Showing metabocard for Oxamate (MMDBc0030326)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 00:03:36 UTC
Update Date2024-10-11 03:06:26 UTC
Metabolite IDMMDBc0030326
Metabolite Identification
Common NameOxamate
DescriptionOxamate is an amino-substituted glyoxylic acid derivative. It is believed to be a product of Allantoin degradation in E. coli. Enteric bacteria such as E. coli are able to utilize allantoin as a sole source of nitrogen under anaerobic conditions, but can not utilize it as a sole source of carbon. The first step in allantoin degradation is the opening of the aromatic ring, yielding allantoate, performed by allantoinase. In the next step allantoate is hydrolyzed to S-ureidoglycine by allantoate amidohydrolase. Ureidoglycolate dehydrogenase then oxidizes ureidoglycolate to oxalurate. It is believed oxalurate is converted into oxamate and carbamoyl-phosphate, which can be further metabolized to CO2, ammonia and ATP.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007f9230819948>


  Mrv0541 02231217172D          

  6  5  0  0  0  0            999 V2000
    0.8250    1.4289    0.0000 N   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
    2.0625    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   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
    0.0000    0.0000    0.0000 O   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  1  0  0  0  0
  4  6  2  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f9230819948>

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3D SDF for #<Metabolite:0x00007f9230819948>

  Mrv0541 02231217172D          

  6  5  0  0  0  0            999 V2000
    0.8250    1.4289    0.0000 N   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
    2.0625    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   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
    0.0000    0.0000    0.0000 O   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  1  0  0  0  0
  4  6  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0030326

> <DATABASE_NAME>
MIME

> <SMILES>
NC(=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C2H3NO3/c3-1(4)2(5)6/h(H2,3,4)(H,5,6)

> <INCHI_KEY>
SOWBFZRMHSNYGE-UHFFFAOYSA-N

> <FORMULA>
C2H3NO3

> <MOLECULAR_WEIGHT>
89.0501

> <EXACT_MASS>
89.011292967

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
6.651023515273472

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
carbamoylformic acid

> <ALOGPS_LOGP>
-1.44

> <JCHEM_LOGP>
-1.0706941829999999

> <ALOGPS_LOGS>
0.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.712851832543365

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.4854919018040813

> <JCHEM_PKA_STRONGEST_BASIC>
-6.211725314364908

> <JCHEM_POLAR_SURFACE_AREA>
80.39000000000001

> <JCHEM_REFRACTIVITY>
16.2608

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.08e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
oxamic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x00007f9230819948>
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PDB for #<Metabolite:0x00007f9230819948>
HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  N   UNK     0       1.540   2.667   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       3.850   1.334   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.310  -1.334   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
MASTER        0    0    0    0    0    0    0    0    6    0   10    0
END

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3D PDB for #<Metabolite:0x00007f9230819948>
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SMILES for #<Metabolite:0x00007f9230819948>
NC(=O)C(O)=O
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INCHI for #<Metabolite:0x00007f9230819948>
InChI=1S/C2H3NO3/c3-1(4)2(5)6/h(H2,3,4)(H,5,6)
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Synonyms
ValueSource
Amino(oxo)acetic acidChEBI
Oxalic monoamideChEBI
Oxamic acidKegg
Amino(oxo)acetateGenerator
Acid, oxamidicMeSH
Aminooxoacetic acidMeSH
Oxalamic acidMeSH
Oxamidic acidMeSH
Acid, oxamicMeSH
Acid, aminooxoaceticMeSH
Acid, oxalamicMeSH
Molecular FormulaC2H3NO3
Average Mass89.0501
Monoisotopic Mass89.011292967
IUPAC Namecarbamoylformic acid
Traditional Nameoxamic acid
CAS Registry Number471-47-6
SMILES
NC(=O)C(O)=O
InChI Identifier
InChI=1S/C2H3NO3/c3-1(4)2(5)6/h(H2,3,4)(H,5,6)
InChI KeySOWBFZRMHSNYGE-UHFFFAOYSA-N