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Showing metabocard for PGP(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)) (HMDB0013589)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2010-05-13 16:10:35 UTC
Update Date2022-11-30 19:04:14 UTC
HMDB IDHMDB0013589
Secondary Accession Numbers
  • HMDB13589
Metabolite Identification
Common NamePGP(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z))
DescriptionPGP(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)) is a phosphatidylglycerolphosphate or glycerophospholipid (PGP or GP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)), in particular, consists of one chain of a-linolenic acid at the C-1 position and one chain of docosapentaenoic acid at the C-2 position. The a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil, while the docosapentaenoic acid moiety is derived from animal fats and brain. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant at up to 11% of the total. It is well established that the concentration of Phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for diphosphatidylglycerol (cardiolipin). Phosphatidylglycerol is formed from phosphatidic acid by a sequence of enzymatic reactions that proceeds via the intermediate, cytidine diphosphate diacylglycerol (CDP-diacylglycerol). Bioynthesis proceeds by condensation of phosphatidic acid and cytidine triphosphate with elimination of pyrophosphate via the action of phosphatidate cytidyltransferase (or CDP-synthase). CDP-diacylglycerol then reacts with glycerol-3-phosphate via phosphatidylglycerophosphate synthase to form 3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid, with the release of cytidine monophosphate (CMP). Finally, phosphatidylglycerol is formed by the action of specific phosphatases. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PGPs have a net charge of -1 at physiological pH and are found in high concentration in mitochondrial membranes and as components of pulmonary surfactant. PGP also serves as a precursor for the synthesis of cardiolipin. PGP is synthesized from CDP-diacylglycerol and glycerol-3-phosphate.
Structure
Data?1582753136
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0013589 (PGP(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)))


  Mrv1652303252017142D          

 63 62  0  0  1  0            999 V2000
   22.5971   -3.1915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9221   -3.5813    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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   23.2723   -3.5813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   21.3952   -4.3609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   23.5576   -2.5163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   22.5098   -4.3906    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   27.2857   -2.7650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.6765   -4.7734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   27.6611   -3.8697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 11 10  1  0  0  0  0
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  2 14  1  1  0  0  0
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M  END
Download

3D MOL for HMDB0013589 (PGP(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)))

HMDB0013589
     RDKit          3D
PGP(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z))
137136  0  0  0  0  0  0  0  0999 V2000
   -8.8660    1.2884   -0.7993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4130   -0.1479   -0.5476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9655   -0.1257   -0.3676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0430   -0.7152   -1.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1818   -1.5512   -2.2533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4791   -1.7989   -2.8314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0194   -2.9810   -2.9199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4342   -4.2660   -2.4607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3095   -5.1798   -3.6214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2163   -5.7181   -4.1039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8987   -5.4515   -3.5007 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.8853   -6.4399   -2.3606 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.5783   -5.6133   -2.8277 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0424   -3.7911   -4.4756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1007   -2.6737   -3.5305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4121   -1.5483   -4.0592 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1921    6.7972   -1.6916 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6359    6.6780   -2.1810 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4396    7.8948   -1.8822 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5417    8.2174   -0.4250 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3790    9.4796   -0.2138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7903    1.2543   -1.3970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0741    1.8433    0.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0844    1.8657   -1.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8754   -0.8906   -1.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.8595   -7.1596   -2.1779 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END
Download

3D SDF for HMDB0013589 (PGP(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)))


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M  END
> <DATABASE_ID>
HMDB0013589

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/C\C=C/C\C=C/CC)OC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C46H76O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-46(49)59-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)41-55-45(48)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h6,8,11-14,17-19,21-23,26,28,32,34,43-44,47H,3-5,7,9-10,15-16,20,24-25,27,29-31,33,35-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b8-6-,13-11-,14-12-,19-17-,22-21-,23-18-,28-26-,34-32-/t43-,44+/m0/s1

