Showing metabocard for 3-(3,4-dihydroxyphenyl)pyruvic acid (MMDBc0054210)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-06-05 22:59:04 UTC
Update Date2022-09-01 02:27:49 UTC
Metabolite IDMMDBc0054210
Metabolite Identification
Common Name3-(3,4-dihydroxyphenyl)pyruvic acid
Description3,4-dihydroxyphenylpyruvate belongs to the class of organic compounds known as phenylpyruvic acid derivatives. Phenylpyruvic acid derivatives are compounds containing a phenylpyruvic acid moiety, which consists of a phenyl group substituted at the second position by an pyruvic acid. Based on a literature review very few articles have been published on 3,4-dihydroxyphenylpyruvate.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f9250876c90>


  Mrv1533005141521392D          

 14 14  0  0  0  0            999 V2000
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  4 11  2  0  0  0  0
  2 12  2  0  0  0  0
  1 13  2  0  0  0  0
  1 14  1  0  0  0  0
M  CHG  1  14  -1
M  END
Download

3D MOL for #<Metabolite:0x00007f9250876c90>

HMDB0304103
     RDKit          3D
3,4-dihydroxyphenylpyruvate
 21 21  0  0  0  0  0  0  0  0999 V2000
    4.3796    0.1634    1.1262 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9071    0.2242   -0.0200 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7506    0.3952   -1.0939 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.4891    0.1177   -0.2351 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9429    0.1706   -1.3666 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6052   -0.0660    0.9394 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1695   -0.1582    0.5468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4242   -1.3754    0.2508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7626   -1.4723   -0.1166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5183   -0.3183   -0.1870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8747   -0.3561   -0.5524 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9646    0.9123    0.1000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7523    2.0548    0.0197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6270    0.9656    0.4621 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8701   -1.0227    1.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7103    0.8003    1.6064 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1857   -2.2557    0.3133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2338   -2.4221   -0.3497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3362   -1.2277   -0.7740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3219    2.9459    0.2353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1945    1.9243    0.6859 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  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  2  0
 14  7  1  0
  6 15  1  0
  6 16  1  0
  8 17  1  0
  9 18  1  0
 11 19  1  0
 13 20  1  0
 14 21  1  0
M  CHG  1   3  -1
M  END
Download

3D SDF for #<Metabolite:0x00007f9250876c90>


  Mrv1533005141521392D          

 14 14  0  0  0  0            999 V2000
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  4 11  2  0  0  0  0
  2 12  2  0  0  0  0
  1 13  2  0  0  0  0
  1 14  1  0  0  0  0
M  CHG  1  14  -1
M  END
> <DATABASE_ID>
MMDBc0054210

> <DATABASE_NAME>
MIME

> <SMILES>
OC1=C(O)C=C(CC(=O)C([O-])=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C9H8O5/c10-6-2-1-5(3-7(6)11)4-8(12)9(13)14/h1-3,10-11H,4H2,(H,13,14)/p-1

> <INCHI_KEY>
LQQFFJFGLSKYIR-UHFFFAOYSA-M

> <FORMULA>
C9H7O5

> <MOLECULAR_WEIGHT>
195.151

> <EXACT_MASS>
195.029896905

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
17.1895269350479

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(3,4-dihydroxyphenyl)-2-oxopropanoate

> <ALOGPS_LOGP>
0.91

> <JCHEM_LOGP>
1.2930831296666665

> <ALOGPS_LOGS>
-1.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.273383013968212

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.6051032507350036

> <JCHEM_PKA_STRONGEST_BASIC>
-6.289365420414549

> <JCHEM_POLAR_SURFACE_AREA>
97.66

> <JCHEM_REFRACTIVITY>
57.5105

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.28e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4-dihydroxyphenylpyruvate

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007f9250876c90>

HMDB0304103
     RDKit          3D
3,4-dihydroxyphenylpyruvate
 21 21  0  0  0  0  0  0  0  0999 V2000
    4.3796    0.1634    1.1262 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9071    0.2242   -0.0200 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7506    0.3952   -1.0939 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.4891    0.1177   -0.2351 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9429    0.1706   -1.3666 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6052   -0.0660    0.9394 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1695   -0.1582    0.5468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4242   -1.3754    0.2508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7626   -1.4723   -0.1166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5183   -0.3183   -0.1870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8747   -0.3561   -0.5524 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9646    0.9123    0.1000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7523    2.0548    0.0197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6270    0.9656    0.4621 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8701   -1.0227    1.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7103    0.8003    1.6064 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1857   -2.2557    0.3133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2338   -2.4221   -0.3497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3362   -1.2277   -0.7740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3219    2.9459    0.2353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1945    1.9243    0.6859 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  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  2  0
 14  7  1  0
  6 15  1  0
  6 16  1  0
  8 17  1  0
  9 18  1  0
 11 19  1  0
 13 20  1  0
 14 21  1  0
M  CHG  1   3  -1
M  END
Download

