MiMeDB: Showing metabocard for Glycerophosphocholine (MMDBc0000494)

Not Available

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:39:02 UTC

Update Date

2024-10-10 01:05:50 UTC

Metabolite ID

MMDBc0000494

Metabolite Identification

Common Name

Glycerophosphocholine

Description

Glycerophosphorylcholine (GPC) is a choline derivative and one of the two major forms of choline storage (along with phosphocholine) in the cytosol. Glycerophosphorylcholine is also one of the four major organic osmolytes in renal medullary cells, changing their intracellular osmolyte concentration in parallel with extracellular tonicity during cellular osmoadaptation. As an osmolyte, Glycerophosphorylcholine counteracts the effects of urea on enzymes and other macromolecules. Kidneys (especially medullar cells), which are exposed under normal physiological conditions to widely fluctuating extracellular solute concentrations, respond to hypertonic stress by accumulating the organic osmolytes glycerophosphorylcholine (GPC), betaine, myo-inositol, sorbitol and free amino acids. Increased intracellular contents of these osmolytes are achieved by a combination of increased uptake (myo-inositol and betaine) and synthesis (sorbitol, GPC), decreased degradation (GPC) and reduced osmolyte release. GPC is formed in the breakdown of phosphatidylcholine (PtC). This pathway is active in many body tissues, including mammary tissue.

Structure

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

HMDB0000086
     RDKit          3D
Glycerophosphocholine
 36 35  0  0  0  0  0  0  0  0999 V2000
   -4.1516   -0.4168    1.2788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1648    0.0678    0.3124 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.2136    1.4936    0.3360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6555   -0.3739   -0.9921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9262   -0.5294    0.6758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7030    0.2997    0.4614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4340    0.5623   -0.8801 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8533   -0.3893   -1.4589 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.6836   -1.7510   -0.8004 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7688   -0.6174   -3.1183 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.3297    0.3206   -0.9995 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0864   -0.6739   -0.4079 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5306   -0.2983   -0.2179 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1575   -1.3948    0.3912 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7108    0.8939    0.6811 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7644    2.0551   -0.0790 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1133   -1.5322    1.1899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7702   -0.1950    2.3010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1578   -0.0170    1.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6615    1.8605    1.2942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2610    2.0070    0.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9107    1.8701   -0.4561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0011   -0.0415   -1.8111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6333    0.1548   -1.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8793   -1.4551   -0.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9079   -0.8825    1.7358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8045   -1.4545    0.0607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6512    1.2076    1.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1578   -0.3268    0.8138 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0742   -1.5798   -1.0645 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6153   -0.9537    0.5645 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9670   -0.1239   -1.2271 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7271   -2.2092    0.0014 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6891    0.7992    1.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9147    0.9948    1.4350 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9704    2.6291    0.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  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
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  6
 14 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
M  CHG  2   2   1  10  -1
M  END


  Mrv1652305271900142D          

 16 15  0  0  1  0            999 V2000
    9.1187   -4.3982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5477   -4.3905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3992   -3.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2567   -4.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6795   -4.3954    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.9678   -4.4192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9599   -3.9850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6795   -5.2099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6805   -4.0236    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    6.2403   -4.3961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3945   -4.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6805   -3.2126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8310   -3.9819    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    9.8266   -3.1570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8310   -4.8069    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   13.3949   -3.6111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5  8  1  6  0  0  0
  6  9  1  0  0  0  0
  7 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 12  1  0  0  0  0
  1 13  1  0  0  0  0
 13  2  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
  9 16  1  0  0  0  0
M  CHG  2   9   1  15  -1
M  END
> <DATABASE_ID>
MMDBc0000494

> <DATABASE_NAME>
MIME

> <SMILES>
C[N+](C)(C)CCOP([O-])(=O)OC[C@H](O)CO

> <INCHI_IDENTIFIER>
InChI=1S/C8H20NO6P/c1-9(2,3)4-5-14-16(12,13)15-7-8(11)6-10/h8,10-11H,4-7H2,1-3H3/t8-/m1/s1

> <INCHI_KEY>
SUHOQUVVVLNYQR-MRVPVSSYSA-N

> <FORMULA>
C8H20NO6P

> <MOLECULAR_WEIGHT>
257.223

> <EXACT_MASS>
257.102824366

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
24.772342802488055

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-{[(2R)-2,3-dihydroxypropyl phosphono]oxy}ethyl)trimethylazanium

> <ALOGPS_LOGP>
-2.56

> <JCHEM_LOGP>
-5.728311425471745

> <ALOGPS_LOGS>
-1.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.641245557329462

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8553451472945346

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9689647678822215

> <JCHEM_POLAR_SURFACE_AREA>
99.05000000000001

> <JCHEM_REFRACTIVITY>
68.6823

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.96e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2-{[(2R)-2,3-dihydroxypropyl phosphono]oxy}ethyl)trimethylazanium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000086
     RDKit          3D
Glycerophosphocholine
 36 35  0  0  0  0  0  0  0  0999 V2000
   -4.1516   -0.4168    1.2788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1648    0.0678    0.3124 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.2136    1.4936    0.3360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6555   -0.3739   -0.9921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9262   -0.5294    0.6758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7030    0.2997    0.4614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4340    0.5623   -0.8801 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8533   -0.3893   -1.4589 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.6836   -1.7510   -0.8004 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7688   -0.6174   -3.1183 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.3297    0.3206   -0.9995 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0864   -0.6739   -0.4079 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5306   -0.2983   -0.2179 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1575   -1.3948    0.3912 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7108    0.8939    0.6811 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7644    2.0551   -0.0790 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1133   -1.5322    1.1899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7702   -0.1950    2.3010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1578   -0.0170    1.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6615    1.8605    1.2942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2610    2.0070    0.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9107    1.8701   -0.4561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0011   -0.0415   -1.8111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6333    0.1548   -1.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8793   -1.4551   -0.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9079   -0.8825    1.7358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8045   -1.4545    0.0607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6512    1.2076    1.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1578   -0.3268    0.8138 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0742   -1.5798   -1.0645 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6153   -0.9537    0.5645 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9670   -0.1239   -1.2271 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7271   -2.2092    0.0014 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6891    0.7992    1.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9147    0.9948    1.4350 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9704    2.6291    0.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  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
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  6
 14 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
M  CHG  2   2   1  10  -1
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  O   UNK     0      17.022  -8.210   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      19.689  -8.196   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      15.679  -7.444   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      21.013  -7.468   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.335  -8.205   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      22.340  -8.249   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.992  -7.439   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      14.335  -9.725   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0      23.670  -7.511   0.000  0.00  0.00           N+1
HETATM   10  O   UNK     0      11.649  -8.206   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      25.003  -8.295   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      23.670  -5.997   0.000  0.00  0.00           C+0
HETATM   13  P   UNK     0      18.351  -7.433   0.000  0.00  0.00           P+0
HETATM   14  O   UNK     0      18.343  -5.893   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      18.351  -8.973   0.000  0.00  0.00           O-1
HETATM   16  C   UNK     0      25.004  -6.741   0.000  0.00  0.00           C+0
CONECT    1    3   13                                                       
CONECT    2    4   13                                                       
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7    8                                                  
CONECT    6    4    9                                                       
CONECT    7    5   10                                                       
CONECT    8    5                                                            
CONECT    9    6   11   12   16                                             
CONECT   10    7                                                            
CONECT   11    9                                                            
CONECT   12    9                                                            
CONECT   13    1    2   14   15                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16    9                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

