NP-MRD: Showing NP-Card for CL(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)/18:2(9Z,12Z)) (NP0338865)

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Record Information

Version

2.0

Created at

2024-09-11 18:21:58 UTC

Updated at

2024-09-11 18:21:58 UTC

NP-MRD ID

NP0338865

Secondary Accession Numbers

None

Natural Product Identification

Common Name

CL(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)/18:2(9Z,12Z))

Description

CL(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/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(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)/18:2(9Z,12Z)) is an extremely weak basic (essentially neutral) compound (based on its pKa). CL(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)/18:2(9Z,12Z)) and cytidine monophosphate can be biosynthesized from PG(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) and CDP-DG(18:2(9Z,12Z)/18:2(9Z,12Z)) through the action of the enzyme cardiolipin synthase. In humans, CL(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)/18:2(9Z,12Z)) is involved in cardiolipin biosynthesis. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. CL(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)/18:2(9Z,12Z)) is a cardiolipin (CL). They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. 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 02251204202D          

110109  0  0  1  0            999 V2000
   11.0862    4.7506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0862    5.5756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8007    5.9881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8007    6.8131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5151    7.2256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5151    8.0506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2296    8.4631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2296    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9441    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6586    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3730    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0875    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8020    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5164    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2309    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9454    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6599    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3743    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3743    8.4631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0888    9.7006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8033    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5177    9.7006    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   23.2322    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9467    9.7006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6612    9.2881    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   24.2487    8.5737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0737   10.0026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3756    8.8756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.0901    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8046    8.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8046    8.0506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5190    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2335    8.8756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.9480    9.2881    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   29.3605    8.5737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.5355   10.0026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.6624    9.7006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.3769    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0914    9.7006    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   31.8059    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5203    9.7006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.2348    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2348    8.4631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.9493    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6637    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3782    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0927    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8072    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5216    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5216    8.4631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2361    8.0506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9506    8.4631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6650    8.0506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3795    8.4631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3795    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0940    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0940   10.5256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3795   10.9381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3795   11.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6650   12.1756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9506   11.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2361   12.1756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5216   11.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8072   12.1756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0914   10.5256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.3769   10.9381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6624   10.5256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.3769   11.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6624   12.1756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6624   13.0006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9480   13.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9480   14.2381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2335   14.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5190   14.2381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8046   14.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0901   14.2381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0901   13.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3756   13.0006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3756   12.1756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0901   11.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0901   10.9381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8046   10.5256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5190   10.9381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2335   10.5256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9480   10.9381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9480   11.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2335   12.1756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5190   11.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5177   10.5256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2322   10.9381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9467   10.5256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2322   11.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9467   12.1756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9467   13.0006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6612   13.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6612   14.2381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3756   14.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3756   15.4756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0901   15.8881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0901   16.7131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8046   17.1256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8046   17.9506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0901   18.3631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0901   19.1881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3756   19.6006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3756   20.4256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6612   20.8381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6612   21.6631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2322   10.1131    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   31.8059   10.1131    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
 46 45  1  4  0  0  0
 46 47  2  0  0  0  0
 47 48  1  0  0  0  0
 49 48  1  4  0  0  0
 49 50  2  0  0  0  0
 50 51  1  0  0  0  0
 52 51  1  4  0  0  0
 52 53  2  0  0  0  0
 53 54  1  0  0  0  0
 55 54  1  4  0  0  0
 55 56  2  0  0  0  0
 56 57  1  0  0  0  0
 58 57  1  4  0  0  0
 58 59  2  0  0  0  0
 59 60  1  0  0  0  0
 61 60  1  4  0  0  0
 61 62  2  0  0  0  0
 62 63  1  0  0  0  0
 63 64  1  0  0  0  0
 39 65  1  6  0  0  0
 65 66  1  0  0  0  0
 66 67  2  0  0  0  0
 66 68  1  0  0  0  0
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 70 69  1  4  0  0  0
 70 71  2  0  0  0  0
 71 72  1  0  0  0  0
 73 72  1  4  0  0  0
 73 74  2  0  0  0  0
 74 75  1  0  0  0  0
 76 75  1  4  0  0  0
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 97 98  1  0  0  0  0
 99 98  1  4  0  0  0
 99100  2  0  0  0  0
100101  1  0  0  0  0
102101  1  4  0  0  0
102103  2  0  0  0  0
103104  1  0  0  0  0
104105  1  0  0  0  0
105106  1  0  0  0  0
106107  1  0  0  0  0
107108  1  0  0  0  0
 22109  1  6  0  0  0
 39110  1  1  0  0  0
M  END