> <INCHI_KEY>
PYFXNAYMMXRQJR-TVFHYZSLSA-N

> <FORMULA>
C46H76O13P2

> <MOLECULAR_WEIGHT>
899.0354

> <EXACT_MASS>
898.476115542

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
137

> <JCHEM_AVERAGE_POLARIZABILITY>
98.34846814860808

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2S)-3-({[(2R)-2-[(4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoyloxy]-3-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy]propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid

> <ALOGPS_LOGP>
7.37

> <JCHEM_LOGP>
11.474661554666667

> <ALOGPS_LOGS>
-6.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
2.04020614366377

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.3548792963912315

> <JCHEM_PKA_STRONGEST_BASIC>
-3.410499386302644

> <JCHEM_POLAR_SURFACE_AREA>
195.35

> <JCHEM_REFRACTIVITY>
251.9226000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
42

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.76e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-3-{[(2R)-2-[(4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoyloxy]-3-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy]propoxy(hydroxy)phosphoryl]oxy}-2-hydroxypropoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0013589 (PGP(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)))

HMDB0013589
     RDKit          3D
PGP(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z))
137136  0  0  0  0  0  0  0  0999 V2000
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M  END
Download

PDB for HMDB0013589 (PGP(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)))

HEADER    PROTEIN                                 25-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-MAR-20         0                                  
HETATM    1  C   UNK     0      42.181  -5.957   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      40.921  -6.685   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      39.661  -5.957   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      43.442  -6.685   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      38.401  -6.685   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      39.938  -8.140   0.000  0.00  0.00           O+0
HETATM    7  P   UNK     0      44.702  -5.957   0.000  0.00  0.00           P+0
HETATM    8  O   UNK     0      43.974  -4.697   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      45.429  -7.218   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      45.962  -5.230   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      47.222  -5.957   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      48.482  -5.230   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      49.743  -5.957   0.000  0.00  0.00           C+0
HETATM   14  H   UNK     0      42.018  -8.196   0.000  0.00  0.00           H+0
HETATM   15  O   UNK     0      50.933  -5.161   0.000  0.00  0.00           O+0
HETATM   16  H   UNK     0      49.558  -3.951   0.000  0.00  0.00           H+0
HETATM   17  O   UNK     0      47.340  -3.951   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      14.394  -5.915   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      15.728  -6.685   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      17.061  -5.915   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      18.395  -5.915   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      19.729  -6.685   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      21.063  -5.915   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      22.396  -5.915   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      23.730  -6.685   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      25.064  -5.915   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      26.397  -5.915   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      27.731  -6.685   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      29.065  -5.915   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      30.398  -6.685   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      31.732  -5.915   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      33.066  -6.685   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      34.399  -5.915   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      35.733  -6.685   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      37.067  -5.915   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      37.067  -4.375   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      10.596  -8.910   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      11.930  -8.140   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      13.264  -8.910   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      14.598  -8.140   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      15.931  -8.910   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      17.265  -8.140   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      18.599  -8.140   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      19.932  -8.910   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      21.266  -8.140   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      22.600  -8.140   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      23.933  -8.910   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      25.267  -8.140   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      26.601  -8.140   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      27.934  -8.910   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      29.268  -8.140   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      30.602  -8.140   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      31.936  -8.910   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      33.269  -8.140   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      34.603  -8.140   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      35.937  -8.910   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      37.270  -8.140   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      38.604  -8.910   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0      38.604 -10.450   0.000  0.00  0.00           O+0
HETATM   60  P   UNK     0      52.315  -5.842   0.000  0.00  0.00           P+0
HETATM   61  O   UNK     0      53.696  -6.523   0.000  0.00  0.00           O+0
HETATM   62  O   UNK     0      52.995  -4.460   0.000  0.00  0.00           O+0
HETATM   63  O   UNK     0      51.634  -7.223   0.000  0.00  0.00           O+0
CONECT    1    2    4                                                       
CONECT    2    1    3    6   14                                             
CONECT    3    2    5                                                       
CONECT    4    1    7                                                       
CONECT    5    3   35                                                       
CONECT    6    2   58                                                       
CONECT    7    4    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    7   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   16   17                                             
CONECT   13   12   15                                                       
CONECT   14    2                                                            
CONECT   15   13   60                                                       
CONECT   16   12                                                            
CONECT   17   12                                                            
CONECT   18   19                                                            
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36    5                                                  
CONECT   36   35                                                            
CONECT   37   38                                                            
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
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    6   59                                                  
CONECT   59   58                                                            
CONECT   60   61   62   63   15                                             
CONECT   61   60                                                            
CONECT   62   60                                                            
CONECT   63   60                                                            
MASTER        0    0    0    0    0    0    0    0   63    0  124    0
END
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3D PDB for HMDB0013589 (PGP(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)))

