NP-MRD: Showing NP-Card for CL(20:3(8Z,11Z,14Z)/20:3(8Z,11Z,14Z)/18:2(9Z,12Z)/18:2(9Z,12Z)) (NP0338765)

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Record Information

Version

2.0

Created at

2024-09-11 17:36:33 UTC

Updated at

2024-09-11 17:36:33 UTC

NP-MRD ID

NP0338765

Secondary Accession Numbers

None

Natural Product Identification

Common Name

CL(20:3(8Z,11Z,14Z)/20:3(8Z,11Z,14Z)/18:2(9Z,12Z)/18:2(9Z,12Z))

Description

CL(20:3(8Z,11Z,14Z)/20:3(8Z,11Z,14Z)/18:2(9Z,12Z)/18:2(9Z,12Z)) belongs to the class of organic compounds known as cardiolipins. These are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,2-diacylglycerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(20:3(8Z,11Z,14Z)/20:3(8Z,11Z,14Z)/18:2(9Z,12Z)/18:2(9Z,12Z)) is an extremely weak basic (essentially neutral) compound (based on its pKa). CL(20:3(8Z,11Z,14Z)/20:3(8Z,11Z,14Z)/18:2(9Z,12Z)/18:2(9Z,12Z)) and cytidine monophosphate can be biosynthesized from PG(20:3(8Z,11Z,14Z)/20:3(8Z,11Z,14Z)) and CDP-DG(18:2(9Z,12Z)/18:2(9Z,12Z)) through its interaction with the enzyme cardiolipin synthase. In humans, CL(20:3(8Z,11Z,14Z)/20:3(8Z,11Z,14Z)/18:2(9Z,12Z)/18:2(9Z,12Z)) is involved in cardiolipin biosynthesis. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(20:3(8Z,11Z,14Z)/20:3(8Z,11Z,14Z)/18:2(9Z,12Z)/18:2(9Z,12Z)) is a cardiolipin (CL). While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02251201182D          

106105  0  0  1  0            999 V2000
   12.8467   14.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5612   14.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5612   13.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2757   13.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2757   12.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9901   11.9546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9901   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7046   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4191   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1336   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8480   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5625   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2770   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9914   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7059   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4204   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1349   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8493   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8493    9.8921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5638   11.1296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2783   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9927   11.1296    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   25.7072   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4217   11.1296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.1362   10.7171    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   26.7237   10.0026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5487   11.4315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.8506   10.3046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.5651   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2796   10.3046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2796    9.4796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.9940   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7085   10.3046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.4230   10.7171    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   31.8355   10.0026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.0105   11.4315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.1374   11.1296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.8519   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5664   11.1296    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   34.2809   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9953   11.1296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.7098   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7098    9.8921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.4243   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1387   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8532   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5677   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2822   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9966   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7111   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4256   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1400   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1400   11.9546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8545   12.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8545   13.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1400   13.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1400   14.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4256   14.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4256   15.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7111   16.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7111   16.9046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9966   17.3171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5664   11.9546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.8519   12.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1374   11.9546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.8519   13.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1374   13.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1374   14.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4230   14.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4230   15.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7085   16.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7085   16.9046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9940   17.3171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9940   18.1421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7085   18.5546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7085   19.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4230   19.7921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4230   20.6171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7085   21.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7085   21.8546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9940   22.2671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9940   23.0921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2796   23.5046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2796   24.3296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9927   11.9546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7072   12.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4217   11.9546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7072   13.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4217   13.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4217   14.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1362   14.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1362   15.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8506   16.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8506   16.9046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5651   17.3171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5651   18.1421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2796   18.5546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2796   19.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5651   19.7921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5651   20.6171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8506   21.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8506   21.8546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1362   22.2671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1362   23.0921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7072   11.5421    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   34.2809   11.5421    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  4  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
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 25 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
 30 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  2  0  0  0  0
 34 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  2  0  0  0  0
 42 44  1  0  0  0  0
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 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
 50 49  1  4  0  0  0
 50 51  2  0  0  0  0
 51 52  1  0  0  0  0
 53 52  1  4  0  0  0
 53 54  2  0  0  0  0
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 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
 61 62  1  0  0  0  0
 39 63  1  6  0  0  0
 63 64  1  0  0  0  0
 64 65  2  0  0  0  0
 64 66  1  0  0  0  0
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101102  1  0  0  0  0
102103  1  0  0  0  0
103104  1  0  0  0  0
 22105  1  6  0  0  0
 39106  1  1  0  0  0
M  END