  Mrv0541 02251204202D          

110109  0  0  1  0            999 V2000
   11.0862    4.7506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0862    5.5756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8007    5.9881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8007    6.8131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5151    7.2256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5151    8.0506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2296    8.4631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2296    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9441    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6586    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3730    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0875    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8020    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5164    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2309    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9454    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6599    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3743    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3743    8.4631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0888    9.7006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8033    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5177    9.7006    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   23.2322    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9467    9.7006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6612    9.2881    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   24.2487    8.5737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0737   10.0026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3756    8.8756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.0901    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8046    8.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8046    8.0506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5190    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2335    8.8756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.9480    9.2881    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   29.3605    8.5737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.5355   10.0026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.6624    9.7006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.3769    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0914    9.7006    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   31.8059    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5203    9.7006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.2348    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2348    8.4631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.9493    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6637    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3782    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0927    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8072    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5216    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5216    8.4631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2361    8.0506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9506    8.4631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6650    8.0506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3795    8.4631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3795    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0940    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0940   10.5256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3795   10.9381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3795   11.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6650   12.1756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9506   11.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2361   12.1756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5216   11.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8072   12.1756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0914   10.5256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.3769   10.9381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6624   10.5256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.3769   11.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6624   12.1756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6624   13.0006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9480   13.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9480   14.2381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2335   14.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5190   14.2381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8046   14.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0901   14.2381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0901   13.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3756   13.0006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3756   12.1756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0901   11.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0901   10.9381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8046   10.5256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5190   10.9381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2335   10.5256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9480   10.9381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9480   11.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2335   12.1756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5190   11.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5177   10.5256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2322   10.9381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9467   10.5256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2322   11.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9467   12.1756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9467   13.0006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6612   13.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6612   14.2381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3756   14.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3756   15.4756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0901   15.8881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0901   16.7131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8046   17.1256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8046   17.9506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0901   18.3631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0901   19.1881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3756   19.6006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3756   20.4256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6612   20.8381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6612   21.6631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2322   10.1131    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   31.8059   10.1131    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
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 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
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 42 44  1  0  0  0  0
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 47 48  1  0  0  0  0
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 49 50  2  0  0  0  0
 50 51  1  0  0  0  0
 52 51  1  4  0  0  0
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 53 54  1  0  0  0  0
 55 54  1  4  0  0  0
 55 56  2  0  0  0  0
 56 57  1  0  0  0  0
 58 57  1  4  0  0  0
 58 59  2  0  0  0  0
 59 60  1  0  0  0  0
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 61 62  2  0  0  0  0
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 39 65  1  6  0  0  0
 65 66  1  0  0  0  0
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 76 75  1  4  0  0  0
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 99100  2  0  0  0  0
100101  1  0  0  0  0
102101  1  4  0  0  0
102103  2  0  0  0  0
103104  1  0  0  0  0
104105  1  0  0  0  0
105106  1  0  0  0  0
106107  1  0  0  0  0
107108  1  0  0  0  0
 22109  1  6  0  0  0
 39110  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0338865

> <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)CCC=CCC=CCC=CCC=CCC=CCC=CCC)OC(=O)CCC=CCC=CCC=CCC=CCC=CCC=CCC)OC(=O)CCCCCCCC=CCC=CCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C89H142O17P2/c1-5-9-13-17-21-25-29-33-37-39-41-43-47-50-54-58-62-66-70-74-87(92)100-80-85(106-89(94)76-72-68-64-60-56-52-48-44-42-40-38-34-30-26-22-18-14-10-6-2)82-104-108(97,98)102-78-83(90)77-101-107(95,96)103-81-84(105-88(93)75-71-67-63-59-55-51-46-36-32-28-24-20-16-12-8-4)79-99-86(91)73-69-65-61-57-53-49-45-35-31-27-23-19-15-11-7-3/h9-10,13-14,21-28,33-38,41-46,50,52,54,56,62,64,66,68,83-85,90H,5-8,11-12,15-20,29-32,39-40,47-49,51,53,55,57-61,63,65,67,69-82H2,1-4H3,(H,95,96)(H,97,98)/t83?,84-,85-/m1/s1

> <INCHI_KEY>
KRRKIACLRUPTQQ-CJTVZGJPSA-N

> <FORMULA>
C89H142O17P2

> <MOLECULAR_WEIGHT>
1546.0171

> <EXACT_MASS>
1544.972226142

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
177.76589871846286

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R)-2,3-bis(docosa-4,7,10,13,16,19-hexaenoyloxy)propoxy][3-({[(2R)-2,3-bis(octadeca-9,12-dienoyloxy)propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphinic acid

> <ALOGPS_LOGP>
8.83

> <JCHEM_LOGP>
25.035469194666668

> <ALOGPS_LOGS>
-7.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
2.1918043581903888

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.589737614287655

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4105029523385797

> <JCHEM_POLAR_SURFACE_AREA>
236.94999999999996

> <JCHEM_REFRACTIVITY>
461.5832999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
78

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.08e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2,3-bis(docosa-4,7,10,13,16,19-hexaenoyloxy)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      20.694   8.868   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      20.694  10.408   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      22.028  11.178   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      22.028  12.718   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      23.362  13.488   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      23.362  15.028   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      24.695  15.798   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      24.695  17.338   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      26.029  18.108   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      27.363  17.338   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      28.696  18.108   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      30.030  17.338   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      31.364  18.108   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      32.697  17.338   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      34.031  18.108   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      35.365  17.338   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      36.698  18.108   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      38.032  17.338   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      38.032  15.798   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      39.366  18.108   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      40.699  17.338   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      42.033  18.108   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      43.367  17.338   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      44.701  18.108   0.000  0.00  0.00           O+0
HETATM   25  P   UNK     0      46.034  17.338   0.000  0.00  0.00           P+0
HETATM   26  O   UNK     0      45.264  16.004   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      46.804  18.672   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      47.368  16.568   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      48.702  17.338   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      50.035  16.568   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      50.035  15.028   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      51.369  17.338   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      52.703  16.568   0.000  0.00  0.00           O+0
HETATM   34  P   UNK     0      54.036  17.338   0.000  0.00  0.00           P+0
HETATM   35  O   UNK     0      54.806  16.004   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      53.266  18.672   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      55.370  18.108   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      56.704  17.338   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      58.037  18.108   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      59.371  17.338   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      60.705  18.108   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      62.038  17.338   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      62.038  15.798   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      63.372  18.108   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      64.706  17.338   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      66.039  18.108   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      67.373  17.338   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      68.707  18.108   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      70.040  17.338   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      70.040  15.798   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      71.374  15.028   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      72.708  15.798   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      74.041  15.028   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      75.375  15.798   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      75.375  17.338   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      76.709  18.108   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      76.709  19.648   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      75.375  20.418   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      75.375  21.958   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      74.041  22.728   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      72.708  21.958   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      71.374  22.728   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0      70.040  21.958   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0      68.707  22.728   0.000  0.00  0.00           C+0
HETATM   65  O   UNK     0      58.037  19.648   0.000  0.00  0.00           O+0
HETATM   66  C   UNK     0      56.704  20.418   0.000  0.00  0.00           C+0
HETATM   67  O   UNK     0      55.370  19.648   0.000  0.00  0.00           O+0
HETATM   68  C   UNK     0      56.704  21.958   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0      55.370  22.728   0.000  0.00  0.00           C+0
HETATM   70  C   UNK     0      55.370  24.268   0.000  0.00  0.00           C+0
HETATM   71  C   UNK     0      54.036  25.038   0.000  0.00  0.00           C+0
HETATM   72  C   UNK     0      54.036  26.578   0.000  0.00  0.00           C+0
HETATM   73  C   UNK     0      52.703  27.348   0.000  0.00  0.00           C+0
HETATM   74  C   UNK     0      51.369  26.578   0.000  0.00  0.00           C+0
HETATM   75  C   UNK     0      50.035  27.348   0.000  0.00  0.00           C+0
HETATM   76  C   UNK     0      48.702  26.578   0.000  0.00  0.00           C+0
HETATM   77  C   UNK     0      48.702  25.038   0.000  0.00  0.00           C+0
HETATM   78  C   UNK     0      47.368  24.268   0.000  0.00  0.00           C+0
HETATM   79  C   UNK     0      47.368  22.728   0.000  0.00  0.00           C+0
HETATM   80  C   UNK     0      48.702  21.958   0.000  0.00  0.00           C+0
HETATM   81  C   UNK     0      48.702  20.418   0.000  0.00  0.00           C+0
HETATM   82  C   UNK     0      50.035  19.648   0.000  0.00  0.00           C+0
HETATM   83  C   UNK     0      51.369  20.418   0.000  0.00  0.00           C+0
HETATM   84  C   UNK     0      52.703  19.648   0.000  0.00  0.00           C+0
HETATM   85  C   UNK     0      54.036  20.418   0.000  0.00  0.00           C+0
HETATM   86  C   UNK     0      54.036  21.958   0.000  0.00  0.00           C+0
HETATM   87  C   UNK     0      52.703  22.728   0.000  0.00  0.00           C+0
HETATM   88  C   UNK     0      51.369  21.958   0.000  0.00  0.00           C+0
HETATM   89  O   UNK     0      42.033  19.648   0.000  0.00  0.00           O+0
HETATM   90  C   UNK     0      43.367  20.418   0.000  0.00  0.00           C+0
HETATM   91  O   UNK     0      44.701  19.648   0.000  0.00  0.00           O+0
HETATM   92  C   UNK     0      43.367  21.958   0.000  0.00  0.00           C+0
HETATM   93  C   UNK     0      44.701  22.728   0.000  0.00  0.00           C+0
HETATM   94  C   UNK     0      44.701  24.268   0.000  0.00  0.00           C+0
HETATM   95  C   UNK     0      46.034  25.038   0.000  0.00  0.00           C+0
HETATM   96  C   UNK     0      46.034  26.578   0.000  0.00  0.00           C+0
HETATM   97  C   UNK     0      47.368  27.348   0.000  0.00  0.00           C+0
HETATM   98  C   UNK     0      47.368  28.888   0.000  0.00  0.00           C+0
HETATM   99  C   UNK     0      48.702  29.658   0.000  0.00  0.00           C+0
HETATM  100  C   UNK     0      48.702  31.198   0.000  0.00  0.00           C+0
HETATM  101  C   UNK     0      50.035  31.968   0.000  0.00  0.00           C+0
HETATM  102  C   UNK     0      50.035  33.508   0.000  0.00  0.00           C+0
HETATM  103  C   UNK     0      48.702  34.278   0.000  0.00  0.00           C+0
HETATM  104  C   UNK     0      48.702  35.818   0.000  0.00  0.00           C+0
HETATM  105  C   UNK     0      47.368  36.588   0.000  0.00  0.00           C+0
HETATM  106  C   UNK     0      47.368  38.128   0.000  0.00  0.00           C+0
HETATM  107  C   UNK     0      46.034  38.898   0.000  0.00  0.00           C+0
HETATM  108  C   UNK     0      46.034  40.438   0.000  0.00  0.00           C+0
HETATM  109  H   UNK     0      43.367  18.878   0.000  0.00  0.00           H+0
HETATM  110  H   UNK     0      59.371  18.878   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   89  109                                             
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   65  110                                             
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   63                                                       
CONECT   63   62   64                                                       
CONECT   64   63                                                            
CONECT   65   39   66                                                       
CONECT   66   65   67   68                                                  
CONECT   67   66                                                            
CONECT   68   66   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   85                                                       
CONECT   85   84   86                                                       
CONECT   86   85   87                                                       
CONECT   87   86   88                                                       
CONECT   88   87                                                            
CONECT   89   22   90                                                       
CONECT   90   89   91   92                                                  
CONECT   91   90                                                            
CONECT   92   90   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  105                                                       
CONECT  105  104  106                                                       
CONECT  106  105  107                                                       
CONECT  107  106  108                                                       
CONECT  108  107                                                            
CONECT  109   22                                                            
CONECT  110   39                                                            
MASTER        0    0    0    0    0    0    0    0  110    0  218    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₈₉H₁₄₂O₁₇P₂

Average Mass

1546.0171 Da

Monoisotopic Mass

1544.97223 Da

IUPAC Name

[(2R)-2,3-bis(docosa-4,7,10,13,16,19-hexaenoyloxy)propoxy][3-({[(2R)-2,3-bis(octadeca-9,12-dienoyloxy)propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphinic acid

Traditional Name

(2R)-2,3-bis(docosa-4,7,10,13,16,19-hexaenoyloxy)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)CCC=CCC=CCC=CCC=CCC=CCC=CCC)OC(=O)CCC=CCC=CCC=CCC=CCC=CCC=CCC)OC(=O)CCCCCCCC=CCC=CCCCCC

InChI Identifier

InChI=1S/C89H142O17P2/c1-5-9-13-17-21-25-29-33-37-39-41-43-47-50-54-58-62-66-70-74-87(92)100-80-85(106-89(94)76-72-68-64-60-56-52-48-44-42-40-38-34-30-26-22-18-14-10-6-2)82-104-108(97,98)102-78-83(90)77-101-107(95,96)103-81-84(105-88(93)75-71-67-63-59-55-51-46-36-32-28-24-20-16-12-8-4)79-99-86(91)73-69-65-61-57-53-49-45-35-31-27-23-19-15-11-7-3/h9-10,13-14,21-28,33-38,41-46,50,52,54,56,62,64,66,68,83-85,90H,5-8,11-12,15-20,29-32,39-40,47-49,51,53,55,57-61,63,65,67,69-82H2,1-4H3,(H,95,96)(H,97,98)/t83?,84-,85-/m1/s1

InChI Key

KRRKIACLRUPTQQ-CJTVZGJPSA-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	8.83	ALOGPS
logP	25.04	ChemAxon
logS	-7.2	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	78	ChemAxon
Refractivity	461.58 m³·mol⁻¹	ChemAxon
Polarizability	177.77 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

FDB027464

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(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)/18:2(9Z,12Z)) (NP0338865)

MOL for NP0338865 (CL(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)/18:2(9Z,12Z)))

3D MOL for NP0338865 (CL(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)/18:2(9Z,12Z)))

3D SDF for NP0338865 (CL(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)/18:2(9Z,12Z)))

3D-SDF for NP0338865 (CL(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)/18:2(9Z,12Z)))

PDB for NP0338865 (CL(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)/18:2(9Z,12Z)))

3D PDB for NP0338865 (CL(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)/18:2(9Z,12Z)))

SMILES for NP0338865 (CL(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)/18:2(9Z,12Z)))

INCHI for NP0338865 (CL(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)/18:2(9Z,12Z)))

Structure for NP0338865 (CL(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)/18:2(9Z,12Z)))

3D Structure for NP0338865 (CL(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)/18:2(9Z,12Z)))