Showing metabocard for 3-phenylpyruvic acid (MMDBc0054239)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-06-05 23:01:03 UTC
Update Date2022-09-01 02:27:59 UTC
Metabolite IDMMDBc0054239
Metabolite Identification
Common Name3-phenylpyruvic acid
Descriptionketo-phenylpyruvate, also known as 3-phenylpyruvic acid, 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. keto-phenylpyruvate is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review very few articles have been published on keto-phenylpyruvate.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fecae6168c0>


  Mrv0541 02241222532D          

 12 12  0  0  0  0            999 V2000
   -0.7145    3.7125    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   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
    0.0000    2.4750    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    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
    0.0000    0.0000    0.0000 C   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
  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  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
M  CHG  1   1  -1
M  END
Download

3D MOL for #<Metabolite:0x00007fecae6168c0>

HMDB0304081
     RDKit          3D
2-oxo-3-phenylpropanoate
 19 19  0  0  0  0  0  0  0  0999 V2000
    4.1269   -0.4800   -0.2752 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5425    0.2263    0.6023 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3627    0.9474    1.4513 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.0943    0.2684    0.7013 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5953    0.9927    1.5978 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1987   -0.4948   -0.1964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2330   -0.2694    0.1248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8884    0.7572   -0.4967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2377    1.0386   -0.2514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9022    0.2403    0.6491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2565   -0.7987    1.2843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9290   -1.0512    1.0227 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4450   -0.1796   -1.2378 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4123   -1.5932   -0.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3930    1.4024   -1.2097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7483    1.8538   -0.7484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9545    0.4379    0.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8168   -1.4166    1.9977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4181   -1.8814    1.5321 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
 11 12  2  0
 12  7  1  0
  6 13  1  0
  6 14  1  0
  8 15  1  0
  9 16  1  0
 10 17  1  0
 11 18  1  0
 12 19  1  0
M  CHG  1   3  -1
M  END
Download

3D SDF for #<Metabolite:0x00007fecae6168c0>


  Mrv0541 02241222532D          

 12 12  0  0  0  0            999 V2000
   -0.7145    3.7125    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   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
    0.0000    2.4750    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    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
    0.0000    0.0000    0.0000 C   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
  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  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
M  CHG  1   1  -1
M  END
> <DATABASE_ID>
MMDBc0054239

> <DATABASE_NAME>
MIME

> <SMILES>
[O-]C(=O)C(=O)CC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C9H8O3/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,11,12)/p-1

> <INCHI_KEY>
BTNMPGBKDVTSJY-UHFFFAOYSA-M

> <FORMULA>
C9H7O3

> <MOLECULAR_WEIGHT>
163.1501

> <EXACT_MASS>
163.03951909

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
15.336641886787511

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-oxo-3-phenylpropanoate

> <ALOGPS_LOGP>
1.14

> <JCHEM_LOGP>
1.9002137729999997

> <ALOGPS_LOGS>
-2.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
16.097510920786018

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.332859227478436

> <JCHEM_PKA_STRONGEST_BASIC>
-9.757724229361303

> <JCHEM_POLAR_SURFACE_AREA>
57.199999999999996

> <JCHEM_REFRACTIVITY>
53.54870000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.26e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
β-phenylpyruvate

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007fecae6168c0>

HMDB0304081
     RDKit          3D
2-oxo-3-phenylpropanoate
 19 19  0  0  0  0  0  0  0  0999 V2000
    4.1269   -0.4800   -0.2752 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5425    0.2263    0.6023 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3627    0.9474    1.4513 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.0943    0.2684    0.7013 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5953    0.9927    1.5978 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1987   -0.4948   -0.1964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2330   -0.2694    0.1248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8884    0.7572   -0.4967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2377    1.0386   -0.2514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9022    0.2403    0.6491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2565   -0.7987    1.2843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9290   -1.0512    1.0227 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4450   -0.1796   -1.2378 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4123   -1.5932   -0.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3930    1.4024   -1.2097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7483    1.8538   -0.7484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9545    0.4379    0.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8168   -1.4166    1.9977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4181   -1.8814    1.5321 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
 11 12  2  0
 12  7  1  0
  6 13  1  0
  6 14  1  0
  8 15  1  0
  9 16  1  0
 10 17  1  0
 11 18  1  0
 12 19  1  0
M  CHG  1   3  -1
M  END
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PDB for #<Metabolite:0x00007fecae6168c0>

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      -1.334   6.930   0.000  0.00  0.00           O-1
HETATM    2  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+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   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    7                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END
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3D PDB for #<Metabolite:0x00007fecae6168c0>

COMPND    HMDB0304081
HETATM    1  O1  UNL     1       4.127  -0.480  -0.275  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.542   0.226   0.602  1.00  0.00           C  
HETATM    3  O2  UNL     1       4.363   0.947   1.451  1.00  0.00           O1-
HETATM    4  C2  UNL     1       2.094   0.268   0.701  1.00  0.00           C  
HETATM    5  O3  UNL     1       1.595   0.993   1.598  1.00  0.00           O  
HETATM    6  C3  UNL     1       1.199  -0.495  -0.196  1.00  0.00           C  
HETATM    7  C4  UNL     1      -0.233  -0.269   0.125  1.00  0.00           C  
HETATM    8  C5  UNL     1      -0.888   0.757  -0.497  1.00  0.00           C  
HETATM    9  C6  UNL     1      -2.238   1.039  -0.251  1.00  0.00           C  
HETATM   10  C7  UNL     1      -2.902   0.240   0.649  1.00  0.00           C  
HETATM   11  C8  UNL     1      -2.257  -0.799   1.284  1.00  0.00           C  
HETATM   12  C9  UNL     1      -0.929  -1.051   1.023  1.00  0.00           C  
HETATM   13  H1  UNL     1       1.445  -0.180  -1.238  1.00  0.00           H  
HETATM   14  H2  UNL     1       1.412  -1.593  -0.133  1.00  0.00           H  
HETATM   15  H3  UNL     1      -0.393   1.402  -1.210  1.00  0.00           H  
HETATM   16  H4  UNL     1      -2.748   1.854  -0.748  1.00  0.00           H  
HETATM   17  H5  UNL     1      -3.955   0.438   0.859  1.00  0.00           H  
HETATM   18  H6  UNL     1      -2.817  -1.417   1.998  1.00  0.00           H  
HETATM   19  H7  UNL     1      -0.418  -1.881   1.532  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    4    5    5    6
CONECT    6    7   13   14
CONECT    7    8    8   12
CONECT    8    9   15
CONECT    9   10   10   16
CONECT   10   11   17
CONECT   11   12   12   18
CONECT   12   19
END
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SMILES for #<Metabolite:0x00007fecae6168c0>

[O-]C(=O)C(=O)CC1=CC=CC=C1
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INCHI for #<Metabolite:0x00007fecae6168c0>

InChI=1S/C9H8O3/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,11,12)/p-1
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Synonyms
ValueSource
3-(4-Hydroxyphenyl)pyruvateChEBI
3-Phenyl-2-oxopropanoateChEBI
3-PhenylpyruvateChEBI
3-(4-Hydroxyphenyl)pyruvic acidGenerator
3-Phenyl-2-oxopropanoic acidGenerator
3-Phenylpyruvic acidGenerator
Keto-phenylpyruvic acidGenerator
β-phenylpyruvic acidGenerator
2-oxo-3-Phenylpropanoic acidGenerator
beta-Phenylpyruvic acidMeSH
PhenylpyruvateMeSH
Phenylpyruvic acid, calcium saltMeSH
Phenylpyruvic acid, sodium saltMeSH
Phenylpyruvic acidMeSH
Molecular FormulaC9H7O3
Average Mass163.1501
Monoisotopic Mass163.03951909
IUPAC Name2-oxo-3-phenylpropanoate
Traditional Nameβ-phenylpyruvate
CAS Registry NumberNot Available
SMILES
[O-]C(=O)C(=O)CC1=CC=CC=C1
InChI Identifier
InChI=1S/C9H8O3/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,11,12)/p-1
InChI KeyBTNMPGBKDVTSJY-UHFFFAOYSA-M