COMPND    HMDB0013589
HETATM    1  C1  UNL     1      -8.866   1.288  -0.799  1.00  0.00           C  
HETATM    2  C2  UNL     1      -8.413  -0.148  -0.548  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.966  -0.126  -0.368  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.043  -0.715  -1.082  1.00  0.00           C  
HETATM    5  C5  UNL     1      -6.182  -1.551  -2.253  1.00  0.00           C  
HETATM    6  C6  UNL     1      -7.479  -1.799  -2.831  1.00  0.00           C  
HETATM    7  C7  UNL     1      -8.019  -2.981  -2.920  1.00  0.00           C  
HETATM    8  C8  UNL     1      -7.434  -4.266  -2.461  1.00  0.00           C  
HETATM    9  C9  UNL     1      -7.309  -5.180  -3.621  1.00  0.00           C  
HETATM   10  C10 UNL     1      -6.216  -5.718  -4.104  1.00  0.00           C  
HETATM   11  C11 UNL     1      -4.899  -5.451  -3.501  1.00  0.00           C  
HETATM   12  C12 UNL     1      -4.229  -6.684  -2.984  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.885  -6.440  -2.361  1.00  0.00           C  
HETATM   14  C14 UNL     1      -1.955  -5.868  -3.395  1.00  0.00           C  
HETATM   15  C15 UNL     1      -0.578  -5.613  -2.828  1.00  0.00           C  
HETATM   16  C16 UNL     1       0.381  -5.070  -3.820  1.00  0.00           C  
HETATM   17  C17 UNL     1       0.042  -3.791  -4.476  1.00  0.00           C  
HETATM   18  C18 UNL     1      -0.101  -2.674  -3.531  1.00  0.00           C  
HETATM   19  O1  UNL     1      -0.412  -1.548  -4.059  1.00  0.00           O  
HETATM   20  O2  UNL     1       0.070  -2.743  -2.161  1.00  0.00           O  
HETATM   21  C19 UNL     1      -0.109  -1.561  -1.436  1.00  0.00           C  
HETATM   22  C20 UNL     1       0.094  -1.720   0.050  1.00  0.00           C  
HETATM   23  C21 UNL     1       1.499  -2.152   0.275  1.00  0.00           C  
HETATM   24  O3  UNL     1       1.862  -2.257   1.600  1.00  0.00           O  
HETATM   25  P1  UNL     1       3.496  -2.769   1.570  1.00  0.00           P  
HETATM   26  O4  UNL     1       3.490  -4.240   1.267  1.00  0.00           O  
HETATM   27  O5  UNL     1       4.230  -1.883   0.318  1.00  0.00           O  
HETATM   28  O6  UNL     1       4.279  -2.381   3.004  1.00  0.00           O  
HETATM   29  C22 UNL     1       4.768  -1.084   2.859  1.00  0.00           C  
HETATM   30  C23 UNL     1       5.498  -0.601   4.089  1.00  0.00           C  
HETATM   31  O7  UNL     1       4.710  -0.579   5.210  1.00  0.00           O  
HETATM   32  C24 UNL     1       6.717  -1.500   4.256  1.00  0.00           C  
HETATM   33  O8  UNL     1       7.449  -1.455   3.073  1.00  0.00           O  
HETATM   34  P2  UNL     1       8.831  -2.426   3.158  1.00  0.00           P  
HETATM   35  O9  UNL     1       8.873  -3.205   4.451  1.00  0.00           O  
HETATM   36  O10 UNL     1      10.197  -1.423   3.071  1.00  0.00           O  
HETATM   37  O11 UNL     1       8.859  -3.494   1.850  1.00  0.00           O  
HETATM   38  O12 UNL     1      -0.801  -2.647   0.646  1.00  0.00           O  
HETATM   39  C25 UNL     1      -1.761  -2.225   1.567  1.00  0.00           C  
