CHEBI:194519 - 3,5-dihydroxy-3-methylpentanoic acid

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ChEBI Name 3,5-dihydroxy-3-methylpentanoic acid
ChEBI ID CHEBI:194519
Definition A dihydroxy monocarboxylic acid comprising valeric acid having two hydroxy groups at the 3- and 5-positions together with a methyl group at the 3-position.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C6H12O4
Net Charge 0
Average Mass 148.158
Monoisotopic Mass 148.07356
InChI InChI=1S/C6H12O4/c1-6(10,2-3-7)4-5(8)9/h7,10H,2-4H2,1H3,(H,8,9)
InChIKey KJTLQQUUPVSXIM-UHFFFAOYSA-N
SMILES CC(O)(CCO)CC(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
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ChEBI Ontology
Outgoing 3,5-dihydroxy-3-methylpentanoic acid (CHEBI:194519) has functional parent valeric acid (CHEBI:17418)
3,5-dihydroxy-3-methylpentanoic acid (CHEBI:194519) is a dihydroxy monocarboxylic acid (CHEBI:35972)
3,5-dihydroxy-3-methylpentanoic acid (CHEBI:194519) is conjugate acid of 3,5-dihydroxy-3-methylpentanoate (CHEBI:194520)
Incoming (R)-mevalonic acid (CHEBI:17710) is a 3,5-dihydroxy-3-methylpentanoic acid (CHEBI:194519)
(S)-mevalonic acid (CHEBI:28880) is a 3,5-dihydroxy-3-methylpentanoic acid (CHEBI:194519)
3,5-dihydroxy-3-methylpentanoate (CHEBI:194520) is conjugate base of 3,5-dihydroxy-3-methylpentanoic acid (CHEBI:194519)
IUPAC Name
3,5-dihydroxy-3-methylpentanoic acid
Synonyms Sources
2,4-dideoxy-3-C-methylpentonic acid ChEBI
3,5-dihydroxy-3-methylvaleric acid ChEBI
β,δ-dihydroxy-β-methylvaleric acid ChEBI
Citation Waiting for Citations Type Source
3540738 PubMed citation Europe PMC
Last Modified
23 March 2023
General Comment
2023-03-23 This is the entry for material with unspecified stereochemistry. There are separate entries for the racemic mixture (mevalonic acid) and its individual enantiomers (R)- and (S)-mevalonic acid.