Showing metabocard for glyoxylate (MMDBc0054498)

Microbial
Record Information
Version2.0
StatusDetected and Quantified
Creation Date2022-06-05 23:15:44 UTC
Update Date2025-10-07 16:08:33 UTC
Metabolite IDMMDBc0054498
Metabolite Identification
Common Nameglyoxylate
DescriptionGlyoxylate is a dicarboxylic acid and an important intermediate in various metabolic pathways. Structurally, it is a two-carbon compound with the formula C2H2O3, featuring two carboxyl groups (-COOH) attached to a central carbon atom. Glyoxylate plays a critical role in the glyoxylate cycle, which allows organisms to convert fatty acids into carbohydrates, particularly in plants and some microorganisms. In mammals, it is involved in amino acid metabolism, particularly in the conversion of glycine and serine. Defective hepatic alanine-glyoxylate aminotransferase (AGT) can lead to the overproduction of oxalate in conditions such as primary hyperoxaluria type 1 (PH1), resulting in significant metabolic consequences (PMID:41042231 ). Glyoxylate is also linked to various metabolic pathways, including carbohydrate, amino acid, and lipid metabolism, and is implicated in calcium signaling and the metabolism of tryptophan and tyrosine (PMID:41012387 ). Additionally, glyoxylate metabolism is associated with gut microbiota activity and has been observed to influence metabolic alterations in response to environmental stresses (PMID:41003731 ; PMID:40988404 ). Overall, glyoxylate serves as a vital metabolite in both plant and animal systems, facilitating essential biochemical processes.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007f9ab542a2c8>


  Mrv0541 02241222522D          

  5  4  0  0  0  0            999 V2000
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    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  5  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  2  0  0  0  0
  1  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
M  CHG  1   4  -1
M  END
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3D MOL for #<Metabolite:0x00007f9ab542a2c8>

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3D SDF for #<Metabolite:0x00007f9ab542a2c8>

  Mrv0541 02241222522D          

  5  4  0  0  0  0            999 V2000
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    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  5  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  2  0  0  0  0
  1  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
M  CHG  1   4  -1
M  END
> <DATABASE_ID>
MMDBc0054498

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C2H2O3/c3-1-2(4)5/h1H,(H,4,5)/p-1

> <INCHI_KEY>
HHLFWLYXYJOTON-UHFFFAOYSA-M

> <FORMULA>
C2HO3

> <MOLECULAR_WEIGHT>
73.0275

> <EXACT_MASS>
72.992568898

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
4.97599411814973

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-oxoacetate

> <ALOGPS_LOGP>
-0.76

> <JCHEM_LOGP>
-0.13367503833333333

> <ALOGPS_LOGS>
0.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.605312628420254

> <JCHEM_PKA_STRONGEST_BASIC>
-9.240766856996258

> <JCHEM_POLAR_SURFACE_AREA>
57.199999999999996

> <JCHEM_REFRACTIVITY>
24.3371

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.21e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
glyoxylate

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x00007f9ab542a2c8>
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PDB for #<Metabolite:0x00007f9ab542a2c8>
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  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.540   2.667   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.310  -1.334   0.000  0.00  0.00           O-1
HETATM    5  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1                                                            
CONECT    3    1    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3                                                            
MASTER        0    0    0    0    0    0    0    0    5    0    8    0
END

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3D PDB for #<Metabolite:0x00007f9ab542a2c8>
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SMILES for #<Metabolite:0x00007f9ab542a2c8>
[O-]C(=O)C=O
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INCHI for #<Metabolite:0x00007f9ab542a2c8>
InChI=1S/C2H2O3/c3-1-2(4)5/h1H,(H,4,5)/p-1
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Synonyms
ValueSource
GlyoxylatChEBI
Glyoxylic acidGenerator
Glyoxylic acid, sodium saltMeSH
Glyoxylic acid, sodium salt, 2-(14)C-labeledMeSH
Glyoxylic acid, 14c2-labeledMeSH
Glyoxylic acid, calcium saltMeSH
Glyoxylic acid, sodium salt, 14C-labeledMeSH
Glyoxylic acid, 2-(14)C-labeledMeSH
Glyoxalic acidMeSH
Molecular FormulaC2HO3
Average Mass73.0275
Monoisotopic Mass72.992568898
IUPAC Name2-oxoacetate
Traditional Nameglyoxylate
CAS Registry NumberNot Available
SMILES
[O-]C(=O)C=O
InChI Identifier
InChI=1S/C2H2O3/c3-1-2(4)5/h1H,(H,4,5)/p-1
InChI KeyHHLFWLYXYJOTON-UHFFFAOYSA-M