MiMeDB: Showing metabocard for PG(15:0/16:1) (MMDBc0030441)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 00:08:23 UTC

Update Date

2022-08-31 17:51:02 UTC

Metabolite ID

MMDBc0030441

Metabolite Identification

Common Name

PG(15:0/16:1)

Description

PG(15:0/16:1) is a phosphatidylglycerol or glycerophospholipid (PG or GP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. 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. PG(15:0/16:1), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. 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. PG also serves as a precursor for the synthesis of cardiolipin. PG is synthesized from CDP-diacylglycerol and glycerol-3-phosphate.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 10101207542D          

 48 47  0  0  0  0            999 V2000
   26.2815  -14.3487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.2815  -13.5237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5671  -13.1112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8526  -13.5237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5671  -12.2862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8526  -11.8737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8526  -11.0487    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   24.0276  -11.0487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.6776  -11.0487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8526  -10.2237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5671   -9.8112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5671   -8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8526   -8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1381   -8.9862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4237   -8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4237   -7.7487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7092   -8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9947   -8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2802   -8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5658   -8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8513   -8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1368   -8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4224   -8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7079   -8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9934   -8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2789   -8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5645   -8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8500   -8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1355   -8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4211   -8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2815   -8.5737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9960   -8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9960   -9.8112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.7105   -8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4249   -8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1394   -8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8539   -8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5684   -8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2828   -8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9973   -8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7118   -8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4262   -8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4262   -7.7487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7118   -7.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7118   -6.5112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9973   -6.0987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9973   -5.2737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2828   -4.8612    0.0000 C   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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  7 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  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 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
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 12 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 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  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
M  END


  Mrv0541 10101207542D          

 48 47  0  0  0  0            999 V2000
   26.2815  -14.3487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.2815  -13.5237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5671  -13.1112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8526  -13.5237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5671  -12.2862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8526  -11.8737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8526  -11.0487    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   24.0276  -11.0487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.6776  -11.0487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8526  -10.2237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5671   -9.8112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5671   -8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8526   -8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1381   -8.9862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4237   -8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4237   -7.7487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7092   -8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9947   -8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2802   -8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5658   -8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8513   -8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1368   -8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4224   -8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7079   -8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9934   -8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2789   -8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5645   -8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8500   -8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1355   -8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4211   -8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2815   -8.5737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9960   -8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9960   -9.8112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.7105   -8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4249   -8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1394   -8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8539   -8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5684   -8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2828   -8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9973   -8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7118   -8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4262   -8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4262   -7.7487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7118   -7.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7118   -6.5112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9973   -6.0987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9973   -5.2737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2828   -4.8612    0.0000 C   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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  7 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  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 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
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 12 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 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  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0030441

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCCCCCCCCCCCC(=O)OCC(COP(O)(=O)OCC(O)CO)OC(=O)CCCCCCC\C=C/CCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C37H71O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(41)47-35(33-46-48(42,43)45-31-34(39)30-38)32-44-36(40)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,34-35,38-39H,3-12,14,16-33H2,1-2H3,(H,42,43)/b15-13-

> <INCHI_KEY>
XINYTKIWPKLZAT-SQFISAMPSA-N

> <FORMULA>
C37H71O10P

> <MOLECULAR_WEIGHT>
706.9274

> <EXACT_MASS>
706.478485004

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
84.73905707564921

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2,3-dihydroxypropoxy)({2-[(9Z)-hexadec-9-enoyloxy]-3-(pentadecanoyloxy)propoxy})phosphinic acid

> <ALOGPS_LOGP>
7.48

> <JCHEM_LOGP>
10.130561197666664

> <ALOGPS_LOGS>
-6.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.641245576372423

