -1.299   7.145  -1.454  1.00  0.00           H  
HETATM   91  H44 UNL     1      -2.375   6.266  -2.604  1.00  0.00           H  
HETATM   92  H45 UNL     1      -3.873   7.714  -1.442  1.00  0.00           H  
HETATM   93  H46 UNL     1      -4.109   6.082  -0.801  1.00  0.00           H  
HETATM   94  H47 UNL     1      -2.417   8.221   0.622  1.00  0.00           H  
HETATM   95  H48 UNL     1      -3.401   6.578   2.589  1.00  0.00           H  
HETATM   96  H49 UNL     1      -1.773   6.446   1.964  1.00  0.00           H  
HETATM   97  H50 UNL     1      -3.114   5.351   1.275  1.00  0.00           H  
HETATM   98  H51 UNL     1      -5.280   7.359   1.249  1.00  0.00           H  
HETATM   99  H52 UNL     1      -4.187   8.476   2.112  1.00  0.00           H  
HETATM  100  H53 UNL     1      -4.718   8.948   0.478  1.00  0.00           H  
HETATM  101  H54 UNL     1       2.169   0.553  -3.271  1.00  0.00           H  
HETATM  102  H55 UNL     1       2.142  -0.356  -1.676  1.00  0.00           H  
HETATM  103  H56 UNL     1       3.894   1.608  -2.374  1.00  0.00           H  
HETATM  104  H57 UNL     1       4.804  -0.697  -0.198  1.00  0.00           H  
HETATM  105  H58 UNL     1       3.914  -2.172  -0.831  1.00  0.00           H  
HETATM  106  H59 UNL     1       6.658  -2.254   0.488  1.00  0.00           H  
HETATM  107  H60 UNL     1       4.095  -3.126   1.330  1.00  0.00           H  
HETATM  108  H61 UNL     1       4.682  -4.421  -0.524  1.00  0.00           H  
HETATM  109  H62 UNL     1       6.230  -3.952  -1.292  1.00  0.00           H  
HETATM  110  H63 UNL     1       6.034  -5.695  -2.355  1.00  0.00           H  
HETATM  111  H64 UNL     1       4.165  -6.770  -1.031  1.00  0.00           H  
CONECT    1    2   48   49   50
CONECT    2    3    4   51
CONECT    3   52   53   54
CONECT    4    5   55   56
CONECT    5    6   57   58
CONECT    6    7   59   60
CONECT    7    8   61   62
CONECT    8    9   63   64
CONECT    9   10   65   66
CONECT   10   11   67   68
CONECT   11   12   69   70
CONECT   12   13   71   72
CONECT   13   14   73   74
CONECT   14   15   15   16
CONECT   16   17
CONECT   17   18   33   75
CONECT   18   19   76   77
CONECT   19   20
CONECT   20   21   21   22
CONECT   22   23   78   79
CONECT   23   24   80   81
CONECT   24   25   82   83
CONECT   25   26   84   85
CONECT   26   27   86   87
CONECT   27   28   88   89
CONECT   28   29   90   91
CONECT   29   30   92   93
CONECT   30   31   32   94
CONECT   31   95   96   97
CONECT   32   98   99  100
CONECT   33   34  101  102
CONECT   34   35
CONECT   35   36   36   37   38
CONECT   37  103
CONECT   38   39
CONECT   39   40  104  105
CONECT   40   41   42  106
CONECT   41  107
CONECT   42   43  108  109
CONECT   43   44
CONECT   44   45   45   46   47
CONECT   46  110
CONECT   47  111
END

