(S)-4-hydroxy-2-oxohexanoate (PAMDB120303)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 11:54:54 AM
Metabolite IDPAMDB120303
Identification
Name: (S)-4-hydroxy-2-oxohexanoate
Description:An optically active form of 4-hydroxy-2-oxohexanoate having 4S-configuration.
Structure
Thumb
🔍MOLSDFPDBSMILESInChIView Structure
Synonyms:
  • (4S)-4-hydroxy-2-ketohexanoate
  • (S)-4-hydroxy-2-ketohexanoate
  • (S)-4-hydroxy-2-oxohexanoate
Chemical Formula: C6H9O4
Average Molecular Weight: 145.135
Monoisotopic Molecular Weight: 146.0579
InChI Key: ALFQPWXBAWHVDP-BYPYZUCNSA-M
InChI:InChI=1S/C6H10O4/c1-2-4(7)3-5(8)6(9)10/h4,7H,2-3H2,1H3,(H,9,10)/p-1/t4-/m0/s1
CAS number: Not Available
IUPAC Name:(4S)-4-hydroxy-2-oxohexanoate
Traditional IUPAC Name: Not Available
SMILES:CCC(O)CC(=O)C(=O)[O-]
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as medium-chain keto acids and derivatives. These are keto acids with a 6 to 12 carbon atoms long side chain.
Kingdom Organic compounds
Super ClassOrganic acids and derivatives
Class Keto acids and derivatives
Sub ClassMedium-chain keto acids and derivatives
Direct Parent Medium-chain keto acids and derivatives
Alternative Parents
Substituents
  • Medium-chain keto acid
  • Alpha-keto acid
  • Beta-hydroxy ketone
  • Secondary alcohol
  • Ketone
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Alcohol
  • Organic oxygen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Organic anion
  • Aliphatic acyclic compound
Molecular Framework Aliphatic acyclic compounds
External Descriptors
  • 2-oxo monocarboxylic acid anion, oxo fatty acid anion, medium-chain fatty acid anion, straight-chain saturated fatty acid anion, hydroxy fatty acid anion (CHEBI:53800)
  • a small molecule (CPD-13722)
Physical Properties
State: Not Available
Charge:-1
Melting point: Not Available
Experimental Properties: Not Available
Predicted Properties
PropertyValueSource
Mass145.1330ChemAxon
logP-1.5336ChemAxon
H-bond acceptors4ChemAxon
H-bond donors1ChemAxon
Rotatable bonds4ChemAxon
PSA77.4300ChemAxon
RO5 violations0ChemAxon
RO3 violations3ChemAxon
Refractivity32.1473ChemAxon
Atoms19ChemAxon
Rings0ChemAxon
Heavy atoms10ChemAxon
Hydrogen atoms9ChemAxon
Heteroatoms4ChemAxon
N/O atoms4ChemAxon
Inorganic atoms0ChemAxon
Halogen atoms0ChemAxon
Chiral centers1ChemAxon
R/S chiral centers0ChemAxon
Unknown chiral centers0ChemAxon
Undefined chiral centers1ChemAxon
Stereo double bonds0ChemAxon
Cis/trans stereo double bonds0ChemAxon
Unknown stereo double bonds0ChemAxon
Undefined stereo double bonds 0ChemAxon
Biological Properties
Cellular Locations: Not Available
Reactions:
(2Z,4Z)-2-hydroxyhexa-2,4-dienoate + Water → (S)-4-hydroxy-2-oxohexanoate
(S)-4-hydroxy-2-oxohexanoate → pyruvate + Propanal
Pathways:
Spectra
Spectra: Not Available
References
References:
  • Baker P, Seah SY (2012)Rational design of stereoselectivity in the class II pyruvate aldolase BphI. Journal of the American Chemical Society 134, Pubmed: 22081904
Synthesis Reference: Not Available
Material Safety Data Sheet (MSDS) Not Available
External Links:
ResourceLink
CHEBI73142