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CHEBI:29003 - L-citramalic acid

ChEBI IDCHEBI:29003
ChEBI NameL-citramalic acid
Stars
ASCII NameL-citramalic acid
DefinitionThe L-enantiomer of citramalic acid.
Secondary ChEBI IDsCHEBI:385, CHEBI:415, CHEBI:15585, CHEBI:18570, CHEBI:18776
Last Modified20 August 2024
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC5H8O5
Net Charge0
Average Mass148.114
Monoisotopic Mass148.03717
SMILESC[C@](O)(CC(=O)O)C(=O)O
InChIInChI=1S/C5H8O5/c1-5(10,4(8)9)2-3(6)7/h10H,2H2,1H3,(H,6,7)(H,8,9)/t5-/m0/s1
InChIKeyXFTRTWQBIOMVPK-YFKPBYRVSA-N
Roles Classification
Chemical Roles:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
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.
ChEBI Ontology
Outgoing Relation(s)
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 acid of L-citramalate(2−) (CHEBI:30936)
Incoming Relation(s)
(3S)-citramalyl-CoA (CHEBI:36882) has functional parent L-citramalic acid (CHEBI:29003)
L-citramalate(2−) (CHEBI:30936) is conjugate base of L-citramalic acid (CHEBI:29003)
IUPAC Name 
(2S)-2-hydroxy-2-methylbutanedioic acid
Synonyms  Source
(S)-2-methylmalic acidKEGG COMPOUND
(3S)-Citramalic acidKEGG COMPOUND
(3S)-alpha-Hydroxypyrotartaric acidKEGG COMPOUND
L-Citramalic acidKEGG COMPOUND
L-alpha-Hydroxypyrotartaric acidKEGG COMPOUND
S-citramalic acidKEGG COMPOUND
Manual XrefsDatabases
C02614KEGG COMPOUND
C00001181KNApSAcK
Registry NumbersSources
CAS:6236-09-5KEGG COMPOUND
Citations