COMPND    HMDB0000086
HETATM    1  C1  UNL     1      -4.152  -0.417   1.279  1.00  0.00           C  
HETATM    2  N1  UNL     1      -3.165   0.068   0.312  1.00  0.00           N1+
HETATM    3  C2  UNL     1      -3.214   1.494   0.336  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.656  -0.374  -0.992  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.926  -0.529   0.676  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.703   0.300   0.461  1.00  0.00           C  
HETATM    7  O1  UNL     1      -0.434   0.562  -0.880  1.00  0.00           O  
HETATM    8  P1  UNL     1       0.853  -0.389  -1.459  1.00  0.00           P  
HETATM    9  O2  UNL     1       0.684  -1.751  -0.800  1.00  0.00           O  
HETATM   10  O3  UNL     1       0.769  -0.617  -3.118  1.00  0.00           O1-
HETATM   11  O4  UNL     1       2.330   0.321  -0.999  1.00  0.00           O  
HETATM   12  C6  UNL     1       3.086  -0.674  -0.408  1.00  0.00           C  
HETATM   13  C7  UNL     1       4.531  -0.298  -0.218  1.00  0.00           C  
HETATM   14  O5  UNL     1       5.157  -1.395   0.391  1.00  0.00           O  
HETATM   15  C8  UNL     1       4.711   0.894   0.681  1.00  0.00           C  
HETATM   16  O6  UNL     1       4.764   2.055  -0.079  1.00  0.00           O  
HETATM   17  H1  UNL     1      -4.113  -1.532   1.190  1.00  0.00           H  
HETATM   18  H2  UNL     1      -3.770  -0.195   2.301  1.00  0.00           H  
HETATM   19  H3  UNL     1      -5.158  -0.017   1.091  1.00  0.00           H  
HETATM   20  H4  UNL     1      -3.662   1.860   1.294  1.00  0.00           H  
HETATM   21  H5  UNL     1      -2.261   2.007   0.162  1.00  0.00           H  
HETATM   22  H6  UNL     1      -3.911   1.870  -0.456  1.00  0.00           H  
HETATM   23  H7  UNL     1      -3.001  -0.042  -1.811  1.00  0.00           H  
HETATM   24  H8  UNL     1      -4.633   0.155  -1.127  1.00  0.00           H  
HETATM   25  H9  UNL     1      -3.879  -1.455  -0.999  1.00  0.00           H  
HETATM   26  H10 UNL     1      -1.908  -0.883   1.736  1.00  0.00           H  
HETATM   27  H11 UNL     1      -1.805  -1.455   0.061  1.00  0.00           H  
HETATM   28  H12 UNL     1      -0.651   1.208   1.098  1.00  0.00           H  
HETATM   29  H13 UNL     1       0.158  -0.327   0.814  1.00  0.00           H  
HETATM   30  H14 UNL     1       3.074  -1.580  -1.065  1.00  0.00           H  
HETATM   31  H15 UNL     1       2.615  -0.954   0.565  1.00  0.00           H  
HETATM   32  H16 UNL     1       4.967  -0.124  -1.227  1.00  0.00           H  
HETATM   33  H17 UNL     1       4.727  -2.209   0.001  1.00  0.00           H  
HETATM   34  H18 UNL     1       5.689   0.799   1.211  1.00  0.00           H  
HETATM   35  H19 UNL     1       3.915   0.995   1.435  1.00  0.00           H  
HETATM   36  H20 UNL     1       3.970   2.629   0.060  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    4    5
CONECT    3   20   21   22
CONECT    4   23   24   25
CONECT    5    6   26   27
CONECT    6    7   28   29
CONECT    7    8
CONECT    8    9    9   10   11
CONECT   11   12
CONECT   12   13   30   31
CONECT   13   14   15   32
CONECT   14   33
CONECT   15   16   34   35
CONECT   16   36
END

HMDB0000086
     RDKit          3D
Glycerophosphocholine
 36 35  0  0  0  0  0  0  0  0999 V2000
   -4.1516   -0.4168    1.2788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1648    0.0678    0.3124 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.2136    1.4936    0.3360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6555   -0.3739   -0.9921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9262   -0.5294    0.6758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7030    0.2997    0.4614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4340    0.5623   -0.8801 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8533   -0.3893   -1.4589 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.6836   -1.7510   -0.8004 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7688   -0.6174   -3.1183 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.3297    0.3206   -0.9995 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0864   -0.6739   -0.4079 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5306   -0.2983   -0.2179 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1575   -1.3948    0.3912 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7108    0.8939    0.6811 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7644    2.0551   -0.0790 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1133   -1.5322    1.1899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7702   -0.1950    2.3010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1578   -0.0170    1.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6615    1.8605    1.2942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2610    2.0070    0.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9107    1.8701   -0.4561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0011   -0.0415   -1.8111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6333    0.1548   -1.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8793   -1.4551   -0.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9079   -0.8825    1.7358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8045   -1.4545    0.0607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6512    1.2076    1.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1578   -0.3268    0.8138 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0742   -1.5798   -1.0645 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6153   -0.9537    0.5645 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9670   -0.1239   -1.2271 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7271   -2.2092    0.0014 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6891    0.7992    1.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9147    0.9948    1.4350 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9704    2.6291    0.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  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
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  6
 14 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
M  CHG  2   2   1  10  -1
M  END

Synonyms

Value	Source
(2R)-2,3-Dihydroxypropyl 2-(trimethylammonio)ethyl phosphate	ChEBI
Alfoscerate de choline	ChEBI
Alfoscerato de colina	ChEBI
alpha-Glycerophosphorylcholine	ChEBI
Choline alphoscerate	ChEBI
Choline glycerophosphate	ChEBI
Cholini alfosceras	ChEBI
Cholini glycerophosphas	ChEBI
Glicerofosfato de colina	ChEBI
Glycerol phosphorylcholine	ChEBI
Glycerol-3-phosphatidylcholine	ChEBI
Glycerol-3-phosphocholine	ChEBI
Glycerophosphate de choline	ChEBI
Glycerophosphorylcholine	ChEBI
GPCho	ChEBI
L-alpha-Glycerophosphocholine	ChEBI
L-alpha-Glycerophosphorylcholine	ChEBI
L-Choline hydroxide 2,3-dihydroxypropyl hydrogen phosphate inner salt	ChEBI
sn-3-GPC	ChEBI
sn-Glycero-3-phosphocholine	ChEBI
sn-Glycerol 3-phosphocholine	ChEBI
Gliatilin	Kegg
(2R)-2,3-Dihydroxypropyl 2-(trimethylammonio)ethyl phosphoric acid	Generator
Alfosceric acid de choline	Generator
a-Glycerophosphorylcholine	Generator
Α-glycerophosphorylcholine	Generator
Choline alphosceric acid	Generator
Choline glycerophosphoric acid	Generator
Glycerophosphoric acid de choline	Generator
L-a-Glycerophosphocholine	Generator
L-Α-glycerophosphocholine	Generator
L-a-Glycerophosphorylcholine	Generator
L-Α-glycerophosphorylcholine	Generator
L-Choline hydroxide 2,3-dihydroxypropyl hydrogen phosphoric acid inner salt	Generator
Choline alfosceric acid	HMDB
Glycerol 3 phosphocholine	HMDB
Glycerylphosphorylcholine	HMDB
Alphoscerate, choline	HMDB
L alpha Glycerylphosphorylcholine	HMDB
3-Phosphocholine, glycerol	HMDB
Glycerol 3-phosphocholine	HMDB
L-alpha-Glycerylphosphorylcholine	HMDB
Alfoscerate, choline	HMDB
Glycerophosphate, choline	HMDB
2-[[(2,3-Dihydroxypropoxy)hydroxyphosphinyl]oxy]-N,N,N-trimethyl-ethanaminium inner salt	HMDB
a-Glycerylphosphorylcholine	HMDB
alpha-Glycerylphosphorylcholine	HMDB
Choline alfoscerate	HMDB
Glycerophosphatidylcholine	HMDB
GPC	HMDB
Hydrogen glycerophosphate choline	HMDB
Cereton	HMDB
Cholicerin	HMDB
Cholitiline	HMDB
Delecit	HMDB
Glycerol 3-phosphorylcholine	HMDB
Glycerophosphoric acid choline ester	HMDB
Glyceryl 3-phosphorylcholine	HMDB
Glycerylphosphocholine	HMDB
L-alpha-GPC	HMDB
L-Α-GPC	HMDB
L-Α-glycerylphosphorylcholine	HMDB
O-(sn-Glycero-3-phosphoryl)-choline	HMDB
sn-Glycero-3-phosphorylcholine	HMDB
Α-glycerylphosphorylcholine	HMDB
Glycerophosphocholine	ChEBI