HETATM   40  O13 UNL     1      -1.776  -0.994   1.813  1.00  0.00           O  
HETATM   41  C26 UNL     1      -2.720  -3.075   2.247  1.00  0.00           C  
HETATM   42  C27 UNL     1      -2.568  -3.150   3.753  1.00  0.00           C  
HETATM   43  C28 UNL     1      -2.693  -1.815   4.329  1.00  0.00           C  
HETATM   44  C29 UNL     1      -1.819  -1.154   5.067  1.00  0.00           C  
HETATM   45  C30 UNL     1      -0.543  -1.707   5.423  1.00  0.00           C  
HETATM   46  C31 UNL     1       0.743  -1.218   5.082  1.00  0.00           C  
HETATM   47  C32 UNL     1       1.123  -0.220   4.374  1.00  0.00           C  
HETATM   48  C33 UNL     1       0.155   0.703   3.711  1.00  0.00           C  
HETATM   49  C34 UNL     1       0.452   2.062   4.251  1.00  0.00           C  
HETATM   50  C35 UNL     1       0.778   3.053   3.453  1.00  0.00           C  
HETATM   51  C36 UNL     1       0.872   2.932   1.983  1.00  0.00           C  
HETATM   52  C37 UNL     1      -0.030   3.988   1.412  1.00  0.00           C  
HETATM   53  C38 UNL     1       0.481   4.889   0.621  1.00  0.00           C  
HETATM   54  C39 UNL     1       1.903   4.909   0.270  1.00  0.00           C  
HETATM   55  C40 UNL     1       1.971   4.725  -1.214  1.00  0.00           C  
HETATM   56  C41 UNL     1       2.527   5.542  -2.067  1.00  0.00           C  
HETATM   57  C42 UNL     1       3.192   6.797  -1.692  1.00  0.00           C  
HETATM   58  C43 UNL     1       4.636   6.678  -2.181  1.00  0.00           C  
HETATM   59  C44 UNL     1       5.440   7.895  -1.882  1.00  0.00           C  
HETATM   60  C45 UNL     1       5.542   8.217  -0.425  1.00  0.00           C  
HETATM   61  C46 UNL     1       6.379   9.480  -0.214  1.00  0.00           C  
HETATM   62  H1  UNL     1      -9.790   1.254  -1.397  1.00  0.00           H  
HETATM   63  H2  UNL     1      -9.074   1.843   0.131  1.00  0.00           H  
HETATM   64  H3  UNL     1      -8.084   1.866  -1.349  1.00  0.00           H  
HETATM   65  H4  UNL     1      -8.875  -0.891  -1.159  1.00  0.00           H  
HETATM   66  H5  UNL     1      -8.870  -0.363   0.503  1.00  0.00           H  
HETATM   67  H6  UNL     1      -6.620   0.492   0.518  1.00  0.00           H  
HETATM   68  H7  UNL     1      -4.997  -0.520  -0.700  1.00  0.00           H  
HETATM   69  H8  UNL     1      -5.577  -1.029  -3.094  1.00  0.00           H  
HETATM   70  H9  UNL     1      -5.614  -2.518  -2.070  1.00  0.00           H  
HETATM   71  H10 UNL     1      -8.033  -0.942  -3.249  1.00  0.00           H  
HETATM   72  H11 UNL     1      -9.022  -3.050  -3.384  1.00  0.00           H  
HETATM   73  H12 UNL     1      -8.263  -4.694  -1.774  1.00  0.00           H  
HETATM   74  H13 UNL     1      -6.588  -4.197  -1.798  1.00  0.00           H  
HETATM   75  H14 UNL     1      -8.282  -5.408  -4.112  1.00  0.00           H  
HETATM   76  H15 UNL     1      -6.262  -6.386  -4.979  1.00  0.00           H  
HETATM   77  H16 UNL     1      -4.265  -5.079  -4.352  1.00  0.00           H  
HETATM   78  H17 UNL     1      -4.982  -4.735  -2.697  1.00  0.00           H  
