Showing metabocard for enol-oxaloacetic acid (MMDBc0055965)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-06-17 20:11:57 UTC
Update Date2022-08-12 20:09:30 UTC
Metabolite IDMMDBc0055965
Metabolite Identification
Common Nameenol-oxaloacetic acid
Descriptionenol-oxaloacetate, also known as hydroxyfumarate, belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups. Based on a literature review very few articles have been published on enol-oxaloacetate.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007fecb8525100>


  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:0x00007fecb8525100>

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3D SDF for #<Metabolite:0x00007fecb8525100>

  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:0x00007fecb8525100>
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PDB for #<Metabolite:0x00007fecb8525100>
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:0x00007fecb8525100>
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SMILES for #<Metabolite:0x00007fecb8525100>
[H]\C(C([O-])=O)=C(\[O-])C(O)=O
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INCHI for #<Metabolite:0x00007fecb8525100>
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