NP-MRD: Showing NP-Card for CL(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/18:1(11Z)/18:1(11Z)) (NP0338929)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2024-09-11 18:47:09 UTC

Updated at

2024-09-11 18:47:09 UTC

NP-MRD ID

NP0338929

Secondary Accession Numbers

None

Natural Product Identification

Common Name

CL(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/18:1(11Z)/18:1(11Z))

Description

CL(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/18:1(11Z)/18:1(11Z)) 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(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/18:1(11Z)/18:1(11Z)) is an extremely weak basic (essentially neutral) compound (based on its pKa). CL(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/18:1(11Z)/18:1(11Z)) and cytidine monophosphate can be biosynthesized from PG(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)) and CDP-DG(18:1(11Z)/18:1(11Z)); which is catalyzed by the enzyme cardiolipin synthase. In humans, CL(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/18:1(11Z)/18:1(11Z)) 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. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. CL(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02251205552D          

106105  0  0  1  0            999 V2000
   15.7046   15.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7046   14.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4191   14.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4191   13.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1336   13.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1336   12.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8480   11.9546    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
   23.5638   11.1296    0.0000 C   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  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   10.7171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4217   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1362   10.7171    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   27.8506   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5651   10.7171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.2796   11.1296    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   29.6921   10.4151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.8671   11.8440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.9940   11.5421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.7085   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4230   11.5421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4230   12.3671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.1374   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8519   11.5421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.5664   11.1296    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   33.1539   10.4151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.9789   11.8440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.2809   10.7171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.9953   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7098   10.7171    0.0000 C   0  0  1  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 O   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
   37.8532   11.9546    0.0000 O   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
   40.7111   14.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9966   14.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2822   14.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5677   14.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8532   14.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1387   14.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4243   14.4296    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
   34.9953    9.4796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2809    9.8921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.9953    8.6546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2809    8.2421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2809    7.4171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5664    7.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5664    6.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8519    5.7671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8519    4.9421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5664    4.5296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5664    3.7046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2809    3.2921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9953    3.7046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7098    3.2921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4243    3.7046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4243    4.5296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1387    4.9421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1387    5.7671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8532    6.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8532    7.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5677    7.4171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1362    9.8921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4217    9.4796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7072    9.8921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4217    8.6546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7072    8.2421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7072    7.4171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9927    7.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9927    6.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2783    5.7671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2783    4.9421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5638    4.5296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5638    3.7046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8493    3.2921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8493    2.4671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1349    2.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4204    2.4671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7059    2.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9914    2.4671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2770    2.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5625    2.4671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8507   10.3046    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   36.4243   10.3046    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
  5  6  1  0  0  0  0
  7  6  1  4  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  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
 47 46  1  4  0  0  0
 47 48  2  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  1  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
 69 68  1  4  0  0  0
 69 70  2  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
 76 77  1  0  0  0  0
 78 77  1  4  0  0  0
 78 79  2  0  0  0  0
 79 80  1  0  0  0  0
 80 81  1  0  0  0  0
 81 82  1  0  0  0  0
 82 83  1  0  0  0  0
 83 84  1  0  0  0  0
 22 85  1  6  0  0  0
 85 86  1  0  0  0  0
 86 87  2  0  0  0  0
 86 88  1  0  0  0  0
 88 89  1  0  0  0  0
 89 90  1  0  0  0  0
 90 91  1  0  0  0  0
 91 92  1  0  0  0  0
 92 93  1  0  0  0  0
 93 94  1  0  0  0  0
 94 95  1  0  0  0  0
 95 96  1  0  0  0  0
 97 96  1  4  0  0  0
 97 98  2  0  0  0  0
 98 99  1  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  1  0  0  0
 39106  1  6  0  0  0
M  END