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8907737771908404

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9689647678483633

> <JCHEM_POLAR_SURFACE_AREA>
148.82

> <JCHEM_REFRACTIVITY>
191.8245

> <JCHEM_ROTATABLE_BOND_COUNT>
38

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.60e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,3-dihydroxypropoxy(2-[(9Z)-hexadec-9-enoyloxy]-3-(pentadecanoyloxy)propoxy)phosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-OCT-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-OCT-12         0                                  
HETATM    1  O   UNK     0      49.059 -26.784   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      49.059 -25.244   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      47.725 -24.474   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      46.392 -25.244   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      47.725 -22.934   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      46.392 -22.164   0.000  0.00  0.00           O+0
HETATM    7  P   UNK     0      46.392 -20.624   0.000  0.00  0.00           P+0
HETATM    8  O   UNK     0      44.852 -20.624   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      47.932 -20.624   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      46.392 -19.084   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      47.725 -18.314   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      47.725 -16.774   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      46.392 -16.004   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      45.058 -16.774   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      43.724 -16.004   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      43.724 -14.464   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      42.390 -16.774   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      41.057 -16.004   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      39.723 -16.774   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      38.389 -16.004   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      37.056 -16.774   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      35.722 -16.004   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      34.388 -16.774   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      33.055 -16.004   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      31.721 -16.774   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      30.387 -16.004   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      29.054 -16.774   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      27.720 -16.004   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      26.386 -16.774   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      25.053 -16.004   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      49.059 -16.004   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      50.393 -16.774   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      50.393 -18.314   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      51.726 -16.004   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      53.060 -16.774   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      54.394 -16.004   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      55.727 -16.774   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      57.061 -16.004   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      58.395 -16.774   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      59.728 -16.004   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      61.062 -16.774   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      62.396 -16.004   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      62.396 -14.464   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      61.062 -13.694   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      61.062 -12.154   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      59.728 -11.384   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      59.728  -9.844   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      58.395  -9.074   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    7   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   31                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   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                                                            
CONECT   31   12   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   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                                                            
MASTER        0    0    0    0    0    0    0    0   48    0   94    0
END

Synonyms

Not Available

Molecular Formula

C₃₇H₇₁O₁₀P

Average Mass

706.9274

Monoisotopic Mass

706.478485004

IUPAC Name

(2,3-dihydroxypropoxy)({2-[(9Z)-hexadec-9-enoyloxy]-3-(pentadecanoyloxy)propoxy})phosphinic acid

Traditional Name

2,3-dihydroxypropoxy(2-[(9Z)-hexadec-9-enoyloxy]-3-(pentadecanoyloxy)propoxy)phosphinic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCC(=O)OCC(COP(O)(=O)OCC(O)CO)OC(=O)CCCCCCC\C=C/CCCCCC

InChI Identifier

InChI=1S/C37H71O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(41)47-35(33-46-48(42,43)45-31-34(39)30-38)32-44-36(40)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,34-35,38-39H,3-12,14,16-33H2,1-2H3,(H,42,43)/b15-13-

InChI Key

XINYTKIWPKLZAT-SQFISAMPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phosphatidylglycerols. These are glycerophosphoglycerols in which two fatty acids are bonded to the 1-glycerol moiety through ester linkages. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoglycerols

Direct Parent

Phosphatidylglycerols

Alternative Parents

Substituents

1,2-diacylglycerophosphoglycerol
Dialkyl phosphate
Fatty acid ester
Fatty acyl
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Dicarboxylic acid or derivatives
Secondary alcohol
Carboxylic acid ester
1,2-diol
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.00016 g/L	ALOGPS
logP	7.48	ALOGPS
logP	10.13	ChemAxon
logS	-6.6	ALOGPS
pKa (Strongest Acidic)	1.89	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	148.82 Å²	ChemAxon
Rotatable Bond Count	38	ChemAxon
Refractivity	191.82 m³·mol⁻¹	ChemAxon
Polarizability	84.74 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0ukc-0190201100-66ce7828710ec1c34201	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0096-4391101000-9e150e0097254381cea4	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9121000000-0e3b63270157e9cf1bd8	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0550-3190513200-d53017fd4cee86815b50	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004r-4290212000-a291d73d3b9395d71433	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a71-8391020000-5236713f3d8d78c3badd	2015-09-15	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0037666	PG(15:0/16:1)	LysoPG(0:0/16:1(9Z))	Not Available		RHEA	34755880

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

138296518

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Oursel D, Loutelier-Bourhis C, Orange N, Chevalier S, Norris V, Lange CM: Lipid composition of membranes of Escherichia coli by liquid chromatography/tandem mass spectrometry using negative electrospray ionization. Rapid Commun Mass Spectrom. 2007;21(11):1721-8. doi: 10.1002/rcm.3013. [PubMed:17477452 ]
Kanehisa M, Goto S, Sato Y, Furumichi M, Tanabe M: KEGG for integration and interpretation of large-scale molecular data sets. Nucleic Acids Res. 2012 Jan;40(Database issue):D109-14. doi: 10.1093/nar/gkr988. Epub 2011 Nov 10. [PubMed:22080510 ]

Showing metabocard for PG(15:0/16:1) (MMDBc0030441)

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