MiMeDB: Showing metabocard for Glycerophosphoglycerol (MMDBc0000724)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:53:35 UTC

Update Date

2024-04-30 19:33:36 UTC

Metabolite ID

MMDBc0000724

Metabolite Identification

Common Name

Glycerophosphoglycerol

Description

Glycerophosphoglycerol (CAS: 6418-92-4) belongs to the class of organic compounds known as dialkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly two alkyl chains. Glycerophosphoglycerol forms the head group of a class of glycerophospholipids in which a phosphoglycerol moiety occupies a glycerol substitution site. Termed, phosphatidylglycerols (PG), these lipids 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.

Structure

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

HMDB0240316
     RDKit          3D
Glycerophosphoglycerol
 30 29  0  0  0  0  0  0  0  0999 V2000
   -0.0013   -2.1872   -1.8586 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0740   -1.2965   -0.6470 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.1807    0.3163   -1.1799 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6009   -1.3448    0.0717 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1090   -0.0483    0.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4104    0.0853   -0.5667 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4539    1.3303   -1.2404 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5846    0.0507    0.3770 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6690    1.3336    0.9459 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1738   -1.6114    0.4389 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3701   -1.3867   -0.2470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2831   -0.4911    0.5429 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4924   -1.0719    0.8129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5492    0.7861   -0.2727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4375    1.5454    0.4968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6048    0.8156   -0.4264 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3942    0.7037   -0.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2842    0.1284    1.2916 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5076   -0.7290   -1.3343 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0399    2.0139   -0.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4765   -0.1693   -0.2114 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3800   -0.7178    1.1627 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8996    1.4194    1.5530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8690   -2.3788   -0.3581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2214   -1.0026   -1.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7449   -0.1446    1.4464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1130   -0.3539    1.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6303    1.3629   -0.4619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0371    0.5602   -1.2248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1749    2.4818    0.3929 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
  3 16  1  0
  5 17  1  0
  5 18  1  0
  6 19  1  6
  7 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  0
 11 24  1  0
 11 25  1  0
 12 26  1  1
 13 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  1  0
M  END


  Mrv1652311011916402D          

 15 14  0  0  1  0            999 V2000
   14.2905  -24.1174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5762  -24.5299    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.8616  -24.1174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0050  -24.5299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1472  -24.5299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7195  -24.1174    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   15.3069  -23.4030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1319  -24.8319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4338  -23.7049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1482  -24.1174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8627  -23.7049    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.5772  -24.1174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2521  -23.6661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5763  -25.3547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8627  -22.8800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  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
  6  4  1  0  0  0  0
  7  6  2  0  0  0  0
  8  6  1  0  0  0  0
  9  6  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 12 13  1  0  0  0  0
  2 14  1  6  0  0  0
 11 15  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000724

> <DATABASE_NAME>
MIME

> <SMILES>
OC[C@H](O)COP(O)(=O)OC[C@H](O)CO

> <INCHI_IDENTIFIER>
InChI=1S/C6H15O8P/c7-1-5(9)3-13-15(11,12)14-4-6(10)2-8/h5-10H,1-4H2,(H,11,12)/t5-,6+

> <INCHI_KEY>
LLCSXHMJULHSJN-OLQVQODUSA-N

> <FORMULA>
C6H15O8P

> <MOLECULAR_WEIGHT>
246.152

> <EXACT_MASS>
246.050454441

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
20.953574638862182

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R)-2,3-dihydroxypropoxy][(2S)-2,3-dihydroxypropoxy]phosphinic acid

> <ALOGPS_LOGP>
-1.79

> <JCHEM_LOGP>
-2.9050562853333326

> <ALOGPS_LOGS>
-0.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.340215580718166