HETATM   79  H18 UNL     1      -4.860  -7.160  -2.178  1.00  0.00           H  
HETATM   80  H19 UNL     1      -4.128  -7.471  -3.771  1.00  0.00           H  
HETATM   81  H20 UNL     1      -2.468  -7.362  -1.893  1.00  0.00           H  
HETATM   82  H21 UNL     1      -3.013  -5.702  -1.513  1.00  0.00           H  
HETATM   83  H22 UNL     1      -1.903  -6.581  -4.239  1.00  0.00           H  
HETATM   84  H23 UNL     1      -2.416  -4.935  -3.777  1.00  0.00           H  
HETATM   85  H24 UNL     1      -0.194  -6.577  -2.424  1.00  0.00           H  
HETATM   86  H25 UNL     1      -0.673  -4.929  -1.964  1.00  0.00           H  
HETATM   87  H26 UNL     1       1.396  -4.941  -3.346  1.00  0.00           H  
HETATM   88  H27 UNL     1       0.564  -5.843  -4.623  1.00  0.00           H  
HETATM   89  H28 UNL     1      -0.790  -3.851  -5.208  1.00  0.00           H  
HETATM   90  H29 UNL     1       0.931  -3.521  -5.123  1.00  0.00           H  
HETATM   91  H30 UNL     1      -1.042  -1.019  -1.682  1.00  0.00           H  
HETATM   92  H31 UNL     1       0.716  -0.861  -1.765  1.00  0.00           H  
HETATM   93  H32 UNL     1      -0.121  -0.691   0.473  1.00  0.00           H  
HETATM   94  H33 UNL     1       2.161  -1.362  -0.189  1.00  0.00           H  
HETATM   95  H34 UNL     1       1.653  -3.115  -0.237  1.00  0.00           H  
HETATM   96  H35 UNL     1       5.151  -2.239   0.247  1.00  0.00           H  
HETATM   97  H36 UNL     1       5.454  -1.100   1.985  1.00  0.00           H  
HETATM   98  H37 UNL     1       3.910  -0.461   2.580  1.00  0.00           H  
HETATM   99  H38 UNL     1       5.890   0.411   3.861  1.00  0.00           H  
HETATM  100  H39 UNL     1       4.505   0.379   5.431  1.00  0.00           H  
HETATM  101  H40 UNL     1       7.309  -1.102   5.096  1.00  0.00           H  
HETATM  102  H41 UNL     1       6.356  -2.531   4.468  1.00  0.00           H  
HETATM  103  H42 UNL     1      10.133  -0.808   2.299  1.00  0.00           H  
HETATM  104  H43 UNL     1       8.312  -3.194   1.097  1.00  0.00           H  
HETATM  105  H44 UNL     1      -3.779  -2.748   2.051  1.00  0.00           H  
HETATM  106  H45 UNL     1      -2.697  -4.139   1.871  1.00  0.00           H  
HETATM  107  H46 UNL     1      -3.489  -3.729   4.096  1.00  0.00           H  
HETATM  108  H47 UNL     1      -1.732  -3.765   4.060  1.00  0.00           H  
HETATM  109  H48 UNL     1      -3.647  -1.292   4.115  1.00  0.00           H  
HETATM  110  H49 UNL     1      -2.148  -0.167   5.442  1.00  0.00           H  
HETATM  111  H50 UNL     1      -0.586  -2.863   5.317  1.00  0.00           H  
HETATM  112  H51 UNL     1      -0.594  -1.708   6.617  1.00  0.00           H  
HETATM  113  H52 UNL     1       1.630  -1.813   5.507  1.00  0.00           H  
HETATM  114  H53 UNL     1       2.217   0.015   4.214  1.00  0.00           H  
HETATM  115  H54 UNL     1       0.427   0.713   2.614  1.00  0.00           H  
HETATM  116  H55 UNL     1      -0.886   0.532   3.858  1.00  0.00           H  
HETATM  117  H56 UNL     1       0.394   2.219   5.335  1.00  0.00           H  
HETATM  118  H57 UNL     1       0.987   4.017   3.961  1.00  0.00           H  
HETATM  119  H58 UNL     1       1.898   2.951   1.685  1.00  0.00           H  
HETATM  120  H59 UNL     1       0.349   1.986   1.662  1.00  0.00           H  
HETATM  121  H60 UNL     1      -1.082   3.966   1.676  1.00  0.00           H  
HETATM  122  H61 UNL     1      -0.153   5.665   0.191  1.00  0.00           H  
HETATM  123  H62 UNL     1       2.244   5.957   0.493  1.00  0.00           H  
HETATM  124  H63 UNL     1       2.572   4.183   0.694  1.00  0.00           H  
HETATM  125  H64 UNL     1       1.497   3.805  -1.591  1.00  0.00           H  
HETATM  126  H65 UNL     1       2.472   5.235  -3.141  1.00  0.00           H  
HETATM  127  H66 UNL     1       2.697   7.603  -2.300  1.00  0.00           H  
HETATM  128  H67 UNL     1       3.181   6.984  -0.639  1.00  0.00           H  
HETATM  129  H68 UNL     1       4.591   6.440  -3.258  1.00  0.00           H  
HETATM  130  H69 UNL     1       5.064   5.784  -1.659  1.00  0.00           H  
HETATM  131  H70 UNL     1       6.439   7.850  -2.351  1.00  0.00           H  
HETATM  132  H71 UNL     1       4.932   8.771  -2.380  1.00  0.00           H  
HETATM  133  H72 UNL     1       6.120   7.383   0.053  1.00  0.00           H  
HETATM  134  H73 UNL     1       4.585   8.387   0.065  1.00  0.00           H  
HETATM  135  H74 UNL     1       5.764  10.302   0.210  1.00  0.00           H  
HETATM  136  H75 UNL     1       6.767   9.812  -1.221  1.00  0.00           H  
HETATM  137  H76 UNL     1       7.229   9.291   0.462  1.00  0.00           H  
CONECT    1    2   62   63   64
CONECT    2    3   65   66
CONECT    3    4    4   67
CONECT    4    5   68
CONECT    5    6   69   70
CONECT    6    7    7   71
CONECT    7    8   72
CONECT    8    9   73   74
CONECT    9   10   10   75
CONECT   10   11   76
CONECT   11   12   77   78
CONECT   12   13   79   80
CONECT   13   14   81   82
CONECT   14   15   83   84
CONECT   15   16   85   86
CONECT   16   17   87   88
CONECT   17   18   89   90
CONECT   18   19   19   20
CONECT   20   21
CONECT   21   22   91   92
CONECT   22   23   38   93
CONECT   23   24   94   95
CONECT   24   25
CONECT   25   26   26   27   28
CONECT   27   96
CONECT   28   29
CONECT   29   30   97   98
CONECT   30   31   32   99
CONECT   31  100
CONECT   32   33  101  102
CONECT   33   34
CONECT   34   35   35   36   37
CONECT   36  103
CONECT   37  104
CONECT   38   39
CONECT   39   40   40   41
CONECT   41   42  105  106
CONECT   42   43  107  108
CONECT   43   44   44  109
CONECT   44   45  110
CONECT   45   46  111  112
CONECT   46   47   47  113
CONECT   47   48  114
CONECT   48   49  115  116
CONECT   49   50   50  117
CONECT   50   51  118
CONECT   51   52  119  120
CONECT   52   53   53  121
CONECT   53   54  122
CONECT   54   55  123  124
CONECT   55   56   56  125
CONECT   56   57  126
CONECT   57   58  127  128
CONECT   58   59  129  130
CONECT   59   60  131  132
CONECT   60   61  133  134
CONECT   61  135  136  137
END
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SMILES for HMDB0013589 (PGP(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)))

