Showing metabocard for 3-Hydroxycapric acid (BMDB0002203)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:52:34 UTC
Update Date2020-05-11 20:39:56 UTC
BMDB IDBMDB0002203
Secondary Accession Numbers
  • BMDB02203
Metabolite Identification
Common Name3-Hydroxycapric acid
Description3-Hydroxycapric acid, also known as 3-hydroxy-decanoate or myrmicacin, 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-Hydroxycapric acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
3-Hydroxy-decanoic acidChEBI
beta-Hydroxycapric acidChEBI
beta-Hydroxydecanoic acidChEBI
MyrmicacinChEBI
3-Hydroxy-decanoateGenerator
b-HydroxycaprateGenerator
b-Hydroxycapric acidGenerator
beta-HydroxycaprateGenerator
Β-hydroxycaprateGenerator
Β-hydroxycapric acidGenerator
b-HydroxydecanoateGenerator
b-Hydroxydecanoic acidGenerator
beta-HydroxydecanoateGenerator
Β-hydroxydecanoateGenerator
Β-hydroxydecanoic acidGenerator
3-HydroxycaprateGenerator
(+/-)3-hydroxy-decanoateHMDB
(+/-)3-hydroxy-decanoic acidHMDB
10:0(3-OH)HMDB
3-HDAHMDB
3-HydroxydecanoateHMDB
3-Hydroxydecanoic acidHMDB
Myrmicacin, (R)-isomerHMDB
Myrmicacin monosodium (+-)-isomerHMDB
Myrmicacin, (+-)-isomerHMDB
3-Hydroxycapric acidChEBI
Chemical FormulaC10H20O3
Average Molecular Weight188.264
Monoisotopic Molecular Weight188.141244506
IUPAC Name3-hydroxydecanoic acid
Traditional Nameβ-hydroxydecanoic acid
CAS Registry Number14292-26-3
SMILES
CCCCCCCC(O)CC(O)=O
InChI Identifier
InChI=1S/C10H20O3/c1-2-3-4-5-6-7-9(11)8-10(12)13/h9,11H,2-8H2,1H3,(H,12,13)
InChI KeyFYSSBMZUBSBFJL-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 locations
  • Cell membrane
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP2.6ALOGPS
logP2.36ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)4.67ChemAxon
pKa (Strongest Basic)-2.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity50.99 m³·mol⁻¹ChemAxon
Polarizability22.35 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)splash10-0f89-3950000000-4dc7506e884d7c6679d5View in MoNA
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-0f89-3950000000-4dc7506e884d7c6679d5View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-000l-9200000000-87336f9a233c4a22a71aView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-010c-9041000000-b9b51f3624f22e4b6c9dView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-IT , negativesplash10-0a4i-9000000000-616c6c1304ee3dc8333dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0900000000-2aeff09f10b14edd7378View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0fmr-3900000000-4fee904b5c2c92d5299bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9100000000-24d622ab91e6ab095c78View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-2784bb235cdb92debdaaView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-05p6-2900000000-14df7f9a17a729590ee0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-054o-9400000000-0be6c38aa7ce73ab790dView in MoNA
Biological Properties
Cellular Locations
  • Cell membrane
  • Membrane
Biospecimen Locations
  • Placenta
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
PlacentaExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0002203
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022904
KNApSAcK IDNot Available
Chemspider ID24790
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkMyrmicacin
METLIN ID6544
PubChem Compound26612
PDB IDNot Available
ChEBI ID132983
References
Synthesis ReferenceKondo, Kiyoshi; Ryu, Yuchin. 3-Hydroxydecanoic acid. Jpn. Kokai Tokkyo Koho (1972), 5 pp.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available