HMDB0116538
     RDKit          3D
PGP(i-12:0/i-14:0)
111110  0  0  0  0  0  0  0  0999 V2000
   -1.1195   -2.2977    8.1614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0216   -2.9573    7.3770 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8509   -1.9213    6.7042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5044   -4.0111    6.4447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4722   -3.5022    5.4047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9191   -4.6180    4.4825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8801   -4.0964    3.4394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3167   -5.1911    2.5149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2502   -4.7676    1.4551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9134   -3.6863    0.5313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7175   -3.7598   -0.3483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3918   -3.8033    0.3081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2095   -3.8242   -0.6499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1828   -2.5615   -1.4088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9677   -1.5813   -1.2079 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7454   -2.3359   -2.4482 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7177   -1.0925   -3.1400 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6280   -1.2105   -4.6155 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5767    0.0683   -5.2046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3986    1.0196   -4.9869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3322    0.7285   -4.1873 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4483    2.3526   -5.6080 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5455    3.3364   -5.1281 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5608    3.6886   -3.7000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7055    4.2599   -3.1218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4107    4.5711   -1.6730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6059    5.1371   -0.9242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1543    6.3835   -1.4914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3438    6.9444   -0.8070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1903    7.3752    0.5883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8223    6.3580    1.6113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4557    8.0808    1.1055 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0438   -0.4208   -2.7855 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1338   -1.2192   -3.1909 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5912   -0.4806   -2.7875 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.3301    0.0106   -4.0101 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2608    0.8691   -1.7946 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5082   -1.5749   -1.8874 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9217   -1.6984   -0.6384 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6521   -2.6381    0.2740 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9670   -2.6697    1.4927 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6759   -4.0166   -0.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3228   -4.9321    0.4986 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2856   -6.4262   -0.2963 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.2283   -7.4191    0.3719 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7601   -6.1919   -1.9166 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7325   -7.0804   -0.3049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2094   -1.1940    7.9388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9769   -2.4121    9.2633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0935   -2.7443    7.9007 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6542   -3.4666    8.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9446   -1.0226    7.3565 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8923   -2.2844    6.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4612   -1.5833    5.7472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0598   -4.7627    7.0768 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3351   -4.5461    5.9915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3356   -3.0184    5.8945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9663   -2.7526    4.7947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0251   -5.0975    4.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4186   -5.3818    5.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7763   -3.7154    3.9934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3972   -3.2370    2.9693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5832   -5.9236    2.2157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0018   -5.8393    3.2193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2897   -4.5952    1.8576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4143   -5.7014    0.8086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9730   -2.6580    1.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8057   -3.6133   -0.1931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8833   -4.6783   -0.9983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7180   -2.9257   -1.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3234   -4.6121    1.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2076   -2.8625    0.9269 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7035   -3.8441    0.0034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1959   -4.7293   -1.2689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0609   -0.4284   -2.7660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2182   -1.8572   -4.9672 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5373   -1.7345   -5.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4951    2.7359   -5.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2234    2.1847   -6.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5677    2.9055   -5.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5296    4.2677   -5.7599 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9214    2.8844   -3.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3336    4.5093   -3.5740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5273    3.4897   -3.1102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0317    5.1759   -3.6169 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4577    5.2516   -1.5554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1581    3.6162   -1.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1709    5.3749    0.0852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3823    4.3926   -0.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2988    7.1451   -1.4545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3750    6.2656   -2.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8729    7.7141   -1.4417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1089    6.0824   -0.8013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4173    8.2208    0.6224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4008    6.5778    2.5888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7730    6.4463    1.9644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1144    5.3508    1.2747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2802    7.3592    1.2492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1872    8.4764    2.1119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7180    8.9477    0.4779 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1688    0.5533   -3.2709 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1416   -0.3562   -1.6761 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8944    1.6084   -2.3738 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8037   -0.6965   -0.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9136   -2.1719   -0.8312 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6577   -2.2545    0.4879 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0947   -3.1260    1.3299 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6819   -4.4210   -0.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2303   -3.9517   -1.2920 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0340   -5.6949   -2.3546 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1651   -6.7696   -1.0315 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  1  0
 17 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  2  0
 35 37  1  0
 35 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 40 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  2  0
 44 46  1  0
 44 47  1  0
  1 48  1  0
  1 49  1  0
  1 50  1  0
  2 51  1  0
  3 52  1  0
  3 53  1  0
  3 54  1  0
  4 55  1  0
  4 56  1  0
  5 57  1  0
  5 58  1  0
  6 59  1  0
  6 60  1  0
  7 61  1  0
  7 62  1  0
  8 63  1  0
  8 64  1  0
  9 65  1  0
  9 66  1  0
 10 67  1  0
 10 68  1  0
 11 69  1  0
 11 70  1  0
 12 71  1  0
 12 72  1  0
 13 73  1  0
 13 74  1  0
 17 75  1  1
 18 76  1  0
 18 77  1  0
 22 78  1  0
 22 79  1  0
 23 80  1  0
 23 81  1  0
 24 82  1  0
 24 83  1  0
 25 84  1  0
 25 85  1  0
 26 86  1  0
 26 87  1  0
 27 88  1  0
 27 89  1  0
 28 90  1  0
 28 91  1  0
 29 92  1  0
 29 93  1  0
 30 94  1  0
 31 95  1  0
 31 96  1  0
 31 97  1  0
 32 98  1  0
 32 99  1  0
 32100  1  0
 33101  1  0
 33102  1  0
 37103  1  0
 39104  1  0
 39105  1  0
 40106  1  1
 41107  1  0
 42108  1  0
 42109  1  0
 46110  1  0
 47111  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Isododecanoyl-2-isotetradecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol-3'-phosphate)	HMDB
PGP(26:0)	HMDB
3-sn-Phosphatidyl-1'-sn-glycerol 3'-phosphoric acid	HMDB
[(2S)-2-Hydroxy-3-({hydroxy[(2R)-2-[(12-methyltridecanoyl)oxy]-3-[(10-methylundecanoyl)oxy]propoxy]phosphoryl}oxy)propoxy]phosphonate	HMDB
PGP(i-12:0/i-14:0)	SMPDB