[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/C\C=C/C\C=C/CC)OC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCCC
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INCHI for HMDB0013589 (PGP(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)))

InChI=1S/C46H76O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-46(49)59-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)41-55-45(48)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h6,8,11-14,17-19,21-23,26,28,32,34,43-44,47H,3-5,7,9-10,15-16,20,24-25,27,29-31,33,35-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b8-6-,13-11-,14-12-,19-17-,22-21-,23-18-,28-26-,34-32-/t43-,44+/m0/s1
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View in JSmolView Stereo Labels
Synonyms
ValueSource
PGP(40:8)Lipid Annotator, HMDB
PGP(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z))Lipid Annotator
1-a-linolenoyl-2-osbondoyl-sn-glycero-3-phospho-(1'-sn-glycerol-3'-phosphate)Lipid Annotator, HMDB
PGP(18:3/22:5)Lipid Annotator, HMDB
1-(9Z,12Z,15Z-octadeatrienoyl)-2-(4Z,7Z,10Z,13Z,16Z-docosapentaenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol-3'-phosphate)Lipid Annotator, HMDB
3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acidLipid Annotator, HMDB
1-alpha-Linolenoyl-2-osbondoyl-sn-glycero-3-phospho-(1'-sn-glycerol-3'-phosphate)HMDB
PGP(18:3n3/22:5n6)HMDB
PGP(18:3W3/22:5W6)HMDB
[(2S)-3-({[(2R)-2-[(4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoyloxy]-3-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy]propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonateGenerator
Chemical FormulaC46H76O13P2
Average Molecular Weight899.0354
Monoisotopic Molecular Weight898.476115542
IUPAC Name[(2S)-3-({[(2R)-2-[(4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoyloxy]-3-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy]propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid
Traditional Name(2S)-3-{[(2R)-2-[(4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoyloxy]-3-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy]propoxy(hydroxy)phosphoryl]oxy}-2-hydroxypropoxyphosphonic acid
CAS Registry NumberNot Available
SMILES
CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCC(=O)O[C@]([H])(COC(=O)CCCCCCC\C=C/C\C=C/C\C=C/CC)COP(=O)(O)OC[C@@]([H])(O)COP(=O)(O)O
InChI Identifier
InChI=1S/C46H76O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-46(49)59-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)41-55-45(48)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h6,8,11-14,17-19,21-23,26,28,32,34,43-44,47H,3-5,7,9-10,15-16,20,24-25,27,29-31,33,35-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b8-6-,13-11-,14-12-,19-17-,22-21-,23-18-,28-26-,34-32-/t43-,44+/m0/s1
InChI KeyPYFXNAYMMXRQJR-TVFHYZSLSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phosphatidylglycerophosphates. These are glycerophosphoglycerophosphates in which two fatty acids are bonded to the 1-glycerol moiety through ester linkages.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassGlycerophospholipids
Sub ClassGlycerophosphoglycerophosphates
Direct ParentPhosphatidylglycerophosphates
Alternative Parents
Substituents
  • Diacylglycerophosphoglycerophosphate
  • Sn-glycerol-3-phosphate
  • Fatty acid ester
  • Monoalkyl phosphate
  • Dialkyl phosphate
  • Dicarboxylic acid or derivatives
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Alkyl phosphate
  • Fatty acyl
  • Secondary alcohol
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Organooxygen compound
  • Organic oxide
  • Organic oxygen compound
  • Alcohol
  • Carbonyl group
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Organoleptic effect
Disposition
Biological locationRoute of exposureSource
Process
Naturally occurring process
Role
Biological roleIndustrial application
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.00088 g/LALOGPS
logP7.37ALOGPS
logP11.47ChemAxon
logS-6ALOGPS
pKa (Strongest Acidic)1.35ChemAxon
pKa (Strongest Basic)-3.4ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area195.35 ŲChemAxon
Rotatable Bond Count42ChemAxon
Refractivity251.92 m³·mol⁻¹ChemAxon
Polarizability98.35 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+284.130932474
DeepCCS[M-H]-282.0930932474
DeepCCS[M-2H]-316.12130932474
DeepCCS[M+Na]+290.56430932474
AllCCS[M+H]+302.532859911
AllCCS[M+H-H2O]+302.532859911
AllCCS[M+NH4]+302.532859911
AllCCS[M+Na]+302.432859911
AllCCS[M-H]-304.132859911
AllCCS[M+Na-2H]-311.432859911
AllCCS[M+HCOO]-319.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
PGP(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z))CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCC(=O)O[C@]([H])(COC(=O)CCCCCCC\C=C/C\C=C/C\C=C/CC)COP(=O)(O)OC[C@@]([H])(O)COP(=O)(O)O6305.8Standard polar33892256
PGP(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z))CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCC(=O)O[C@]([H])(COC(=O)CCCCCCC\C=C/C\C=C/C\C=C/CC)COP(=O)(O)OC[C@@]([H])(O)COP(=O)(O)O4914.9Standard non polar33892256
PGP(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z))CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCC(=O)O[C@]([H])(COC(=O)CCCCCCC\C=C/C\C=C/C\C=C/CC)COP(=O)(O)OC[C@@]([H])(O)COP(=O)(O)O6194.8Semi standard non polar33892256
Spectra