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8910617438832928

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9689647678483553

> <JCHEM_POLAR_SURFACE_AREA>
136.68

> <JCHEM_REFRACTIVITY>
48.1261

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.91e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2,3-dihydroxypropoxy((2S)-2,3-dihydroxypropoxy)phosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0240316
     RDKit          3D
Glycerophosphoglycerol
 30 29  0  0  0  0  0  0  0  0999 V2000
   -0.0013   -2.1872   -1.8586 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0740   -1.2965   -0.6470 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.1807    0.3163   -1.1799 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6009   -1.3448    0.0717 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1090   -0.0483    0.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4104    0.0853   -0.5667 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4539    1.3303   -1.2404 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5846    0.0507    0.3770 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6690    1.3336    0.9459 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1738   -1.6114    0.4389 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3701   -1.3867   -0.2470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2831   -0.4911    0.5429 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4924   -1.0719    0.8129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5492    0.7861   -0.2727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4375    1.5454    0.4968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6048    0.8156   -0.4264 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3942    0.7037   -0.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2842    0.1284    1.2916 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5076   -0.7290   -1.3343 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0399    2.0139   -0.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4765   -0.1693   -0.2114 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3800   -0.7178    1.1627 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8996    1.4194    1.5530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8690   -2.3788   -0.3581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2214   -1.0026   -1.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7449   -0.1446    1.4464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1130   -0.3539    1.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6303    1.3629   -0.4619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0371    0.5602   -1.2248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1749    2.4818    0.3929 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
  3 16  1  0
  5 17  1  0
  5 18  1  0
  6 19  1  6
  7 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  0
 11 24  1  0
 11 25  1  0
 12 26  1  1
 13 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  1  0
M  END

HEADER    PROTEIN                                 01-NOV-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-NOV-19         0                                  
HETATM    1  C   UNK     0      26.676 -45.019   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      25.342 -45.789   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      24.008 -45.019   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      28.009 -45.789   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      22.675 -45.789   0.000  0.00  0.00           O+0
HETATM    6  P   UNK     0      29.343 -45.019   0.000  0.00  0.00           P+0
HETATM    7  O   UNK     0      28.573 -43.686   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      30.113 -46.353   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      30.676 -44.249   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      32.010 -45.019   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      33.344 -44.249   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      34.677 -45.019   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      35.937 -44.177   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      25.342 -47.329   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      33.344 -42.709   0.000  0.00  0.00           O+0
CONECT    1    2    4                                                       
CONECT    2    1    3   14                                                  
CONECT    3    2    5                                                       
CONECT    4    1    6                                                       
CONECT    5    3                                                            
CONECT    6    4    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   15                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14    2                                                            
CONECT   15   11                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

COMPND    HMDB0240316
HETATM    1  O1  UNL     1      -0.001  -2.187  -1.859  1.00  0.00           O  
HETATM    2  P1  UNL     1       0.074  -1.296  -0.647  1.00  0.00           P  
HETATM    3  O2  UNL     1      -0.181   0.316  -1.180  1.00  0.00           O  
HETATM    4  O3  UNL     1       1.601  -1.345   0.072  1.00  0.00           O  
HETATM    5  C1  UNL     1       2.109  -0.048   0.190  1.00  0.00           C  
HETATM    6  C2  UNL     1       3.410   0.085  -0.567  1.00  0.00           C  
HETATM    7  O4  UNL     1       3.454   1.330  -1.240  1.00  0.00           O  
HETATM    8  C3  UNL     1       4.585   0.051   0.377  1.00  0.00           C  
HETATM    9  O5  UNL     1       4.669   1.334   0.946  1.00  0.00           O  
HETATM   10  O6  UNL     1      -1.174  -1.611   0.439  1.00  0.00           O  
HETATM   11  C4  UNL     1      -2.370  -1.387  -0.247  1.00  0.00           C  
HETATM   12  C5  UNL     1      -3.283  -0.491   0.543  1.00  0.00           C  
HETATM   13  O7  UNL     1      -4.492  -1.072   0.813  1.00  0.00           O  
HETATM   14  C6  UNL     1      -3.549   0.786  -0.273  1.00  0.00           C  
HETATM   15  O8  UNL     1      -4.437   1.545   0.497  1.00  0.00           O  
HETATM   16  H1  UNL     1      -0.605   0.816  -0.426  1.00  0.00           H  
HETATM   17  H2  UNL     1       1.394   0.704  -0.133  1.00  0.00           H  
HETATM   18  H3  UNL     1       2.284   0.128   1.292  1.00  0.00           H  
HETATM   19  H4  UNL     1       3.508  -0.729  -1.334  1.00  0.00           H  
HETATM   20  H5  UNL     1       3.040   2.014  -0.642  1.00  0.00           H  
HETATM   21  H6  UNL     1       5.476  -0.169  -0.211  1.00  0.00           H  
HETATM   22  H7  UNL     1       4.380  -0.718   1.163  1.00  0.00           H  
HETATM   23  H8  UNL     1       3.900   1.419   1.553  1.00  0.00           H  
HETATM   24  H9  UNL     1      -2.869  -2.379  -0.358  1.00  0.00           H  
HETATM   25  H10 UNL     1      -2.221  -1.003  -1.265  1.00  0.00           H  
HETATM   26  H11 UNL     1      -2.745  -0.145   1.446  1.00  0.00           H  
HETATM   27  H12 UNL     1      -5.113  -0.354   1.099  1.00  0.00           H  
HETATM   28  H13 UNL     1      -2.630   1.363  -0.462  1.00  0.00           H  
HETATM   29  H14 UNL     1      -4.037   0.560  -1.225  1.00  0.00           H  
HETATM   30  H15 UNL     1      -4.175   2.482   0.393  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4   10
CONECT    3   16
CONECT    4    5
CONECT    5    6   17   18
CONECT    6    7    8   19
CONECT    7   20
CONECT    8    9   21   22
CONECT    9   23
CONECT   10   11
CONECT   11   12   24   25
CONECT   12   13   14   26
CONECT   13   27
CONECT   14   15   28   29
CONECT   15   30
END

