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CHEBI:28635 - 2-isopropylmalic acid

ChEBI IDCHEBI:28635
ChEBI Name2-isopropylmalic acid
Stars
DefinitionA dicarboxylic acid that is malic acid (2-hydroxysuccinic acid) in which the hydrogen at position 2 is substituted by an isopropyl group.
Secondary ChEBI IDsCHEBI:11580, CHEBI:11763, CHEBI:19667
Last Modified16 September 2021
DownloadsMolfile
FormulaC7H12O5
Net Charge0
Average Mass176.168
Monoisotopic Mass176.06847
SMILESCC(C)C(O)(CC(=O)O)C(=O)O
InChIInChI=1S/C7H12O5/c1-4(2)7(12,6(10)11)3-5(8)9/h4,12H,3H2,1-2H3,(H,8,9)(H,10,11)
InChIKeyBITYXLXUCSKTJS-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Chlamydomonas reinhardtii (ncbitaxon:3055) - PubMed (25515814)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
2-isopropylmalic acid (CHEBI:28635) has functional parent succinic acid (CHEBI:15741)
2-isopropylmalic acid (CHEBI:28635) has role metabolite (CHEBI:25212)
2-isopropylmalic acid (CHEBI:28635) is a 2-hydroxy carboxylic acid (CHEBI:52618)
2-isopropylmalic acid (CHEBI:28635) is a 3-hydroxy carboxylic acid (CHEBI:61355)
2-isopropylmalic acid (CHEBI:28635) is a dicarboxylic acid (CHEBI:35692)
2-isopropylmalic acid (CHEBI:28635) is conjugate acid of 2-isopropylmalate (CHEBI:132917)
2-isopropylmalic acid (CHEBI:28635) is conjugate acid of 2-isopropylmalate(2−) (CHEBI:28107)
Incoming Relation(s)
(2S)-2-isopropylmalic acid (CHEBI:35128) is a 2-isopropylmalic acid (CHEBI:28635)
2-isopropylmalate (CHEBI:132917) is conjugate base of 2-isopropylmalic acid (CHEBI:28635)
2-isopropylmalate(2−) (CHEBI:28107) is conjugate base of 2-isopropylmalic acid (CHEBI:28635)
IUPAC Name 
2-hydroxy-2-(propan-2-yl)butanedioic acid
Synonyms  Source
2-hydroxy-2-isopropylsuccinic acidChEBI
3-carboxy-3-hydroxy-4-methylpentanoic acidChEBI
3-carboxy-3-hydroxyisocaproic acidChEBI
α-isopropylmalic acidChEBI
α-isopropylmalateChemIDplus
2-hydroxy-2-(1-methylethyl)butanedioic acidChemIDplus
Registry NumbersSources
Reaxys:1707897Reaxys
CAS:3237-44-3ChemIDplus
Citations