1.0 2010-04-08 22:06:42 UTC 2019-11-26 03:00:36 UTC FDB005483 Hydroxycaryophyllene Hydroxycaryophyllene is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Hydroxycaryophyllene is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Hydroxycaryophyllene can be found in fig, which makes hydroxycaryophyllene a potential biomarker for the consumption of this food product. [1R-(1R*,4R*,6R*,10S*,12R*)]-4,12-Dimethyl-9-methylene-5-oxatricyclo[8.2.0.04,6]dodecane-12-methanol 14-hydroxycaryophyllene Oxide C15H24O2 236.3499 236.177630012 [(5Z)-6,10-dimethyl-2-methylidenebicyclo[7.2.0]undec-5-en-10-yl]methanol [(5Z)-6,10-dimethyl-2-methylidenebicyclo[7.2.0]undec-5-en-10-yl]methanol CC12CCC3C(CC3(C)CO)C(=C)CCC1O2 InChI=1S/C15H24O2/c1-10-4-5-13-15(3,17-13)7-6-12-11(10)8-14(12,2)9-16/h11-13,16H,1,4-9H2,2-3H3 XLKXIWMHACWINL-UHFFFAOYSA-N belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Sesquiterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Sesquiterpenoids Aliphatic homopolycyclic compounds Hydrocarbon derivatives Primary alcohols Alcohol Aliphatic homopolycyclic compound Caryophyllane sesquiterpenoid Hydrocarbon derivative Organic oxygen compound Organooxygen compound Primary alcohol Sesquiterpenoid logp 3.24 ChemAxon pka_strongest_acidic 18.17 ChemAxon pka_strongest_basic -1.4 ChemAxon iupac [(5Z)-6,10-dimethyl-2-methylidenebicyclo[7.2.0]undec-5-en-10-yl]methanol ChemAxon average_mass 236.3499 ChemAxon mono_mass 236.177630012 ChemAxon smiles CC12CCC3C(CC3(C)CO)C(=C)CCC1O2 ChemAxon formula C15H24O2 ChemAxon inchi InChI=1S/C15H24O2/c1-10-4-5-13-15(3,17-13)7-6-12-11(10)8-14(12,2)9-16/h11-13,16H,1,4-9H2,2-3H3 ChemAxon inchikey XLKXIWMHACWINL-UHFFFAOYSA-N ChemAxon polar_surface_area 20.23 ChemAxon refractivity 69.23 ChemAxon polarizability 26.85 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 1 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Fig Type 1 specific Ficus carica 3494