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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-09-09 08:31:18 UTC

Update Date

2022-11-30 19:26:40 UTC

HMDB ID

HMDB0116570

Secondary Accession Numbers

None

Metabolite Identification

Common Name

PGP(i-14:0/i-13:0)

Description

PGP(i-14:0/i-13:0) 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-14:0/i-13:0), in particular, consists of one chain of isotetradecanoic acid at the C-1 position and one chain of isotridecanoic 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-14:0/i-13:0)
  Mrv1652309171703172D          

 50 49  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
  -12.3677    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0819    0.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0819   -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
  -11.3918   -1.1811    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
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 37  6  1  0  0  0  0
 37 38  2  0  0  0  0
 37 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
 48 49  1  0  0  0  0
 48 50  1  0  0  0  0
M  END

HMDB0116570
     RDKit          3D
PGP(i-14:0/i-13:0)
114113  0  0  0  0  0  0  0  0999 V2000
    0.2669    4.6706   -7.6236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0967    4.4364   -6.1767 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9893    5.0540   -5.3183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1936    2.9404   -5.9471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5590    2.6320   -4.5079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6347    1.1281   -4.3677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9926    0.7120   -2.9619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0074    1.1746   -1.9433 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3658    0.6293   -2.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3542    1.1532   -1.1211 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6979    0.5796   -1.4377 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8529    0.9311   -0.6102 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8794    0.6222    0.8350 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9182    1.3129    1.7005 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6640    0.8034    2.8399 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2924    2.4495    1.3731 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3814    3.2003    2.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0725    2.5405    2.3546 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2184    3.6353    3.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0709    3.1957    3.2317 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0577    4.3258    3.9525 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.4627    4.8897    5.2266 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3719    5.6518    2.9501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5381    3.6092    4.3166 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5844    2.3627    3.7099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8921    1.6485    3.9908 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8252    0.4181    3.3400 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0551    1.3862    5.4660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9699    0.6543    5.9558 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2077    0.3870    7.6204 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.2082   -0.7371    7.7456 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7624   -0.0373    8.3741 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7902    1.8153    8.3223 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1226    1.4046    3.1611 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5849    0.1552    2.7911 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0525    0.0985    1.6573 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6120   -1.0380    3.6364 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7485   -1.9685    3.4685 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8628   -2.5581    2.0479 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0503   -3.4471    2.0815 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4687   -4.1541    0.8702 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6111   -5.1434    0.2090 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3031   -4.7520   -0.3495 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3897   -3.6607   -1.3935 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0023   -3.3579   -1.8803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7123   -4.5135   -2.5019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0899   -3.9905   -2.9262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0090   -4.9587   -3.7650 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0259    3.9525   -7.9778 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7367    5.6851   -7.6635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6477    4.6737   -8.2473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0951    4.8633   -5.9506 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5454    5.6704   -4.5105 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6055    4.2235   -4.9449 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6502    5.7228   -5.8988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7877    2.4984   -6.2350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9383    2.5490   -6.6588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5861    3.0683   -4.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0937    3.1262   -3.7905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4548    0.7821   -5.0329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2957    0.6971   -4.7344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0614   -0.3835   -2.9357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9969    1.1195   -2.7319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3458    0.7802   -0.9619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0018    2.2900   -1.8310 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3511   -0.4686   -2.0685 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7821    0.8528   -3.1828 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3050    2.2369   -1.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0293    0.7325   -0.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6404   -0.5572   -1.4583 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9281    0.8254   -2.5155 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7740    0.4713   -1.0785 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0046    2.0599   -0.7104 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9087    0.8518    1.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7776   -0.4932    0.9941 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7927    3.6423    3.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1705    4.1217    1.4145 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5842    2.2404    1.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2958    4.5775    2.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6873    3.8084    4.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2759    5.4616    2.0014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7840    1.6772    4.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3839    2.4480    2.6290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7475    2.2498    3.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8880    0.5207    2.3575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1887    2.3322    6.0125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9473    0.7247    5.5710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9720    0.4111    8.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4137    2.6195    7.8915 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6568   -0.6598    4.7044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3807   -1.5836    3.6252 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5116   -2.8876    4.0955 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7149   -1.5510    3.7510 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9486   -3.1543    1.8772 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9031   -1.7712    1.2964 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9743   -4.1173    2.9877 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9271   -2.7739    2.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8577   -3.3665    0.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4455   -4.6969    1.1426 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1591   -5.7453   -0.5703 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3815   -5.9427    0.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4569   -4.6303    0.3103 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9850   -5.6725   -0.9870 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8096   -2.7221   -0.9900 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0149   -3.9498   -2.2556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5963   -3.0337   -0.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0247   -2.4965   -2.5808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8277   -5.3809   -1.8345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0623   -2.8953   -3.1059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3986   -4.4514   -3.8898 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

PGP(i-14:0/i-13:0)
  Mrv1652309171703172D          

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    2.7850    0.9634    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -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
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    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
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  2  3  1  0  0  0  0
  2  6  1  0  0  0  0
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 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
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 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 37  6  1  0  0  0  0
 37 38  2  0  0  0  0
 37 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
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 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
 48 49  1  0  0  0  0
 48 50  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0116570

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C33H66O13P2/c1-28(2)20-16-12-8-5-6-10-14-18-22-32(35)42-26-31(27-45-48(40,41)44-25-30(34)24-43-47(37,38)39)46-33(36)23-19-15-11-7-9-13-17-21-29(3)4/h28-31,34H,5-27H2,1-4H3,(H,40,41)(H2,37,38,39)/t30-,31+/m0/s1

> <INCHI_KEY>
FDTVZUFGHADUDA-IOWSJCHKSA-N

> <FORMULA>
C33H66O13P2

> <MOLECULAR_WEIGHT>
732.826

> <EXACT_MASS>
732.397866181

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
114

> <JCHEM_AVERAGE_POLARIZABILITY>
82.00524334720309

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2S)-2-hydroxy-3-({hydroxy[(2R)-2-[(11-methyldodecanoyl)oxy]-3-[(12-methyltridecanoyl)oxy]propoxy]phosphoryl}oxy)propoxy]phosphonic acid

