Showing metabocard for 3-Hydroxyoctanoic acid (BMDB0001954)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:49:03 UTC
Update Date2020-05-11 20:39:42 UTC
BMDB IDBMDB0001954
Secondary Accession Numbers
  • BMDB01954
Metabolite Identification
Common Name3-Hydroxyoctanoic acid
Description3-Hydroxyoctanoic acid, also known as 3-hydroxy-octanoate or 3-OH-caprylic acid, 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. 3-Hydroxyoctanoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. In cattle, 3-hydroxyoctanoic acid is involved in the metabolic pathway called fatty acid biosynthesis pathway.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
3-Hydroxy-octanoic acidChEBI
3-Hydroxycaprylic acidChEBI
3-OH Octanoic acidChEBI
3-OH-Caprylic acidChEBI
3HOChEBI
beta-Hydroxycaprylic acidChEBI
beta-Hydroxyoctanoic acidChEBI
beta-OH-Caprylic acidChEBI
beta-OH-Octanoic acidChEBI
3-Hydroxy-octanoateGenerator
3-HydroxycaprylateGenerator
3-OH OctanoateGenerator
3-OH-CaprylateGenerator
b-HydroxycaprylateGenerator
b-Hydroxycaprylic acidGenerator
beta-HydroxycaprylateGenerator
Β-hydroxycaprylateGenerator
Β-hydroxycaprylic acidGenerator
b-HydroxyoctanoateGenerator
b-Hydroxyoctanoic acidGenerator
beta-HydroxyoctanoateGenerator
Β-hydroxyoctanoateGenerator
Β-hydroxyoctanoic acidGenerator
b-OH-CaprylateGenerator
b-OH-Caprylic acidGenerator
beta-OH-CaprylateGenerator
Β-OH-caprylateGenerator
Β-OH-caprylic acidGenerator
b-OH-OctanoateGenerator
b-OH-Octanoic acidGenerator
beta-OH-OctanoateGenerator
Β-OH-octanoateGenerator
Β-OH-octanoic acidGenerator
3-HydroxyoctanoateGenerator
(+/-)-3-hydroxyoctanoateHMDB
(+/-)-3-hydroxyoctanoic acidHMDB
3-Hydroxy caprylic acidHMDB
3-Hydroxyoctanoic acid homopolymerHMDB
8:0(3-OH)HMDB
Poly-3-hydroxyoctanoateHMDB
Poly-3-hydroxyoctanoic acidHMDB
3-Hydroxyoctanoic acid, (S)-isomerHMDB
3-Hydroxy caprylateHMDB
3-Hydroxyoctanoic acidMeSH
Chemical FormulaC8H16O3
Average Molecular Weight160.2108
Monoisotopic Molecular Weight160.109944378
IUPAC Name3-hydroxyoctanoic acid
Traditional Name(+/-)-3-hydroxyoctanoic acid
CAS Registry Number14292-27-4
SMILES
CCCCCC(O)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)
InChI KeyNDPLAKGOSZHTPH-UHFFFAOYSA-N
Chemical Taxonomy
Description 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
  • Hydroxy fatty acid
  • Fatty acyl
  • Fatty acid
  • Secondary alcohol
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic oxide
  • Alcohol
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organooxygen compound
  • 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
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 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity41.79 m³·mol⁻¹ChemAxon
Polarizability18.14 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-MS (2 TMS)splash10-00ov-5920000000-2c7ce12b4e2e186a597fView in MoNA
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-00ov-5920000000-2c7ce12b4e2e186a597fView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-052o-9100000000-86a1d77a8518a5914fd9View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-00ri-9350000000-f1efc144e4aa8ba19a72View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-1900000000-5e3edbe20a72bc04aee4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-002f-8900000000-64d2de5f37ff774bede7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9000000000-3532ef1933d1504375ebView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-2900000000-65eeb84e30928c5f437aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0aov-7900000000-6f869841cb09d5b95b79View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052g-9100000000-823bb7a721ecff6253b5View in MoNA
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Placenta
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
PlacentaExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0001954
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022761
KNApSAcK IDNot Available
Chemspider ID24791
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link3-Hydroxyoctanoic acid
METLIN IDNot Available
PubChem Compound26613
PDB IDNot Available
ChEBI ID37098
References
Synthesis ReferenceTahara, Satoshi; Suzuki, Yumiko; Mizutani, Junya. Fungal metabolism of a,b-unsaturated carboxylic acids. Part III. Fungal metabolism of trans-2-octenoic acid. Agricultural and Biological Chemistry (1977), 41(9), 1643-50.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available