MiMeDB: Showing metabocard for Glycerophosphoglycerol (MMDBc0000724)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:53:35 UTC

Update Date

2022-08-31 06:11:37 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

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

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0007092	1-Acyl-sn-glycero-3-phosphoglycerol (N-C12:0)	Dodecanoic acid	Not Available	Lysophospholipase L1 (2-acylglycerophosphoglycerol, n-C12:0)	VMH	30371894
MMDBr0007093	1-Acyl-sn-glycero-3-phosphoglycerol (N-C14:0)	Glycerophosphoglycerol	Not Available	Lysophospholipase L1 (2-acylglycerophosphoglycerol, n-C14:0)	VMH	30371894
MMDBr0007094	1-Acyl-sn-glycero-3-phosphoglycerol (N-C14:1)	Glycerophosphoglycerol	Not Available	Lysophospholipase L1 (2-acylglycerophosphoglycerol, n-C14:1)	VMH	30371894
MMDBr0007095	1-Acyl-sn-glycero-3-phosphoglycerol (N-C16:0)	Glycerophosphoglycerol	Not Available	Lysophospholipase L1 (2-acylglycerophosphoglycerol, n-C16:0)	VMH	30371894
MMDBr0007096	1-Acyl-sn-glycero-3-phosphoglycerol (N-C16:1)	Glycerophosphoglycerol	Not Available	Lysophospholipase L1 (2-acylglycerophosphoglycerol, n-C16:1)	VMH	30371894
MMDBr0007097	1-Acyl-sn-glycero-3-phosphoglycerol (N-C18:0)	Glycerophosphoglycerol	Not Available	Lysophospholipase L1 (2-acylglycerophosphoglycerol, n-C18:0)	VMH	30371894
MMDBr0007098	1-Acyl-sn-glycero-3-phosphoglycerol (N-C18:1)	Glycerophosphoglycerol	Not Available	Lysophospholipase L1 (2-acylglycerophosphoglycerol, n-C18:1)	VMH	30371894
MMDBr0007113	2-Acyl-sn-glycero-3-phosphoglycerol (N-C14:0)	Glycerophosphoglycerol	Not Available	Lysophospholipase L2 (2-acylglycerophosphoglycerol, n-C14:0)	VMH	30371894
MMDBr0007114	2-Acyl-sn-glycero-3-phosphoglycerol (N-C14:1)	Glycerophosphoglycerol	Not Available	Lysophospholipase L2 (2-acylglycerophosphoglycerol, n-C14:1)	VMH	30371894
MMDBr0007115	2-Acyl-sn-glycero-3-phosphoglycerol (N-C16:0)	Glycerophosphoglycerol	Not Available	Lysophospholipase L2 (2-acylglycerophosphoglycerol, n-C16:0)	VMH	30371894
MMDBr0007116	2-Acyl-sn-glycero-3-phosphoglycerol (N-C16:1)	Glycerophosphoglycerol	Not Available	Lysophospholipase L2 (2-acylglycerophosphoglycerol, n-C16:1)	VMH	30371894
MMDBr0007117	2-Acyl-sn-glycero-3-phosphoglycerol (N-C18:0)	Glycerophosphoglycerol	Not Available	Lysophospholipase L2 (2-acylglycerophosphoglycerol, n-C18:0)	VMH	30371894
MMDBr0007118	2-Acyl-sn-glycero-3-phosphoglycerol (N-C18:1)	Glycerophosphoglycerol	Not Available	Lysophospholipase L2 (2-acylglycerophosphoglycerol, n-C18:1)	VMH	30371894
MMDBr0007848	Glycerophosphoglycerol	Glycerol	Not Available	Glycerophosphodiester phosphodiesterase (Glycerophosphoglycerol)	VMH	30371894
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	Verrucomicrobia	1	Human feces; Human stool; Human ; Human urine	Indirect association between microbiota composition and metabolites measured in host biospecimen
Bacteria	Firmicutes	355	Human stool; Human ; Human feces; 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	Proteobacteria	142	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool; 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	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	Bacteroidetes	85	Human feces; Human ; Human appendix biopsy; Human stool; Human saliva; Human supragingival plaque; Human subgingival plaque	Metabolic reconstruction
Bacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria	Fusobacteria	19	Human feces; Human	Metabolic reconstruction
Bacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Bacteria	Tenericutes	3	Human feces	Metabolic reconstruction
Archaea	Euryarchaeota	1		Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	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

References

Synthesis Reference

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:0x00007f5a5cef7b90>

3D MOL for #<Metabolite:0x00007f5a5cef7b90>

3D SDF for #<Metabolite:0x00007f5a5cef7b90>

3D-SDF for #<Metabolite:0x00007f5a5cef7b90>

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Structure for #<Metabolite:0x00007f5a5cef7b90>

3D Structure for #<Metabolite:0x00007f5a5cef7b90>