HMDB0240316
     RDKit          3D
Glycerophosphoglycerol
 30 29  0  0  0  0  0  0  0  0999 V2000
   -0.0013   -2.1872   -1.8586 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0740   -1.2965   -0.6470 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.1807    0.3163   -1.1799 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6009   -1.3448    0.0717 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1090   -0.0483    0.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4104    0.0853   -0.5667 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4539    1.3303   -1.2404 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5846    0.0507    0.3770 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6690    1.3336    0.9459 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1738   -1.6114    0.4389 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3701   -1.3867   -0.2470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2831   -0.4911    0.5429 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4924   -1.0719    0.8129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5492    0.7861   -0.2727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4375    1.5454    0.4968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6048    0.8156   -0.4264 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3942    0.7037   -0.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2842    0.1284    1.2916 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5076   -0.7290   -1.3343 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0399    2.0139   -0.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4765   -0.1693   -0.2114 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3800   -0.7178    1.1627 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8996    1.4194    1.5530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8690   -2.3788   -0.3581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2214   -1.0026   -1.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7449   -0.1446    1.4464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1130   -0.3539    1.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6303    1.3629   -0.4619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0371    0.5602   -1.2248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1749    2.4818    0.3929 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
  3 16  1  0
  5 17  1  0
  5 18  1  0
  6 19  1  6
  7 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  0
 11 24  1  0
 11 25  1  0
 12 26  1  1
 13 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  1  0
M  END

Synonyms

Value	Source
Glycerol 3-phosphoglycerol	HMDB
Glycerophosphonylglycerol	HMDB
alpha,Alpha'-diglycerol phosphate	HMDB
alpha-Glycerophosphorylglycerol	HMDB
Α,α'-diglycerol phosphate	HMDB
Α,α’-diglycerol phosphate	HMDB
Α-glycerophosphorylglycerol	HMDB
GlycPGlyc	HMDB
PG	HMDB
Glycerophosphoglycerol	HMDB

Molecular Formula

C₆H₁₅O₈P

Average Mass

246.152

Monoisotopic Mass

246.050454441

IUPAC Name

[(2R)-2,3-dihydroxypropoxy][(2S)-2,3-dihydroxypropoxy]phosphinic acid

Traditional Name

(2R)-2,3-dihydroxypropoxy((2S)-2,3-dihydroxypropoxy)phosphinic acid

CAS Registry Number

Not Available

SMILES

OC[C@H](O)COP(O)(=O)OC[C@H](O)CO

InChI Identifier

InChI=1S/C6H15O8P/c7-1-5(9)3-13-15(11,12)14-4-6(10)2-8/h5-10H,1-4H2,(H,11,12)/t5-,6+

InChI Key

LLCSXHMJULHSJN-OLQVQODUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dialkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly two alkyl chain.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic phosphoric acids and derivatives

Sub Class

Phosphate esters

Direct Parent

Dialkyl phosphates

Alternative Parents

Substituents

Dialkyl phosphate
Secondary alcohol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

glycerophosphoglycerol (CHEBI:64956 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	29.1 g/L	ALOGPS
logP	-1.8	ALOGPS
logP	-2.9	ChemAxon
logS	-0.93	ALOGPS
pKa (Strongest Acidic)	1.89	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	136.68 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	48.13 m³·mol⁻¹	ChemAxon
Polarizability	20.95 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-1190000000-a6803e0d3de18acdafba	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-002b-9760000000-28729291be69926d02b9	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-7a0f53201c6a6c61ea55	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-002b-5590000000-197f82d821f517be511f	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-9200000000-f5095057e8d1680ea536	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-9100000000-117ee994c540867f02c9	2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (retained)	2025-10-23	538.0
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	440.8
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (void)	2025-10-23	50.6
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	239.0
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	307.0
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (void)	2025-10-23	294.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (void)	2025-10-23	530.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	854.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	880.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	162.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	339.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (void)	2025-10-23	174.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	26.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	484.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	745.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-23	71.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	325.6
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	767.8
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	592.8

