ChemFOnt: Showing chemical card for 2-hydroxy-3-oxobutanedioic acid (CFc000129734)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:58:51 UTC

Chemfont ID

CFc000129734

Molecule Identification

Common Name

2-hydroxy-3-oxobutanedioic acid

Definition

2-Hydroxy-3-oxosuccinate, also known as oxaloglycolate, belongs to the class of organic compounds known as short-chain keto acids and derivatives. These are keto acids with an alkyl chain the contains less than 6 carbon atoms. 2-Hydroxy-3-oxosuccinate is an extremely weak basic (essentially neutral) compound (based on its pKa). 2-Hydroxy-3-oxosuccinate exists in all living organisms, ranging from bacteria to humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Oxaloglycolate	ChEBI
Oxaloglycolic acid	Generator
2-Hydroxy-3-oxosuccinic acid	Generator

Chemical Formula

C₄H₄O₆

Average Molecular Weight

148.071

Monoisotopic Molecular Weight

148.00078786

IUPAC Name

2-hydroxy-3-oxobutanedioic acid

Traditional Name

oxaloglycolate

CAS Registry Number

Not Available

SMILES

OC(C(O)=O)C(=O)C(O)=O

InChI Identifier

InChI=1S/C4H4O6/c5-1(3(7)8)2(6)4(9)10/h1,5H,(H,7,8)(H,9,10)

InChI Key

RMHHUKGVZFVHED-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as short-chain keto acids and derivatives. These are keto acids with an alkyl chain the contains less than 6 carbon atoms.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Keto acids and derivatives

Sub Class

Short-chain keto acids and derivatives

Direct Parent

Short-chain keto acids and derivatives

Alternative Parents

Substituents

Short-chain keto acid
Beta-hydroxy acid
Beta-keto acid
Acyloin
Alpha-hydroxy acid
Alpha-keto acid
1,3-dicarbonyl compound
Monosaccharide
Hydroxy acid
Dicarboxylic acid or derivatives
Beta-hydroxy ketone
Alpha-hydroxy ketone
Secondary alcohol
Ketone
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

C4-dicarboxylic acid (CHEBI:17778 )
oxo dicarboxylic acid (CHEBI:17778 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0149325)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Glycolate and Glyoxylate Degradation II (PathBank: SMP0122218)

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	36.2 g/L	ALOGPS
logP	-0.84	ALOGPS
logP	-0.76	ChemAxon
logS	-0.61	ALOGPS
pKa (Strongest Acidic)	2.12	ChemAxon
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	111.9 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	25.67 m³·mol⁻¹	ChemAxon
Polarizability	10.95 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0149325

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C03459

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

524

PDB ID

Not Available

ChEBI ID

17778

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 2-hydroxy-3-oxobutanedioic acid (CFc000129734)

MOL for CFc000129734 (2-hydroxy-3-oxobutanedioic acid)

3D MOL for CFc000129734 (2-hydroxy-3-oxobutanedioic acid)

3D SDF for CFc000129734 (2-hydroxy-3-oxobutanedioic acid)

3D-SDF for CFc000129734 (2-hydroxy-3-oxobutanedioic acid)

PDB for CFc000129734 (2-hydroxy-3-oxobutanedioic acid)

3D PDB for CFc000129734 (2-hydroxy-3-oxobutanedioic acid)

SMILES for CFc000129734 (2-hydroxy-3-oxobutanedioic acid)

INCHI for CFc000129734 (2-hydroxy-3-oxobutanedioic acid)

Structure for CFc000129734 (2-hydroxy-3-oxobutanedioic acid)

3D Structure for CFc000129734 (2-hydroxy-3-oxobutanedioic acid)