  Mrv0541 02251205552D          

106105  0  0  1  0            999 V2000
   15.7046   15.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7046   14.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4191   14.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4191   13.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1336   13.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1336   12.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8480   11.9546    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
   23.5638   11.1296    0.0000 C   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  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   10.7171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4217   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1362   10.7171    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   27.8506   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5651   10.7171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.2796   11.1296    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   29.6921   10.4151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.8671   11.8440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.9940   11.5421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.7085   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4230   11.5421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4230   12.3671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.1374   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8519   11.5421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.5664   11.1296    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   33.1539   10.4151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.9789   11.8440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.2809   10.7171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.9953   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7098   10.7171    0.0000 C   0  0  1  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 O   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
   37.8532   11.9546    0.0000 O   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
   40.7111   14.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9966   14.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2822   14.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5677   14.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8532   14.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1387   14.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4243   14.4296    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
   34.9953    9.4796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2809    9.8921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.9953    8.6546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2809    8.2421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2809    7.4171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5664    7.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5664    6.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8519    5.7671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8519    4.9421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5664    4.5296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5664    3.7046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2809    3.2921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9953    3.7046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7098    3.2921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4243    3.7046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4243    4.5296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1387    4.9421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1387    5.7671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8532    6.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8532    7.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5677    7.4171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1362    9.8921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4217    9.4796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7072    9.8921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4217    8.6546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7072    8.2421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7072    7.4171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9927    7.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9927    6.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2783    5.7671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2783    4.9421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5638    4.5296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5638    3.7046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8493    3.2921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8493    2.4671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1349    2.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4204    2.4671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7059    2.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9914    2.4671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2770    2.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5625    2.4671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8507   10.3046    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   36.4243   10.3046    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
  5  6  1  0  0  0  0
  7  6  1  4  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  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
 47 46  1  4  0  0  0
 47 48  2  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  1  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
 69 68  1  4  0  0  0
 69 70  2  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
 76 77  1  0  0  0  0
 78 77  1  4  0  0  0
 78 79  2  0  0  0  0
 79 80  1  0  0  0  0
 80 81  1  0  0  0  0
 81 82  1  0  0  0  0
 82 83  1  0  0  0  0
 83 84  1  0  0  0  0
 22 85  1  6  0  0  0
 85 86  1  0  0  0  0
 86 87  2  0  0  0  0
 86 88  1  0  0  0  0
 88 89  1  0  0  0  0
 89 90  1  0  0  0  0
 90 91  1  0  0  0  0
 91 92  1  0  0  0  0
 92 93  1  0  0  0  0
 93 94  1  0  0  0  0
 94 95  1  0  0  0  0
 95 96  1  0  0  0  0
 97 96  1  4  0  0  0
 97 98  2  0  0  0  0
 98 99  1  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  1  0  0  0
 39106  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0338929

> <DATABASE_NAME>
NP-MRD

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

> <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/h21-22,25-28,31-34,37-38,43-44,46,48,54,56,58,60,79-81,86H,5-20,23-24,29-30,35-36,39-42,45,47,49-53,55,57,59,61-78H2,1-4H3,(H,91,92)(H,93,94)/t79?,80-,81-/m1/s1

> <INCHI_KEY>
YRZCKCLYGWUXDM-NYTMHASESA-N

> <FORMULA>
C85H146O17P2

> <MOLECULAR_WEIGHT>
1502.0061

> <EXACT_MASS>
1501.00352627

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
180.4805455327809

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R)-2,3-bis(icosa-5,8,11,14-tetraenoyloxy)propoxy][3-({[(2R)-2,3-bis(octadec-11-enoyloxy)propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphinic acid

> <ALOGPS_LOGP>
9.31

> <JCHEM_LOGP>
25.428724474666666

> <ALOGPS_LOGS>
-7.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
2.1918043582170634

