CHEBI:15586 - D-citramalic acid

ChEBI IDCHEBI:15586
ChEBI NameD-citramalic acid
Stars
ASCII NameD-citramalic acid
DefinitionThe D-enantiomer of citramalic acid.
Secondary ChEBI IDsCHEBI:315, CHEBI:18563
Last Modified1 November 2016
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-/m1/s1
InChIKeyXFTRTWQBIOMVPK-RXMQYKEDSA-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.
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)
D-citramalic acid (CHEBI:15586) is a citramalic acid (CHEBI:15584)
D-citramalic acid (CHEBI:15586) is conjugate acid of D-citramalate(2−) (CHEBI:30934)
Incoming Relation(s)
(3R)-citramalyl-CoA (CHEBI:75860) has functional parent D-citramalic acid (CHEBI:15586)
D-citramalate(2−) (CHEBI:30934) is conjugate base of D-citramalic acid (CHEBI:15586)
IUPAC Name 
(2R)-2-hydroxy-2-methylbutanedioic acid
Synonyms  Source
(R)-2-Methylmalic acidKEGG COMPOUND
(3R)-Citramalic acidKEGG COMPOUND
(3R)-alpha-Hydroxypyrotartaric acidKEGG COMPOUND
D-Citramalic acidKEGG COMPOUND
D-alpha-Hydroxypyrotartaric acidKEGG COMPOUND
(2R)-2-hydroxy-2-methylsuccinic acidChEBI
Manual XrefsDatabases
C02612KEGG COMPOUND