> <ALOGPS_LOGP>
4.54

> <JCHEM_LOGP>
8.275543025666666

> <ALOGPS_LOGS>
-5.45

> <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>
183.072

> <JCHEM_ROTATABLE_BOND_COUNT>
35

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.58e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-hydroxy-3-{[hydroxy((2R)-2-[(11-methyldodecanoyl)oxy]-3-[(12-methyltridecanoyl)oxy]propoxy)phosphoryl]oxy}propoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0116570
     RDKit          3D
PGP(i-14:0/i-13:0)
114113  0  0  0  0  0  0  0  0999 V2000
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   -0.0967    4.4364   -6.1767 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9893    5.0540   -5.3183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1936    2.9404   -5.9471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5590    2.6320   -4.5079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6347    1.1281   -4.3677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9926    0.7120   -2.9619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0074    1.1746   -1.9433 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3658    0.6293   -2.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3542    1.1532   -1.1211 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6979    0.5796   -1.4377 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8529    0.9311   -0.6102 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8794    0.6222    0.8350 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9182    1.3129    1.7005 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.3814    3.2003    2.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.0577    4.3258    3.9525 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.4627    4.8897    5.2266 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3719    5.6518    2.9501 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.5844    2.3627    3.7099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8921    1.6485    3.9908 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8252    0.4181    3.3400 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7485   -1.9685    3.4685 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8628   -2.5581    2.0479 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0503   -3.4471    2.0815 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4687   -4.1541    0.8702 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6111   -5.1434    0.2090 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3031   -4.7520   -0.3495 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0023   -3.3579   -1.8803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7123   -4.5135   -2.5019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0899   -3.9905   -2.9262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0090   -4.9587   -3.7650 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0259    3.9525   -7.9778 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6055    4.2235   -4.9449 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6502    5.7228   -5.8988 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9383    2.5490   -6.6588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5861    3.0683   -4.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0937    3.1262   -3.7905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4548    0.7821   -5.0329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2957    0.6971   -4.7344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0614   -0.3835   -2.9357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9969    1.1195   -2.7319 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0018    2.2900   -1.8310 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3511   -0.4686   -2.0685 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7821    0.8528   -3.1828 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3050    2.2369   -1.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0293    0.7325   -0.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7740    0.4713   -1.0785 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

HEADER    PROTEIN                                 17-SEP-17   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: PGP(i-14:0/i-13:0)                                
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     -23.086   0.665   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -24.420   1.437   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -24.420  -0.104   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -6.601  -1.436   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -6.601  -2.876   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -7.934  -0.665   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -9.267  -1.436   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -10.600  -0.665   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0     -11.933  -1.436   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0     -13.266  -0.665   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0     -14.599  -1.436   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0     -15.932  -0.665   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0     -17.265  -1.436   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0     -18.598  -0.665   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0     -19.931  -1.436   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0     -21.265  -0.665   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0     -21.265  -2.205   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   37                                                       
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   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37    6   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   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                                                       
CONECT   48   47   49   50                                                  
CONECT   49   48                                                            
CONECT   50   48                                                            
MASTER        0    0    0    0    0    0    0    0   50    0   98    0
END

