Showing metabocard for 3-Phosphonatooxypyruvate(3-) (MMDBc0033206)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:39:02 UTC
Update Date2022-08-31 22:29:48 UTC
Metabolite IDMMDBc0033206
Metabolite Identification
Common Name3-Phosphonatooxypyruvate(3-)
Description3-Phosphonatooxypyruvate(3-), also known as 3-phosphohydroxypyruvate or 3-phosphonooxypyruvic acid, belongs to the class of organic compounds known as glycerone phosphates. These are organic compounds containing a glycerone moiety that carries a phosphate group at the O-1 or O-2 position. 3-Phosphonatooxypyruvate(3-) is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on 3-Phosphonatooxypyruvate(3-).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fe2779a2c78>


  Mrv0541 02241222532D          

 11 10  0  0  0  0            999 V2000
   -0.6039   -3.3000    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.6039   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.8250    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.6500    0.0000    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  2  0  0  0  0
M  CHG  3   1  -1   9  -1  10  -1
M  END
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3D MOL for #<Metabolite:0x00007fe2779a2c78>

HMDB0304153
     RDKit          3D
3-phospho-hydroxypyruvate
 13 12  0  0  0  0  0  0  0  0999 V2000
    1.5668    1.6709   -0.4512 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1683    0.7776    0.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5153    0.9726    0.4778 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.4907   -0.4291    0.6528 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1256   -1.2949    1.2975 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0586   -0.6453    0.3611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4308    0.4385   -0.3590 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0602    0.2679   -0.7311 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.4891    1.5080   -1.4965 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0198    0.2091    0.6698 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.3754   -1.1426   -1.6051 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.0014   -1.5526   -0.2995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5514   -0.7801    1.2846 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  8 11  1  0
  6 12  1  0
  6 13  1  0
M  CHG  3   3  -1  10  -1  11  -1
M  END
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3D SDF for #<Metabolite:0x00007fe2779a2c78>


  Mrv0541 02241222532D          

 11 10  0  0  0  0            999 V2000
   -0.6039   -3.3000    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.6039   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.8250    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.6500    0.0000    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  2  0  0  0  0
M  CHG  3   1  -1   9  -1  10  -1
M  END
> <DATABASE_ID>
MMDBc0033206

> <DATABASE_NAME>
MIME

> <SMILES>
[O-]C(=O)C(=O)COP([O-])([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C3H5O7P/c4-2(3(5)6)1-10-11(7,8)9/h1H2,(H,5,6)(H2,7,8,9)/p-3

> <INCHI_KEY>
LFLUCDOSQPJJBE-UHFFFAOYSA-K

> <FORMULA>
C3H2O7P

> <MOLECULAR_WEIGHT>
181.0175

> <EXACT_MASS>
180.95381393

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
11.707053784981882

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
-3

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-oxo-3-(phosphonatooxy)propanoate

> <ALOGPS_LOGP>
-0.46

> <JCHEM_LOGP>
-0.8749401239999998

> <ALOGPS_LOGS>
-0.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
2.771821818294329

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.0202501691523165

> <JCHEM_POLAR_SURFACE_AREA>
129.62

> <JCHEM_REFRACTIVITY>
39.15850000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.41e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-phosphonooxypyruvate

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007fe2779a2c78>

HMDB0304153
     RDKit          3D
3-phospho-hydroxypyruvate
 13 12  0  0  0  0  0  0  0  0999 V2000
    1.5668    1.6709   -0.4512 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1683    0.7776    0.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5153    0.9726    0.4778 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.4907   -0.4291    0.6528 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1256   -1.2949    1.2975 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0586   -0.6453    0.3611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4308    0.4385   -0.3590 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0602    0.2679   -0.7311 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.4891    1.5080   -1.4965 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0198    0.2091    0.6698 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.3754   -1.1426   -1.6051 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.0014   -1.5526   -0.2995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5514   -0.7801    1.2846 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  8 11  1  0
  6 12  1  0
  6 13  1  0
M  CHG  3   3  -1  10  -1  11  -1
M  END
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PDB for #<Metabolite:0x00007fe2779a2c78>

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      -1.127  -6.160   0.000  0.00  0.00           O-1
HETATM    2  C   UNK     0      -1.127  -4.620   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.461  -3.850   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       0.206  -3.850   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.540  -4.620   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.206  -2.310   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.540  -1.540   0.000  0.00  0.00           O+0
HETATM    8  P   UNK     0       1.540   0.000   0.000  0.00  0.00           P+0
HETATM    9  O   UNK     0       1.540   1.540   0.000  0.00  0.00           O-1
HETATM   10  O   UNK     0       3.080   0.000   0.000  0.00  0.00           O-1
HETATM   11  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END
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3D PDB for #<Metabolite:0x00007fe2779a2c78>

COMPND    HMDB0304153
HETATM    1  O1  UNL     1       1.567   1.671  -0.451  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.168   0.778   0.199  1.00  0.00           C  
HETATM    3  O2  UNL     1       3.515   0.973   0.478  1.00  0.00           O1-
HETATM    4  C2  UNL     1       1.491  -0.429   0.653  1.00  0.00           C  
HETATM    5  O3  UNL     1       2.126  -1.295   1.297  1.00  0.00           O  
HETATM    6  C3  UNL     1       0.059  -0.645   0.361  1.00  0.00           C  
HETATM    7  O4  UNL     1      -0.431   0.438  -0.359  1.00  0.00           O  
HETATM    8  P1  UNL     1      -2.060   0.268  -0.731  1.00  0.00           P  
HETATM    9  O5  UNL     1      -2.489   1.508  -1.496  1.00  0.00           O  
HETATM   10  O6  UNL     1      -3.020   0.209   0.670  1.00  0.00           O1-
HETATM   11  O7  UNL     1      -2.375  -1.143  -1.605  1.00  0.00           O1-
HETATM   12  H1  UNL     1       0.001  -1.553  -0.299  1.00  0.00           H  
HETATM   13  H2  UNL     1      -0.551  -0.780   1.285  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    4    5    5    6
CONECT    6    7   12   13
CONECT    7    8
CONECT    8    9    9   10   11
END
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SMILES for #<Metabolite:0x00007fe2779a2c78>

[O-]C(=O)C(=O)COP([O-])([O-])=O
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INCHI for #<Metabolite:0x00007fe2779a2c78>

InChI=1S/C3H5O7P/c4-2(3(5)6)1-10-11(7,8)9/h1H2,(H,5,6)(H2,7,8,9)/p-3
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Synonyms
ValueSource
3-PhosphohydroxypyruvateChEBI
3-PhosphonooxypyruvateChEBI
3-PhosphooxypyruvateChEBI
PhosphohydroxypyruvateChEBI
3-Phosphohydroxypyruvic acidGenerator
3-Phosphonooxypyruvic acidGenerator
3-Phosphooxypyruvic acidGenerator
Phosphohydroxypyruvic acidGenerator
3-Phosphonatooxypyruvic acid(3-)Generator
3-phospho-HydroxypyruvateChEBI
3-phospho-Hydroxypyruvic acidGenerator
Molecular FormulaC3H2O7P
Average Mass181.0175
Monoisotopic Mass180.95381393
IUPAC Name2-oxo-3-(phosphonatooxy)propanoate
Traditional Name3-phosphonooxypyruvate
CAS Registry NumberNot Available
SMILES
[O-]C(=O)C(=O)COP([O-])([O-])=O
InChI Identifier
InChI=1S/C3H5O7P/c4-2(3(5)6)1-10-11(7,8)9/h1H2,(H,5,6)(H2,7,8,9)/p-3
InChI KeyLFLUCDOSQPJJBE-UHFFFAOYSA-K