Molecular Formula

C₈H₂₀NO₆P

Average Mass

257.223

Monoisotopic Mass

257.102824366

IUPAC Name

(2-{[(2R)-2,3-dihydroxypropyl phosphono]oxy}ethyl)trimethylazanium

Traditional Name

(2-{[(2R)-2,3-dihydroxypropyl phosphono]oxy}ethyl)trimethylazanium

CAS Registry Number

Not Available

SMILES

C[N+](C)(C)CCOP([O-])(=O)OC[C@H](O)CO

InChI Identifier

InChI=1S/C8H20NO6P/c1-9(2,3)4-5-14-16(12,13)15-7-8(11)6-10/h8,10-11H,4-7H2,1-3H3/t8-/m1/s1

InChI Key

SUHOQUVVVLNYQR-MRVPVSSYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glycerophosphocholines. These are lipids containing a glycerol moiety carrying a phosphocholine at the 3-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphocholines

Direct Parent

Glycerophosphocholines

Alternative Parents

Substituents

Glycero-3-phosphocholine
Phosphocholine
Dialkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Tetraalkylammonium salt
Quaternary ammonium salt
1,2-diol
Secondary alcohol
Organic nitrogen compound
Organic salt
Hydrocarbon derivative
Primary alcohol
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Amine
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

phosphocholines (CHEBI:16870 )
sn-glycerol 3-phosphates (CHEBI:16870 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	8.96 g/L	ALOGPS
logP	-2.6	ALOGPS
logP	-5.7	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	1.86	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	99.05 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	68.68 m³·mol⁻¹	ChemAxon
Polarizability	24.77 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	splash10-001j-7910000000-79a0f6ec434740d09410	2017-08-28	View Spectrum
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 GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9310000000-e2633e56c86952054710	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-1690000000-53ffc11b39ba8f89f803	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-d4d2c5d7e0856e948624	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9400000000-848201d8ac3bd454c67a	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-01w1-9300000000-987e5431e2d611fa5032	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-2490000000-efb55f1ddbed9f1a8754	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-1900000000-df7b0a6ce3c788063f53	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0zfr-0960000000-7df186ffc569be161b39	2021-09-20	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-052r-9140000000-3347b58fbc5fe0b0a201	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a7r-9210000000-60118aed826a14bb4cb1	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4r-9000000000-b6ac875e42841f04bcfc	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0390000000-9adc870a20cd016e3aa2	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0kor-2920000000-b31eb4ca99ba45d9f931	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9100000000-dec05a487d7ae73f1d27	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0090000000-bd45c4f9a61bbdbbd2d6	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-3960000000-2d618fc6f1a9c434909c	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-a5e502a2627af2048a1f	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0960000000-782cafcc84f2e1b58561	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-0900000000-5fbae562ef71fe1bd552	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0079-9800000000-00d2deed17b9ac0f5789	2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)		2012-12-04	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)		2012-12-04	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Blood
Brain
Breast Milk
Cerebrospinal Fluid (CSF)
Feces
Kidney
Placenta
Prostate
Saliva
Semen
Spleen
Urine

Tissue Locations

Brain
Kidney
Placenta
Prostate
Spleen

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191730	Acyl-protein thioesterase 1	Enzyme	O75608	Homo sapiens
MMDBp0191731	Group XV phospholipase A2	Unknown	Q8NCC3	Homo sapiens
MMDBp0191734	Cytosolic phospholipase A2	Unknown	P47712	Homo sapiens
MMDBp0191738	Galactoside-binding soluble lectin 13	Enzyme	Q9UHV8	Homo sapiens
MMDBp0191740	Acyl-protein thioesterase 2	Enzyme	O95372	Homo sapiens
MMDBp0191744	Eosinophil lysophospholipase	Enzyme	Q05315	Homo sapiens
MMDBp0194096	60 kDa lysophospholipase	Enzyme	Q86U10	Homo sapiens
MMDBp0194097	Phospholipase B1, membrane-associated	Unknown	Q6P1J6	Homo sapiens
MMDBp0194171	Glycerophosphodiester phosphodiesterase 1	Unknown	Q9NZC3	Homo sapiens
MMDBp0194716	Calcium-independent phospholipase A2-gamma	Unknown	Q9NP80	Homo sapiens
MMDBp0196265	Neuropathy target esterase	Enzyme	Q8IY17	Homo sapiens
MMDBp0196461	Ectonucleotide pyrophosphatase/phosphodiesterase family member 6	Enzyme	Q6UWR7	Homo sapiens
MMDBp0196823	Glycerophosphocholine phosphodiesterase GPCPD1	Unknown	Q9NPB8
MMDBp0196928	Patatin-like phospholipase domain-containing protein 7	Unknown	Q6ZV29
MMDBp0196994	Lysoplasmalogenase	Unknown	Q8N661

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Data Source	Reference
MMDBr0005733	Glycerophosphocholine	Choline	glycerophosphocholine phosphodiesterase GDE1 homolog (S. cerevisiae)	VMH	30371894
MMDBr0007846	Glycerophosphocholine	Choline	Not Available	VMH; KEGG	30371894
MMDBr0010815	Glycerophosphocholine	Phosphorylcholine	ectonucleotide pyrophosphatase/phosphodiesterase 6	VMH; KEGG	30371894

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Alzheimer's disease		Association	Human Cerebrospinal Fluid (CSF)	HMDB	15465626
Multi-infarct dementia		Association	Human Cerebrospinal Fluid (CSF)	HMDB	15465626

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Bacteroidetes	89	Human feces; Human stool; Human ; Human appendix biopsy; Human saliva; Human supragingival plaque; Human subgingival plaque	Indirect association between microbiota composition and metabolites measured in host biospecimen; Metabolic reconstruction
Bacteria	Firmicutes	334	Human feces; Human pleural fluid plaque; Human ; Human urine; Human mucosa; Human sputum; Human saliva; Human supragingival plaque; Pig ; Cattle ; Human stool; Human subgingival plaque	Indirect association between microbiota composition and metabolites measured in host biospecimen; Metabolic reconstruction
Bacteria	Proteobacteria	141	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human stool; Human feces; pleural fluid plaque; bal	Metabolic reconstruction
Bacteria	Actinobacteria	109	Human feces; Human pleural fluid plaque; Human dental plaque; Human sputum; Human ; Human nasopharyngeal swab; Human mucosa; Human supragingival plaque; Human subgingival plaque	Metabolic reconstruction
Bacteria	Fusobacteria	19	Human feces; Human	Metabolic reconstruction
Archaea	Euryarchaeota	1		Metabolic reconstruction
Bacteria	Tenericutes	1	Human feces	Metabolic reconstruction
Bacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Eukaryota/Fungi	Ascomycota	5	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference
Animal		Haliotis	FooDB	Manually Annotated
Animal		Strombidae	FooDB	Manually Annotated
Animal		Clupea harengus harengus	FooDB	Manually Annotated
Animal		Undaria pinnatifida	FooDB	Manually Annotated
Animal		Peprilus triacanthus	FooDB	Manually Annotated
Animal		Rhodophyta	FooDB	Manually Annotated
Animal		Myoxocephalus	FooDB	Manually Annotated
Animal		Eucheuma	FooDB	Manually Annotated
Animal	Milk	Bos taurus	FooDB	20338431
Animal	Milk	Bos taurus	FooDB	22098372
Animal	Milk	Bos taurus	FooDB	29642378
Animal	Milk	Bos taurus	FooDB	29642378
Animal	Milk	Bos taurus	FooDB	30994344
Animal	Milk	Bos taurus	FooDB	29642378
Animal		Saccharina japonica	FooDB	Manually Annotated
Animal	Milk	Bos taurus	FooDB	30994344
Animal	Milk	Bos taurus	FooDB	30994344
Animal	Milk	Bos taurus	FooDB	30994344
Animal		Spirulina	FooDB	Manually Annotated
Animal		Lota lota	FooDB	Manually Annotated
Animal		Porphyra umbilicalis	FooDB	Manually Annotated
Animal		Chondrus crispus	FooDB	Manually Annotated
Animal		Laminaria	FooDB	Manually Annotated
Plant		Xanthosoma sagittifolium	FooDB	Manually Annotated
Plant		Basella alba	FooDB	Manually Annotated
Plant		Vitis	FooDB	Manually Annotated
Plant		Capsicum baccatum var. baccatum	FooDB	Manually Annotated
Plant		Citrus latifolia	FooDB	Manually Annotated
Plant			FooDB	Manually Annotated
Plant		Byrsonima crassifolia	FooDB	Manually Annotated
Plant		Capsicum pubescens	FooDB	Manually Annotated
Plant		Carya illinoinensis	FooDB	Manually Annotated
Plant		Crateva religiosa	FooDB	Manually Annotated
Plant		Vitis aestivalis	FooDB	Manually Annotated
Plant		Eugenia javanica	FooDB	Manually Annotated
Plant		Mentha arvensis	FooDB	Manually Annotated
Plant		Cucumis sativus	FooDB	Manually Annotated
Plant			FooDB	Manually Annotated
Plant		Vaccinium stamineum	FooDB	Manually Annotated
Plant		Brassica rapa var. chinensis	FooDB	Manually Annotated
Plant		Cinnamomum aromaticum	FooDB	Manually Annotated
Plant		Ribes rubrum	FooDB	Manually Annotated
Plant		Psophocarpus tetragonolobus	FooDB	Manually Annotated
Plant		Ipomoea batatas	FooDB	Manually Annotated
Plant		Solanum lycopersicum var. cerasiforme	FooDB	Manually Annotated
Plant		Portulaca oleracea	FooDB	Manually Annotated
Plant		Chenopodium album	FooDB	Manually Annotated
Plant		Pastinaca sativa	FooDB	Manually Annotated
Plant		Allium ampeloprasum	FooDB	Manually Annotated
Plant		Cucurbita maxima	FooDB	Manually Annotated
Plant		Grataegosorbus mitschurinii	FooDB	Manually Annotated
Plant		Sechium edule	FooDB	Manually Annotated
Plant		Brassica oleracea	FooDB	Manually Annotated
Plant		Diospyros virginiana	FooDB	Manually Annotated
Plant		Origanum x majoricum	FooDB	Manually Annotated
Plant		Lactuca sativa l. var. longifolia	FooDB	Manually Annotated
Plant		Rumex	FooDB	Manually Annotated
Plant		Rubus x loganobaccus	FooDB	Manually Annotated
Plant		Tragopogon porrifolius	FooDB	Manually Annotated
Plant		Allium ascalonicum	FooDB	Manually Annotated
Plant		Citrullus lanatus var. fistulosus	FooDB	Manually Annotated
Plant		Taraxacum officinale	FooDB	Manually Annotated
Plant		Rubus chamaemorus	FooDB	Manually Annotated
Plant		Amelanchier alnifolia	FooDB	Manually Annotated
Plant		Eugenia uniflora	FooDB	Manually Annotated
Plant		Curcuma longa	FooDB	Manually Annotated
Plant		Annona reticulata	FooDB	Manually Annotated
Plant		Sesbania bispinosa	FooDB	Manually Annotated
Plant		Elettaria cardamomum	FooDB	Manually Annotated
Plant		Ananas comosus	FooDB	Manually Annotated
Plant		Persea americana	FooDB	Manually Annotated
Plant		Ribes x nidigrolaria	FooDB	Manually Annotated
Plant		Garcinia mangostana	FooDB	Manually Annotated
Plant		Lathyrus sativus	FooDB	Manually Annotated
Plant		Dioscorea pentaphylla	FooDB	Manually Annotated
Plant		Allium tuberosum	FooDB	Manually Annotated
Plant		Brassica oleracea var. botrytis	FooDB	Manually Annotated
Plant		Chenopodium quinoa	FooDB	Manually Annotated
Plant		Cichorium intybus	FooDB	Manually Annotated
Plant		Corchorus olitorius	FooDB	Manually Annotated
Plant		Cucumis melo	FooDB	Manually Annotated
Plant		Juglans nigra	FooDB	Manually Annotated
Plant		Gaylussacia baccata	FooDB	Manually Annotated
Plant		Petasites japonicus	FooDB	Manually Annotated
Plant		Prunus tomentosa	FooDB	Manually Annotated
Plant		Maranta arundinacea	FooDB	Manually Annotated
Plant		Mentha x piperita	FooDB	Manually Annotated
Plant		Cinnamomum verum	FooDB	Manually Annotated
Plant		Matteuccia struthiopteris	FooDB	Manually Annotated
Plant		Cucurbita moschata	FooDB	Manually Annotated
Plant		Glycine max	FooDB	Manually Annotated
Plant		Vaccinium myrtilloides	FooDB	Manually Annotated
Plant		Ocimum basilicum	FooDB	Manually Annotated
Plant		Macadamia	FooDB	Manually Annotated
Plant		Tilia	FooDB	Manually Annotated
Plant		Nelumbo	FooDB	Manually Annotated
Plant		Papaver	FooDB	Manually Annotated
Plant		Rosa	FooDB	Manually Annotated
Plant		Brassica oleracea var. conica	FooDB	Manually Annotated
Plant		Citrus limon	FooDB	Manually Annotated
Plant		Apium graveolens var. rapaceum	FooDB	Manually Annotated
Plant		Capsicum annuum var. annuum	FooDB	Manually Annotated
Plant		Lippia graveolens	FooDB	Manually Annotated
Plant		Annona cherimola	FooDB	Manually Annotated
Plant		Sesamum orientale	FooDB	Manually Annotated
Plant		Brassica rapa var. pekinensis	FooDB	Manually Annotated
Plant		Brassica rapa	FooDB	Manually Annotated
Plant		Prunus	FooDB	Manually Annotated
Plant		Capparis spinosa	FooDB	Manually Annotated
Plant		Vaccinium deliciosum	FooDB	Manually Annotated
Plant		Citrus sinensis	FooDB	Manually Annotated
Plant		Lens culinaris	FooDB	Manually Annotated
Plant		Phaseolus lunatus	FooDB	Manually Annotated
Plant		Artocarpus heterophyllus	FooDB	Manually Annotated
Plant		Prunus virginiana	FooDB	Manually Annotated
Plant		Musa acuminata	FooDB	Manually Annotated
Plant		Macadamia tetraphylla	FooDB	Manually Annotated
Plant		Vigna unguiculata ssp. unguiculata	FooDB	Manually Annotated
Plant		Citrullus lanatus	FooDB	Manually Annotated
Plant		Lagenaria siceraria	FooDB	Manually Annotated
Plant		Linum usitatissimum	FooDB	Manually Annotated
Plant		Carissa macrocarpa	FooDB	Manually Annotated
Plant		Phyllostachys edulis	FooDB	Manually Annotated
Plant		Satureja hortensis	FooDB	Manually Annotated
Plant		Averrhoa carambola	FooDB	Manually Annotated
