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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:18:32 UTC
Update Date2019-07-23 06:22:51 UTC
HMDB IDHMDB0037066
Secondary Accession Numbers
  • HMDB37066
Metabolite Identification
Common Namebeta-Caryophyllene alcohol
Descriptionbeta-Caryophyllene alcohol, also known as caryolan-1-ol or caryophyllenol, belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ). beta-Caryophyllene alcohol is an extremely weak basic (essentially neutral) compound (based on its pKa). beta-Caryophyllene alcohol is an earthy, moss, and spicy. Outside of the human body, beta-caryophyllene alcohol has been detected, but not quantified in, several different foods, such as citrus, fruits, herbs and spices, and pepper (spice). This could make beta-caryophyllene alcohol a potential biomarker for the consumption of these foods.
Structure
Data?1563862971
Synonyms
ValueSource
b-Caryophyllene alcoholGenerator
Β-caryophyllene alcoholGenerator
4,4,8-Trimethyl-tricyclo(6.3.1.02,5)dodecan-1-olHMDB
4,4,8-Trimethyltricyclo(6.3.1.02,5)dodecan-1-olHMDB
4,4,8-Trimethyltricyclo[6.3.1.02,5]dodecan-1-ol, 9ciHMDB
Caryolan-1-olHMDB
CaryophyllenolHMDB
beta-Caryophyllene alcoholMeSH
Chemical FormulaC15H26O
Average Molecular Weight222.3663
Monoisotopic Molecular Weight222.198365454
IUPAC Name4,4,8-trimethyltricyclo[6.3.1.0²,⁵]dodecan-1-ol
Traditional Name4,4,8-trimethyltricyclo[6.3.1.0²,⁵]dodecan-1-ol
CAS Registry Number472-97-9
SMILES
CC1(C)CC2C1CCC1(C)CCCC2(O)C1
InChI Identifier
InChI=1S/C15H26O/c1-13(2)9-12-11(13)5-8-14(3)6-4-7-15(12,16)10-14/h11-12,16H,4-10H2,1-3H3
InChI KeyFUQAYSQLAOJBBC-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ).
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassAlcohols and polyols
Direct ParentTertiary alcohols
Alternative Parents
Substituents
  • Tertiary alcohol
  • Cyclic alcohol
  • Hydrocarbon derivative
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point94 - 96 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0093 g/LALOGPS
logP3.52ALOGPS
logP3.43ChemAxon
logS-4.4ALOGPS
pKa (Strongest Basic)-0.19ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity66.5 m³·mol⁻¹ChemAxon
Polarizability27.43 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-06tf-3920000000-b68753a0c64ca8112abcSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0v7r-5290000000-2abb69265dc4b41e9d83Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0ab9-0090000000-f722d04da4e967382a9bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ab9-1290000000-68742d2f6dacdd03ba4cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-054x-8910000000-6d5494cbf7239c6a6288Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0090000000-df53e329d8b4cb321660Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0090000000-78f3f8caa5d303c302f1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-3950000000-68721e6a300ef023c3c0Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB016050
KNApSAcK IDC00021969
Chemspider ID55073
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound61125
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .