citramalic acid (CHEBI:15584)

ChEBI > Main

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name	citramalic acid

ChEBI ID	CHEBI:15584

Definition	A 2-hydroxydicarboxylic acid that is malic acid (hydroxysuccinic acid) in which the hydrogen at position 2 is substituted by a methyl group.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:23319, CHEBI:3725

Supplier Information

Download	Molfile XML SDF

Formula

C5H8O5

Net Charge

Average Mass

148.11400

Monoisotopic Mass

148.03717

InChI

InChI=1S/C5H8O5/c1-5(10,4(8)9)2-3(6)7/h10H,2H2,1H3,(H,6,7)(H,8,9)

InChIKey

XFTRTWQBIOMVPK-UHFFFAOYSA-N

SMILES

CC(O)(CC(O)=O)C(O)=O

Metabolite of Species	Details
Chlamydomonas reinhardtii (NCBI:txid3055)	See: PubMed
Malus domestica (NCBI:txid3750)	See: PubMed
Homo sapiens (NCBI:txid9606)	See: PubMed

Roles Classification
Chemical Role(s):	Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid )

Biological Role(s):	algal metabolite Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae. human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.

ChEBI Ontology
Outgoing	citramalic acid (CHEBI:15584) has functional parent succinic acid (CHEBI:15741) citramalic acid (CHEBI:15584) has role algal metabolite (CHEBI:84735) citramalic acid (CHEBI:15584) has role human metabolite (CHEBI:77746) citramalic acid (CHEBI:15584) has role plant metabolite (CHEBI:76924) citramalic acid (CHEBI:15584) is a 2-hydroxydicarboxylic acid (CHEBI:50263) citramalic acid (CHEBI:15584) is a 3-hydroxy carboxylic acid (CHEBI:61355) citramalic acid (CHEBI:15584) is a dicarboxylic fatty acid (CHEBI:189840) citramalic acid (CHEBI:15584) is conjugate acid of citramalate(2−) (CHEBI:13997)

Incoming	D-citramalic acid (CHEBI:15586) is a citramalic acid (CHEBI:15584) L-citramalic acid (CHEBI:29003) is a citramalic acid (CHEBI:15584) citramalate(2−) (CHEBI:13997) is conjugate base of citramalic acid (CHEBI:15584)

IUPAC Name

2-hydroxy-2-methylbutanedioic acid

Synonyms	Sources
(±)-2-hydroxy-2-methylsuccinic acid	ChEBI
2-hydroxy-2-methylbutanedioic acid	ChEBI
2-hydroxy-2-methylsuccinic acid	ChEBI
2-Methylmalic acid	KEGG COMPOUND
2-methylmalic acid	ChEBI
alpha-Hydroxypyrotartaric acid	KEGG COMPOUND
alpha-hydroxypyrotartaric acid	ChEBI
Citramalic acid	KEGG COMPOUND
citramalic acids	ChEBI

Last Modified

24 February 2022