Plant		Prunus domestica	FooDB	Manually Annotated
Plant		Prunus armeniaca	FooDB	Manually Annotated
Plant		Sorbus aucuparia	FooDB	Manually Annotated
Plant		Carum carvi	FooDB	Manually Annotated
Plant		Allium schoenoprasum	FooDB	Manually Annotated
Plant		Citrus reticulata	FooDB	Manually Annotated
Plant		Brassica oleracea var. costata	FooDB	Manually Annotated
Plant		Panax	FooDB	Manually Annotated
Plant		Nelumbo nucifera	FooDB	Manually Annotated
Plant		Brassica rapa var. rapa	FooDB	Manually Annotated
Plant		Bertholletia excelsa	FooDB	Manually Annotated
Plant		Cymbopogon citratus	FooDB	Manually Annotated
Plant		Ceratonia siliqua	FooDB	Manually Annotated
Plant		Anethum graveolens	FooDB	Manually Annotated
Plant		Coriandrum sativum	FooDB	Manually Annotated
Plant		Luffa aegyptiaca	FooDB	Manually Annotated
Plant		Vigna umbellata	FooDB	Manually Annotated
Plant		Rubus occidentalis	FooDB	Manually Annotated
Plant		Allium fistulosum	FooDB	Manually Annotated
Plant		Capsicum	FooDB	Manually Annotated
Plant		Carthamus tinctorius	FooDB	Manually Annotated
Plant		Cicer arietinum	FooDB	Manually Annotated
Plant		Tilia cordata	FooDB	Manually Annotated
Plant		Vaccinium alaskaense	FooDB	Manually Annotated
Plant		Lupinus	FooDB	Manually Annotated
Plant		Anacardium occidentale	FooDB	Manually Annotated
Plant		Durio zibethinus	FooDB	Manually Annotated
Plant		Prunus persica var. nucipersica	FooDB	Manually Annotated
Plant		Eriobotrya japonica	FooDB	Manually Annotated
Plant		Ribes glandulosum	FooDB	Manually Annotated
Plant		Brassica napus var. pabularia	FooDB	Manually Annotated
Plant		Verbena officinalis	FooDB	Manually Annotated
Plant		Diospyros kaki	FooDB	Manually Annotated
Plant		Oenothera biennis	FooDB	Manually Annotated
Plant		Vaccinium oxycoccos	FooDB	Manually Annotated
Plant		Virola surinamensis	FooDB	Manually Annotated
Plant		Camellia sinensis	FooDB	Manually Annotated
Plant		Rumex acetosa	FooDB	Manually Annotated
Plant		Theobroma cacao	FooDB	Manually Annotated
Plant		Solanum lycopersicum var. lycopersicum	FooDB	Manually Annotated
Plant		Aloysia triphylla	FooDB	Manually Annotated
Plant		Vaccinium parvifolium	FooDB	Manually Annotated
Plant		Capsicum chinense	FooDB	Manually Annotated
Plant		Pyrus pyrifolia	FooDB	Manually Annotated
Plant		Phaseolus vulgaris	FooDB	Manually Annotated
Plant		Brassica oleracea var. capitata	FooDB	Manually Annotated
Plant		Vaccinium reticulatum	FooDB	Manually Annotated
Plant		Solanum quitoense	FooDB	Manually Annotated
Plant		Vaccinium myrtillus	FooDB	Manually Annotated
Plant		Daucus carota ssp. sativus	FooDB	Manually Annotated
Plant		Theobroma grandiflorum	FooDB	Manually Annotated
Plant		Syzygium aromaticum	FooDB	Manually Annotated
Plant		Ginkgo biloba	FooDB	Manually Annotated
Plant		Vigna unguiculata ssp. cylindrica	FooDB	Manually Annotated
Plant			FooDB	Manually Annotated
Plant		Flammulina velutipes	FooDB	Manually Annotated
Plant		Vicia faba	FooDB	Manually Annotated
Plant		Satureja montana	FooDB	Manually Annotated
Plant		Perideridia oregana	FooDB	Manually Annotated
Plant		Citrus japonica	FooDB	Manually Annotated
Plant		Vaccinium arboreum	FooDB	Manually Annotated
Plant		Wasabia japonica	FooDB	Manually Annotated
Plant		Origanum onites	FooDB	Manually Annotated
Plant		Prunus avium	FooDB	Manually Annotated
Plant		Pouteria sapota	FooDB	Manually Annotated
Plant		Piper nigrum	FooDB	Manually Annotated
Plant		Viburnum edule	FooDB	Manually Annotated
Plant		Vitis vinifera	FooDB	Manually Annotated
Plant		Origanum vulgare	FooDB	Manually Annotated
Plant		Capsicum annuum	FooDB	Manually Annotated
Plant		Dioscorea	FooDB	Manually Annotated
Plant		Vaccinium uliginosum	FooDB	Manually Annotated
Plant		Momordica charantia	FooDB	Manually Annotated
Plant		Rubus ursinus x idaeus	FooDB	Manually Annotated
Plant		Castanea	FooDB	Manually Annotated
Plant		Cirsium	FooDB	Manually Annotated
Plant		Raphanus sativus var. sativus	FooDB	Manually Annotated
Plant		Pleurotus ostreatus	FooDB	Manually Annotated
Plant		Opuntia	FooDB	Manually Annotated
Plant		Brassica oleracea var. italica	FooDB	Manually Annotated
Plant		Colocasia esculenta	FooDB	Manually Annotated
Plant		Prunus persica var. persica	FooDB	Manually Annotated
Plant		Anthriscus cerefolium	FooDB	Manually Annotated
Plant		Solanum melongena	FooDB	Manually Annotated
Plant		Nuphar lutea	FooDB	Manually Annotated
Plant		Pachyrhizus erosus	FooDB	Manually Annotated
Plant		Lupinus albus	FooDB	Manually Annotated
Plant		Cichorium endivia	FooDB	Manually Annotated
Plant		Myristica fragrans	FooDB	Manually Annotated
Plant		Elaeis	FooDB	Manually Annotated
Plant		Dysphania ambrosioides	FooDB	Manually Annotated
Plant		Raphanus sativus var. niger	FooDB	Manually Annotated
Plant		Cinnamomum	FooDB	Manually Annotated
Plant		Photinia melanocarpa	FooDB	Manually Annotated
Plant		Ribes uva-crispa	FooDB	Manually Annotated
Plant		Feijoa sellowiana	FooDB	Manually Annotated
Plant		Vaccinium	FooDB	Manually Annotated
Plant		Lablab purpureus	FooDB	Manually Annotated
Plant		Apium graveolens	FooDB	Manually Annotated
Plant		Rheum rhabarbarum	FooDB	Manually Annotated
Plant		Crocus sativus	FooDB	Manually Annotated
Plant		Syzygium jambos	FooDB	Manually Annotated
Plant		Salix pulchra	FooDB	Manually Annotated
Plant		Citrus maxima	FooDB	Manually Annotated
Plant		Fagus	FooDB	Manually Annotated
Plant		Salvia officinalis	FooDB	Manually Annotated
Plant		Castanea sativa	FooDB	Manually Annotated
Plant		Cydonia oblonga	FooDB	Manually Annotated
Plant		Opuntia cochenillifera	FooDB	Manually Annotated
Plant		Annona muricata	FooDB	Manually Annotated
Plant		Vaccinium ovatum	FooDB	Manually Annotated
Plant		Thymus pulegioides	FooDB	Manually Annotated
Plant		Phaseolus coccineus	FooDB	Manually Annotated
Plant		Cucurbita	FooDB	Manually Annotated
Plant		Mespilus germanica	FooDB	Manually Annotated
Plant		Cocos nucifera	FooDB	Manually Annotated
Plant		Tamarindus indica	FooDB	Manually Annotated
Plant		Brassica rapa var. perviridis	FooDB	Manually Annotated
Plant		Mentha aquatica	FooDB	Manually Annotated
Plant		Salvia elegans	FooDB	Manually Annotated
Plant		Mentha	FooDB	Manually Annotated
Plant		Cucurbita pepo var. cylindrica	FooDB	Manually Annotated
Plant		Sagittaria latifolia	FooDB	Manually Annotated
Plant		Sambucus	FooDB	Manually Annotated
Plant		Syzygium cumini	FooDB	Manually Annotated
Plant		Psidium guajava	FooDB	Manually Annotated
Plant		Typha angustifolia	FooDB	Manually Annotated
Plant		Pinus	FooDB	Manually Annotated
Plant		Tilia tomentosa	FooDB	Manually Annotated
Plant		Empetrum nigrum	FooDB	Manually Annotated
Plant		Olea europaea	FooDB	Manually Annotated
Plant		Myrica rubra	FooDB	Manually Annotated
Plant		Valerianella locusta	FooDB	Manually Annotated
Plant		Vaccinium angustifolium x vaccinium corymbosum	FooDB	Manually Annotated
Plant		Sisymbrium	FooDB	Manually Annotated
Plant		Vaccinium vitis-idaea	FooDB	Manually Annotated
Plant		Solanum tuberosum	FooDB	Manually Annotated
Plant		Vanilla	FooDB	Manually Annotated
Plant		Daucus carota	FooDB	Manually Annotated
Plant		Carya	FooDB	Manually Annotated
Plant		Physalis philadelphica var. immaculata	FooDB	Manually Annotated
Plant		Borago officinalis	FooDB	Manually Annotated
Plant		Hyssopus officinalis	FooDB	Manually Annotated
Plant		Manihot esculenta	FooDB	Manually Annotated
Plant		Raphanus sativus	FooDB	Manually Annotated
Plant		Scorzonera hispanica	FooDB	Manually Annotated
Plant		Vigna unguiculata ssp. sesquipedalis	FooDB	Manually Annotated
Plant		Angelica keiskei	FooDB	Manually Annotated
Plant		Brassica oleracea l. var. capitata l. f. alba dc.	FooDB	Manually Annotated
Plant		Vigna radiata	FooDB	Manually Annotated