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.5897376143219288

> <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>
8.22e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2,3-bis(icosa-5,8,11,14-tetraenoyloxy)propoxy(3-{[(2R)-2,3-bis(octadec-11-enoyloxy)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      29.315  29.245   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      29.315  27.705   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      30.649  26.935   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      30.649  25.395   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      31.983  24.625   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      31.983  23.085   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      33.316  22.315   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      33.316  20.775   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      34.650  20.005   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      35.984  20.775   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      37.317  20.005   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      38.651  20.775   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      39.985  20.005   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      41.318  20.775   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      42.652  20.005   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      43.986  20.775   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      45.319  20.005   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      46.653  20.775   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      46.653  22.315   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      47.987  20.005   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      49.321  20.775   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      50.654  20.005   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      51.988  20.775   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      53.322  20.005   0.000  0.00  0.00           O+0
HETATM   25  P   UNK     0      54.655  20.775   0.000  0.00  0.00           P+0
HETATM   26  O   UNK     0      55.425  19.442   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      53.885  22.109   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      55.989  21.545   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      57.323  20.775   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      58.656  21.545   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      58.656  23.085   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      59.990  20.775   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      61.324  21.545   0.000  0.00  0.00           O+0
HETATM   34  P   UNK     0      62.657  20.775   0.000  0.00  0.00           P+0
HETATM   35  O   UNK     0      61.887  19.442   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      63.427  22.109   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      63.991  20.005   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      65.325  20.775   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      66.658  20.005   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      67.992  20.775   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      69.326  20.005   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      70.659  20.775   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      70.659  22.315   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      71.993  20.005   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      73.327  20.775   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      74.660  20.005   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      75.994  20.775   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      77.328  20.005   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      78.661  20.775   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      78.661  22.315   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      79.995  23.085   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      79.995  24.625   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      78.661  25.395   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      78.661  26.935   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      77.328  27.705   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      75.994  26.935   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      74.660  27.705   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      73.327  26.935   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      71.993  27.705   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      70.659  26.935   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      69.326  27.705   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      67.992  26.935   0.000  0.00  0.00           C+0
HETATM   63  O   UNK     0      66.658  18.465   0.000  0.00  0.00           O+0
HETATM   64  C   UNK     0      65.325  17.695   0.000  0.00  0.00           C+0
HETATM   65  O   UNK     0      63.991  18.465   0.000  0.00  0.00           O+0
HETATM   66  C   UNK     0      65.325  16.155   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0      63.991  15.385   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0      63.991  13.845   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0      62.657  13.075   0.000  0.00  0.00           C+0
HETATM   70  C   UNK     0      62.657  11.535   0.000  0.00  0.00           C+0
HETATM   71  C   UNK     0      61.324  10.765   0.000  0.00  0.00           C+0
HETATM   72  C   UNK     0      61.324   9.225   0.000  0.00  0.00           C+0
HETATM   73  C   UNK     0      62.657   8.455   0.000  0.00  0.00           C+0
HETATM   74  C   UNK     0      62.657   6.915   0.000  0.00  0.00           C+0
HETATM   75  C   UNK     0      63.991   6.145   0.000  0.00  0.00           C+0
HETATM   76  C   UNK     0      65.325   6.915   0.000  0.00  0.00           C+0
HETATM   77  C   UNK     0      66.658   6.145   0.000  0.00  0.00           C+0
HETATM   78  C   UNK     0      67.992   6.915   0.000  0.00  0.00           C+0
HETATM   79  C   UNK     0      67.992   8.455   0.000  0.00  0.00           C+0
HETATM   80  C   UNK     0      69.326   9.225   0.000  0.00  0.00           C+0
HETATM   81  C   UNK     0      69.326  10.765   0.000  0.00  0.00           C+0
HETATM   82  C   UNK     0      70.659  11.535   0.000  0.00  0.00           C+0
HETATM   83  C   UNK     0      70.659  13.075   0.000  0.00  0.00           C+0
HETATM   84  C   UNK     0      71.993  13.845   0.000  0.00  0.00           C+0
HETATM   85  O   UNK     0      50.654  18.465   0.000  0.00  0.00           O+0
HETATM   86  C   UNK     0      49.321  17.695   0.000  0.00  0.00           C+0
HETATM   87  O   UNK     0      47.987  18.465   0.000  0.00  0.00           O+0
HETATM   88  C   UNK     0      49.321  16.155   0.000  0.00  0.00           C+0
HETATM   89  C   UNK     0      47.987  15.385   0.000  0.00  0.00           C+0
HETATM   90  C   UNK     0      47.987  13.845   0.000  0.00  0.00           C+0
HETATM   91  C   UNK     0      46.653  13.075   0.000  0.00  0.00           C+0
HETATM   92  C   UNK     0      46.653  11.535   0.000  0.00  0.00           C+0
HETATM   93  C   UNK     0      45.319  10.765   0.000  0.00  0.00           C+0
HETATM   94  C   UNK     0      45.319   9.225   0.000  0.00  0.00           C+0
HETATM   95  C   UNK     0      43.986   8.455   0.000  0.00  0.00           C+0
HETATM   96  C   UNK     0      43.986   6.915   0.000  0.00  0.00           C+0
HETATM   97  C   UNK     0      42.652   6.145   0.000  0.00  0.00           C+0
HETATM   98  C   UNK     0      42.652   4.605   0.000  0.00  0.00           C+0
HETATM   99  C   UNK     0      41.318   3.835   0.000  0.00  0.00           C+0
HETATM  100  C   UNK     0      39.985   4.605   0.000  0.00  0.00           C+0
HETATM  101  C   UNK     0      38.651   3.835   0.000  0.00  0.00           C+0
HETATM  102  C   UNK     0      37.317   4.605   0.000  0.00  0.00           C+0
HETATM  103  C   UNK     0      35.984   3.835   0.000  0.00  0.00           C+0
HETATM  104  C   UNK     0      34.650   4.605   0.000  0.00  0.00           C+0
HETATM  105  H   UNK     0      51.988  19.235   0.000  0.00  0.00           H+0
HETATM  106  H   UNK     0      67.992  19.235   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-5,8,11,14-tetraenoyloxy)propoxy][3-({[(2R)-2,3-bis(octadec-11-enoyloxy)propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphinic acid

