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Record Information
Version3.6
Creation Date2008-10-15 12:12:16 UTC
Update Date2016-02-11 01:20:04 UTC
HMDB IDHMDB10722
Secondary Accession NumbersNone
Metabolite Identification
Common Name(R)-3-Hydroxyoctanoic acid
DescriptionIn humans fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation. (R)-3-Hydroxyoctanoic acid is an intermediate in fatty acid biosynthesis. Specifically, (R)-3-Hydroxyoctanoic acid is converted from 3-Oxo-Octanoic acid via enzymes; fatty-acid Synthase and 3-oxoacyl- [acyl-carrier-protein] reductase. (E.C: 2.3.1.85 and E.C: 1.1.1.100).
Structure
Thumb
Synonyms
ValueSource
(3R)-3-Hydroxy-octanoic acidChEBI
(R)-3-Hydroxycaprylic acidChEBI
(R)-3-OH Octanoic acidChEBI
(R)-3-OH-Caprylic acidChEBI
(R)-beta-Hydroxycaprylic acidChEBI
(R)-beta-Hydroxyoctanoic acidChEBI
(R)-beta-OH-Caprylic acidChEBI
(R)-beta-OH-Octanoic acidChEBI
(3R)-3-Hydroxy-octanoateGenerator
(R)-3-HydroxyoctanoateGenerator
(R)-3-HydroxycaprylateGenerator
(R)-3-OH OctanoateGenerator
(R)-3-OH-CaprylateGenerator
(R)-b-HydroxycaprylateGenerator
(R)-b-Hydroxycaprylic acidGenerator
(R)-beta-HydroxycaprylateGenerator
(R)-β-hydroxycaprylateGenerator
(R)-β-hydroxycaprylic acidGenerator
(R)-b-HydroxyoctanoateGenerator
(R)-b-Hydroxyoctanoic acidGenerator
(R)-beta-HydroxyoctanoateGenerator
(R)-β-hydroxyoctanoateGenerator
(R)-β-hydroxyoctanoic acidGenerator
(R)-b-OH-CaprylateGenerator
(R)-b-OH-Caprylic acidGenerator
(R)-beta-OH-CaprylateGenerator
(R)-β-OH-caprylateGenerator
(R)-β-OH-caprylic acidGenerator
(R)-b-OH-OctanoateGenerator
(R)-b-OH-Octanoic acidGenerator
(R)-beta-OH-OctanoateGenerator
(R)-β-OH-octanoateGenerator
(R)-β-OH-octanoic acidGenerator
Chemical FormulaC8H16O3
Average Molecular Weight160.2108
Monoisotopic Molecular Weight160.109944378
IUPAC Name(3R)-3-hydroxyoctanoic acid
Traditional Name(R)-3-hydroxyoctanoic acid
CAS Registry NumberNot Available
SMILES
[H][C@@](O)(CCCCC)CC(O)=O
InChI Identifier
InChI=1S/C8H16O3/c1-2-3-4-5-7(9)6-8(10)11/h7,9H,2-6H2,1H3,(H,10,11)/t7-/m1/s1
InChI KeyInChIKey=NDPLAKGOSZHTPH-SSDOTTSWSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassHydroxy acids and derivatives
Sub ClassMedium-chain hydroxy acids and derivatives
Direct ParentMedium-chain hydroxy acids and derivatives
Alternative Parents
Substituents
  • Medium-chain hydroxy acid
  • Medium-chain fatty acid
  • Beta-hydroxy acid
  • Fatty acyl
  • Fatty acid
  • Secondary alcohol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locationsNot Available
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility13.6 mg/mLALOGPS
logP1.44ALOGPS
logP1.47ChemAxon
logS-1.1ALOGPS
pKa (Strongest Acidic)4.84ChemAxon
pKa (Strongest Basic)-2.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity41.79 m3·mol-1ChemAxon
Polarizability18.14 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-MSNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
Biological Properties
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationNot Available
Pathways
NameSMPDB LinkKEGG Link
Fatty Acid BiosynthesisSMP00456Not Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB010907
KNApSAcK IDNot Available
Chemspider ID4472286
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
NuGOwiki LinkHMDB10722
Metagene LinkHMDB10722
METLIN IDNot Available
PubChem Compound5312861
PDB IDNot Available
ChEBI ID37099
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

General function:
Involved in transferase activity
Specific function:
Fatty acid synthetase catalyzes the formation of long-chain fatty acids from acetyl-CoA, malonyl-CoA and NADPH. This multifunctional protein has 7 catalytic activities and an acyl carrier protein.
Gene Name:
FASN
Uniprot ID:
P49327
Molecular weight:
273424.06