PDB for #<Metabolite:0x00007f9250876c90>

HEADER    PROTEIN                                 14-MAY-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-MAY-15         0                                  
HETATM    1  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -1.334   6.930   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O-1
CONECT    1    2   13   14                                                  
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   11                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9    4                                                       
CONECT   12    2                                                            
CONECT   13    1                                                            
CONECT   14    1                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END
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3D PDB for #<Metabolite:0x00007f9250876c90>

COMPND    HMDB0304103
HETATM    1  O1  UNL     1       4.380   0.163   1.126  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.907   0.224  -0.020  1.00  0.00           C  
HETATM    3  O2  UNL     1       4.751   0.395  -1.094  1.00  0.00           O1-
HETATM    4  C2  UNL     1       2.489   0.118  -0.235  1.00  0.00           C  
HETATM    5  O3  UNL     1       1.943   0.171  -1.367  1.00  0.00           O  
HETATM    6  C3  UNL     1       1.605  -0.066   0.939  1.00  0.00           C  
HETATM    7  C4  UNL     1       0.170  -0.158   0.547  1.00  0.00           C  
HETATM    8  C5  UNL     1      -0.424  -1.375   0.251  1.00  0.00           C  
HETATM    9  C6  UNL     1      -1.763  -1.472  -0.117  1.00  0.00           C  
HETATM   10  C7  UNL     1      -2.518  -0.318  -0.187  1.00  0.00           C  
HETATM   11  O4  UNL     1      -3.875  -0.356  -0.552  1.00  0.00           O  
HETATM   12  C8  UNL     1      -1.965   0.912   0.100  1.00  0.00           C  
HETATM   13  O5  UNL     1      -2.752   2.055   0.020  1.00  0.00           O  
HETATM   14  C9  UNL     1      -0.627   0.966   0.462  1.00  0.00           C  
HETATM   15  H1  UNL     1       1.870  -1.023   1.428  1.00  0.00           H  
HETATM   16  H2  UNL     1       1.710   0.800   1.606  1.00  0.00           H  
HETATM   17  H3  UNL     1       0.186  -2.256   0.313  1.00  0.00           H  
HETATM   18  H4  UNL     1      -2.234  -2.422  -0.350  1.00  0.00           H  
HETATM   19  H5  UNL     1      -4.336  -1.228  -0.774  1.00  0.00           H  
HETATM   20  H6  UNL     1      -2.322   2.946   0.235  1.00  0.00           H  
HETATM   21  H7  UNL     1      -0.195   1.924   0.686  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    4    5    5    6
CONECT    6    7   15   16
CONECT    7    8    8   14
CONECT    8    9   17
CONECT    9   10   10   18
CONECT   10   11   12
CONECT   11   19
CONECT   12   13   14   14
CONECT   13   20
CONECT   14   21
END
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SMILES for #<Metabolite:0x00007f9250876c90>

OC1=C(O)C=C(CC(=O)C([O-])=O)C=C1
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INCHI for #<Metabolite:0x00007f9250876c90>

InChI=1S/C9H8O5/c10-6-2-1-5(3-7(6)11)4-8(12)9(13)14/h1-3,10-11H,4H2,(H,13,14)/p-1
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Synonyms
ValueSource
3-(3,4-Dihydroxyphenyl)-2-oxopropanoateChEBI
3-(3,4-Dihydroxyphenyl)pyruvateChEBI
3-(3,4-Dihydroxyphenyl)-2-oxopropanoic acidGenerator
3-(3,4-Dihydroxyphenyl)pyruvic acidGenerator
3,4-Dihydroxyphenylpyruvic acidGenerator
Molecular FormulaC9H7O5
Average Mass195.151
Monoisotopic Mass195.029896905
IUPAC Name3-(3,4-dihydroxyphenyl)-2-oxopropanoate
Traditional Name3,4-dihydroxyphenylpyruvate
CAS Registry NumberNot Available
SMILES
OC1=C(O)C=C(CC(=O)C([O-])=O)C=C1
InChI Identifier
InChI=1S/C9H8O5/c10-6-2-1-5(3-7(6)11)4-8(12)9(13)14/h1-3,10-11H,4H2,(H,13,14)/p-1
InChI KeyLQQFFJFGLSKYIR-UHFFFAOYSA-M