COMPND    HMDB0116570
HETATM    1  C1  UNL     1       0.267   4.671  -7.624  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.097   4.436  -6.177  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.989   5.054  -5.318  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.194   2.940  -5.947  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.559   2.632  -4.508  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.635   1.128  -4.368  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.993   0.712  -2.962  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.007   1.175  -1.943  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.366   0.629  -2.199  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.354   1.153  -1.121  1.00  0.00           C  
HETATM   11  C11 UNL     1       3.698   0.580  -1.438  1.00  0.00           C  
HETATM   12  C12 UNL     1       4.853   0.931  -0.610  1.00  0.00           C  
HETATM   13  C13 UNL     1       4.879   0.622   0.835  1.00  0.00           C  
HETATM   14  C14 UNL     1       3.918   1.313   1.701  1.00  0.00           C  
HETATM   15  O1  UNL     1       3.664   0.803   2.840  1.00  0.00           O  
HETATM   16  O2  UNL     1       3.292   2.449   1.373  1.00  0.00           O  
HETATM   17  C15 UNL     1       2.381   3.200   2.060  1.00  0.00           C  
HETATM   18  C16 UNL     1       1.072   2.540   2.355  1.00  0.00           C  
HETATM   19  C17 UNL     1       0.218   3.635   3.022  1.00  0.00           C  
HETATM   20  O3  UNL     1      -1.071   3.196   3.232  1.00  0.00           O  
HETATM   21  P1  UNL     1      -2.058   4.326   3.952  1.00  0.00           P  
HETATM   22  O4  UNL     1      -1.463   4.890   5.227  1.00  0.00           O  
HETATM   23  O5  UNL     1      -2.372   5.652   2.950  1.00  0.00           O  
HETATM   24  O6  UNL     1      -3.538   3.609   4.317  1.00  0.00           O  
HETATM   25  C18 UNL     1      -3.584   2.363   3.710  1.00  0.00           C  
HETATM   26  C19 UNL     1      -4.892   1.649   3.991  1.00  0.00           C  
HETATM   27  O7  UNL     1      -4.825   0.418   3.340  1.00  0.00           O  
HETATM   28  C20 UNL     1      -5.055   1.386   5.466  1.00  0.00           C  
HETATM   29  O8  UNL     1      -3.970   0.654   5.956  1.00  0.00           O  
HETATM   30  P2  UNL     1      -4.208   0.387   7.620  1.00  0.00           P  
HETATM   31  O9  UNL     1      -5.208  -0.737   7.746  1.00  0.00           O  
HETATM   32  O10 UNL     1      -2.762  -0.037   8.374  1.00  0.00           O  
HETATM   33  O11 UNL     1      -4.790   1.815   8.322  1.00  0.00           O  
HETATM   34  O12 UNL     1       1.123   1.405   3.161  1.00  0.00           O  
HETATM   35  C21 UNL     1       0.585   0.155   2.791  1.00  0.00           C  
HETATM   36  O13 UNL     1       0.052   0.098   1.657  1.00  0.00           O  
HETATM   37  C22 UNL     1       0.612  -1.038   3.636  1.00  0.00           C  
HETATM   38  C23 UNL     1       1.748  -1.968   3.468  1.00  0.00           C  
HETATM   39  C24 UNL     1       1.863  -2.558   2.048  1.00  0.00           C  
HETATM   40  C25 UNL     1       3.050  -3.447   2.082  1.00  0.00           C  
HETATM   41  C26 UNL     1       3.469  -4.154   0.870  1.00  0.00           C  
HETATM   42  C27 UNL     1       2.611  -5.143   0.209  1.00  0.00           C  
HETATM   43  C28 UNL     1       1.303  -4.752  -0.349  1.00  0.00           C  
HETATM   44  C29 UNL     1       1.390  -3.661  -1.393  1.00  0.00           C  
HETATM   45  C30 UNL     1       0.002  -3.358  -1.880  1.00  0.00           C  
HETATM   46  C31 UNL     1      -0.712  -4.513  -2.502  1.00  0.00           C  
HETATM   47  C32 UNL     1      -2.090  -3.990  -2.926  1.00  0.00           C  
HETATM   48  C33 UNL     1      -0.009  -4.959  -3.765  1.00  0.00           C  
HETATM   49  H1  UNL     1       1.026   3.953  -7.978  1.00  0.00           H  
HETATM   50  H2  UNL     1       0.737   5.685  -7.663  1.00  0.00           H  
HETATM   51  H3  UNL     1      -0.648   4.674  -8.247  1.00  0.00           H  
HETATM   52  H4  UNL     1      -1.095   4.863  -5.951  1.00  0.00           H  
HETATM   53  H5  UNL     1       0.545   5.670  -4.511  1.00  0.00           H  
HETATM   54  H6  UNL     1       1.605   4.224  -4.945  1.00  0.00           H  
HETATM   55  H7  UNL     1       1.650   5.723  -5.899  1.00  0.00           H  
HETATM   56  H8  UNL     1       0.788   2.498  -6.235  1.00  0.00           H  
HETATM   57  H9  UNL     1      -0.938   2.549  -6.659  1.00  0.00           H  
HETATM   58  H10 UNL     1      -1.586   3.068  -4.364  1.00  0.00           H  
HETATM   59  H11 UNL     1       0.094   3.126  -3.790  1.00  0.00           H  
HETATM   60  H12 UNL     1      -1.455   0.782  -5.033  1.00  0.00           H  
HETATM   61  H13 UNL     1       0.296   0.697  -4.734  1.00  0.00           H  
HETATM   62  H14 UNL     1      -1.061  -0.383  -2.936  1.00  0.00           H  
HETATM   63  H15 UNL     1      -1.997   1.119  -2.732  1.00  0.00           H  
HETATM   64  H16 UNL     1      -0.346   0.780  -0.962  1.00  0.00           H  
HETATM   65  H17 UNL     1      -0.002   2.290  -1.831  1.00  0.00           H  
HETATM   66  H18 UNL     1       1.351  -0.469  -2.069  1.00  0.00           H  
HETATM   67  H19 UNL     1       1.782   0.853  -3.183  1.00  0.00           H  
HETATM   68  H20 UNL     1       2.305   2.237  -1.072  1.00  0.00           H  
HETATM   69  H21 UNL     1       2.029   0.733  -0.136  1.00  0.00           H  
HETATM   70  H22 UNL     1       3.640  -0.557  -1.458  1.00  0.00           H  
HETATM   71  H23 UNL     1       3.928   0.825  -2.516  1.00  0.00           H  
HETATM   72  H24 UNL     1       5.774   0.471  -1.079  1.00  0.00           H  
HETATM   73  H25 UNL     1       5.005   2.060  -0.710  1.00  0.00           H  
HETATM   74  H26 UNL     1       5.909   0.852   1.277  1.00  0.00           H  
HETATM   75  H27 UNL     1       4.778  -0.493   0.994  1.00  0.00           H  
HETATM   76  H28 UNL     1       2.793   3.642   3.017  1.00  0.00           H  
HETATM   77  H29 UNL     1       2.171   4.122   1.414  1.00  0.00           H  
HETATM   78  H30 UNL     1       0.584   2.240   1.395  1.00  0.00           H  
HETATM   79  H31 UNL     1       0.296   4.577   2.454  1.00  0.00           H  
HETATM   80  H32 UNL     1       0.687   3.808   4.012  1.00  0.00           H  
HETATM   81  H33 UNL     1      -2.276   5.462   2.001  1.00  0.00           H  
HETATM   82  H34 UNL     1      -2.784   1.677   4.113  1.00  0.00           H  
HETATM   83  H35 UNL     1      -3.384   2.448   2.629  1.00  0.00           H  
HETATM   84  H36 UNL     1      -5.748   2.250   3.646  1.00  0.00           H  
HETATM   85  H37 UNL     1      -4.888   0.521   2.358  1.00  0.00           H  
HETATM   86  H38 UNL     1      -5.189   2.332   6.012  1.00  0.00           H  
HETATM   87  H39 UNL     1      -5.947   0.725   5.571  1.00  0.00           H  
HETATM   88  H40 UNL     1      -1.972   0.411   8.001  1.00  0.00           H  
HETATM   89  H41 UNL     1      -4.414   2.620   7.891  1.00  0.00           H  
HETATM   90  H42 UNL     1       0.657  -0.660   4.704  1.00  0.00           H  
HETATM   91  H43 UNL     1      -0.381  -1.584   3.625  1.00  0.00           H  
HETATM   92  H44 UNL     1       1.512  -2.888   4.095  1.00  0.00           H  
HETATM   93  H45 UNL     1       2.715  -1.551   3.751  1.00  0.00           H  
HETATM   94  H46 UNL     1       0.949  -3.154   1.877  1.00  0.00           H  
HETATM   95  H47 UNL     1       1.903  -1.771   1.296  1.00  0.00           H  
HETATM   96  H48 UNL     1       2.974  -4.117   2.988  1.00  0.00           H  
HETATM   97  H49 UNL     1       3.927  -2.774   2.379  1.00  0.00           H  
HETATM   98  H50 UNL     1       3.858  -3.367   0.150  1.00  0.00           H  
HETATM   99  H51 UNL     1       4.446  -4.697   1.143  1.00  0.00           H  
HETATM  100  H52 UNL     1       3.159  -5.745  -0.570  1.00  0.00           H  
HETATM  101  H53 UNL     1       2.382  -5.943   0.996  1.00  0.00           H  
HETATM  102  H54 UNL     1       0.457  -4.630   0.310  1.00  0.00           H  
HETATM  103  H55 UNL     1       0.985  -5.673  -0.987  1.00  0.00           H  
HETATM  104  H56 UNL     1       1.810  -2.722  -0.990  1.00  0.00           H  
HETATM  105  H57 UNL     1       2.015  -3.950  -2.256  1.00  0.00           H  
HETATM  106  H58 UNL     1      -0.596  -3.034  -0.993  1.00  0.00           H  
HETATM  107  H59 UNL     1      -0.025  -2.496  -2.581  1.00  0.00           H  
HETATM  108  H60 UNL     1      -0.828  -5.381  -1.834  1.00  0.00           H  
HETATM  109  H61 UNL     1      -2.062  -2.895  -3.106  1.00  0.00           H  
HETATM  110  H62 UNL     1      -2.399  -4.451  -3.890  1.00  0.00           H  
HETATM  111  H63 UNL     1      -2.865  -4.206  -2.189  1.00  0.00           H  
HETATM  112  H64 UNL     1      -0.016  -4.196  -4.556  1.00  0.00           H  
HETATM  113  H65 UNL     1       1.038  -5.281  -3.554  1.00  0.00           H  
HETATM  114  H66 UNL     1      -0.592  -5.833  -4.160  1.00  0.00           H  
CONECT    1    2   49   50   51
CONECT    2    3    4   52
CONECT    3   53   54   55
CONECT    4    5   56   57
CONECT    5    6   58   59
CONECT    6    7   60   61
CONECT    7    8   62   63
CONECT    8    9   64   65
CONECT    9   10   66   67
CONECT   10   11   68   69
CONECT   11   12   70   71
CONECT   12   13   72   73
CONECT   13   14   74   75
CONECT   14   15   15   16
CONECT   16   17
CONECT   17   18   76   77
CONECT   18   19   34   78
CONECT   19   20   79   80
CONECT   20   21
CONECT   21   22   22   23   24
CONECT   23   81
CONECT   24   25
CONECT   25   26   82   83
CONECT   26   27   28   84
CONECT   27   85
CONECT   28   29   86   87
CONECT   29   30
CONECT   30   31   31   32   33
CONECT   32   88
CONECT   33   89
CONECT   34   35
CONECT   35   36   36   37
CONECT   37   38   90   91
CONECT   38   39   92   93
CONECT   39   40   94   95
CONECT   40   41   96   97
CONECT   41   42   98   99
CONECT   42   43  100  101
CONECT   43   44  102  103
CONECT   44   45  104  105
CONECT   45   46  106  107
CONECT   46   47   48  108
CONECT   47  109  110  111
CONECT   48  112  113  114
END

