3-Hydroxycapric acid (CHEM035368)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-26 05:42:23 UTC
Update Date2016-11-09 01:21:18 UTC
Accession NumberCHEM035368
Identification
Common Name3-Hydroxycapric acid
ClassSmall Molecule
DescriptionA medium-chain fatty acid that is decanoic acid substituted at position 3 by a hydroxy group.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical 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 Mass188.264 g/mol
Monoisotopic Mass188.141 g/mol
CAS Registry Number14292-26-3
IUPAC Name3-hydroxydecanoic acid
Traditional Nameβ-hydroxydecanoic acid
SMILESCCCCCCCC(O)CC(O)=O
InChI IdentifierInChI=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
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility1.74 g/LALOGPS
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
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-MS (2 TMS)splash10-0f89-3950000000-4dc7506e884d7c6679d5Spectrum
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-0f89-3950000000-4dc7506e884d7c6679d5Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-000l-9200000000-87336f9a233c4a22a71aSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-010c-9041000000-b9b51f3624f22e4b6c9dSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-IT , negativesplash10-0a4i-9000000000-616c6c1304ee3dc8333dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0900000000-2aeff09f10b14edd7378Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0fmr-3900000000-4fee904b5c2c92d5299bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9100000000-24d622ab91e6ab095c78Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-2784bb235cdb92debdaaSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-05p6-2900000000-14df7f9a17a729590ee0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-054o-9400000000-0be6c38aa7ce73ab790dSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0002203
FooDB IDFDB022904
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN ID6544
PDB IDNot Available
Wikipedia LinkMyrmicacin
Chemspider ID24790
ChEBI ID132983
PubChem Compound ID26612
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=15031653
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=15240249
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=17616609
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=4995467
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=693915
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=7318031
7. Kondo, Kiyoshi; Ryu, Yuchin. 3-Hydroxydecanoic acid. Jpn. Kokai Tokkyo Koho (1972), 5 pp.
8. Grupe A, Spiteller G: New polar acid metabolites in human urine. J Chromatogr. 1981 Dec 11;226(2):301-14.
9. Dorland L, Ketting D, Bruinvis L, Duran M: Medium- and long-chain 3-hydroxymonocarboxylic acids: analysis by gas chromatography combined with mass spectrometry. Biomed Chromatogr. 1991 Jul;5(4):161-4.
10. Kanaho Y, Sato T, Fujii T, Iwanami Y, Iwadare T, Orito K: Shape-transforming action of myrmicacin (3-hydroxydecanoic acid) and some related compounds on the membrane of intact human erythrocytes. Chem Pharm Bull (Tokyo). 1981 Oct;29(10):3063-6.