ChemFOnt: Showing chemical card for 2-oxoglutarate(2-) (CFc000043193)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:46:08 UTC

Chemfont ID

CFc000043193

Molecule Identification

Common Name

2-oxoglutarate(2-)

Definition

2-oxoglutarate(2-), also known as alpha-Ketoglutaric acid or 2-Oxoglutaric acid, is classified as a gamma-keto acid or a Gamma-keto acid derivative. Gamma-keto acids are organic compounds containing an aldehyde substituted with a keto group on the C4 carbon atom. 2-oxoglutarate(2-) is considered to be soluble (in water) and acidic. 2-oxoglutarate(2-) may be a unique E.coli metabolite 2-Oxoglutarate(2-) is found to be associated with fumarase deficiency, which is an inborn error of metabolism.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Ketoglutarate	ChEBI
2-Oxoglutarate	ChEBI
2-Oxopentanedioic acid, ion(2-)	ChEBI
2-Ketoglutaric acid	Generator
2-Oxoglutaric acid	Generator
2-Oxopentanedioate, ion(2-)	Generator
a-Ketoglutarate	Generator
a-Ketoglutaric acid	Generator
alpha-Ketoglutaric acid	Generator
Α-ketoglutarate	Generator
Α-ketoglutaric acid	Generator
Ketoglutaric acid	MeSH
alpha Ketoglutaric acid, monosodium salt	MeSH
alpha-Ketoglutaric acid, dipotassium salt	MeSH
alpha Ketoglutaric acid, diammonium salt	MeSH
Oxoglutarates	MeSH
Calcium ketoglutarate	MeSH
2 Ketoglutaric acid	MeSH
alpha-Oxoglutarate	MeSH
Ketoglutaric acids	MeSH
2 Ketoglutarate	MeSH
alpha Ketoglutaric acid	MeSH
2 Oxoglutaric acid	MeSH
alpha-Ketoglutaric acid, diammonium salt	MeSH
alpha-Ketoglutaric acid, calcium salt (2:1)	MeSH
2 Oxoglutarate	MeSH
alpha-Ketoglutaric acid, disodium salt	MeSH
alpha Ketoglutaric acid, disodium salt	MeSH
alpha Ketoglutaric acid, potassium salt	MeSH
alpha Ketoglutaric acid, sodium salt	MeSH
alpha Oxoglutarate	MeSH
alpha-Ketoglutaric acid, monosodium salt	MeSH
alpha-Ketoglutaric acid, potassium salt	MeSH
Oxogluric acid	MeSH
alpha-Ketoglutaric acid, sodium salt	MeSH
alpha Ketoglutaric acid, monopotassium salt	MeSH
Calcium alpha ketoglutarate	MeSH
alpha Ketoglutarate	MeSH
alpha Ketoglutaric acid, dipotassium salt	MeSH
Calcium alpha-ketoglutarate	MeSH
alpha-Ketoglutarate, calcium	MeSH
alpha-Ketoglutaric acid, monopotassium salt	MeSH

Chemical Formula

C₅H₄O₅

Average Molecular Weight

144.0823

Monoisotopic Molecular Weight

144.005873238

IUPAC Name

2-oxopentanedioate

Traditional Name

α ketoglutarate

CAS Registry Number

64-15-3

SMILES

[O-]C(=O)CCC(=O)C([O-])=O

InChI Identifier

InChI=1S/C5H6O5/c6-3(5(9)10)1-2-4(7)8/h1-2H2,(H,7,8)(H,9,10)/p-2

InChI Key

KPGXRSRHYNQIFN-UHFFFAOYSA-L

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the C4 carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Keto acids and derivatives

Sub Class

Gamma-keto acids and derivatives

Direct Parent

Gamma-keto acids and derivatives

Alternative Parents

Substituents

Gamma-keto acid
Short-chain keto acid
Dicarboxylic acid or derivatives
Alpha-keto acid
Ketone
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Organic anion
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

oxo dicarboxylate (CHEBI:16810 )
a small molecule (2-KETOGLUTARATE )

Functional Ontology

Not Available

Feces (PMID: 26476344)
Urine (PMID: 24182348)

Source

Exogenous

Exogenous (HMDB: HMDB0062781)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	56.5 g/L	ALOGPS
logP	-0.45	ALOGPS
logP	-0.11	ChemAxon
logS	-0.5	ALOGPS
pKa (Strongest Acidic)	2.66	ChemAxon
pKa (Strongest Basic)	-9.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	97.33 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	50.56 m³·mol⁻¹	ChemAxon
Polarizability	11.32 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

HMDB0062781

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

Not Available

BioCyc ID

2-KETOGLUTARATE

BiGG ID

Not Available

Wikipedia Link

Alpha-Ketoglutaric acid

METLIN ID

Not Available

PubChem Compound

164533

PDB ID

Not Available

ChEBI ID

16810

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 2-oxoglutarate(2-) (CFc000043193)

MOL for CFc000043193 (2-oxoglutarate(2-))

3D MOL for CFc000043193 (2-oxoglutarate(2-))

3D SDF for CFc000043193 (2-oxoglutarate(2-))

3D-SDF for CFc000043193 (2-oxoglutarate(2-))

PDB for CFc000043193 (2-oxoglutarate(2-))

3D PDB for CFc000043193 (2-oxoglutarate(2-))

SMILES for CFc000043193 (2-oxoglutarate(2-))

INCHI for CFc000043193 (2-oxoglutarate(2-))

Structure for CFc000043193 (2-oxoglutarate(2-))

3D Structure for CFc000043193 (2-oxoglutarate(2-))