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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 18:00:56 UTC

Update Date

2021-09-23 18:00:56 UTC

HMDB ID

HMDB0302468

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Phosphatidylglycerol

Description

Phosphatidylglycerol is a member of the class of compounds known as glycerophosphates. Glycerophosphates are compounds containing a glycerol linked to a phosphate group. Phosphatidylglycerol is soluble (in water) and a moderately acidic compound (based on its pKa). Phosphatidylglycerol can be found in a number of food items such as green bell pepper, fig, papaya, and carrot, which makes phosphatidylglycerol a potential biomarker for the consumption of these food products. Approximately 98% of alveolar wall surface area is due to the presence of type I cells, with type II cells producing pulmonary surfactant covering around 2% of the alveolar walls. Once surfactant is secreted by the type II cells, it must be spread over the remaining type I cellular surface area. Phosphatidylglycerol is thought to be important in spreading of surfactant over the Type I cellular surface area. The major surfactant deficiency in premature infants relates to the lack of phosphatidylglycerol, even though it comprises less than 5% of pulmonary surfactant phospholipids. It is synthesized by head group exchange of a phosphatidylcholine enriched phospholipid using the enzyme phospholipase D .

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0302468
     RDKit          3D
Phosphatidylglycerol
 39 36  0  0  0  0  0  0  0  0999 V2000
    1.2561    0.0362   -0.0347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0909   -0.3790   -0.5462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1259    0.2104    0.3939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9379    0.1281   -0.0246 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4722   -0.3783   -0.2727 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4200    0.5468    0.1664 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8866   -0.8502    1.0894 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3790    0.2454    0.1567 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.1324    1.7263    0.5457 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8750   -0.1792   -1.3941 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7290    0.4697    0.2779 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0163   -0.6973    0.4558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4529   -0.3398    0.5481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2417   -1.4872    0.7306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8927    0.4160   -0.6943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2254    0.7951   -0.5473 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1007   -0.3190   -0.6181 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2583    1.1460    0.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3167   -0.3230    1.0320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2471   -1.4558   -0.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2317    0.0561   -1.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7733    0.9020   -0.1627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7919   -0.5871    0.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6711    0.7133    1.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8791    1.2411   -0.1822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6761   -0.2935   -0.7111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2450   -0.0072    1.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5999   -0.4499   -1.3781 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6870   -1.3259    0.2254 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5589    0.5388    1.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1949    2.2698   -0.2904 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8501   -0.4273   -1.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2700   -1.2138    1.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1667   -1.3874   -0.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6552    0.3136    1.4217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2955   -1.7072    1.7083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2920    1.3565   -0.7185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7423   -0.1934   -1.6067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7023    0.8903   -1.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  4  5  1  0
  5  6  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  9 31  1  0
 10 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
M  END


  Mrv1533007131513362D          

 16 13  0  0  0  0            999 V2000
    1.3200   -1.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0825   -0.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9075   -0.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1450   -1.0003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3200    0.4287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9800    0.4287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1550    1.2537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1550   -0.3963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3300    0.4287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1550    0.4287    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    4.5021    0.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9311    0.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2166   -0.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.6503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.0628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.6503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  1  1  0  0  0  0
  5  3  1  0  0  0  0
  9  2  1  0  0  0  0
 10  6  1  0  0  0  0
 10  7  1  0  0  0  0
 10  8  2  0  0  0  0
 10  9  1  0  0  0  0
 13 11  1  0  0  0  0
 13 12  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302468

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC.CCO.OCC(O)COP(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C3H9O6P.C3H8.C2H6O/c4-1-3(5)2-9-10(6,7)8;1-3-2;1-2-3/h3-5H,1-2H2,(H2,6,7,8);3H2,1-2H3;3H,2H2,1H3

> <INCHI_KEY>
GDQGIGPGALPYCN-UHFFFAOYSA-N

> <FORMULA>
C8H23O7P

> <MOLECULAR_WEIGHT>
262.239

> <EXACT_MASS>
262.118140079

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
13.450137666564107

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2,3-dihydroxypropoxy)phosphonic acid; ethanol; propane