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Glycerophosphoglycerol_TMS_1	C[Si](C)(C)OC[C@H](O)COP(=O)(O)OC[C@H](O)CO	standard non polar	2025-10-23	2162.67
Gas Chromatography	Glycerophosphoglycerol_TMS_2	C[Si](C)(C)O[C@@H](CO)COP(=O)(O)OC[C@H](O)CO	standard non polar	2025-10-23	2173.96
Gas Chromatography	Glycerophosphoglycerol_TMS_3	C[Si](C)(C)O[C@H](CO)COP(=O)(O)OC[C@@H](O)CO	standard non polar	2025-10-23	1973.45
Gas Chromatography	Glycerophosphoglycerol_TMS_4	C[Si](C)(C)OC[C@@H](O)COP(=O)(O)OC[C@@H](O)CO	standard non polar	2025-10-23	2099.48
Gas Chromatography	Glycerophosphoglycerol_TMS_5	C[Si](C)(C)OP(=O)(OC[C@@H](O)CO)OC[C@H](O)CO	standard non polar	2025-10-23	2105.67
Gas Chromatography	Glycerophosphoglycerol_TMS_6	C[Si](C)(C)OC[C@@H](COP(=O)(O)OC[C@H](O)CO)O[Si](C)(C)C	standard non polar	2025-10-23	1668.28
Gas Chromatography	Glycerophosphoglycerol_TMS_7	C[Si](C)(C)OC[C@H](O)COP(=O)(O)OC[C@@H](CO)O[Si](C)(C)C	standard non polar	2025-10-23	1877.42
Gas Chromatography	Glycerophosphoglycerol_TMS_8	C[Si](C)(C)OC[C@H](O)COP(=O)(O)OC[C@H](O)CO[Si](C)(C)C	standard non polar	2025-10-23	1525.28
Gas Chromatography	Glycerophosphoglycerol_TMS_9	C[Si](C)(C)OC[C@H](O)COP(=O)(OC[C@H](O)CO)O[Si](C)(C)C	standard non polar	2025-10-23	2149.57
Gas Chromatography	Glycerophosphoglycerol_TMS_10	C[Si](C)(C)O[C@@H](CO)COP(=O)(O)OC[C@@H](CO)O[Si](C)(C)C	standard non polar	2025-10-23	1299.25
Gas Chromatography	Glycerophosphoglycerol_TMS_11	C[Si](C)(C)OC[C@@H](O)COP(=O)(O)OC[C@H](CO)O[Si](C)(C)C	standard non polar	2025-10-23	1697.36
Gas Chromatography	Glycerophosphoglycerol_TMS_12	C[Si](C)(C)O[C@@H](CO)COP(=O)(OC[C@H](O)CO)O[Si](C)(C)C	standard non polar	2025-10-23	1872.78
Gas Chromatography	Glycerophosphoglycerol_TMS_13	C[Si](C)(C)OC[C@H](COP(=O)(O)OC[C@@H](O)CO)O[Si](C)(C)C	standard non polar	2025-10-23	2315.33
Gas Chromatography	Glycerophosphoglycerol_TMS_14	C[Si](C)(C)O[C@H](CO)COP(=O)(OC[C@@H](O)CO)O[Si](C)(C)C	standard non polar	2025-10-23	1623.63
Gas Chromatography	Glycerophosphoglycerol_TMS_15	C[Si](C)(C)OC[C@@H](O)COP(=O)(OC[C@@H](O)CO)O[Si](C)(C)C	standard non polar	2025-10-23	2340.01
Gas Chromatography	Glycerophosphoglycerol_TMS_16	C[Si](C)(C)OC[C@@H](COP(=O)(O)OC[C@@H](CO)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	1929.58
Gas Chromatography	Glycerophosphoglycerol_TMS_17	C[Si](C)(C)OC[C@@H](COP(=O)(O)OC[C@H](O)CO[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	1271.04
Gas Chromatography	Glycerophosphoglycerol_TMS_18	C[Si](C)(C)OC[C@@H](COP(=O)(OC[C@H](O)CO)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	1798.48
Gas Chromatography	Glycerophosphoglycerol_TMS_19	C[Si](C)(C)OC[C@H](O)COP(=O)(O)OC[C@@H](CO[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	1924.03
Gas Chromatography	Glycerophosphoglycerol_TMS_20	C[Si](C)(C)OC[C@H](O)COP(=O)(OC[C@@H](CO)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	1099.47
Gas Chromatography	Glycerophosphoglycerol_TMS_21	C[Si](C)(C)OC[C@H](O)COP(=O)(OC[C@H](O)CO[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	1669.73