HMDB0116570
     RDKit          3D
PGP(i-14:0/i-13:0)
114113  0  0  0  0  0  0  0  0999 V2000
    0.2669    4.6706   -7.6236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0967    4.4364   -6.1767 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.1936    2.9404   -5.9471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5590    2.6320   -4.5079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6347    1.1281   -4.3677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9926    0.7120   -2.9619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0074    1.1746   -1.9433 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3658    0.6293   -2.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3542    1.1532   -1.1211 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6979    0.5796   -1.4377 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8529    0.9311   -0.6102 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8794    0.6222    0.8350 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0525    0.0985    1.6573 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6120   -1.0380    3.6364 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0503   -3.4471    2.0815 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4687   -4.1541    0.8702 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3897   -3.6607   -1.3935 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0023   -3.3579   -1.8803 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0090   -4.9587   -3.7650 C   0  0  0  0  0  0  0  0  0  0  0  0
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 43102  1  0
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 45106  1  0
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 48112  1  0
 48113  1  0
 48114  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-isotetradecanoyl-2-isotridecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol-3'-phosphate)	SMPDB, HMDB
PGP(i-14:0/i-13:0)	SMPDB
PGP(27:0)	SMPDB, HMDB
3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid	Lipid Annotator, HMDB
[(2S)-2-Hydroxy-3-({hydroxy[(2R)-2-[(11-methyldodecanoyl)oxy]-3-[(12-methyltridecanoyl)oxy]propoxy]phosphoryl}oxy)propoxy]phosphonate	Generator, HMDB

Chemical Formula

C₃₃H₆₆O₁₃P₂

Average Molecular Weight

732.826

Monoisotopic Molecular Weight

732.397866181

IUPAC Name

[(2S)-2-hydroxy-3-({hydroxy[(2R)-2-[(11-methyldodecanoyl)oxy]-3-[(12-methyltridecanoyl)oxy]propoxy]phosphoryl}oxy)propoxy]phosphonic acid

Traditional Name

(2S)-2-hydroxy-3-{[hydroxy((2R)-2-[(11-methyldodecanoyl)oxy]-3-[(12-methyltridecanoyl)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)CCCCCCCCCCC(C)C)OC(=O)CCCCCCCCCC(C)C

InChI Identifier

InChI=1S/C33H66O13P2/c1-28(2)20-16-12-8-5-6-10-14-18-22-32(35)42-26-31(27-45-48(40,41)44-25-30(34)24-43-47(37,38)39)46-33(36)23-19-15-11-7-9-13-17-21-29(3)4/h28-31,34H,5-27H2,1-4H3,(H,40,41)(H2,37,38,39)/t30-,31+/m0/s1

InChI Key

FDTVZUFGHADUDA-IOWSJCHKSA-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

Disease pathway

Cardiolipin Biosynthesis CL(i-14:0/i-13:0/18:2(9Z,11Z)/18:2(9Z,11Z)) (PathBank: SMP0061969)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/18:2(9Z,11Z)/a-13:0) (PathBank: SMP0061970)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/18:2(9Z,11Z)/a-15:0) (PathBank: SMP0061971)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/18:2(9Z,11Z)/a-17:0) (PathBank: SMP0061972)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/18:2(9Z,11Z)/a-21:0) (PathBank: SMP0061973)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/18:2(9Z,11Z)/a-25:0) (PathBank: SMP0061974)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/18:2(9Z,11Z)/i-12:0) (PathBank: SMP0061975)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/18:2(9Z,11Z)/i-13:0) (PathBank: SMP0061976)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/18:2(9Z,11Z)/i-14:0) (PathBank: SMP0061977)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/18:2(9Z,11Z)/i-15:0) (PathBank: SMP0061978)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/18:2(9Z,11Z)/i-16:0) (PathBank: SMP0061979)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/18:2(9Z,11Z)/i-17:0) (PathBank: SMP0061980)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/18:2(9Z,11Z)/i-18:0) (PathBank: SMP0061981)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/18:2(9Z,11Z)/i-19:0) (PathBank: SMP0061982)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/18:2(9Z,11Z)/i-20:0) (PathBank: SMP0061983)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/18:2(9Z,11Z)/i-21:0) (PathBank: SMP0061984)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/18:2(9Z,11Z)/i-22:0) (PathBank: SMP0061985)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/18:2(9Z,11Z)/i-24:0) (PathBank: SMP0061986)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-13:0/18:2(9Z,11Z)) (PathBank: SMP0061987)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-13:0/a-13:0) (PathBank: SMP0061988)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-13:0/a-15:0) (PathBank: SMP0061989)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-13:0/a-17:0) (PathBank: SMP0061990)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-13:0/a-21:0) (PathBank: SMP0061991)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-13:0/a-25:0) (PathBank: SMP0061992)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-13:0/i-12:0) (PathBank: SMP0061993)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-13:0/i-13:0) (PathBank: SMP0061994)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-13:0/i-14:0) (PathBank: SMP0061995)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-13:0/i-15:0) (PathBank: SMP0061996)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-13:0/i-16:0) (PathBank: SMP0061997)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-13:0/i-17:0) (PathBank: SMP0061998)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-13:0/i-18:0) (PathBank: SMP0061999)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-13:0/i-19:0) (PathBank: SMP0062000)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-13:0/i-20:0) (PathBank: SMP0062001)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-13:0/i-21:0) (PathBank: SMP0062002)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-13:0/i-22:0) (PathBank: SMP0062003)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-13:0/i-24:0) (PathBank: SMP0062004)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-15:0/18:2(9Z,11Z)) (PathBank: SMP0062005)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-15:0/a-13:0) (PathBank: SMP0062006)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-15:0/a-15:0) (PathBank: SMP0062007)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-15:0/a-17:0) (PathBank: SMP0062008)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-15:0/a-21:0) (PathBank: SMP0062009)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-15:0/a-25:0) (PathBank: SMP0062010)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-15:0/i-12:0) (PathBank: SMP0062011)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-15:0/i-13:0) (PathBank: SMP0062012)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-15:0/i-14:0) (PathBank: SMP0062013)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-15:0/i-15:0) (PathBank: SMP0062014)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-15:0/i-16:0) (PathBank: SMP0062015)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-15:0/i-17:0) (PathBank: SMP0062016)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-15:0/i-18:0) (PathBank: SMP0062017)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-15:0/i-19:0) (PathBank: SMP0062018)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-15:0/i-20:0) (PathBank: SMP0062019)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-15:0/i-21:0) (PathBank: SMP0062020)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-15:0/i-22:0) (PathBank: SMP0062021)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-15:0/i-24:0) (PathBank: SMP0062022)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-17:0/18:2(9Z,11Z)) (PathBank: SMP0062023)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-17:0/a-13:0) (PathBank: SMP0062024)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-17:0/a-15:0) (PathBank: SMP0062025)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-17:0/a-17:0) (PathBank: SMP0062026)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-17:0/a-21:0) (PathBank: SMP0062027)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-17:0/a-25:0) (PathBank: SMP0062028)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-17:0/i-12:0) (PathBank: SMP0062029)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-17:0/i-13:0) (PathBank: SMP0062030)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-17:0/i-14:0) (PathBank: SMP0062031)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-17:0/i-15:0) (PathBank: SMP0062032)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-17:0/i-16:0) (PathBank: SMP0062033)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-17:0/i-17:0) (PathBank: SMP0062034)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-17:0/i-18:0) (PathBank: SMP0062035)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-17:0/i-19:0) (PathBank: SMP0062036)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-17:0/i-20:0) (PathBank: SMP0062037)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-17:0/i-21:0) (PathBank: SMP0062038)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-17:0/i-22:0) (PathBank: SMP0062039)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-17:0/i-24:0) (PathBank: SMP0062040)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-21:0/18:2(9Z,11Z)) (PathBank: SMP0062041)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-21:0/a-13:0) (PathBank: SMP0062042)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-21:0/a-15:0) (PathBank: SMP0062043)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-21:0/a-17:0) (PathBank: SMP0062044)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-21:0/a-21:0) (PathBank: SMP0062045)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-21:0/a-25:0) (PathBank: SMP0062046)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-21:0/i-12:0) (PathBank: SMP0062047)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-21:0/i-13:0) (PathBank: SMP0062048)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-21:0/i-14:0) (PathBank: SMP0062049)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-21:0/i-15:0) (PathBank: SMP0062050)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-21:0/i-16:0) (PathBank: SMP0062051)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-21:0/i-17:0) (PathBank: SMP0062052)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-21:0/i-18:0) (PathBank: SMP0062053)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-21:0/i-19:0) (PathBank: SMP0062054)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-21:0/i-20:0) (PathBank: SMP0062055)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-21:0/i-21:0) (PathBank: SMP0062056)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-21:0/i-22:0) (PathBank: SMP0062057)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-21:0/i-24:0) (PathBank: SMP0062058)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-25:0/18:2(9Z,11Z)) (PathBank: SMP0062059)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-25:0/a-13:0) (PathBank: SMP0062060)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-25:0/a-15:0) (PathBank: SMP0062061)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-25:0/a-17:0) (PathBank: SMP0062062)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-25:0/a-21:0) (PathBank: SMP0062063)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-25:0/a-25:0) (PathBank: SMP0062064)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-25:0/i-12:0) (PathBank: SMP0062065)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-25:0/i-13:0) (PathBank: SMP0062066)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-25:0/i-14:0) (PathBank: SMP0062067)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-25:0/i-15:0) (PathBank: SMP0062068)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-25:0/i-16:0) (PathBank: SMP0062069)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-25:0/i-17:0) (PathBank: SMP0062070)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-25:0/i-18:0) (PathBank: SMP0062071)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-25:0/i-19:0) (PathBank: SMP0062072)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-25:0/i-20:0) (PathBank: SMP0062073)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-25:0/i-21:0) (PathBank: SMP0062074)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-25:0/i-22:0) (PathBank: SMP0062075)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/a-25:0/i-24:0) (PathBank: SMP0062076)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-12:0/18:2(9Z,11Z)) (PathBank: SMP0062077)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-12:0/a-13:0) (PathBank: SMP0062078)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-12:0/a-15:0) (PathBank: SMP0062079)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-12:0/a-17:0) (PathBank: SMP0062080)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-12:0/a-21:0) (PathBank: SMP0062081)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-12:0/a-25:0) (PathBank: SMP0062082)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-12:0/i-12:0) (PathBank: SMP0062083)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-12:0/i-13:0) (PathBank: SMP0062084)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-12:0/i-14:0) (PathBank: SMP0062085)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-12:0/i-15:0) (PathBank: SMP0062086)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-12:0/i-16:0) (PathBank: SMP0062087)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-12:0/i-17:0) (PathBank: SMP0062088)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-12:0/i-18:0) (PathBank: SMP0062089)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-12:0/i-19:0) (PathBank: SMP0062090)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-12:0/i-20:0) (PathBank: SMP0062091)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-12:0/i-21:0) (PathBank: SMP0062092)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-12:0/i-22:0) (PathBank: SMP0062093)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-12:0/i-24:0) (PathBank: SMP0062094)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-13:0/18:2(9Z,11Z)) (PathBank: SMP0062095)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-13:0/a-13:0) (PathBank: SMP0062096)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-13:0/a-15:0) (PathBank: SMP0062097)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-13:0/a-17:0) (PathBank: SMP0062098)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-13:0/a-21:0) (PathBank: SMP0062099)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-13:0/a-25:0) (PathBank: SMP0062100)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-13:0/i-12:0) (PathBank: SMP0062101)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-13:0/i-13:0) (PathBank: SMP0062102)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-13:0/i-14:0) (PathBank: SMP0062103)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-13:0/i-15:0) (PathBank: SMP0062104)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-13:0/i-16:0) (PathBank: SMP0062105)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-13:0/i-17:0) (PathBank: SMP0062106)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-13:0/i-18:0) (PathBank: SMP0062107)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-13:0/i-19:0) (PathBank: SMP0062108)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-13:0/i-20:0) (PathBank: SMP0062109)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-13:0/i-21:0) (PathBank: SMP0062110)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-13:0/i-22:0) (PathBank: SMP0062111)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-13:0/i-24:0) (PathBank: SMP0062112)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-14:0/18:2(9Z,11Z)) (PathBank: SMP0062113)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-14:0/a-13:0) (PathBank: SMP0062114)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-14:0/a-15:0) (PathBank: SMP0062115)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-14:0/a-17:0) (PathBank: SMP0062116)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-14:0/a-21:0) (PathBank: SMP0062117)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-14:0/a-25:0) (PathBank: SMP0062118)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-14:0/i-12:0) (PathBank: SMP0062119)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-14:0/i-13:0) (PathBank: SMP0062120)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-14:0/i-14:0) (PathBank: SMP0062121)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-14:0/i-15:0) (PathBank: SMP0062122)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-14:0/i-16:0) (PathBank: SMP0062123)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-14:0/i-17:0) (PathBank: SMP0062124)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-14:0/i-18:0) (PathBank: SMP0062125)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-14:0/i-19:0) (PathBank: SMP0062126)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-14:0/i-20:0) (PathBank: SMP0062127)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-14:0/i-21:0) (PathBank: SMP0062128)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-14:0/i-22:0) (PathBank: SMP0062129)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-14:0/i-24:0) (PathBank: SMP0062130)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-15:0/18:2(9Z,11Z)) (PathBank: SMP0062131)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-15:0/a-13:0) (PathBank: SMP0062132)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-15:0/a-15:0) (PathBank: SMP0062133)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-15:0/a-17:0) (PathBank: SMP0062134)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-15:0/a-21:0) (PathBank: SMP0062135)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-15:0/a-25:0) (PathBank: SMP0062136)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-15:0/i-12:0) (PathBank: SMP0062137)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-15:0/i-13:0) (PathBank: SMP0062138)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-15:0/i-14:0) (PathBank: SMP0062139)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-15:0/i-15:0) (PathBank: SMP0062140)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-15:0/i-16:0) (PathBank: SMP0062141)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-15:0/i-17:0) (PathBank: SMP0062142)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-15:0/i-18:0) (PathBank: SMP0062143)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-15:0/i-19:0) (PathBank: SMP0062144)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-15:0/i-20:0) (PathBank: SMP0062145)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-15:0/i-21:0) (PathBank: SMP0062146)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-15:0/i-22:0) (PathBank: SMP0062147)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-15:0/i-24:0) (PathBank: SMP0062148)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-16:0/18:2(9Z,11Z)) (PathBank: SMP0062149)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-16:0/a-13:0) (PathBank: SMP0062150)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-16:0/a-15:0) (PathBank: SMP0062151)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-16:0/a-17:0) (PathBank: SMP0062152)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-16:0/a-21:0) (PathBank: SMP0062153)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-16:0/a-25:0) (PathBank: SMP0062154)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-16:0/i-12:0) (PathBank: SMP0062155)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-16:0/i-13:0) (PathBank: SMP0062156)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-16:0/i-14:0) (PathBank: SMP0062157)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-16:0/i-15:0) (PathBank: SMP0062158)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-16:0/i-16:0) (PathBank: SMP0062159)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-16:0/i-17:0) (PathBank: SMP0062160)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-16:0/i-18:0) (PathBank: SMP0062161)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-16:0/i-19:0) (PathBank: SMP0062162)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-16:0/i-20:0) (PathBank: SMP0062163)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-16:0/i-21:0) (PathBank: SMP0062164)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-16:0/i-22:0) (PathBank: SMP0062165)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-16:0/i-24:0) (PathBank: SMP0062166)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0062167)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-17:0/a-13:0) (PathBank: SMP0062168)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-17:0/a-15:0) (PathBank: SMP0062169)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-17:0/a-17:0) (PathBank: SMP0062170)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-17:0/a-21:0) (PathBank: SMP0062171)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-17:0/a-25:0) (PathBank: SMP0062172)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-17:0/i-12:0) (PathBank: SMP0062173)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-17:0/i-13:0) (PathBank: SMP0062174)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-17:0/i-14:0) (PathBank: SMP0062175)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-17:0/i-15:0) (PathBank: SMP0062176)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-17:0/i-16:0) (PathBank: SMP0062177)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-17:0/i-17:0) (PathBank: SMP0062178)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-17:0/i-18:0) (PathBank: SMP0062179)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-17:0/i-19:0) (PathBank: SMP0062180)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-17:0/i-20:0) (PathBank: SMP0062181)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-17:0/i-21:0) (PathBank: SMP0062182)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-17:0/i-22:0) (PathBank: SMP0062183)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-17:0/i-24:0) (PathBank: SMP0062184)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-18:0/18:2(9Z,11Z)) (PathBank: SMP0062185)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-18:0/a-13:0) (PathBank: SMP0062186)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-18:0/a-15:0) (PathBank: SMP0062187)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-18:0/a-17:0) (PathBank: SMP0062188)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-18:0/a-21:0) (PathBank: SMP0062189)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-18:0/a-25:0) (PathBank: SMP0062190)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-18:0/i-12:0) (PathBank: SMP0062191)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-18:0/i-13:0) (PathBank: SMP0062192)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-18:0/i-14:0) (PathBank: SMP0062193)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-18:0/i-15:0) (PathBank: SMP0062194)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-18:0/i-16:0) (PathBank: SMP0062195)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-18:0/i-17:0) (PathBank: SMP0062196)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-18:0/i-18:0) (PathBank: SMP0062197)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-18:0/i-19:0) (PathBank: SMP0062198)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-18:0/i-20:0) (PathBank: SMP0062199)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-18:0/i-21:0) (PathBank: SMP0062200)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-18:0/i-24:0) (PathBank: SMP0062201)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-19:0/18:2(9Z,11Z)) (PathBank: SMP0062202)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-19:0/a-13:0) (PathBank: SMP0062203)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-19:0/a-15:0) (PathBank: SMP0062204)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-19:0/a-17:0) (PathBank: SMP0062205)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-19:0/a-21:0) (PathBank: SMP0062206)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-19:0/a-25:0) (PathBank: SMP0062207)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-19:0/i-12:0) (PathBank: SMP0062208)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-19:0/i-13:0) (PathBank: SMP0062209)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-19:0/i-14:0) (PathBank: SMP0062210)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-19:0/i-15:0) (PathBank: SMP0062211)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-19:0/i-16:0) (PathBank: SMP0062212)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-19:0/i-17:0) (PathBank: SMP0062213)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-19:0/i-18:0) (PathBank: SMP0062214)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-19:0/i-19:0) (PathBank: SMP0062215)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-19:0/i-20:0) (PathBank: SMP0062216)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-19:0/i-21:0) (PathBank: SMP0062217)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-19:0/i-22:0) (PathBank: SMP0062218)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-19:0/i-24:0) (PathBank: SMP0062219)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-20:0/18:2(9Z,11Z)) (PathBank: SMP0062220)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-20:0/a-13:0) (PathBank: SMP0062221)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-20:0/a-15:0) (PathBank: SMP0062222)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-20:0/a-17:0) (PathBank: SMP0062223)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-20:0/a-21:0) (PathBank: SMP0062224)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-20:0/a-25:0) (PathBank: SMP0062225)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-20:0/i-12:0) (PathBank: SMP0062226)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-20:0/i-13:0) (PathBank: SMP0062227)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-20:0/i-14:0) (PathBank: SMP0062228)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-20:0/i-15:0) (PathBank: SMP0062229)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-20:0/i-16:0) (PathBank: SMP0062230)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-20:0/i-17:0) (PathBank: SMP0062231)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-20:0/i-18:0) (PathBank: SMP0062232)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-20:0/i-19:0) (PathBank: SMP0062233)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-20:0/i-20:0) (PathBank: SMP0062234)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-20:0/i-21:0) (PathBank: SMP0062235)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-20:0/i-22:0) (PathBank: SMP0062236)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-20:0/i-24:0) (PathBank: SMP0062237)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-21:0/18:2(9Z,11Z)) (PathBank: SMP0062238)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-21:0/a-13:0) (PathBank: SMP0062239)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-21:0/a-15:0) (PathBank: SMP0062240)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-21:0/a-17:0) (PathBank: SMP0062241)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-21:0/a-21:0) (PathBank: SMP0062242)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-21:0/a-25:0) (PathBank: SMP0062243)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-21:0/i-12:0) (PathBank: SMP0062244)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-21:0/i-13:0) (PathBank: SMP0062245)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-21:0/i-14:0) (PathBank: SMP0062246)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-21:0/i-15:0) (PathBank: SMP0062247)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-21:0/i-16:0) (PathBank: SMP0062248)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-21:0/i-17:0) (PathBank: SMP0062249)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-21:0/i-18:0) (PathBank: SMP0062250)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-21:0/i-19:0) (PathBank: SMP0062251)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-21:0/i-20:0) (PathBank: SMP0062252)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-21:0/i-21:0) (PathBank: SMP0062253)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-21:0/i-22:0) (PathBank: SMP0062254)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-21:0/i-24:0) (PathBank: SMP0062255)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-22:0/18:2(9Z,11Z)) (PathBank: SMP0062256)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-22:0/a-13:0) (PathBank: SMP0062257)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-22:0/a-15:0) (PathBank: SMP0062258)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-22:0/a-17:0) (PathBank: SMP0062259)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-22:0/a-21:0) (PathBank: SMP0062260)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-22:0/a-25:0) (PathBank: SMP0062261)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-22:0/i-12:0) (PathBank: SMP0062262)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-22:0/i-13:0) (PathBank: SMP0062263)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-22:0/i-14:0) (PathBank: SMP0062264)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-22:0/i-15:0) (PathBank: SMP0062265)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-22:0/i-16:0) (PathBank: SMP0062266)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-22:0/i-17:0) (PathBank: SMP0062267)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-22:0/i-18:0) (PathBank: SMP0062268)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-22:0/i-19:0) (PathBank: SMP0062269)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-22:0/i-20:0) (PathBank: SMP0062270)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-22:0/i-21:0) (PathBank: SMP0062271)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-22:0/i-22:0) (PathBank: SMP0062272)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-22:0/i-24:0) (PathBank: SMP0062273)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-24:0/18:2(9Z,11Z)) (PathBank: SMP0062274)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-24:0/a-13:0) (PathBank: SMP0062275)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-24:0/a-15:0) (PathBank: SMP0062276)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-24:0/a-17:0) (PathBank: SMP0062277)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-24:0/a-21:0) (PathBank: SMP0062278)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-24:0/a-25:0) (PathBank: SMP0062279)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-24:0/i-12:0) (PathBank: SMP0062280)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-24:0/i-13:0) (PathBank: SMP0062281)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-24:0/i-14:0) (PathBank: SMP0062282)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-24:0/i-15:0) (PathBank: SMP0062283)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-24:0/i-16:0) (PathBank: SMP0062284)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-24:0/i-17:0) (PathBank: SMP0062285)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-24:0/i-18:0) (PathBank: SMP0062286)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-24:0/i-19:0) (PathBank: SMP0062287)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-24:0/i-20:0) (PathBank: SMP0062288)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-24:0/i-21:0) (PathBank: SMP0062289)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-24:0/i-22:0) (PathBank: SMP0062290)
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-24:0/i-24:0) (PathBank: SMP0062291)

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	4.54	ALOGPS
logP	8.28	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	35	ChemAxon
Refractivity	183.07 m³·mol⁻¹	ChemAxon
Polarizability	82.01 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]+	263.464	31661259
DarkChem	[M-H]-	249.109	31661259
DeepCCS	[M+H]+	252.279	30932474
DeepCCS	[M-H]-	250.395	30932474
DeepCCS	[M-2H]-	283.634	30932474
DeepCCS	[M+Na]+	257.896	30932474
AllCCS	[M+H]+	273.6	32859911
AllCCS	[M+H-H2O]+	273.5	32859911
AllCCS	[M+NH4]+	273.8	32859911
AllCCS	[M+Na]+	273.8	32859911
AllCCS	[M-H]-	257.7	32859911
AllCCS	[M+Na-2H]-	263.3	32859911
AllCCS	[M+HCOO]-	269.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
PGP(i-14:0/i-13:0)	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC(C)C)OC(=O)CCCCCCCCCC(C)C	4569.6	Standard polar	33892256
PGP(i-14:0/i-13:0)	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC(C)C)OC(=O)CCCCCCCCCC(C)C	4161.4	Standard non polar	33892256
PGP(i-14:0/i-13:0)	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC(C)C)OC(=O)CCCCCCCCCC(C)C	4862.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
PGP(i-14:0/i-13:0),2TMS,isomer #1	CC(C)CCCCCCCCCCC(=O)OC[C@H](COP(=O)(OC[C@H](COP(=O)(O)O)O[Si](C)(C)C)O[Si](C)(C)C)OC(=O)CCCCCCCCCC(C)C	4882.4	Semi standard non polar	33892256
PGP(i-14:0/i-13:0),2TMS,isomer #1	CC(C)CCCCCCCCCCC(=O)OC[C@H](COP(=O)(OC[C@H](COP(=O)(O)O)O[Si](C)(C)C)O[Si](C)(C)C)OC(=O)CCCCCCCCCC(C)C	4048.8	Standard non polar	33892256
PGP(i-14:0/i-13:0),2TMS,isomer #1	CC(C)CCCCCCCCCCC(=O)OC[C@H](COP(=O)(OC[C@H](COP(=O)(O)O)O[Si](C)(C)C)O[Si](C)(C)C)OC(=O)CCCCCCCCCC(C)C	6415.1	Standard polar	33892256
PGP(i-14:0/i-13:0),2TMS,isomer #2	CC(C)CCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OC[C@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)OC(=O)CCCCCCCCCC(C)C	4912.3	Semi standard non polar	33892256
PGP(i-14:0/i-13:0),2TMS,isomer #2	CC(C)CCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OC[C@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)OC(=O)CCCCCCCCCC(C)C	4063.3	Standard non polar	33892256
PGP(i-14:0/i-13:0),2TMS,isomer #2	CC(C)CCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OC[C@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)OC(=O)CCCCCCCCCC(C)C	6507.6	Standard polar	33892256
PGP(i-14:0/i-13:0),2TMS,isomer #3	CC(C)CCCCCCCCCCC(=O)OC[C@H](COP(=O)(OC[C@@H](O)COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)OC(=O)CCCCCCCCCC(C)C	4908.5	Semi standard non polar	33892256
PGP(i-14:0/i-13:0),2TMS,isomer #3	CC(C)CCCCCCCCCCC(=O)OC[C@H](COP(=O)(OC[C@@H](O)COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)OC(=O)CCCCCCCCCC(C)C	4078.5	Standard non polar	33892256
PGP(i-14:0/i-13:0),2TMS,isomer #3	CC(C)CCCCCCCCCCC(=O)OC[C@H](COP(=O)(OC[C@@H](O)COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)OC(=O)CCCCCCCCCC(C)C	6062.3	Standard polar	33892256
PGP(i-14:0/i-13:0),2TMS,isomer #4	CC(C)CCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OC[C@@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)OC(=O)CCCCCCCCCC(C)C	4916.2	Semi standard non polar	33892256
PGP(i-14:0/i-13:0),2TMS,isomer #4	CC(C)CCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OC[C@@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)OC(=O)CCCCCCCCCC(C)C	4079.0	Standard non polar	33892256
PGP(i-14:0/i-13:0),2TMS,isomer #4	CC(C)CCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OC[C@@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)OC(=O)CCCCCCCCCC(C)C	6165.6	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-14:0/i-13:0) GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - PGP(i-14:0/i-13:0) 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-14:0/i-13:0) 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-14:0/i-13:0) 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-14:0/i-13:0) 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-14:0/i-13:0) 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-14:0/i-13:0) 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-14:0/i-13:0) 10V, Positive-QTOF	splash10-067i-1980264800-bc71fe30765ffaead539	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PGP(i-14:0/i-13:0) 20V, Positive-QTOF	splash10-066s-4950132200-93890f0a3ee66e75d81f	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PGP(i-14:0/i-13:0) 40V, Positive-QTOF	splash10-0a4i-8950603000-4c57f296ad2c585a85ca	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PGP(i-14:0/i-13:0) 10V, Negative-QTOF	splash10-004i-3190030200-d8785264efbf905de345	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PGP(i-14:0/i-13:0) 20V, Negative-QTOF	splash10-004i-9050000000-3e90cbc145978d8f49fb	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PGP(i-14:0/i-13:0) 40V, Negative-QTOF	splash10-004i-9010000000-5ca901868579eff32253	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PGP(i-14:0/i-13:0) 10V, Positive-QTOF	splash10-001i-3100604900-4a87e4ccebffac2b8d10	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PGP(i-14:0/i-13:0) 20V, Positive-QTOF	splash10-053i-6700797000-053403f2deb7e42f9d63	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PGP(i-14:0/i-13:0) 40V, Positive-QTOF	splash10-0udj-8696500000-42aff6624c338ee530c7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PGP(i-14:0/i-13:0) 10V, Negative-QTOF	splash10-001i-0010000900-83cfd2657e876940f76b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PGP(i-14:0/i-13:0) 20V, Negative-QTOF	splash10-0f89-3091040600-350cc61af2f8dc08e643	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PGP(i-14:0/i-13:0) 40V, Negative-QTOF	splash10-0udi-5093281000-fe3504d1f276187527d5	2021-09-22	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-14:0/i-13:0/18:2(9Z,11Z)/18:2(9Z,11Z))		Not Available
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/18:2(9Z,11Z)/a-13:0)		Not Available
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/18:2(9Z,11Z)/a-15:0)		Not Available
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/18:2(9Z,11Z)/a-17:0)		Not Available
Cardiolipin Biosynthesis CL(i-14:0/i-13:0/18:2(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

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

131823225

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-14:0/i-13:0) (HMDB0116570)

MOL for HMDB0116570 (PGP(i-14:0/i-13:0))

3D MOL for HMDB0116570 (PGP(i-14:0/i-13:0))

3D SDF for HMDB0116570 (PGP(i-14:0/i-13:0))

3D-SDF for HMDB0116570 (PGP(i-14:0/i-13:0))

PDB for HMDB0116570 (PGP(i-14:0/i-13:0))

3D PDB for HMDB0116570 (PGP(i-14:0/i-13:0))

SMILES for HMDB0116570 (PGP(i-14:0/i-13:0))

INCHI for HMDB0116570 (PGP(i-14:0/i-13:0))

Structure for HMDB0116570 (PGP(i-14:0/i-13:0))

3D Structure for HMDB0116570 (PGP(i-14:0/i-13:0))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra