Showing metabocard for Oxalacetic acid (MMDBc0000075)

Plant
Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-10-27 23:29:28 UTC
Update Date2022-08-30 23:30:27 UTC
Metabolite IDMMDBc0000075
Metabolite Identification
Common NameOxalacetic acid
DescriptionOxaloacetic acid, also known as oxosuccinic acid or oxalacetic acid, is a four-carbon dicarboxylic acid appearing as an intermediate of the citric acid cycle. In vivo, oxaloacetate (the ionized form of oxaloacetic acid) is formed by the oxidation of L-malate, catalyzed by malate dehydrogenase, and reacts with Acetyl-CoA to form citrate, catalyzed by citrate synthase.(wikipedia) A class of ketodicarboxylic acids derived from oxalic acid. Oxaloacetic acid is an intermediate in the citric acid cycle and is converted to aspartic acidD by a transamination reaction.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f1241053728>

Oxalacetic acid.mol
  Mrv1652309032023572D          

  9  8  0  0  0  0            999 V2000
    1.0717   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862   -0.2062    0.0000 O   0  0  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  2  0  0  0  0
  3  5  1  0  0  0  0
  1  6  2  0  0  0  0
  1  7  1  0  0  0  0
  5  8  2  0  0  0  0
  5  9  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f1241053728>

HMDB0000223
     RDKit          3D
Oxalacetic acid
 13 12  0  0  0  0  0  0  0  0999 V2000
   -2.9886    0.3792    0.0182 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8381   -0.0828    0.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6103   -1.4346    0.4064 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7228    0.8723    0.3125 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5759    0.2116    0.5681 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8238   -0.1292    1.7478 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5550   -0.0524   -0.4703 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3570    0.2648   -1.6634 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7455   -0.6687   -0.1623 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0624   -2.0923   -0.2238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6252    1.4626   -0.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8700    1.6150    1.1611 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6602   -0.3456   -0.4278 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  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  7  9  1  0
  3 10  1  0
  4 11  1  0
  4 12  1  0
  9 13  1  0
M  END
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3D SDF for #<Metabolite:0x00007f1241053728>

Oxalacetic acid.mol
  Mrv1652309032023572D          

  9  8  0  0  0  0            999 V2000
    1.0717   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862   -0.2062    0.0000 O   0  0  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  2  0  0  0  0
  3  5  1  0  0  0  0
  1  6  2  0  0  0  0
  1  7  1  0  0  0  0
  5  8  2  0  0  0  0
  5  9  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000075

> <DATABASE_NAME>
MIME

> <SMILES>
OC(=O)CC(=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C4H4O5/c5-2(4(8)9)1-3(6)7/h1H2,(H,6,7)(H,8,9)

> <INCHI_KEY>
KHPXUQMNIQBQEV-UHFFFAOYSA-N

> <FORMULA>
C4H4O5

> <MOLECULAR_WEIGHT>
132.0716

> <EXACT_MASS>
132.005873238

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
13

> <JCHEM_AVERAGE_POLARIZABILITY>
10.062860517055482

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-oxobutanedioic acid

> <ALOGPS_LOGP>
-0.68

> <JCHEM_LOGP>
-0.0418976006666667

> <ALOGPS_LOGS>
-0.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.5760343878793956

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.4098313234932576

> <JCHEM_PKA_STRONGEST_BASIC>
-9.874004724451435

> <JCHEM_POLAR_SURFACE_AREA>
91.67

> <JCHEM_REFRACTIVITY>
24.333800000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.71e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
oxalacetate

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007f1241053728>

HMDB0000223
     RDKit          3D
Oxalacetic acid
 13 12  0  0  0  0  0  0  0  0999 V2000
   -2.9886    0.3792    0.0182 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8381   -0.0828    0.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6103   -1.4346    0.4064 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7228    0.8723    0.3125 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5759    0.2116    0.5681 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8238   -0.1292    1.7478 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5550   -0.0524   -0.4703 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3570    0.2648   -1.6634 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7455   -0.6687   -0.1623 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0624   -2.0923   -0.2238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6252    1.4626   -0.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8700    1.6150    1.1611 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6602   -0.3456   -0.4278 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  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  7  9  1  0
  3 10  1  0
  4 11  1  0
  4 12  1  0
  9 13  1  0
M  END
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PDB for #<Metabolite:0x00007f1241053728>

HEADER    PROTEIN                                 03-SEP-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Oxalacetic acid.mol                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-20         0                                  
HETATM    1  C   UNK     0       2.001  -0.385   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.667   0.385   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.667  -0.385   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.667  -1.925   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -2.001   0.385   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.001  -1.925   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       3.334   0.385   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -2.001   1.925   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -3.334  -0.385   0.000  0.00  0.00           O+0
CONECT    1    2    6    7                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    8    9                                                  
CONECT    6    1                                                            
CONECT    7    1                                                            
CONECT    8    5                                                            
CONECT    9    5                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   16    0
END
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3D PDB for #<Metabolite:0x00007f1241053728>

COMPND    HMDB0000223
HETATM    1  O1  UNL     1      -2.989   0.379   0.018  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.838  -0.083   0.238  1.00  0.00           C  
HETATM    3  O2  UNL     1      -1.610  -1.435   0.406  1.00  0.00           O  
HETATM    4  C2  UNL     1      -0.723   0.872   0.312  1.00  0.00           C  
HETATM    5  C3  UNL     1       0.576   0.212   0.568  1.00  0.00           C  
HETATM    6  O3  UNL     1       0.824  -0.129   1.748  1.00  0.00           O  
HETATM    7  C4  UNL     1       1.555  -0.052  -0.470  1.00  0.00           C  
HETATM    8  O4  UNL     1       1.357   0.265  -1.663  1.00  0.00           O  
HETATM    9  O5  UNL     1       2.746  -0.669  -0.162  1.00  0.00           O  
HETATM   10  H1  UNL     1      -2.062  -2.092  -0.224  1.00  0.00           H  
HETATM   11  H2  UNL     1      -0.625   1.463  -0.636  1.00  0.00           H  
HETATM   12  H3  UNL     1      -0.870   1.615   1.161  1.00  0.00           H  
HETATM   13  H4  UNL     1       3.660  -0.346  -0.428  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   10
CONECT    4    5   11   12
CONECT    5    6    6    7
CONECT    7    8    8    9
CONECT    9   13
END
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SMILES for #<Metabolite:0x00007f1241053728>

OC(=O)CC(=O)C(O)=O
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INCHI for #<Metabolite:0x00007f1241053728>

InChI=1S/C4H4O5/c5-2(4(8)9)1-3(6)7/h1H2,(H,6,7)(H,8,9)
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Synonyms
ValueSource
2-Oxobutanedioic acidChEBI
2-Oxosuccinic acidChEBI
3-Carboxy-3-oxopropanoic acidChEBI
Keto-succinic acidChEBI
Ketosuccinic acidChEBI
OAAChEBI
Oxobutanedioic acidChEBI
Oxosuccinic acidChEBI
Oxaloacetic acidKegg
Keto-oxaloacetateKegg
2-OxobutanedioateGenerator
2-OxosuccinateGenerator
3-Carboxy-3-oxopropanoateGenerator
Keto-succinateGenerator
KetosuccinateGenerator
OxobutanedioateGenerator
OxosuccinateGenerator
OxaloacetateGenerator
Keto-oxaloacetic acidGenerator
OxalacetateGenerator
2-KetosuccinateHMDB
2-Ketosuccinic acidHMDB
a-KetosuccinateHMDB
a-Ketosuccinic acidHMDB
alpha-KetosuccinateHMDB
alpha-Ketosuccinic acidHMDB
OxaloethanoateHMDB
Oxaloethanoic acidHMDB
Acid, oxaloaceticHMDB
Acid, oxalaceticHMDB
2 Ketosuccinic acidHMDB
2 oxo Butanedioic acidHMDB
2-oxo-Butanedioic acidHMDB
Molecular FormulaC4H4O5
Average Mass132.0716
Monoisotopic Mass132.005873238
IUPAC Name2-oxobutanedioic acid
Traditional Nameoxalacetate
CAS Registry Number328-42-7
SMILES
OC(=O)CC(=O)C(O)=O
InChI Identifier
InChI=1S/C4H4O5/c5-2(4(8)9)1-3(6)7/h1H2,(H,6,7)(H,8,9)
InChI KeyKHPXUQMNIQBQEV-UHFFFAOYSA-N