> <ALOGPS_LOGP>
-1.84

> <JCHEM_LOGP>
-1.9625800539999998

> <ALOGPS_LOGS>
-0.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.533552281214722

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.5077547010974532

> <JCHEM_PKA_STRONGEST_BASIC>
-2.968964717967575

> <JCHEM_POLAR_SURFACE_AREA>
107.22000000000001

> <JCHEM_REFRACTIVITY>
31.389

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.06e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethyl alcohol propane α-glycerophosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302468
     RDKit          3D
Phosphatidylglycerol
 39 36  0  0  0  0  0  0  0  0999 V2000
    1.2561    0.0362   -0.0347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0909   -0.3790   -0.5462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1259    0.2104    0.3939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9379    0.1281   -0.0246 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4722   -0.3783   -0.2727 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4200    0.5468    0.1664 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8866   -0.8502    1.0894 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3790    0.2454    0.1567 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.1324    1.7263    0.5457 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8750   -0.1792   -1.3941 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7290    0.4697    0.2779 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0163   -0.6973    0.4558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4529   -0.3398    0.5481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2417   -1.4872    0.7306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8927    0.4160   -0.6943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2254    0.7951   -0.5473 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1007   -0.3190   -0.6181 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2583    1.1460    0.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3167   -0.3230    1.0320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2471   -1.4558   -0.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2317    0.0561   -1.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7733    0.9020   -0.1627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7919   -0.5871    0.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6711    0.7133    1.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8791    1.2411   -0.1822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6761   -0.2935   -0.7111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2450   -0.0072    1.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5999   -0.4499   -1.3781 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6870   -1.3259    0.2254 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5589    0.5388    1.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1949    2.2698   -0.2904 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8501   -0.4273   -1.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2700   -1.2138    1.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1667   -1.3874   -0.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6552    0.3136    1.4217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2955   -1.7072    1.7083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2920    1.3565   -0.7185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7423   -0.1934   -1.6067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7023    0.8903   -1.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  4  5  1  0
  5  6  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  9 31  1  0
 10 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
M  END

HEADER    PROTEIN                                 13-JUL-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-JUL-15         0                                  
HETATM    1  C   UNK     0       2.464  -1.867   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.154  -0.533   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.694  -0.533   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.004  -1.867   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       2.464   0.800   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      -3.696   0.800   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -2.156   2.340   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -2.156  -0.740   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -0.616   0.800   0.000  0.00  0.00           O+0
HETATM   10  P   UNK     0      -2.156   0.800   0.000  0.00  0.00           P+0
HETATM   11  C   UNK     0       8.404   0.257   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.071   0.257   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.738  -0.513   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.334  -4.947   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000  -5.717   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.334  -4.947   0.000  0.00  0.00           O+0
CONECT    1    3    4                                                       
CONECT    2    3    9                                                       
CONECT    3    1    2    5                                                  
CONECT    4    1                                                            
CONECT    5    3                                                            
CONECT    6   10                                                            
CONECT    7   10                                                            
CONECT    8   10                                                            
CONECT    9    2   10                                                       
CONECT   10    6    7    8    9                                             
CONECT   11   13                                                            
CONECT   12   13                                                            
CONECT   13   11   12                                                       
CONECT   14   15                                                            
CONECT   15   14   16                                                       
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   26    0
END

