Showing metabocard for Glyceraldehyde 3-phosphate (MMDBc0047921)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-23 23:15:20 UTC
Update Date2023-12-14 16:53:08 UTC
Metabolite IDMMDBc0047921
Metabolite Identification
Common NameGlyceraldehyde 3-phosphate
DescriptionGlyceraldehyde 3-phosphate (G3P) (CAS: 591-59-3), also known as triose phosphate, belongs to the class of organic compounds known as glyceraldehyde-3-phosphates. Glyceraldehyde-3-phosphates are compounds containing a glyceraldehyde substituted at position O3 by a phosphate group. Glyceraldehyde 3-phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Glyceraldehyde 3-phosphate has been detected, but not quantified in, several different foods, such as sea-buckthorn berries, lingonberries, prunus (cherry, plum), quinoa, and sparkleberries. This could make glyceraldehyde 3-phosphate a potential biomarker for the consumption of these foods. Glyceraldehyde 3-phosphate is an aldotriose, an important metabolic intermediate in both glycolysis and gluconeogenesis, and in tryptophan biosynthesis. G3P is formed from fructose 1,6-bisphosphate, dihydroxyacetone phosphate (DHAP), and 1,3-bisphosphoglycerate (1,3BPG). This is the process by which glycerol (as DHAP) enters the glycolytic and gluconeogenesis pathways.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x000055d24b07eec8>


  Mrv1652305062017492D          

 10  9  0  0  0  0            999 V2000
10005.884310006.1245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.599610005.7122    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10005.170010005.7122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10007.312710006.1245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.599610004.8871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.455410006.1245    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10008.027910005.7122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.867010006.8376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.736910005.7101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.041910006.8376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  6  0  0  0
  3  6  1  0  0  0  0
  4  7  2  0  0  0  0
  6  8  2  0  0  0  0
  6  9  1  0  0  0  0
  6 10  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x000055d24b07eec8>

HMDB0001112
     RDKit          3D
Glyceraldehyde 3-phosphate
 17 16  0  0  0  0  0  0  0  0999 V2000
    3.1723    0.5880    0.9389 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7080   -0.4132    0.4042 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6609   -0.2344   -0.6481 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8339    0.9639   -1.3303 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3103   -0.1921    0.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6399   -0.4995   -0.9380 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1811   -0.3086   -0.2699 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.4670   -1.5232    0.5868 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1739    1.0540    0.7200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2661   -0.1682   -1.5470 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0252   -1.3847    0.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6824   -1.1008   -1.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4641    1.5367   -0.8156 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1314    0.7978    0.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2348   -0.9557    0.8329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2997    1.8720    0.1601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1956   -0.0320   -1.2650 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  7 10  1  0
  2 11  1  0
  3 12  1  6
  4 13  1  0
  5 14  1  0
  5 15  1  0
  9 16  1  0
 10 17  1  0
M  END
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3D SDF for #<Metabolite:0x000055d24b07eec8>


  Mrv1652305062017492D          

 10  9  0  0  0  0            999 V2000
10005.884310006.1245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.599610005.7122    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10005.170010005.7122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10007.312710006.1245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.599610004.8871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.455410006.1245    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10008.027910005.7122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.867010006.8376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.736910005.7101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.041910006.8376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  6  0  0  0
  3  6  1  0  0  0  0
  4  7  2  0  0  0  0
  6  8  2  0  0  0  0
  6  9  1  0  0  0  0
  6 10  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0047921

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C3H7O6P/c4-1-3(5)2-9-10(6,7)8/h1,3,5H,2H2,(H2,6,7,8)/t3-/m0/s1

> <INCHI_KEY>
LXJXRIRHZLFYRP-VKHMYHEASA-N

> <FORMULA>
C3H7O6P

> <MOLECULAR_WEIGHT>
170.0578

> <EXACT_MASS>
169.998024468

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
12.543230752495251

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R)-2-hydroxy-3-oxopropoxy]phosphonic acid

> <ALOGPS_LOGP>
-1.69

> <JCHEM_LOGP>
-1.8009217683333332

> <ALOGPS_LOGS>
-0.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.423410991516896

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.3972513038137553

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7612158010186443

> <JCHEM_POLAR_SURFACE_AREA>
104.06

> <JCHEM_REFRACTIVITY>
30.331

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.05e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
glyceraldehyde-3-phosphate

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x000055d24b07eec8>

HMDB0001112
     RDKit          3D
Glyceraldehyde 3-phosphate
 17 16  0  0  0  0  0  0  0  0999 V2000
    3.1723    0.5880    0.9389 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7080   -0.4132    0.4042 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6609   -0.2344   -0.6481 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8339    0.9639   -1.3303 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3103   -0.1921    0.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6399   -0.4995   -0.9380 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1811   -0.3086   -0.2699 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.4670   -1.5232    0.5868 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1739    1.0540    0.7200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2661   -0.1682   -1.5470 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0252   -1.3847    0.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6824   -1.1008   -1.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4641    1.5367   -0.8156 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1314    0.7978    0.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2348   -0.9557    0.8329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2997    1.8720    0.1601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1956   -0.0320   -1.2650 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  7 10  1  0
  2 11  1  0
  3 12  1  6
  4 13  1  0
  5 14  1  0
  5 15  1  0
  9 16  1  0
 10 17  1  0
M  END
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PDB for #<Metabolite:0x000055d24b07eec8>

HEADER    PROTEIN                                 06-MAY-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-20         0                                  
HETATM    1  C   UNK     0    8677.6518678.099   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8678.9868677.329   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0    8676.3178677.329   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0    8680.3178678.099   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    8678.9868675.789   0.000  0.00  0.00           O+0
HETATM    6  P   UNK     0    8674.9838678.099   0.000  0.00  0.00           P+0
HETATM    7  O   UNK     0    8681.6528677.329   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8675.7528679.430   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8673.6428677.326   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0    8674.2128679.430   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4    5                                                  
CONECT    3    1    6                                                       
CONECT    4    2    7                                                       
CONECT    5    2                                                            
CONECT    6    3    8    9   10                                             
CONECT    7    4                                                            
CONECT    8    6                                                            
CONECT    9    6                                                            
CONECT   10    6                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END
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3D PDB for #<Metabolite:0x000055d24b07eec8>

COMPND    HMDB0001112
HETATM    1  O1  UNL     1       3.172   0.588   0.939  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.708  -0.413   0.404  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.661  -0.234  -0.648  1.00  0.00           C  
HETATM    4  O2  UNL     1       1.834   0.964  -1.330  1.00  0.00           O  
HETATM    5  C3  UNL     1       0.310  -0.192   0.038  1.00  0.00           C  
HETATM    6  O3  UNL     1      -0.640  -0.500  -0.938  1.00  0.00           O  
HETATM    7  P1  UNL     1      -2.181  -0.309  -0.270  1.00  0.00           P  
HETATM    8  O4  UNL     1      -2.467  -1.523   0.587  1.00  0.00           O  
HETATM    9  O5  UNL     1      -2.174   1.054   0.720  1.00  0.00           O  
HETATM   10  O6  UNL     1      -3.266  -0.168  -1.547  1.00  0.00           O  
HETATM   11  H1  UNL     1       3.025  -1.385   0.736  1.00  0.00           H  
HETATM   12  H2  UNL     1       1.682  -1.101  -1.330  1.00  0.00           H  
HETATM   13  H3  UNL     1       2.464   1.537  -0.816  1.00  0.00           H  
HETATM   14  H4  UNL     1       0.131   0.798   0.493  1.00  0.00           H  
HETATM   15  H5  UNL     1       0.235  -0.956   0.833  1.00  0.00           H  
HETATM   16  H6  UNL     1      -2.300   1.872   0.160  1.00  0.00           H  
HETATM   17  H7  UNL     1      -4.196  -0.032  -1.265  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   11
CONECT    3    4    5   12
CONECT    4   13
CONECT    5    6   14   15
CONECT    6    7
CONECT    7    8    8    9   10
CONECT    9   16
CONECT   10   17
END
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SMILES for #<Metabolite:0x000055d24b07eec8>

O[C@H](COP(O)(O)=O)C=O
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INCHI for #<Metabolite:0x000055d24b07eec8>

InChI=1S/C3H7O6P/c4-1-3(5)2-9-10(6,7)8/h1,3,5H,2H2,(H2,6,7,8)/t3-/m0/s1
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Synonyms
ValueSource
(2R)-2-Hydroxy-3-(phosphonooxy)-propanalChEBI
Glyceraldehyde 3-phosphoric acidGenerator
Glyceraldehyde 3-phosphateChEBI
D-Glyceraldehyde 3-phosphoric acidGenerator
Glyceraldehyde-3-phosphoric acidGenerator
(2-Hydroxy-3-oxopropoxy)phosphonic acidHMDB
(2R)-2-Hydroxy-3-(phosphonooxy)propanalHMDB
(R)-Glyceraldehyde 3-phosphateHMDB
2-Hydroxy-3-(phosphonooxy)propanalHMDB
3-PhosphoglyceraldehydeHMDB
3-Phosphoroglyceric aldehydeHMDB
D-Glyceraldehyde 3-phosphateHMDB
PhosphoglyceraldehydeHMDB
Triose phosphateHMDB
Molecular FormulaC3H7O6P
Average Mass170.0578
Monoisotopic Mass169.998024468
IUPAC Name[(2R)-2-hydroxy-3-oxopropoxy]phosphonic acid
Traditional Nameglyceraldehyde-3-phosphate
CAS Registry Number591-57-1
SMILES
O[C@H](COP(O)(O)=O)C=O
InChI Identifier
InChI=1S/C3H7O6P/c4-1-3(5)2-9-10(6,7)8/h1,3,5H,2H2,(H2,6,7,8)/t3-/m0/s1
InChI KeyLXJXRIRHZLFYRP-VKHMYHEASA-N