Showing metabocard for oxalate (MMDBc0054618)

Microbial
Record Information
Version2.0
StatusDetected and Quantified
Creation Date2022-06-05 23:21:26 UTC
Update Date2025-10-07 16:08:36 UTC
Metabolite IDMMDBc0054618
Metabolite Identification
Common Nameoxalate
DescriptionOxalate is a dicarboxylic acid and a member of the chemical class of organic acids. Its chemical structure features two carboxyl groups (-COOH) attached to a two-carbon backbone, making it a simple yet significant metabolite in various biochemical pathways. In humans, oxalate is primarily produced from the metabolism of glyoxylate, and its overproduction is implicated in conditions such as primary hyperoxaluria type 1 (PH1), where defective hepatic alanine-glyoxylate aminotransferase (AGT) leads to increased oxalate levels (PMID:41042231 ). Oxalate can form insoluble salts, particularly calcium oxalate, which are known to crystallize in the kidneys and contribute to kidney stone formation, as well as microcalcifications in certain cancers (PMID:41036783 ). Additionally, recent studies have explored the effects of oxalate on cellular interactions, indicating that calcium oxalate crystals can influence breast cancer cell phenotypes (PMID:41036783 ). Therapeutically, RNA interference agents such as nedosiran and lumasiran target oxalate production, offering potential treatments for oxalate-related disorders (PMID:41042231 ). Overall, oxalate plays a multifaceted role in both metabolic processes and pathological conditions.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007f9a9180f4e8>


  Mrv0541 05041409062D          

  6  5  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    0.0000    0.0000 C   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
    2.0625    0.7145    0.0000 O   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
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  1  2  0  0  0  0
  5  2  1  0  0  0  0
  6  2  2  0  0  0  0
M  CHG  2   3  -1   5  -1
M  END
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3D MOL for #<Metabolite:0x00007f9a9180f4e8>

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3D SDF for #<Metabolite:0x00007f9a9180f4e8>

  Mrv0541 05041409062D          

  6  5  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    0.0000    0.0000 C   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
    2.0625    0.7145    0.0000 O   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
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  1  2  0  0  0  0
  5  2  1  0  0  0  0
  6  2  2  0  0  0  0
M  CHG  2   3  -1   5  -1
M  END
> <DATABASE_ID>
MMDBc0054618

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C2H2O4/c3-1(4)2(5)6/h(H,3,4)(H,5,6)/p-2

> <INCHI_KEY>
MUBZPKHOEPUJKR-UHFFFAOYSA-L

> <FORMULA>
C2O4

> <MOLECULAR_WEIGHT>
88.019

> <EXACT_MASS>
87.979658488

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
5.457797947298436

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
oxalate

> <ALOGPS_LOGP>
-0.47

> <JCHEM_LOGP>
-0.2637515693333333

> <ALOGPS_LOGS>
0.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.11022297886122

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.3639908147001307

> <JCHEM_POLAR_SURFACE_AREA>
80.25999999999999

> <JCHEM_REFRACTIVITY>
36.11280000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.32e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
oxalate

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x00007f9a9180f4e8>
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PDB for #<Metabolite:0x00007f9a9180f4e8>
HEADER    PROTEIN                                 04-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   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  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O-1
HETATM    4  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O-1
HETATM    6  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1                                                            
CONECT    4    1                                                            
CONECT    5    2                                                            
CONECT    6    2                                                            
MASTER        0    0    0    0    0    0    0    0    6    0   10    0
END

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3D PDB for #<Metabolite:0x00007f9a9180f4e8>
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SMILES for #<Metabolite:0x00007f9a9180f4e8>
[O-]C(=O)C([O-])=O
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INCHI for #<Metabolite:0x00007f9a9180f4e8>
InChI=1S/C2H2O4/c3-1(4)2(5)6/h(H,3,4)(H,5,6)/p-2
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Synonyms
ValueSource
Ethanedioic acid, ion(2-)ChEBI
oxChEBI
OxalateChEBI
OXALATE ionChEBI
Ethanedioate, ion(2-)Generator
Oxalic acidGenerator
OXALic acid ionGenerator
Oxalic acid(2-)Generator
Molecular FormulaC2O4
Average Mass88.019
Monoisotopic Mass87.979658488
IUPAC Nameoxalate
Traditional Nameoxalate
CAS Registry NumberNot Available
SMILES
[O-]C(=O)C([O-])=O
InChI Identifier
InChI=1S/C2H2O4/c3-1(4)2(5)6/h(H,3,4)(H,5,6)/p-2
InChI KeyMUBZPKHOEPUJKR-UHFFFAOYSA-L