COMPND    HMDB0302468
HETATM    1  C1  UNL     1       1.256   0.036  -0.035  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.091  -0.379  -0.546  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.126   0.210   0.394  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.938   0.128  -0.025  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.472  -0.378  -0.273  1.00  0.00           C  
HETATM    6  O1  UNL     1       1.420   0.547   0.166  1.00  0.00           O  
HETATM    7  O2  UNL     1       2.887  -0.850   1.089  1.00  0.00           O  
HETATM    8  P1  UNL     1       2.379   0.245   0.157  1.00  0.00           P  
HETATM    9  O3  UNL     1       3.132   1.726   0.546  1.00  0.00           O  
HETATM   10  O4  UNL     1       2.875  -0.179  -1.394  1.00  0.00           O  
HETATM   11  O5  UNL     1       0.729   0.470   0.278  1.00  0.00           O  
HETATM   12  C6  UNL     1       0.016  -0.697   0.456  1.00  0.00           C  
HETATM   13  C7  UNL     1      -1.453  -0.340   0.548  1.00  0.00           C  
HETATM   14  O6  UNL     1      -2.242  -1.487   0.731  1.00  0.00           O  
HETATM   15  C8  UNL     1      -1.893   0.416  -0.694  1.00  0.00           C  
HETATM   16  O7  UNL     1      -3.225   0.795  -0.547  1.00  0.00           O  
HETATM   17  H1  UNL     1       2.101  -0.319  -0.618  1.00  0.00           H  
HETATM   18  H2  UNL     1       1.258   1.146   0.031  1.00  0.00           H  
HETATM   19  H3  UNL     1       1.317  -0.323   1.032  1.00  0.00           H  
HETATM   20  H4  UNL     1      -0.247  -1.456  -0.611  1.00  0.00           H  
HETATM   21  H5  UNL     1      -0.232   0.056  -1.574  1.00  0.00           H  
HETATM   22  H6  UNL     1      -1.773   0.902  -0.163  1.00  0.00           H  
HETATM   23  H7  UNL     1      -1.792  -0.587   0.823  1.00  0.00           H  
HETATM   24  H8  UNL     1      -0.671   0.713   1.267  1.00  0.00           H  
HETATM   25  H9  UNL     1      -0.879   1.241  -0.182  1.00  0.00           H  
HETATM   26  H10 UNL     1      -1.676  -0.294  -0.711  1.00  0.00           H  
HETATM   27  H11 UNL     1      -1.245  -0.007   1.042  1.00  0.00           H  
HETATM   28  H12 UNL     1       0.600  -0.450  -1.378  1.00  0.00           H  
HETATM   29  H13 UNL     1       0.687  -1.326   0.225  1.00  0.00           H  
HETATM   30  H14 UNL     1       1.559   0.539   1.135  1.00  0.00           H  
HETATM   31  H15 UNL     1       3.195   2.270  -0.290  1.00  0.00           H  
HETATM   32  H16 UNL     1       3.850  -0.427  -1.310  1.00  0.00           H  
HETATM   33  H17 UNL     1       0.270  -1.214   1.410  1.00  0.00           H  
HETATM   34  H18 UNL     1       0.167  -1.387  -0.387  1.00  0.00           H  
HETATM   35  H19 UNL     1      -1.655   0.314   1.422  1.00  0.00           H  
HETATM   36  H20 UNL     1      -2.295  -1.707   1.708  1.00  0.00           H  
HETATM   37  H21 UNL     1      -1.292   1.357  -0.718  1.00  0.00           H  
HETATM   38  H22 UNL     1      -1.742  -0.193  -1.607  1.00  0.00           H  
HETATM   39  H23 UNL     1      -3.702   0.890  -1.396  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3   20   21
CONECT    3   22   23   24
CONECT    4    5   25   26   27
CONECT    5    6   28   29
CONECT    6   30
CONECT    7    8    8
CONECT    8    9   10   11
CONECT    9   31
CONECT   10   32
CONECT   11   12
CONECT   12   13   33   34
CONECT   13   14   15   35
CONECT   14   36
CONECT   15   16   37   38
CONECT   16   39
END

