CHEBI:15586 - D-citramalic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name D-citramalic acid
ChEBI ID CHEBI:15586
ChEBI ASCII Name D-citramalic acid
Definition The D-enantiomer of citramalic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:315, CHEBI:18563
Supplier Information
Download Molfile XML SDF
Formula C5H8O5
Net Charge 0
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-/m1/s1
InChIKey XFTRTWQBIOMVPK-RXMQYKEDSA-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): 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 )
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 )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 (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 Sources
(2R)-2-Hydroxy-2-methylbutanedioate KEGG COMPOUND
(2R)-2-hydroxy-2-methylsuccinic acid ChEBI
(3R)-alpha-Hydroxypyrotartaric acid KEGG COMPOUND
(3R)-Citramalic acid KEGG COMPOUND
(R)-2-Methylmalic acid KEGG COMPOUND
D-(-)-2-methylmalic acid ChEBI
D-alpha-Hydroxypyrotartaric acid KEGG COMPOUND
D-Citramalic acid KEGG COMPOUND
Manual Xref Database
C02612 KEGG COMPOUND
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Last Modified
01 November 2016