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - PGP(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)) 10V, Positive-QTOFsplash10-03ea-1396035280-1747cec6d472cc3958872017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - PGP(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)) 20V, Positive-QTOFsplash10-03di-3395023310-9823653973690b04576a2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - PGP(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)) 40V, Positive-QTOFsplash10-0a4i-9377104500-02ea7a5f54bf37d66cb82017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - PGP(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)) 10V, Negative-QTOFsplash10-004i-4092020120-8f2d246878a692c215302017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - PGP(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)) 20V, Negative-QTOFsplash10-004i-9050000000-2a50295d44f15fc2b0d02017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - PGP(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)) 40V, Negative-QTOFsplash10-004i-9000000000-534a65ecdbf6ea27fa022017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - PGP(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)) 10V, Negative-QTOFsplash10-0002-0000000090-28ccea0a1307488f812b2021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - PGP(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)) 20V, Negative-QTOFsplash10-002b-9042161150-abc5d29e47233da263ef2021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - PGP(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)) 40V, Negative-QTOFsplash10-004i-9085120010-4702bb1961862bebcba62021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - PGP(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)) 10V, Positive-QTOFsplash10-0002-1001005190-389042510db4182fd36a2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - PGP(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)) 20V, Positive-QTOFsplash10-0pba-1301005940-91e77061aa36d06693dc2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - PGP(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)) 40V, Positive-QTOFsplash10-00s9-0161965600-9ed4dddccbad1a088a202021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen LocationsNot Available
Tissue Locations
  • All Tissues
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB029589
KNApSAcK IDNot Available
Chemspider ID35032766
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53481907
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  5. Divecha N, Irvine RF: Phospholipid signaling. Cell. 1995 Jan 27;80(2):269-78. [PubMed:7834746 ]
  6. Cevc, Gregor (1993). Phospholipids Handbook. Marcel Dekker.
  7. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.