Showing metabocard for enol-oxaloacetic acid (MMDBc0055965)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-06-17 20:11:57 UTC
Update Date2025-10-07 16:09:28 UTC
Metabolite IDMMDBc0055965
Metabolite Identification
Common Nameenol-oxaloacetic acid
Descriptionenol-oxaloacetic acid is a carboxylic acid and an enol form of oxaloacetic acid. There is little literature available on this metabolite, indicating that further research may be necessary to understand its biological significance and potential roles in metabolic pathways.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007fd4487d5e00>


  Mrv1652306172222112D          

 10  9  0  0  0  0            999 V2000
    0.8250    0.0000    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
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  2  1  0  0  0  0
  6  3  2  0  0  0  0
  7  3  1  0  0  0  0
  8  4  2  0  0  0  0
  9  4  1  0  0  0  0
 10  1  1  0  0  0  0
M  CHG  2   5  -1   7  -1
M  END
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3D MOL for #<Metabolite:0x00007fd4487d5e00>

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3D SDF for #<Metabolite:0x00007fd4487d5e00>

  Mrv1652306172222112D          

 10  9  0  0  0  0            999 V2000
    0.8250    0.0000    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
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  2  1  0  0  0  0
  6  3  2  0  0  0  0
  7  3  1  0  0  0  0
  8  4  2  0  0  0  0
  9  4  1  0  0  0  0
 10  1  1  0  0  0  0
M  CHG  2   5  -1   7  -1
M  END
> <DATABASE_ID>
MMDBc0055965

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(C([O-])=O)=C(\[O-])C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C4H4O5/c5-2(4(8)9)1-3(6)7/h1,5H,(H,6,7)(H,8,9)/p-2/b2-1-

> <INCHI_KEY>
UWYVPFMHMJIBHE-UPHRSURJSA-L

> <FORMULA>
C4H2O5

> <MOLECULAR_WEIGHT>
130.056

> <EXACT_MASS>
129.991320324

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
9.52385404032183

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2Z)-3-carboxy-3-oxidoprop-2-enoate

> <JCHEM_LOGP>
-0.5595720126666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.9040521118137326

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.9003551640411964

> <JCHEM_PKA_STRONGEST_BASIC>
-7.362059379912766

> <JCHEM_POLAR_SURFACE_AREA>
100.49

> <JCHEM_REFRACTIVITY>
47.961800000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2Z)-3-carboxy-3-oxidoprop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x00007fd4487d5e00>
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PDB for #<Metabolite:0x00007fd4487d5e00>
HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.770   1.334   0.000  0.00  0.00           O-1
HETATM    6  O   UNK     0       3.850   1.334   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       1.540   2.667   0.000  0.00  0.00           O-1
HETATM    8  O   UNK     0       0.000  -2.667   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -2.310  -1.334   0.000  0.00  0.00           O+0
HETATM   10  H   UNK     0       2.310  -1.334   0.000  0.00  0.00           H+0
CONECT    1    2    3   10                                                  
CONECT    2    1    4    5                                                  
CONECT    3    1    6    7                                                  
CONECT    4    2    8    9                                                  
CONECT    5    2                                                            
CONECT    6    3                                                            
CONECT    7    3                                                            
CONECT    8    4                                                            
CONECT    9    4                                                            
CONECT   10    1                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END

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3D PDB for #<Metabolite:0x00007fd4487d5e00>
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SMILES for #<Metabolite:0x00007fd4487d5e00>
[H]\C(C([O-])=O)=C(\[O-])C(O)=O
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INCHI for #<Metabolite:0x00007fd4487d5e00>
InChI=1S/C4H4O5/c5-2(4(8)9)1-3(6)7/h1,5H,(H,6,7)(H,8,9)/p-2/b2-1-
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Synonyms
ValueSource
2-HydroxyethylenedicarboxylateChEBI
HydroxyfumarateChEBI
2-Hydroxyethylenedicarboxylic acidGenerator
Hydroxyfumaric acidGenerator
enol-Oxaloacetic acidGenerator
Molecular FormulaC4H2O5
Average Mass130.056
Monoisotopic Mass129.991320324
IUPAC Name(2Z)-3-carboxy-3-oxidoprop-2-enoate
Traditional Name(2Z)-3-carboxy-3-oxidoprop-2-enoate
CAS Registry NumberNot Available
SMILES
[H]\C(C([O-])=O)=C(\[O-])C(O)=O
InChI Identifier
InChI=1S/C4H4O5/c5-2(4(8)9)1-3(6)7/h1,5H,(H,6,7)(H,8,9)/p-2/b2-1-
InChI KeyUWYVPFMHMJIBHE-UPHRSURJSA-L