CHEBI:28635 - 2-isopropylmalic acid

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ChEBI Name 2-isopropylmalic acid
ChEBI ID CHEBI:28635
Definition A dicarboxylic acid that is malic acid (2-hydroxysuccinic acid) in which the hydrogen at position 2 is substituted by an isopropyl group.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:11763, CHEBI:19667, CHEBI:11580
Supplier Information
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Formula C7H12O5
Net Charge 0
Average Mass 176.167
Monoisotopic Mass 176.068
InChI InChI=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)
InChIKey BITYXLXUCSKTJS-UHFFFAOYSA-N
SMILES C(C(=O)O)C(C(=O)O)(O)C(C)C
Metabolite of Species Details
Chlamydomonas reinhardtii (NCBI:3055) See: PubMed
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): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 (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 Sources
2-hydroxy-2-(1-methylethyl)butanedioic acid ChemIDplus
2-hydroxy-2-isopropylsuccinic acid ChEBI
3-carboxy-3-hydroxy-4-methylpentanoic acid ChEBI
3-carboxy-3-hydroxyisocaproic acid ChEBI
α-isopropylmalate ChemIDplus
α-isopropylmalic acid ChEBI
Registry Numbers Types Sources
1707897 Reaxys Registry Number Reaxys
3237-44-3 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
17439666 PubMed citation Europe PMC
22770225 PubMed citation Europe PMC
Last Modified
03 August 2016