Gas Chromatography	Glycerophosphoglycerol_TMS_22	C[Si](C)(C)OC[C@H](COP(=O)(O)OC[C@H](CO)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	2386.85
Gas Chromatography	Glycerophosphoglycerol_TMS_23	C[Si](C)(C)O[C@@H](CO)COP(=O)(OC[C@@H](CO)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	1350.31
Gas Chromatography	Glycerophosphoglycerol_TMS_24	C[Si](C)(C)OC[C@@H](O)COP(=O)(OC[C@H](CO)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	2131.02
Gas Chromatography	Glycerophosphoglycerol_TMS_25	C[Si](C)(C)OC[C@H](COP(=O)(OC[C@@H](O)CO)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	2257.44
Gas Chromatography	Glycerophosphoglycerol_TMS_26	C[Si](C)(C)OC[C@@H](COP(=O)(O)OC[C@@H](CO[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	1644.88
Gas Chromatography	Glycerophosphoglycerol_TMS_27	C[Si](C)(C)OC[C@@H](COP(=O)(OC[C@@H](CO)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	1756.8
Gas Chromatography	Glycerophosphoglycerol_TMS_28	C[Si](C)(C)OC[C@@H](COP(=O)(OC[C@H](O)CO[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	1741.63
Gas Chromatography	Glycerophosphoglycerol_TMS_29	C[Si](C)(C)OC[C@H](O)COP(=O)(OC[C@@H](CO[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	664.345
Gas Chromatography	Glycerophosphoglycerol_TMS_30	C[Si](C)(C)OC[C@H](COP(=O)(OC[C@H](CO)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	2027.65
Gas Chromatography	Glycerophosphoglycerol_TMS_31	C[Si](C)(C)OC[C@@H](COP(=O)(OC[C@@H](CO[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	1527.96
Gas Chromatography	Glycerophosphoglycerol_TMS_1	C[Si](C)(C)OC[C@H](O)COP(=O)(O)OC[C@H](O)CO	standard polar	2025-10-23	1258.93
Gas Chromatography	Glycerophosphoglycerol_TMS_2	C[Si](C)(C)O[C@@H](CO)COP(=O)(O)OC[C@H](O)CO	standard polar	2025-10-23	1895.78
Gas Chromatography	Glycerophosphoglycerol_TMS_3	C[Si](C)(C)O[C@H](CO)COP(=O)(O)OC[C@@H](O)CO	standard polar	2025-10-23	1980.01
Gas Chromatography	Glycerophosphoglycerol_TMS_4	C[Si](C)(C)OC[C@@H](O)COP(=O)(O)OC[C@@H](O)CO	standard polar	2025-10-23	2132.49
Gas Chromatography	Glycerophosphoglycerol_TMS_5	C[Si](C)(C)OP(=O)(OC[C@@H](O)CO)OC[C@H](O)CO	standard polar	2025-10-23	1875.03
Gas Chromatography	Glycerophosphoglycerol_TMS_6	C[Si](C)(C)OC[C@@H](COP(=O)(O)OC[C@H](O)CO)O[Si](C)(C)C	standard polar	2025-10-23	2196.89
Gas Chromatography	Glycerophosphoglycerol_TMS_7	C[Si](C)(C)OC[C@H](O)COP(=O)(O)OC[C@@H](CO)O[Si](C)(C)C	standard polar	2025-10-23	1921.48
Gas Chromatography	Glycerophosphoglycerol_TMS_8	C[Si](C)(C)OC[C@H](O)COP(=O)(O)OC[C@H](O)CO[Si](C)(C)C	standard polar	2025-10-23	2193.0
Gas Chromatography	Glycerophosphoglycerol_TMS_9	C[Si](C)(C)OC[C@H](O)COP(=O)(OC[C@H](O)CO)O[Si](C)(C)C	standard polar	2025-10-23	2197.29
Gas Chromatography	Glycerophosphoglycerol_TMS_10	C[Si](C)(C)O[C@@H](CO)COP(=O)(O)OC[C@@H](CO)O[Si](C)(C)C	standard polar	2025-10-23	2009.54
Gas Chromatography	Glycerophosphoglycerol_TMS_11	C[Si](C)(C)OC[C@@H](O)COP(=O)(O)OC[C@H](CO)O[Si](C)(C)C	standard polar	2025-10-23	1736.0
Gas Chromatography	Glycerophosphoglycerol_TMS_12	C[Si](C)(C)O[C@@H](CO)COP(=O)(OC[C@H](O)CO)O[Si](C)(C)C	standard polar	2025-10-23	2625.02
Gas Chromatography	Glycerophosphoglycerol_TMS_13	C[Si](C)(C)OC[C@H](COP(=O)(O)OC[C@@H](O)CO)O[Si](C)(C)C	standard polar	2025-10-23	1602.67
Gas Chromatography	Glycerophosphoglycerol_TMS_14	C[Si](C)(C)O[C@H](CO)COP(=O)(OC[C@@H](O)CO)O[Si](C)(C)C	standard polar	2025-10-23	2615.21
Gas Chromatography	Glycerophosphoglycerol_TMS_15	C[Si](C)(C)OC[C@@H](O)COP(=O)(OC[C@@H](O)CO)O[Si](C)(C)C	standard polar	2025-10-23	2704.34
Gas Chromatography	Glycerophosphoglycerol_TMS_16	C[Si](C)(C)OC[C@@H](COP(=O)(O)OC[C@@H](CO)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	2563.02
Gas Chromatography	Glycerophosphoglycerol_TMS_17	C[Si](C)(C)OC[C@@H](COP(=O)(O)OC[C@H](O)CO[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	1800.11
Gas Chromatography	Glycerophosphoglycerol_TMS_18	C[Si](C)(C)OC[C@@H](COP(=O)(OC[C@H](O)CO)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	1584.66
Gas Chromatography	Glycerophosphoglycerol_TMS_19	C[Si](C)(C)OC[C@H](O)COP(=O)(O)OC[C@@H](CO[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	1630.6
Gas Chromatography	Glycerophosphoglycerol_TMS_20	C[Si](C)(C)OC[C@H](O)COP(=O)(OC[C@@H](CO)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	1371.81
Gas Chromatography	Glycerophosphoglycerol_TMS_21	C[Si](C)(C)OC[C@H](O)COP(=O)(OC[C@H](O)CO[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	1317.27
Gas Chromatography	Glycerophosphoglycerol_TMS_22	C[Si](C)(C)OC[C@H](COP(=O)(O)OC[C@H](CO)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	2227.24
Gas Chromatography	Glycerophosphoglycerol_TMS_23	C[Si](C)(C)O[C@@H](CO)COP(=O)(OC[C@@H](CO)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	2785.67
Gas Chromatography	Glycerophosphoglycerol_TMS_24	C[Si](C)(C)OC[C@@H](O)COP(=O)(OC[C@H](CO)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	1566.62
Gas Chromatography	Glycerophosphoglycerol_TMS_25	C[Si](C)(C)OC[C@H](COP(=O)(OC[C@@H](O)CO)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	1813.11
Gas Chromatography	Glycerophosphoglycerol_TMS_26	C[Si](C)(C)OC[C@@H](COP(=O)(O)OC[C@@H](CO[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	2583.77
Gas Chromatography	Glycerophosphoglycerol_TMS_27	C[Si](C)(C)OC[C@@H](COP(=O)(OC[C@@H](CO)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	1367.78
Gas Chromatography	Glycerophosphoglycerol_TMS_28	C[Si](C)(C)OC[C@@H](COP(=O)(OC[C@H](O)CO[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	1978.02
Gas Chromatography	Glycerophosphoglycerol_TMS_29	C[Si](C)(C)OC[C@H](O)COP(=O)(OC[C@@H](CO[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	1708.46
Gas Chromatography	Glycerophosphoglycerol_TMS_30	C[Si](C)(C)OC[C@H](COP(=O)(OC[C@H](CO)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	2239.67
Gas Chromatography	Glycerophosphoglycerol_TMS_31	C[Si](C)(C)OC[C@@H](COP(=O)(OC[C@@H](CO[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	2353.65

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces
Placenta

Tissue Locations

Placenta

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

Microbial Pathways

Pathways

Name	SMPDB/PathBank	Species
Glycerol Metabolism IV (Glycerophosphoglycerol)		Escherichia coli Escherichia coli SMS-3-5 Escherichia coli UTI89 Escherichia coli 55989 Escherichia coli SE11 Actinobacillus succinogenes 130Z Escherichia coli CFT073 Klebsiella pneumoniae Salmonella enterica Haemophilus influenzae Haemophilus influenzae Rd KW20 Bacteroides eggerthii Bacteroides stercoris Bacteroides stercoris ATCC 43183 Haemophilus parainfluenzae T3T1 Odoribacter splanchnicus DSM 20712 Citrobacter koseri Shigella boydii Shigella dysenteriae Shigella flexneri Shigella sonnei Aeromonas hydrophila Vibrio vulnificus Desulfovibrio salexigens Desulfobacterium autotrophicum Desulfotomaculum reducens Enterobacter cancerogenus Citrobacter youngae Escherichia albertii Haemophilus parainfluenzae Klebsiella variicola Odoribacter splanchnicus Actinobacillus pleuropneumoniae serovar 5b str. L20 Actinobacillus pleuropneumoniae serovar 3 str. JL03 Actinobacillus pleuropneumoniae serovar 7 str. AP76 Aeromonas hydrophila subsp. hydrophila ATCC 7966 Citrobacter koseri ATCC BAA-895 Cronobacter sakazakii ATCC BAA-894 Dyadobacter fermentans DSM 18053 Enterobacter cloacae subsp. cloacae ATCC 13047 Escherichia coli APEC O1 Escherichia coli E24377A Escherichia coli O127:H6 str. E2348/69 Escherichia coli UMN026 Escherichia fergusonii ATCC 35469 Escherichia coli ED1a Escherichia coli IAI39 Haemophilus influenzae 86-028NP Klebsiella pneumoniae subsp. pneumoniae MGH 78578 Escherichia coli 042 Edwardsiella tarda FL6-60 Proteus mirabilis HI4320 Salmonella enterica subsp. enterica serovar Typhimurium str. LT2 Salmonella enterica subsp. enterica serovar Newport str. SL254 Salmonella enterica subsp. enterica serovar Heidelberg str. SL476 Salmonella enterica subsp. enterica serovar Agona str. SL483 Salmonella enterica subsp. enterica serovar Dublin str. CT02021853 Shigella sonnei Ss046 Shigella dysenteriae Sd197 Shigella flexneri 5 str. 8401 Vibrio parahaemolyticus RIMD 2210633 Yersinia enterocolitica subsp. enterocolitica 8081 Yersinia pseudotuberculosis IP 31758 Bacteroides eggerthii 1_2_48FAA Butyricimonas virosa Odoribacter laneus YIT 12061 Prevotella denticola Aeromonas caviae Aeromonas media Aeromonas veronii Cedecea davisae Cedecea davisae DSM 4568 Citrobacter amalonaticus Citrobacter amalonaticus Y19 Citrobacter freundii Citrobacter youngae ATCC 29220 Enterobacter hormaechei Escherichia albertii TW07627 Klebsiella aerogenes Salmonella Salmonella enterica subsp. enterica serovar Typhimurium Trabulsiella guamensis Trabulsiella guamensis ATCC 49490 Edwardsiella tarda Edwardsiella tarda ATCC 23685 Hafnia alvei Hafnia alvei ATCC 51873 Morganella morganii Morganella morganii subsp. morganii KT Providencia rustigianii DSM 4541 Providencia stuartii ATCC 25827 Serratia marcescens subsp. marcescens Db11 Yersinia enterocolitica Yersinia pestis Yersinia pseudotuberculosis Plesiomonas shigelloides 302-73 Actinobacillus pleuropneumoniae Haemophilus haemolyticus Grimontia hollisae CIP 101886 Vibrio fluvialis Vibrio fluvialis PG41 Vibrio parahaemolyticus Vibrio mimicus Vibrio cholerae M66-2 Vibrio cholerae O1 biovar El Tor str. N16961 Desulfotomaculum reducens MI-1 Symbiobacterium thermophilum IAM 14863 Klebsiella aerogenes KCTC 2190 Aeromonas salmonicida subsp. salmonicida A449 Vibrio fischeri MJ11 Aliivibrio salmonicida LFI1238 Anabaena variabilis ATCC 29413 Mannheimia succiniciproducens MBEL55E Cellulophaga algicola DSM 14237 Citrobacter rodentium ICC168 Cronobacter turicensis z3032 Cyanothece sp. ATCC 51142 Cyanothece sp. PCC 8801 Desulfobacterium autotrophicum HRM2 Desulfomicrobium baculatum DSM 4028 Desulfovibrio vulgaris str. Hildenborough Desulfovibrio vulgaris DP4 Desulfovibrio salexigens DSM 2638 Dickeya dadantii Ech703 Dickeya zeae Ech1591 Dickeya dadantii Ech586 Dickeya dadantii 3937 Edwardsiella ictaluri 93-146 Enterobacter sp. 638 Enterobacter cloacae SCF1 Haemophilus parasuis SH0165 Haemophilus influenzae F3047 Hahella chejuensis KCTC 2396 Heliobacterium modesticaldum Ice1 Klebsiella pneumoniae 342 Nitrosococcus halophilus Nc4 Nostoc sp. PCC 7120 Nostoc punctiforme PCC 73102 Chromobacterium violaceum ATCC 12472 Sorangium cellulosum 'So ce 56' Pasteurella multocida subsp. multocida str. Pm70 Pectobacterium atrosepticum SCRI1043 Pectobacterium carotovorum subsp. carotovorum PC1 Photobacterium profundum SS9 Saccharophagus degradans 2-40 Salmonella enterica subsp. enterica serovar Paratyphi A str. Shigella flexneri 2a str. 301 Shigella boydii Sb227 Shigella boydii CDC 3083-94 Sulfurimonas autotrophica DSM 16294 Sulfurovum sp. NBC37-1 Vibrio vulnificus CMCP6 Vibrio vulnificus YJ016 Atlantibacter hermannii NBRC 105704 Klebsiella michiganensis KCTC 1686 Chania multitudinisentens RB-25

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0018539	Glycerophosphoglycerol	Benzyl alcohol	Glycerophosphodiester phosphodiesterase, periplasmic	Formation of 2'-nucleotide products from 2',3'-cyclic substrates	PathBank	31602464

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/Eubacteria	Verrucomicrobia	1	Human feces; Human ; Human urine	Indirect association between microbiota composition and metabolites measured in host biospecimen
Bacteria/Eubacteria	Firmicutes	355	Human feces; Human ; Human urine; Human saliva; Human sputum; Human subgingival plaque; Human vaginal fluid; Human supragingival plaque; Human pleural fluid plaque; Pig ; Cattle	Indirect association between microbiota composition and metabolites measured in host biospecimen; Metabolic reconstruction
Bacteria/Eubacteria	Proteobacteria	142	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human mucosa; Human supragingival plaque; Human saliva; Human subgingival plaque; Human sputum; Human unknown; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Pig	Indirect association between microbiota composition and metabolites measured in host biospecimen; Metabolic reconstruction
Bacteria/Eubacteria	Actinobacteria	116	Human ; Human mucosa; Human supragingival plaque; Human saliva; Human feces; Human pleural fluid plaque; Human dental plaque; Human sputum; Human nasopharyngeal swab; Human subgingival plaque	Indirect association between microbiota composition and metabolites measured in host biospecimen; Metabolic reconstruction
Bacteria/Eubacteria	Bacteroidetes	85	Human feces; Human ; Human appendix biopsy; Human saliva; Human supragingival plaque; Human subgingival plaque	Metabolic reconstruction
Bacteria/Eubacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria/Eubacteria	Fusobacteria	19	Human feces; Human	Metabolic reconstruction
Bacteria/Eubacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Tenericutes	3	Human feces	Metabolic reconstruction
Archaea	Euryarchaeota	1		Metabolic reconstruction

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified				HMDB
Human Placenta	Detected but not Quantified	Not Specified	Not Specified	Normal	HMDB	34986597
Human Feces	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	29808030

External Links

HMDB ID

HMDB0240316

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00053263

Chemspider ID

28184731

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

54575349

PDB ID

CU7

ChEBI ID

64956

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Showing metabocard for Glycerophosphoglycerol (MMDBc0000724)

MOL for #<Metabolite:0x00007f2e38ef54a8>

3D MOL for #<Metabolite:0x00007f2e38ef54a8>

3D SDF for #<Metabolite:0x00007f2e38ef54a8>

3D-SDF for #<Metabolite:0x00007f2e38ef54a8>

PDB for #<Metabolite:0x00007f2e38ef54a8>

3D PDB for #<Metabolite:0x00007f2e38ef54a8>

SMILES for #<Metabolite:0x00007f2e38ef54a8>

INCHI for #<Metabolite:0x00007f2e38ef54a8>

Structure for #<Metabolite:0x00007f2e38ef54a8>

3D Structure for #<Metabolite:0x00007f2e38ef54a8>