HMDB0302468
     RDKit          3D
Phosphatidylglycerol
 39 36  0  0  0  0  0  0  0  0999 V2000
    1.2561    0.0362   -0.0347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0909   -0.3790   -0.5462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1259    0.2104    0.3939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9379    0.1281   -0.0246 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4722   -0.3783   -0.2727 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4200    0.5468    0.1664 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8866   -0.8502    1.0894 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3790    0.2454    0.1567 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.1324    1.7263    0.5457 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8750   -0.1792   -1.3941 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7290    0.4697    0.2779 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0163   -0.6973    0.4558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4529   -0.3398    0.5481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2417   -1.4872    0.7306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8927    0.4160   -0.6943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2254    0.7951   -0.5473 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1007   -0.3190   -0.6181 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2583    1.1460    0.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3167   -0.3230    1.0320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2471   -1.4558   -0.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2317    0.0561   -1.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7733    0.9020   -0.1627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7919   -0.5871    0.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6711    0.7133    1.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8791    1.2411   -0.1822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6761   -0.2935   -0.7111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2450   -0.0072    1.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5999   -0.4499   -1.3781 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6870   -1.3259    0.2254 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5589    0.5388    1.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1949    2.2698   -0.2904 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8501   -0.4273   -1.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2700   -1.2138    1.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1667   -1.3874   -0.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6552    0.3136    1.4217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2955   -1.7072    1.7083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2920    1.3565   -0.7185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7423   -0.1934   -1.6067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7023    0.8903   -1.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  4  5  1  0
  5  6  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  9 31  1  0
 10 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2,3-Dihydroxypropoxy)phosphonate; ethanol; propane	Generator

Chemical Formula

C₈H₂₃O₇P

Average Molecular Weight

262.239

Monoisotopic Molecular Weight

262.118140079

IUPAC Name

(2,3-dihydroxypropoxy)phosphonic acid; ethanol; propane

Traditional Name

ethyl alcohol propane α-glycerophosphate

CAS Registry Number

Not Available

SMILES

CCC.CCO.OCC(O)COP(O)(O)=O

InChI Identifier

InChI=1S/C3H9O6P.C3H8.C2H6O/c4-1-3(5)2-9-10(6,7)8;1-3-2;1-2-3/h3-5H,1-2H2,(H2,6,7,8);3H2,1-2H3;3H,2H2,1H3

InChI Key

GDQGIGPGALPYCN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glycerophosphates. Glycerophosphates are compounds containing a glycerol linked to a phosphate group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphates

Direct Parent

Glycerophosphates

Alternative Parents

Substituents

Sn-glycerol-3-phosphate
Monoalkyl phosphate
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Secondary alcohol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Not Available

External Descriptors

Not Available

Ontology

Not Available

Apple (FooDB: FOOD00105)

Other fruit

Fig (FooDB: FOOD00081)

Tropical fruit

Papaya (FooDB: FOOD00041)

Soy

Soy bean (FooDB: FOOD00085)

Vegetable

Root vegetable

Carrot (FooDB: FOOD00245)
Wild carrot (FooDB: FOOD00072)

Fruit vegetable

Leaf vegetable

Spinach (FooDB: FOOD00178)

Gourd

Cucumber (FooDB: FOOD00065)