  Mrv0541 02251201182D          

106105  0  0  1  0            999 V2000
   12.8467   14.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5612   14.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5612   13.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2757   13.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2757   12.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9901   11.9546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9901   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7046   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4191   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1336   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8480   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5625   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2770   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9914   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7059   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4204   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1349   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8493   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8493    9.8921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5638   11.1296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2783   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9927   11.1296    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   25.7072   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4217   11.1296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.1362   10.7171    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   26.7237   10.0026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5487   11.4315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.8506   10.3046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.5651   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2796   10.3046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2796    9.4796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.9940   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7085   10.3046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.4230   10.7171    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   31.8355   10.0026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.0105   11.4315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.1374   11.1296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.8519   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5664   11.1296    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   34.2809   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9953   11.1296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.7098   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7098    9.8921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.4243   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1387   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8532   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5677   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2822   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9966   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7111   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4256   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1400   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1400   11.9546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8545   12.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8545   13.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1400   13.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1400   14.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4256   14.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4256   15.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7111   16.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7111   16.9046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9966   17.3171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5664   11.9546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.8519   12.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1374   11.9546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.8519   13.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1374   13.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1374   14.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4230   14.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4230   15.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7085   16.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7085   16.9046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9940   17.3171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9940   18.1421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7085   18.5546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7085   19.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4230   19.7921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4230   20.6171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7085   21.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7085   21.8546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9940   22.2671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9940   23.0921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2796   23.5046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2796   24.3296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9927   11.9546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7072   12.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4217   11.9546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7072   13.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4217   13.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4217   14.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1362   14.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1362   15.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8506   16.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8506   16.9046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5651   17.3171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5651   18.1421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2796   18.5546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2796   19.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5651   19.7921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5651   20.6171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8506   21.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8506   21.8546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1362   22.2671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1362   23.0921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7072   11.5421    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   34.2809   11.5421    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  4  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 25 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
 30 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  2  0  0  0  0
 34 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  2  0  0  0  0
 42 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
 50 49  1  4  0  0  0
 50 51  2  0  0  0  0
 51 52  1  0  0  0  0
 53 52  1  4  0  0  0
 53 54  2  0  0  0  0
 54 55  1  0  0  0  0
 56 55  1  4  0  0  0
 56 57  2  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
 61 62  1  0  0  0  0
 39 63  1  6  0  0  0
 63 64  1  0  0  0  0
 64 65  2  0  0  0  0
 64 66  1  0  0  0  0
 66 67  1  0  0  0  0
 67 68  1  0  0  0  0
 68 69  1  0  0  0  0
 69 70  1  0  0  0  0
 70 71  1  0  0  0  0
 72 71  1  4  0  0  0
 72 73  2  0  0  0  0
 73 74  1  0  0  0  0
 75 74  1  4  0  0  0
 75 76  2  0  0  0  0
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 78 77  1  4  0  0  0
 78 79  2  0  0  0  0
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 82 83  1  0  0  0  0
 83 84  1  0  0  0  0
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 86 87  2  0  0  0  0
 86 88  1  0  0  0  0
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 91 92  1  0  0  0  0
 92 93  1  0  0  0  0
 93 94  1  0  0  0  0
 95 94  1  4  0  0  0
 95 96  2  0  0  0  0
 96 97  1  0  0  0  0
 98 97  1  4  0  0  0
 98 99  2  0  0  0  0
 99100  1  0  0  0  0
100101  1  0  0  0  0
101102  1  0  0  0  0
102103  1  0  0  0  0
103104  1  0  0  0  0
 22105  1  6  0  0  0
 39106  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0338765

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@](COC(=O)CCCCCCCC=CCC=CCCCCC)(COP(O)(=O)OCC(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC=CCC=CCC=CCCCCC)OC(=O)CCCCCCC=CCC=CCC=CCCCCC)OC(=O)CCCCCCCC=CCC=CCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C85H146O17P2/c1-5-9-13-17-21-25-29-33-37-39-43-46-50-54-58-62-66-70-83(88)96-76-81(102-85(90)72-68-64-60-56-52-48-44-40-38-34-30-26-22-18-14-10-6-2)78-100-104(93,94)98-74-79(86)73-97-103(91,92)99-77-80(101-84(89)71-67-63-59-55-51-47-42-36-32-28-24-20-16-12-8-4)75-95-82(87)69-65-61-57-53-49-45-41-35-31-27-23-19-15-11-7-3/h21-28,33-38,41-44,46,48,79-81,86H,5-20,29-32,39-40,45,47,49-78H2,1-4H3,(H,91,92)(H,93,94)/t79?,80-,81-/m1/s1

> <INCHI_KEY>
LJJIFGJVVFVMIR-NYTMHASESA-N

> <FORMULA>
C85H146O17P2

> <MOLECULAR_WEIGHT>
1502.0061

> <EXACT_MASS>
1501.00352627

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
177.02404893950657

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R)-2,3-bis(icosa-8,11,14-trienoyloxy)propoxy][3-({[(2R)-2,3-bis(octadeca-9,12-dienoyloxy)propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphinic acid

> <ALOGPS_LOGP>
9.22

> <JCHEM_LOGP>
25.428724474666666

> <ALOGPS_LOGS>
-7.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
2.191804358217231

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.589737614322373

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4105029523385797

> <JCHEM_POLAR_SURFACE_AREA>
236.94999999999996

> <JCHEM_REFRACTIVITY>
436.47969999999964

> <JCHEM_ROTATABLE_BOND_COUNT>
80

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.73e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2,3-bis(icosa-8,11,14-trienoyloxy)propoxy(3-{[(2R)-2,3-bis(octadeca-9,12-dienoyloxy)propoxy(hydroxy)phosphoryl]oxy}-2-hydroxypropoxy)phosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-FEB-12         0                                  
HETATM    1  C   UNK     0      23.981  27.705   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      25.314  26.935   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      25.314  25.395   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      26.648  24.625   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      26.648  23.085   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      27.982  22.315   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      27.982  20.775   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      29.315  20.005   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      30.649  20.775   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      31.983  20.005   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      33.316  20.775   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      34.650  20.005   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      35.984  20.775   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      37.317  20.005   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      38.651  20.775   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      39.985  20.005   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      41.318  20.775   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      42.652  20.005   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      42.652  18.465   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      43.986  20.775   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      45.319  20.005   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      46.653  20.775   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      47.987  20.005   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      49.321  20.775   0.000  0.00  0.00           O+0
HETATM   25  P   UNK     0      50.654  20.005   0.000  0.00  0.00           P+0
HETATM   26  O   UNK     0      49.884  18.672   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      51.424  21.339   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      51.988  19.235   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      53.322  20.005   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      54.655  19.235   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      54.655  17.695   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      55.989  20.005   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      57.323  19.235   0.000  0.00  0.00           O+0
HETATM   34  P   UNK     0      58.656  20.005   0.000  0.00  0.00           P+0
HETATM   35  O   UNK     0      59.426  18.672   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      57.886  21.339   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      59.990  20.775   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      61.324  20.005   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      62.657  20.775   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      63.991  20.005   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      65.325  20.775   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      66.658  20.005   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      66.658  18.465   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      67.992  20.775   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      69.326  20.005   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      70.659  20.775   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      71.993  20.005   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      73.327  20.775   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      74.660  20.005   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      75.994  20.775   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      77.328  20.005   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      78.661  20.775   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      78.661  22.315   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      79.995  23.085   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      79.995  24.625   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      78.661  25.395   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      78.661  26.935   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      77.328  27.705   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      77.328  29.245   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      75.994  30.015   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      75.994  31.555   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      74.660  32.325   0.000  0.00  0.00           C+0
HETATM   63  O   UNK     0      62.657  22.315   0.000  0.00  0.00           O+0
HETATM   64  C   UNK     0      61.324  23.085   0.000  0.00  0.00           C+0
HETATM   65  O   UNK     0      59.990  22.315   0.000  0.00  0.00           O+0
HETATM   66  C   UNK     0      61.324  24.625   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0      59.990  25.395   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0      59.990  26.935   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0      58.656  27.705   0.000  0.00  0.00           C+0
HETATM   70  C   UNK     0      58.656  29.245   0.000  0.00  0.00           C+0
HETATM   71  C   UNK     0      57.323  30.015   0.000  0.00  0.00           C+0
HETATM   72  C   UNK     0      57.323  31.555   0.000  0.00  0.00           C+0
HETATM   73  C   UNK     0      55.989  32.325   0.000  0.00  0.00           C+0
HETATM   74  C   UNK     0      55.989  33.865   0.000  0.00  0.00           C+0
HETATM   75  C   UNK     0      57.323  34.635   0.000  0.00  0.00           C+0
HETATM   76  C   UNK     0      57.323  36.175   0.000  0.00  0.00           C+0
HETATM   77  C   UNK     0      58.656  36.945   0.000  0.00  0.00           C+0
HETATM   78  C   UNK     0      58.656  38.485   0.000  0.00  0.00           C+0
HETATM   79  C   UNK     0      57.323  39.255   0.000  0.00  0.00           C+0
HETATM   80  C   UNK     0      57.323  40.795   0.000  0.00  0.00           C+0
HETATM   81  C   UNK     0      55.989  41.565   0.000  0.00  0.00           C+0
HETATM   82  C   UNK     0      55.989  43.105   0.000  0.00  0.00           C+0
HETATM   83  C   UNK     0      54.655  43.875   0.000  0.00  0.00           C+0
HETATM   84  C   UNK     0      54.655  45.415   0.000  0.00  0.00           C+0
HETATM   85  O   UNK     0      46.653  22.315   0.000  0.00  0.00           O+0
HETATM   86  C   UNK     0      47.987  23.085   0.000  0.00  0.00           C+0
HETATM   87  O   UNK     0      49.321  22.315   0.000  0.00  0.00           O+0
HETATM   88  C   UNK     0      47.987  24.625   0.000  0.00  0.00           C+0
HETATM   89  C   UNK     0      49.321  25.395   0.000  0.00  0.00           C+0
HETATM   90  C   UNK     0      49.321  26.935   0.000  0.00  0.00           C+0
HETATM   91  C   UNK     0      50.654  27.705   0.000  0.00  0.00           C+0
HETATM   92  C   UNK     0      50.654  29.245   0.000  0.00  0.00           C+0
HETATM   93  C   UNK     0      51.988  30.015   0.000  0.00  0.00           C+0
HETATM   94  C   UNK     0      51.988  31.555   0.000  0.00  0.00           C+0
HETATM   95  C   UNK     0      53.322  32.325   0.000  0.00  0.00           C+0
HETATM   96  C   UNK     0      53.322  33.865   0.000  0.00  0.00           C+0
HETATM   97  C   UNK     0      54.655  34.635   0.000  0.00  0.00           C+0
HETATM   98  C   UNK     0      54.655  36.175   0.000  0.00  0.00           C+0
HETATM   99  C   UNK     0      53.322  36.945   0.000  0.00  0.00           C+0
HETATM  100  C   UNK     0      53.322  38.485   0.000  0.00  0.00           C+0
HETATM  101  C   UNK     0      51.988  39.255   0.000  0.00  0.00           C+0
HETATM  102  C   UNK     0      51.988  40.795   0.000  0.00  0.00           C+0
HETATM  103  C   UNK     0      50.654  41.565   0.000  0.00  0.00           C+0
HETATM  104  C   UNK     0      50.654  43.105   0.000  0.00  0.00           C+0
HETATM  105  H   UNK     0      47.987  21.545   0.000  0.00  0.00           H+0
HETATM  106  H   UNK     0      63.991  21.545   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   85  105                                             
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27   28                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   25   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   36   37                                             
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   34   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40   63  106                                             
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55                                                       
CONECT   55   54   56                                                       
CONECT   56   55   57                                                       
CONECT   57   56   58                                                       
CONECT   58   57   59                                                       
CONECT   59   58   60                                                       
CONECT   60   59   61                                                       
CONECT   61   60   62                                                       
CONECT   62   61                                                            
CONECT   63   39   64                                                       
CONECT   64   63   65   66                                                  
CONECT   65   64                                                            
CONECT   66   64   67                                                       
CONECT   67   66   68                                                       
CONECT   68   67   69                                                       
CONECT   69   68   70                                                       
CONECT   70   69   71                                                       
CONECT   71   70   72                                                       
CONECT   72   71   73                                                       
CONECT   73   72   74                                                       
CONECT   74   73   75                                                       
CONECT   75   74   76                                                       
CONECT   76   75   77                                                       
CONECT   77   76   78                                                       
CONECT   78   77   79                                                       
CONECT   79   78   80                                                       
CONECT   80   79   81                                                       
CONECT   81   80   82                                                       
CONECT   82   81   83                                                       
CONECT   83   82   84                                                       
CONECT   84   83                                                            
CONECT   85   22   86                                                       
CONECT   86   85   87   88                                                  
CONECT   87   86                                                            
CONECT   88   86   89                                                       
CONECT   89   88   90                                                       
CONECT   90   89   91                                                       
CONECT   91   90   92                                                       
CONECT   92   91   93                                                       
CONECT   93   92   94                                                       
CONECT   94   93   95                                                       
CONECT   95   94   96                                                       
CONECT   96   95   97                                                       
CONECT   97   96   98                                                       
CONECT   98   97   99                                                       
CONECT   99   98  100                                                       
CONECT  100   99  101                                                       
CONECT  101  100  102                                                       
CONECT  102  101  103                                                       
CONECT  103  102  104                                                       
CONECT  104  103                                                            
CONECT  105   22                                                            
CONECT  106   39                                                            
MASTER        0    0    0    0    0    0    0    0  106    0  210    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₈₅H₁₄₆O₁₇P₂

Average Mass

1502.0061 Da

Monoisotopic Mass

1501.00353 Da

IUPAC Name

[(2R)-2,3-bis(icosa-8,11,14-trienoyloxy)propoxy][3-({[(2R)-2,3-bis(octadeca-9,12-dienoyloxy)propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphinic acid

Traditional Name

(2R)-2,3-bis(icosa-8,11,14-trienoyloxy)propoxy(3-{[(2R)-2,3-bis(octadeca-9,12-dienoyloxy)propoxy(hydroxy)phosphoryl]oxy}-2-hydroxypropoxy)phosphinic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](COC(=O)CCCCCCCC=CCC=CCCCCC)(COP(O)(=O)OCC(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC=CCC=CCC=CCCCCC)OC(=O)CCCCCCC=CCC=CCC=CCCCCC)OC(=O)CCCCCCCC=CCC=CCCCCC

InChI Identifier

InChI=1S/C85H146O17P2/c1-5-9-13-17-21-25-29-33-37-39-43-46-50-54-58-62-66-70-83(88)96-76-81(102-85(90)72-68-64-60-56-52-48-44-40-38-34-30-26-22-18-14-10-6-2)78-100-104(93,94)98-74-79(86)73-97-103(91,92)99-77-80(101-84(89)71-67-63-59-55-51-47-42-36-32-28-24-20-16-12-8-4)75-95-82(87)69-65-61-57-53-49-45-41-35-31-27-23-19-15-11-7-3/h21-28,33-38,41-44,46,48,79-81,86H,5-20,29-32,39-40,45,47,49-78H2,1-4H3,(H,91,92)(H,93,94)/t79?,80-,81-/m1/s1

InChI Key

LJJIFGJVVFVMIR-NYTMHASESA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cardiolipins. These are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,2-diacylglycerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoglycerophosphoglycerols

Direct Parent

Cardiolipins

Alternative Parents

Substituents

Cardiolipin
Tetracarboxylic acid or derivatives
Dialkyl phosphate
Fatty acid ester
Fatty acyl
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Secondary alcohol
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	9.22	ALOGPS
logP	25.43	ChemAxon
logS	-7.3	ALOGPS
pKa (Strongest Acidic)	1.59	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	236.95 Å²	ChemAxon
Rotatable Bond Count	80	ChemAxon
Refractivity	436.48 m³·mol⁻¹	ChemAxon
Polarizability	177.02 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB027420

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for CL(20:3(8Z,11Z,14Z)/20:3(8Z,11Z,14Z)/18:2(9Z,12Z)/18:2(9Z,12Z)) (NP0338765)

MOL for NP0338765 (CL(20:3(8Z,11Z,14Z)/20:3(8Z,11Z,14Z)/18:2(9Z,12Z)/18:2(9Z,12Z)))

3D MOL for NP0338765 (CL(20:3(8Z,11Z,14Z)/20:3(8Z,11Z,14Z)/18:2(9Z,12Z)/18:2(9Z,12Z)))

3D SDF for NP0338765 (CL(20:3(8Z,11Z,14Z)/20:3(8Z,11Z,14Z)/18:2(9Z,12Z)/18:2(9Z,12Z)))

3D-SDF for NP0338765 (CL(20:3(8Z,11Z,14Z)/20:3(8Z,11Z,14Z)/18:2(9Z,12Z)/18:2(9Z,12Z)))

PDB for NP0338765 (CL(20:3(8Z,11Z,14Z)/20:3(8Z,11Z,14Z)/18:2(9Z,12Z)/18:2(9Z,12Z)))

3D PDB for NP0338765 (CL(20:3(8Z,11Z,14Z)/20:3(8Z,11Z,14Z)/18:2(9Z,12Z)/18:2(9Z,12Z)))

SMILES for NP0338765 (CL(20:3(8Z,11Z,14Z)/20:3(8Z,11Z,14Z)/18:2(9Z,12Z)/18:2(9Z,12Z)))

INCHI for NP0338765 (CL(20:3(8Z,11Z,14Z)/20:3(8Z,11Z,14Z)/18:2(9Z,12Z)/18:2(9Z,12Z)))

Structure for NP0338765 (CL(20:3(8Z,11Z,14Z)/20:3(8Z,11Z,14Z)/18:2(9Z,12Z)/18:2(9Z,12Z)))

3D Structure for NP0338765 (CL(20:3(8Z,11Z,14Z)/20:3(8Z,11Z,14Z)/18:2(9Z,12Z)/18:2(9Z,12Z)))