Traditional Name

(2R)-2,3-bis(icosa-5,8,11,14-tetraenoyloxy)propoxy(3-{[(2R)-2,3-bis(octadec-11-enoyloxy)propoxy(hydroxy)phosphoryl]oxy}-2-hydroxypropoxy)phosphinic acid

CAS Registry Number

Not Available

SMILES

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

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/h21-22,25-28,31-34,37-38,43-44,46,48,54,56,58,60,79-81,86H,5-20,23-24,29-30,35-36,39-42,45,47,49-53,55,57,59,61-78H2,1-4H3,(H,91,92)(H,93,94)/t79?,80-,81-/m1/s1

InChI Key

YRZCKCLYGWUXDM-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
Fatty acid ester
Dialkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Fatty acyl
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Organooxygen compound
Alcohol
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
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	9.31	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	180.48 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

FDB027426

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(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/18:1(11Z)/18:1(11Z)) (NP0338929)

MOL for NP0338929 (CL(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/18:1(11Z)/18:1(11Z)))

3D MOL for NP0338929 (CL(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/18:1(11Z)/18:1(11Z)))

3D SDF for NP0338929 (CL(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/18:1(11Z)/18:1(11Z)))

3D-SDF for NP0338929 (CL(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/18:1(11Z)/18:1(11Z)))

PDB for NP0338929 (CL(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/18:1(11Z)/18:1(11Z)))

3D PDB for NP0338929 (CL(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/18:1(11Z)/18:1(11Z)))

SMILES for NP0338929 (CL(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/18:1(11Z)/18:1(11Z)))

INCHI for NP0338929 (CL(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/18:1(11Z)/18:1(11Z)))

Structure for NP0338929 (CL(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/18:1(11Z)/18:1(11Z)))

3D Structure for NP0338929 (CL(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/18:1(11Z)/18:1(11Z)))