Herb and spice

Herb

Purslane (FooDB: FOOD00142)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-1.8	ALOGPS
logP	-2	ChemAxon
logS	-0.75	ALOGPS
pKa (Strongest Acidic)	1.51	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.22 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	31.39 m³·mol⁻¹	ChemAxon
Polarizability	13.45 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	161.229	32859911
AllCCS	[M+H-H2O]+	157.955	32859911
AllCCS	[M+Na]+	165.139	32859911
AllCCS	[M+NH4]+	164.266	32859911
AllCCS	[M-H]-	154.712	32859911
AllCCS	[M+Na-2H]-	156.617	32859911
AllCCS	[M+HCOO]-	158.789	32859911
DeepCCS	[M+H]+	146.809	30932474
DeepCCS	[M-H]-	142.878	30932474
DeepCCS	[M-2H]-	180.069	30932474
DeepCCS	[M+Na]+	155.769	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Phosphatidylglycerol,2TMS,isomer #1	C[Si](C)(C)OCC(COP(=O)(O)O)O[Si](C)(C)C	1724.5	Semi standard non polar	33892256
Phosphatidylglycerol,2TMS,isomer #1	C[Si](C)(C)OCC(COP(=O)(O)O)O[Si](C)(C)C	1661.3	Standard non polar	33892256
Phosphatidylglycerol,2TMS,isomer #1	C[Si](C)(C)OCC(COP(=O)(O)O)O[Si](C)(C)C	2409.6	Standard polar	33892256
Phosphatidylglycerol,2TMS,isomer #2	C[Si](C)(C)OCC(O)COP(=O)(O)O[Si](C)(C)C	1707.6	Semi standard non polar	33892256
Phosphatidylglycerol,2TMS,isomer #2	C[Si](C)(C)OCC(O)COP(=O)(O)O[Si](C)(C)C	1657.4	Standard non polar	33892256
Phosphatidylglycerol,2TMS,isomer #2	C[Si](C)(C)OCC(O)COP(=O)(O)O[Si](C)(C)C	2113.1	Standard polar	33892256
Phosphatidylglycerol,2TMS,isomer #3	C[Si](C)(C)OC(CO)COP(=O)(O)O[Si](C)(C)C	1717.7	Semi standard non polar	33892256
Phosphatidylglycerol,2TMS,isomer #3	C[Si](C)(C)OC(CO)COP(=O)(O)O[Si](C)(C)C	1648.5	Standard non polar	33892256
Phosphatidylglycerol,2TMS,isomer #3	C[Si](C)(C)OC(CO)COP(=O)(O)O[Si](C)(C)C	2158.1	Standard polar	33892256
Phosphatidylglycerol,2TMS,isomer #4	C[Si](C)(C)OP(=O)(OCC(O)CO)O[Si](C)(C)C	1698.7	Semi standard non polar	33892256
Phosphatidylglycerol,2TMS,isomer #4	C[Si](C)(C)OP(=O)(OCC(O)CO)O[Si](C)(C)C	1647.7	Standard non polar	33892256
Phosphatidylglycerol,2TMS,isomer #4	C[Si](C)(C)OP(=O)(OCC(O)CO)O[Si](C)(C)C	1994.5	Standard polar	33892256
Phosphatidylglycerol,3TMS,isomer #1	C[Si](C)(C)OCC(COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	1747.8	Semi standard non polar	33892256
Phosphatidylglycerol,3TMS,isomer #1	C[Si](C)(C)OCC(COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	1698.7	Standard non polar	33892256
Phosphatidylglycerol,3TMS,isomer #1	C[Si](C)(C)OCC(COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	1997.3	Standard polar	33892256
Phosphatidylglycerol,3TMS,isomer #2	C[Si](C)(C)OCC(O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	1733.4	Semi standard non polar	33892256
Phosphatidylglycerol,3TMS,isomer #2	C[Si](C)(C)OCC(O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	1736.4	Standard non polar	33892256
Phosphatidylglycerol,3TMS,isomer #2	C[Si](C)(C)OCC(O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	1820.6	Standard polar	33892256
Phosphatidylglycerol,3TMS,isomer #3	C[Si](C)(C)OC(CO)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	1732.6	Semi standard non polar	33892256
Phosphatidylglycerol,3TMS,isomer #3	C[Si](C)(C)OC(CO)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	1718.1	Standard non polar	33892256
Phosphatidylglycerol,3TMS,isomer #3	C[Si](C)(C)OC(CO)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	1856.3	Standard polar	33892256
Phosphatidylglycerol,4TMS,isomer #1	C[Si](C)(C)OCC(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	1759.9	Semi standard non polar	33892256
Phosphatidylglycerol,4TMS,isomer #1	C[Si](C)(C)OCC(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	1751.1	Standard non polar	33892256
Phosphatidylglycerol,4TMS,isomer #1	C[Si](C)(C)OCC(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	1786.7	Standard polar	33892256
Phosphatidylglycerol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(COP(=O)(O)O)O[Si](C)(C)C(C)(C)C	2138.7	Semi standard non polar	33892256
Phosphatidylglycerol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(COP(=O)(O)O)O[Si](C)(C)C(C)(C)C	2121.0	Standard non polar	33892256
Phosphatidylglycerol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(COP(=O)(O)O)O[Si](C)(C)C(C)(C)C	2583.6	Standard polar	33892256
Phosphatidylglycerol,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC(O)COP(=O)(O)O[Si](C)(C)C(C)(C)C	2123.0	Semi standard non polar	33892256