Chemical Formula

C₃₂H₆₄O₁₃P₂

Average Molecular Weight

718.799

Monoisotopic Molecular Weight

718.382216117

IUPAC Name

[(2S)-2-hydroxy-3-({hydroxy[(2R)-2-[(12-methyltridecanoyl)oxy]-3-[(10-methylundecanoyl)oxy]propoxy]phosphoryl}oxy)propoxy]phosphonic acid

Traditional Name

(2S)-2-hydroxy-3-{[hydroxy((2R)-2-[(12-methyltridecanoyl)oxy]-3-[(10-methylundecanoyl)oxy]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)CCCCCCCCC(C)C)OC(=O)CCCCCCCCCCC(C)C

InChI Identifier

InChI=1S/C32H64O13P2/c1-27(2)19-15-11-7-5-6-8-14-18-22-32(35)45-30(25-41-31(34)21-17-13-10-9-12-16-20-28(3)4)26-44-47(39,40)43-24-29(33)23-42-46(36,37)38/h27-30,33H,5-26H2,1-4H3,(H,39,40)(H2,36,37,38)/t29-,30+/m0/s1

InChI Key

IFCXCQDAVNHBDZ-XZWHSSHBSA-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

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	4.2	ALOGPS
logP	7.83	ChemAxon
logS	-5.4	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	34	ChemAxon
Refractivity	178.47 m³·mol⁻¹	ChemAxon
Polarizability	79.83 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
DarkChem	[M+H]+	258.609	31661259
DarkChem	[M-H]-	245.652	31661259
DeepCCS	[M+H]+	252.191	30932474
DeepCCS	[M-H]-	250.296	30932474
DeepCCS	[M-2H]-	283.536	30932474
DeepCCS	[M+Na]+	257.916	30932474
AllCCS	[M+H]+	270.4	32859911
AllCCS	[M+H-H2O]+	270.1	32859911
AllCCS	[M+NH4]+	270.6	32859911
AllCCS	[M+Na]+	270.6	32859911
AllCCS	[M-H]-	254.3	32859911
AllCCS	[M+Na-2H]-	259.8	32859911
AllCCS	[M+HCOO]-	265.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	10.31 minutes	32390414
Predicted by Siyang on May 30, 2022	18.0694 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.08 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3598.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	155.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	255.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	167.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	559.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1048.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	996.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	250.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1684.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	854.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1752.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	684.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	527.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	164.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	170.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	55.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
PGP(i-12:0/i-14:0)	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC(C)C)OC(=O)CCCCCCCCCCC(C)C	4513.0	Standard polar	33892256
PGP(i-12:0/i-14:0)	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC(C)C)OC(=O)CCCCCCCCCCC(C)C	4076.9	Standard non polar	33892256
PGP(i-12:0/i-14:0)	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC(C)C)OC(=O)CCCCCCCCCCC(C)C	4762.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
PGP(i-12:0/i-14:0),2TMS,isomer #1	CC(C)CCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCC(C)C)COP(=O)(OC[C@H](COP(=O)(O)O)O[Si](C)(C)C)O[Si](C)(C)C	4776.2	Semi standard non polar	33892256
PGP(i-12:0/i-14:0),2TMS,isomer #1	CC(C)CCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCC(C)C)COP(=O)(OC[C@H](COP(=O)(O)O)O[Si](C)(C)C)O[Si](C)(C)C	3977.6	Standard non polar	33892256
PGP(i-12:0/i-14:0),2TMS,isomer #1	CC(C)CCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCC(C)C)COP(=O)(OC[C@H](COP(=O)(O)O)O[Si](C)(C)C)O[Si](C)(C)C	6310.1	Standard polar	33892256
PGP(i-12:0/i-14:0),2TMS,isomer #2	CC(C)CCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCC(C)C)COP(=O)(O)OC[C@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	4804.7	Semi standard non polar	33892256
PGP(i-12:0/i-14:0),2TMS,isomer #2	CC(C)CCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCC(C)C)COP(=O)(O)OC[C@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	3991.4	Standard non polar	33892256
PGP(i-12:0/i-14:0),2TMS,isomer #2	CC(C)CCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCC(C)C)COP(=O)(O)OC[C@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	6402.8	Standard polar	33892256
PGP(i-12:0/i-14:0),2TMS,isomer #3	CC(C)CCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCC(C)C)COP(=O)(OC[C@@H](O)COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	4800.6	Semi standard non polar	33892256