Plant		Prunus dulcis	FooDB	Manually Annotated
Plant		Beta vulgaris ssp. cicla	FooDB	Manually Annotated
Plant		Ipomoea aquatica	FooDB	Manually Annotated
Plant		Rubus spectabilis	FooDB	Manually Annotated
Plant		Musa x paradisiaca	FooDB	Manually Annotated
Plant		Cuminum cyminum	FooDB	Manually Annotated
Plant		Allium sativum	FooDB	Manually Annotated
Plant		Sinapis alba	FooDB	Manually Annotated
Plant		Cantharellus cibarius	FooDB	Manually Annotated
Plant		Fragaria x ananassa	FooDB	Manually Annotated
Plant		Brassica ruvo	FooDB	Manually Annotated
Plant		Arachis hypogaea	FooDB	Manually Annotated
Plant		Pyrus communis	FooDB	Manually Annotated
Plant		Rubus idaeus	FooDB	Manually Annotated
Plant		Morus nigra	FooDB	Manually Annotated
Plant		Apium graveolens var. secalinum	FooDB	Manually Annotated
Plant		Pinus edulis	FooDB	Manually Annotated
Plant		Abelmoschus esculentus	FooDB	Manually Annotated
Plant		Solanum lycopersicum	FooDB	Manually Annotated
Plant		Opuntia macrorhiza	FooDB	Manually Annotated
Plant		Moringa oleifera	FooDB	Manually Annotated
Plant		Passiflora edulis	FooDB	Manually Annotated
Plant		Vigna angularis	FooDB	Manually Annotated
Plant		Manilkara zapota	FooDB	Manually Annotated
Plant		Allium cepa	FooDB	Manually Annotated
Plant		Mentha spicata	FooDB	Manually Annotated
Plant		Malus	FooDB	Manually Annotated
Plant		Cucurbita pepo var. clypeata	FooDB	Manually Annotated
Plant		Corylus	FooDB	Manually Annotated
Plant		Juglans	FooDB	Manually Annotated
Plant		Sambucus nigra	FooDB	Manually Annotated
Plant		Helianthus annuus	FooDB	Manually Annotated
Plant		Mangifera indica	FooDB	Manually Annotated
Plant			FooDB	Manually Annotated
Plant		Ribes nigrum	FooDB	Manually Annotated
Plant		Illicium verum	FooDB	Manually Annotated
Plant		Zingiber officinale	FooDB	Manually Annotated
Plant		Chamaemelum nobile	FooDB	Manually Annotated
Plant		Auricularia auricula-judae	FooDB	Manually Annotated
Plant		Petroselinum crispum	FooDB	Manually Annotated
Plant		Pisum sativum	FooDB	Manually Annotated
Plant		Laurus nobilis	FooDB	Manually Annotated
Plant		Attalea speciosa	FooDB	Manually Annotated
Plant		Juglans ailanthifolia	FooDB	Manually Annotated
Plant		Polygonum alpinum	FooDB	Manually Annotated
Plant		Melissa officinalis	FooDB	Manually Annotated
Plant		Hippophae rhamnoides	FooDB	Manually Annotated
Plant		Pediomelum esculentum	FooDB	Manually Annotated
Plant		Brassica juncea	FooDB	Manually Annotated
Plant		Auricularia polytricha	FooDB	Manually Annotated
Plant		Camellia oleifera	FooDB	Manually Annotated
Plant		Vaccinium corymbosum	FooDB	Manually Annotated
Plant		Chrysanthemum coronarium	FooDB	Manually Annotated
Plant		Eleocharis dulcis	FooDB	Manually Annotated
Plant		Actinidia chinensis	FooDB	Manually Annotated
Plant		Spinacia oleracea	FooDB	Manually Annotated
Plant		Carica papaya	FooDB	Manually Annotated
Plant		Thymus vulgaris	FooDB	Manually Annotated
Plant		Rubus arcticus	FooDB	Manually Annotated
Plant		Medicago sativa	FooDB	Manually Annotated
Plant		Pimenta dioica	FooDB	Manually Annotated
Plant		Rumex articus	FooDB	Manually Annotated
Plant		Vigna mungo	FooDB	Manually Annotated
Plant		Agaricus bisporus	FooDB	Manually Annotated
Plant		Cajanus cajan	FooDB	Manually Annotated
Plant		Hibiscus sabdariffa	FooDB	Manually Annotated
Plant		Canarium ovatum	FooDB	Manually Annotated
Plant		Benincasa hispida	FooDB	Manually Annotated
Plant		Ribes aureum var. villosum	FooDB	Manually Annotated
Plant		Origanum majorana	FooDB	Manually Annotated
Plant		Armoracia rusticana	FooDB	Manually Annotated
Plant		Prunus persica	FooDB	Manually Annotated
Plant		Cucurbita pepo var. cylindrica	FooDB	Manually Annotated
Plant		Brassica oleracea var. gemmifera	FooDB	Manually Annotated
Plant		Vaccinium macrocarpon	FooDB	Manually Annotated
Plant		Brassica oleracea var. gongylodes	FooDB	Manually Annotated
Plant		Eruca vesicaria ssp. sativa	FooDB	Manually Annotated
Plant		Foeniculum vulgare	FooDB	Manually Annotated
Plant		Arctium lappa	FooDB	Manually Annotated
Plant		Juglans cinerea	FooDB	Manually Annotated
Plant		Phoenix dactylifera	FooDB	Manually Annotated
Plant		Artocarpus altilis	FooDB	Manually Annotated
Plant		Metroxylon sagu	FooDB	Manually Annotated
Plant		Vitis rotundifolia	FooDB	Manually Annotated
Plant		Prunus cerasus	FooDB	Manually Annotated
Plant		Vigna unguiculata	FooDB	Manually Annotated
Plant		Cynara scolymus	FooDB	Manually Annotated
Plant		Psidium cattleianum	FooDB	Manually Annotated
Plant		Cyathea	FooDB	Manually Annotated
Plant			FooDB	Manually Annotated
Plant		Brosimum alicastrum	FooDB	Manually Annotated
Plant		Citrus x paradisi	FooDB	Manually Annotated
Plant		Rosmarinus officinalis	FooDB	Manually Annotated
Plant		Castanea mollissima	FooDB	Manually Annotated
Plant		Lentinus edodes	FooDB	Manually Annotated
Plant		Ficus carica	FooDB	Manually Annotated
Plant		Morus	FooDB	Manually Annotated
Plant		Vitis labrusca	FooDB	Manually Annotated
Plant		Lepidium sativum	FooDB	Manually Annotated
Plant		Phytolacca americana	FooDB	Manually Annotated
Plant		Helianthus tuberosus	FooDB	Manually Annotated
Plant		Grifola frondosa	FooDB	Manually Annotated
Plant		Beta vulgaris var. rubra	FooDB	Manually Annotated
Plant		Tetragonia tetragonioides	FooDB	Manually Annotated
Plant		Cucumis metuliferus	FooDB	Manually Annotated
Plant		Myrica	FooDB	Manually Annotated
Plant		Nephelium lappaceum	FooDB	Manually Annotated
Plant		Artemisia vulgaris	FooDB	Manually Annotated
Plant		Castanea crenata	FooDB	Manually Annotated
Plant		Litchi chinensis	FooDB	Manually Annotated
Plant		Quercus	FooDB	Manually Annotated
Plant		Corylus avellana	FooDB	Manually Annotated
Plant		Vaccinium angustifolium	FooDB	Manually Annotated
Plant		Malpighia emarginata	FooDB	Manually Annotated
Plant		Juglans regia	FooDB	Manually Annotated
Plant		Trigonella foenum-graecum	FooDB	Manually Annotated
Plant		Physalis	FooDB	Manually Annotated
Plant		Thelesperma	FooDB	Manually Annotated
Plant			FooDB	Manually Annotated
Plant		Brassica oleracea var. sabauda	FooDB	Manually Annotated
Plant		Chamerion angustifolium	FooDB	Manually Annotated
Plant		Brassica napus	FooDB	Manually Annotated
Plant		Vaccinium elliottii	FooDB	Manually Annotated
Plant		Asparagus officinalis	FooDB	Manually Annotated
Plant		Levisticum officinale	FooDB	Manually Annotated
Plant		Ziziphus zizyphus	FooDB	Manually Annotated
Plant		Dimocarpus longan	FooDB	Manually Annotated
Plant		Citrus aurantiifolia	FooDB	Manually Annotated
Plant		Salvia hispanica	FooDB	Manually Annotated
Plant		Matricaria recutita	FooDB	Manually Annotated
Plant		Cynara cardunculus	FooDB	Manually Annotated
Plant		Pangium edule	FooDB	Manually Annotated
Plant		Lactuca sativa	FooDB	Manually Annotated
Plant		Pimpinella anisum	FooDB	Manually Annotated
Plant		Artemisia dracunculus	FooDB	Manually Annotated
Plant		Vitellaria paradoxa	FooDB	Manually Annotated
Plant		Allium	FooDB	Manually Annotated
Plant		Brassica oleracea var. viridis	FooDB	Manually Annotated
Plant		Eragrostis tef	FooDB	Manually Annotated
Plant		Agave	FooDB	Manually Annotated
Plant		Pistacia vera	FooDB	Manually Annotated
Plant		Hedysarum alpinum	FooDB	Manually Annotated
Plant		Vigna aconitifolia	FooDB	Manually Annotated
Plant		Malus pumila	FooDB	Manually Annotated
Plant		Diospyros	FooDB	Manually Annotated
Plant		Amaranthus	FooDB	Manually Annotated
Plant		Punica granatum	FooDB	Manually Annotated
Plant		Mammea americana	FooDB	Manually Annotated
Plant		Gossypium	FooDB	Manually Annotated
Plant		Brassica alboglabra	FooDB	Manually Annotated
Plant		Apium graveolens var. dulce	FooDB	Manually Annotated
Plant		Beta vulgaris	FooDB	Manually Annotated
Plant		Annona squamosa	FooDB	Manually Annotated

Source Type	Activity	Data Source	Reference
Drugs	Antimicrobial	U.S. Environmental Protection Agency	CompTox
Cosmetics	Not Available	U.S. Environmental Protection Agency	CompTox
Domestics	Not Available	U.S. Environmental Protection Agency	CompTox
Cosmetics	Not Available	U.S. Environmental Protection Agency	CompTox

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB
Human Cerebrospinal fluid (csf)	Detected and Quantified	6.9	3.2			uM	Elderly (>65 years old)	Both	Alzheimer's disease	HMDB	15465626
Human Cerebrospinal fluid (csf)	Detected and Quantified	4.03		2.51	5.55	uM	Adult (>18 years old)	Both	Vascular dementia	HMDB	15465626
Human Cerebrospinal fluid (csf)	Detected and Quantified	4.03	1.52			uM	Elderly (>65 years old)	Not Specified	Vascular dementia	HMDB	15465626
Human Semen	Detected and Quantified	2.5	1.6			uM	Adult (>18 years old)	Both	Normal	HMDB	2827914
Human Blood	Detected and Quantified	29.0	5.0			uM	Infant (0-1 year old)	Both	Normal	HMDB	16043031
Human Cerebrospinal fluid (csf)	Detected and Quantified	3.9	1.2			uM	Adult (>18 years old)	Both	Normal	HMDB	15465626
Human Cerebrospinal fluid (csf)	Detected and Quantified	3.94	1.17			uM	Adult (>18 years old)	Not Specified	Normal	HMDB	15465626
Human Blood	Detected and Quantified	33.0	4.0			uM	Adult (>18 years old)	Female	Normal	HMDB	16043031
Human Blood	Detected and Quantified	34.0	5.0			uM	Infant (0-1 year old)	Both	Normal	HMDB	16043031
Human Breast milk	Detected and Quantified	362	70			uM	Adult (>18 years old)	Not Specified	Normal	HMDB	8839502
Human Blood	Detected and Quantified	40.0	4.0			uM	Newborn (0-30 days old)	Both	Normal	HMDB	16043031
Human Breast milk	Detected and Quantified	471	161			uM	Adult (>18 years old)	Female	Normal	HMDB	24027187
Human Saliva	Detected and Quantified	1.05	0.248			uM	Adult (>18 years old)	Female	Normal	HMDB	Sugimoto et al. (2013) Physiological and environmental parameters associated with mass spectrometry-based salivary metabolomic profiles.
Human Saliva	Detected and Quantified	1.38	0.531			uM	Adult (>18 years old)	Not Specified	Normal	HMDB	Sugimoto et al. (2013) Physiological and environmental parameters associated with mass spectrometry-based salivary metabolomic profiles.
Human Saliva	Detected and Quantified	1.84	0.652			uM	Adult (>18 years old)	Female	Normal	HMDB	Sugimoto et al. (2013) Physiological and environmental parameters associated with mass spectrometry-based salivary metabolomic profiles.
Human Saliva	Detected and Quantified	1.98	1.45			uM	Adult (>18 years old)	Not Specified	Normal	HMDB	Sugimoto et al. (2013) Physiological and environmental parameters associated with mass spectrometry-based salivary metabolomic profiles.
Human Saliva	Detected and Quantified	2.53	4.35			uM	Adult (>18 years old)	Female	Normal	HMDB	Sugimoto et al. (2013) Physiological and environmental parameters associated with mass spectrometry-based salivary metabolomic profiles.
Human Saliva	Detected and Quantified	9.82	6.76			uM	Adult (>18 years old)	Both	Normal	HMDB	https://doi.org/10.1007/s11306-015-0840-5
Human Brain	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Kidney	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Placenta	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Prostate	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Spleen	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Saliva	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	20300169
Human Blood	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	22685041
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	27065191
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	27543620
Human Feces	Detected but not Quantified						Adult (>18 years old)	Not Specified	Normal	HMDB	25985090
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	29808030
Human Urine	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	32966057
Human Blood	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	32966057

External Links

HMDB ID

HMDB0000086

DrugBank ID

DB04660

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030952

KNApSAcK ID

Not Available

Chemspider ID

571409

KEGG Compound ID

C00670

BioCyc ID

L-1-GLYCERO-PHOSPHORYLCHOLINE

BiGG ID

Not Available

Wikipedia Link

Alpha-GPC

METLIN ID

370

PubChem Compound

657272

PDB ID

Not Available

ChEBI ID

16870

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Nitsch RM, Blusztajn JK, Pittas AG, Slack BE, Growdon JH, Wurtman RJ: Evidence for a membrane defect in Alzheimer disease brain. Proc Natl Acad Sci U S A. 1992 Mar 1;89(5):1671-5. doi: 10.1073/pnas.89.5.1671. [PubMed:1311847 ]
Nitsch R, Pittas A, Blusztajn JK, Slack BE, Growdon JH, Wurtman RJ: Alterations of phospholipid metabolites in postmortem brain from patients with Alzheimer's disease. Ann N Y Acad Sci. 1991;640:110-3. doi: 10.1111/j.1749-6632.1991.tb00200.x. [PubMed:1663712 ]
Miller BL, Read S, Tang C, Jenden D: Differences in red blood cell choline and lipid-bound choline between patients with Alzheimer disease and control subjects. Neurobiol Aging. 1991 Jan-Feb;12(1):61-4. doi: 10.1016/0197-4580(91)90040-q. [PubMed:2002884 ]
Blusztajn JK, Lopez Gonzalez-Coviella I, Logue M, Growdon JH, Wurtman RJ: Levels of phospholipid catabolic intermediates, glycerophosphocholine and glycerophosphoethanolamine, are elevated in brains of Alzheimer's disease but not of Down's syndrome patients. Brain Res. 1990 Dec 17;536(1-2):240-4. doi: 10.1016/0006-8993(90)90030-f. [PubMed:2150771 ]
Miller BL, Lin KM, Djenderedjian A, Tang C, Hill E, Fu P, Nuccio C, Jenden DJ: Changes in red blood cell choline and choline-bound lipids with oral lithium. Experientia. 1990 May 15;46(5):454-6. doi: 10.1007/BF01954227. [PubMed:2347393 ]
Pomfret EA, daCosta KA, Schurman LL, Zeisel SH: Measurement of choline and choline metabolite concentrations using high-pressure liquid chromatography and gas chromatography-mass spectrometry. Anal Biochem. 1989 Jul;180(1):85-90. doi: 10.1016/0003-2697(89)90091-2. [PubMed:2817347 ]
Chap HJ, Moatti JP, Mieusset R, Nieto M, Laneelle G, Bennet PJ, Mansat A, Pontonnier F, Douste-Blazy L: Simple, rapid enzymatic determination of glycerophosphocholine in human seminal plasma. Clin Chem. 1988 Jan;34(1):106-9. [PubMed:2827914 ]
Blank ML, Smith ZL, Fitzgerald V, Snyder F: The CoA-independent transacylase in PAF biosynthesis: tissue distribution and molecular species selectivity. Biochim Biophys Acta. 1995 Feb 9;1254(3):295-301. doi: 10.1016/0005-2760(94)00189-6. [PubMed:7857969 ]
Satlin A, Bodick N, Offen WW, Renshaw PF: Brain proton magnetic resonance spectroscopy (1H-MRS) in Alzheimer's disease: changes after treatment with xanomeline, an M1 selective cholinergic agonist. Am J Psychiatry. 1997 Oct;154(10):1459-61. doi: 10.1176/ajp.154.10.1459. [PubMed:9326834 ]
Fallbrook A, Turenne SD, Mamalias N, Kish SJ, Ross BM: Phosphatidylcholine and phosphatidylethanolamine metabolites may regulate brain phospholipid catabolism via inhibition of lysophospholipase activity. Brain Res. 1999 Jul 10;834(1-2):207-10. doi: 10.1016/s0006-8993(99)01570-x. [PubMed:10407117 ]
Jensen JE, Drost DJ, Menon RS, Williamson PC: In vivo brain (31)P-MRS: measuring the phospholipid resonances at 4 Tesla from small voxels. NMR Biomed. 2002 Aug;15(5):338-47. doi: 10.1002/nbm.776. [PubMed:12203225 ]
Walter A, Korth U, Hilgert M, Hartmann J, Weichel O, Hilgert M, Fassbender K, Schmitt A, Klein J: Glycerophosphocholine is elevated in cerebrospinal fluid of Alzheimer patients. Neurobiol Aging. 2004 Nov-Dec;25(10):1299-303. doi: 10.1016/j.neurobiolaging.2004.02.016. [PubMed:15465626 ]
Zhang Q, Southall MD, Mezsick SM, Johnson C, Murphy RC, Konger RL, Travers JB: Epidermal peroxisome proliferator-activated receptor gamma as a target for ultraviolet B radiation. J Biol Chem. 2005 Jan 7;280(1):73-9. doi: 10.1074/jbc.M409795200. Epub 2004 Oct 29. [PubMed:15516334 ]
Theberge J, Al-Semaan Y, Jensen JE, Williamson PC, Neufeld RW, Menon RS, Schaefer B, Densmore M, Drost DJ: Comparative study of proton and phosphorus magnetic resonance spectroscopy in schizophrenia at 4 Tesla. Psychiatry Res. 2004 Nov 15;132(1):33-9. doi: 10.1016/j.pscychresns.2004.08.001. [PubMed:15546701 ]
Mandal PK, McClure RJ, Pettegrew JW: Interactions of Abeta(1-40) with glycerophosphocholine and intact erythrocyte membranes: fluorescence and circular dichroism studies. Neurochem Res. 2004 Dec;29(12):2273-9. doi: 10.1007/s11064-004-7036-0. [PubMed:15672550 ]
Caetano SC, Fonseca M, Olvera RL, Nicoletti M, Hatch JP, Stanley JA, Hunter K, Lafer B, Pliszka SR, Soares JC: Proton spectroscopy study of the left dorsolateral prefrontal cortex in pediatric depressed patients. Neurosci Lett. 2005 Aug 26;384(3):321-6. doi: 10.1016/j.neulet.2005.04.099. [PubMed:15936878 ]
Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
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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 Glycerophosphocholine (MMDBc0000494)

MOL for #<Metabolite:0x0000556b6aef4478>

3D MOL for #<Metabolite:0x0000556b6aef4478>

3D SDF for #<Metabolite:0x0000556b6aef4478>

3D-SDF for #<Metabolite:0x0000556b6aef4478>

PDB for #<Metabolite:0x0000556b6aef4478>

3D PDB for #<Metabolite:0x0000556b6aef4478>

SMILES for #<Metabolite:0x0000556b6aef4478>

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Structure for #<Metabolite:0x0000556b6aef4478>

3D Structure for #<Metabolite:0x0000556b6aef4478>