L-citramalic acid (CHEBI:29003)

ChEBI > Main

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name	L-citramalic acid

ChEBI ID	CHEBI:29003

ChEBI ASCII Name	L-citramalic acid

Definition	The L-enantiomer of citramalic acid.

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

Secondary ChEBI IDs	CHEBI:385, CHEBI:15585, CHEBI:18570, CHEBI:18776, CHEBI:415

Supplier Information

Download	Molfile XML SDF

Formula

C5H8O5

Net Charge

Average Mass

148.11402

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)/t5-/m0/s1

InChIKey

XFTRTWQBIOMVPK-YFKPBYRVSA-N

SMILES

C[C@](O)(CC(O)=O)C(O)=O

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):	plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. (via citramalic acid ) 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. (via citramalic acid ) human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). (via citramalic acid )

ChEBI Ontology
Outgoing	L-citramalic acid (CHEBI:29003) has role plant metabolite (CHEBI:76924) L-citramalic acid (CHEBI:29003) is a citramalic acid (CHEBI:15584) L-citramalic acid (CHEBI:29003) is conjugate base of L-citramalate(2−) (CHEBI:30936)

Incoming	(3S)-citramalyl-CoA (CHEBI:36882) has functional parent L-citramalic acid (CHEBI:29003) L-citramalate(2−) (CHEBI:30936) is conjugate acid of L-citramalic acid (CHEBI:29003)

IUPAC Name

(2S)-2-hydroxy-2-methylbutanedioic acid

Synonyms	Sources
(2S)-2-hydroxy-2-methylsuccinic acid	ChEBI
(3S)-alpha-Hydroxypyrotartaric acid	KEGG COMPOUND
(3S)-Citramalic acid	KEGG COMPOUND
(S)-2-Hydroxy-2-methylsuccinic acid	KEGG COMPOUND
(S)-2-methylmalic acid	KEGG COMPOUND
(S)-Citramalic acid	KEGG COMPOUND
L-alpha-Hydroxypyrotartaric acid	KEGG COMPOUND
L-Citramalic acid	KEGG COMPOUND
S-alpha-Hydroxypyrotartaric acid	KEGG COMPOUND
S-citramalic acid	KEGG COMPOUND

Registry Number	Type	Source
6236-09-5	CAS Registry Number	KEGG COMPOUND

Last Modified

14 May 2024