PGP(i-12:0/i-14:0),2TMS,isomer #3	CC(C)CCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCC(C)C)COP(=O)(OC[C@@H](O)COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	4004.2	Standard non polar	33892256
PGP(i-12:0/i-14:0),2TMS,isomer #3	CC(C)CCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCC(C)C)COP(=O)(OC[C@@H](O)COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	5961.8	Standard polar	33892256
PGP(i-12:0/i-14:0),2TMS,isomer #4	CC(C)CCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCC(C)C)COP(=O)(O)OC[C@@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	4807.6	Semi standard non polar	33892256
PGP(i-12:0/i-14:0),2TMS,isomer #4	CC(C)CCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCC(C)C)COP(=O)(O)OC[C@@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	4005.0	Standard non polar	33892256
PGP(i-12:0/i-14:0),2TMS,isomer #4	CC(C)CCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCC(C)C)COP(=O)(O)OC[C@@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	6061.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - PGP(i-12:0/i-14:0) GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - PGP(i-12:0/i-14:0) GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - PGP(i-12:0/i-14:0) GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - PGP(i-12:0/i-14:0) GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - PGP(i-12:0/i-14:0) GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - PGP(i-12:0/i-14:0) GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - PGP(i-12:0/i-14:0) GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PGP(i-12:0/i-14:0) 10V, Positive-QTOF	splash10-0i00-1971533800-db931a6a258bc7d54a21	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PGP(i-12:0/i-14:0) 20V, Positive-QTOF	splash10-0mjj-3940221200-4651a0bb4470c9c75e03	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PGP(i-12:0/i-14:0) 40V, Positive-QTOF	splash10-0a4i-7940502000-f83a4181afbe49227a7d	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PGP(i-12:0/i-14:0) 10V, Negative-QTOF	splash10-0032-4950120200-7f759645e58a03a6503a	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PGP(i-12:0/i-14:0) 20V, Negative-QTOF	splash10-004j-9420000000-fd51913d44546cf47c1e	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PGP(i-12:0/i-14:0) 40V, Negative-QTOF	splash10-004i-9000000000-151ddbdeb8beb10ca1ef	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PGP(i-12:0/i-14:0) 10V, Positive-QTOF	splash10-014i-1100604900-05e3aa74685099be1712	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PGP(i-12:0/i-14:0) 20V, Positive-QTOF	splash10-07or-2500695000-110b72b06bd29d91fd25	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PGP(i-12:0/i-14:0) 40V, Positive-QTOF	splash10-0f6t-9475400000-bfadb62b3caca0011524	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PGP(i-12:0/i-14:0) 10V, Negative-QTOF	splash10-014i-0010000900-541bb93e530e505f5b8c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PGP(i-12:0/i-14:0) 20V, Negative-QTOF	splash10-0gba-3291241700-dae5f478577f7891aada	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PGP(i-12:0/i-14:0) 40V, Negative-QTOF	splash10-0fi1-5092631000-219f60b7b99179674310	2021-09-25	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(i-12:0/i-14:0/18:2(9Z,11Z)/18:2(9Z,11Z))		Not Available
Cardiolipin Biosynthesis CL(i-12:0/i-14:0/18:2(9Z,11Z)/a-13:0)		Not Available
Cardiolipin Biosynthesis CL(i-12:0/i-14:0/18:2(9Z,11Z)/a-15:0)		Not Available
Cardiolipin Biosynthesis CL(i-12:0/i-14:0/18:2(9Z,11Z)/a-17:0)		Not Available
Cardiolipin Biosynthesis CL(i-12:0/i-14:0/18:2(9Z,11Z)/a-21:0)		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

74878250

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131823193

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for PGP(i-12:0/i-14:0) (HMDB0116538)

MOL for HMDB0116538 (PGP(i-12:0/i-14:0))

3D MOL for HMDB0116538 (PGP(i-12:0/i-14:0))

3D SDF for HMDB0116538 (PGP(i-12:0/i-14:0))

3D-SDF for HMDB0116538 (PGP(i-12:0/i-14:0))

PDB for HMDB0116538 (PGP(i-12:0/i-14:0))

3D PDB for HMDB0116538 (PGP(i-12:0/i-14:0))

SMILES for HMDB0116538 (PGP(i-12:0/i-14:0))

INCHI for HMDB0116538 (PGP(i-12:0/i-14:0))

Structure for HMDB0116538 (PGP(i-12:0/i-14:0))

3D Structure for HMDB0116538 (PGP(i-12:0/i-14:0))

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra