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CHEBI:72694 - (2R)-dihomocitric acid

Default Structure
ChEBI IDCHEBI:72694
ChEBI Name(2R)-dihomocitric acid
Stars
ASCII Name(2R)-dihomocitric acid
DefinitionA chiral tricarboxylic acid in which a central carbon carries hydroxy, carboxy, carboxymethyl and 3-carboxypropyl substituents with R-configuration at the chiral centre.
Last Modified9 July 2025
SubmitterAnne Morgat
DownloadsMolfile
FormulaC8H12O7
Net Charge0
Average Mass220.177
Monoisotopic Mass220.05830
SMILESO=C(O)CCC[C@@](O)(CC(=O)O)C(=O)O
InChIInChI=1S/C8H12O7/c9-5(10)2-1-3-8(15,7(13)14)4-6(11)12/h15H,1-4H2,(H,9,10)(H,11,12)(H,13,14)/t8-/m1/s1
InChIKeyLOUWLTSPEXZLSA-MRVPVSSYSA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
ChEBI Ontology
Outgoing Relation(s)
(2R)-dihomocitric acid (CHEBI:72694) is a tertiary alcohol (CHEBI:26878)
(2R)-dihomocitric acid (CHEBI:72694) is a tricarboxylic acid (CHEBI:27093)
(2R)-dihomocitric acid (CHEBI:72694) is conjugate acid of (2R)-dihomocitrate(3−) (CHEBI:72697)
Incoming Relation(s)
(2R)-dihomocitrate(3−) (CHEBI:72697) is conjugate base of (2R)-dihomocitric acid (CHEBI:72694)
IUPAC Name 
(2R)-2-hydroxypentane-1,2,5-tricarboxylic acid
Synonyms  Source
(2R)-2-oxidanylpentane-1,2,5-tricarboxylic acidChEBI
(R)-2-hydroxy-1,2,5-pentanetricarboxylic acidKEGG COMPOUND
(R)-(Homo)2-citrateKEGG COMPOUND
Manual XrefsDatabases
C16583KEGG COMPOUND
CPD-152MetaCyc