Phosphatidylglycerol,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC(O)COP(=O)(O)O[Si](C)(C)C(C)(C)C	2118.0	Standard non polar	33892256
Phosphatidylglycerol,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC(O)COP(=O)(O)O[Si](C)(C)C(C)(C)C	2342.2	Standard polar	33892256
Phosphatidylglycerol,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(CO)COP(=O)(O)O[Si](C)(C)C(C)(C)C	2119.1	Semi standard non polar	33892256
Phosphatidylglycerol,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(CO)COP(=O)(O)O[Si](C)(C)C(C)(C)C	2075.3	Standard non polar	33892256
Phosphatidylglycerol,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(CO)COP(=O)(O)O[Si](C)(C)C(C)(C)C	2363.7	Standard polar	33892256
Phosphatidylglycerol,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OP(=O)(OCC(O)CO)O[Si](C)(C)C(C)(C)C	2141.2	Semi standard non polar	33892256
Phosphatidylglycerol,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OP(=O)(OCC(O)CO)O[Si](C)(C)C(C)(C)C	2077.1	Standard non polar	33892256
Phosphatidylglycerol,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OP(=O)(OCC(O)CO)O[Si](C)(C)C(C)(C)C	2212.9	Standard polar	33892256
Phosphatidylglycerol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2357.7	Semi standard non polar	33892256
Phosphatidylglycerol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2314.5	Standard non polar	33892256
Phosphatidylglycerol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2310.5	Standard polar	33892256
Phosphatidylglycerol,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC(O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2353.8	Semi standard non polar	33892256
Phosphatidylglycerol,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC(O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2312.9	Standard non polar	33892256
Phosphatidylglycerol,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC(O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2177.7	Standard polar	33892256
Phosphatidylglycerol,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(CO)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2336.3	Semi standard non polar	33892256
Phosphatidylglycerol,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(CO)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2269.4	Standard non polar	33892256
Phosphatidylglycerol,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(CO)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2194.5	Standard polar	33892256
Phosphatidylglycerol,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2576.6	Semi standard non polar	33892256
Phosphatidylglycerol,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2440.2	Standard non polar	33892256
Phosphatidylglycerol,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2225.7	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phosphatidylglycerol 10V, Positive-QTOF	splash10-03di-0090000000-83df03ff55402cb69955	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phosphatidylglycerol 20V, Positive-QTOF	splash10-03di-0090000000-83df03ff55402cb69955	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phosphatidylglycerol 40V, Positive-QTOF	splash10-03di-0090000000-83df03ff55402cb69955	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phosphatidylglycerol 10V, Negative-QTOF	splash10-03di-0090000000-3a0691759e2d9ad61ddc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phosphatidylglycerol 20V, Negative-QTOF	splash10-03di-0090000000-3a0691759e2d9ad61ddc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phosphatidylglycerol 40V, Negative-QTOF	splash10-03di-0090000000-3a0691759e2d9ad61ddc	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB004686

KNApSAcK ID

Not Available

Chemspider ID

24534231

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

45109789

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Phosphatidylglycerol (HMDB0302468)

MOL for HMDB0302468 (Phosphatidylglycerol)

3D MOL for HMDB0302468 (Phosphatidylglycerol)

3D SDF for HMDB0302468 (Phosphatidylglycerol)

3D-SDF for HMDB0302468 (Phosphatidylglycerol)

PDB for HMDB0302468 (Phosphatidylglycerol)

3D PDB for HMDB0302468 (Phosphatidylglycerol)

SMILES for HMDB0302468 (Phosphatidylglycerol)

INCHI for HMDB0302468 (Phosphatidylglycerol)

Structure for HMDB0302468 (Phosphatidylglycerol)

3D Structure for HMDB0302468 (Phosphatidylglycerol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra