1.0 2010-04-08 22:06:33 UTC 2025-11-18 22:58:19 UTC FDB005138 Nootkatol Nootkatol is a member of the class of compounds known as eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids. Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids are sesquiterpenoids with a structure based either on the eremophilane skeleton, its 8,9-seco derivative, or the furoeremophilane skeleton. Eremophilanes have been shown to be derived from eudesmanes by migration of the methyl group at C-10 to C-5. Nootkatol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Nootkatol can be found in sweet orange, which makes nootkatol a potential biomarker for the consumption of this food product. C15H24O 220.3505 220.18271539 4,4a-dimethyl-6-(prop-1-en-2-yl)-2,3,4,4a,5,6,7,8-octahydronaphthalen-2-ol 4,4a-dimethyl-6-(prop-1-en-2-yl)-3,4,5,6,7,8-hexahydro-2H-naphthalen-2-ol CC1CC(O)C=C2CCC(CC12C)C(C)=C InChI=1S/C15H24O/c1-10(2)12-5-6-13-8-14(16)7-11(3)15(13,4)9-12/h8,11-12,14,16H,1,5-7,9H2,2-4H3 GFNWRKNVTHDNPV-UHFFFAOYSA-N belongs to the class of organic compounds known as eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids. These are sesquiterpenoids with a structure based either on the eremophilane skeleton, its 8,9-seco derivative, or the furoeremophilane skeleton. Eremophilanes have been shown to be derived from eudesmanes by migration of the methyl group at C-10 to C-5. Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Sesquiterpenoids Aliphatic homopolycyclic compounds Hydrocarbon derivatives Secondary alcohols Alcohol Aliphatic homopolycyclic compound Eremophilane sesquiterpenoid Hydrocarbon derivative Organic oxygen compound Organooxygen compound Secondary alcohol logp 4.08 ALOGPS logs -3.45 ALOGPS solubility 7.76e-02 g/l ALOGPS logp 3.29 ChemAxon pka_strongest_acidic 17.82 ChemAxon pka_strongest_basic -1.6 ChemAxon iupac 4,4a-dimethyl-6-(prop-1-en-2-yl)-2,3,4,4a,5,6,7,8-octahydronaphthalen-2-ol ChemAxon average_mass 220.3505 ChemAxon mono_mass 220.18271539 ChemAxon smiles CC1CC(O)C=C2CCC(CC12C)C(C)=C ChemAxon formula C15H24O ChemAxon inchi InChI=1S/C15H24O/c1-10(2)12-5-6-13-8-14(16)7-11(3)15(13,4)9-12/h8,11-12,14,16H,1,5-7,9H2,2-4H3 ChemAxon inchikey GFNWRKNVTHDNPV-UHFFFAOYSA-N ChemAxon polar_surface_area 20.23 ChemAxon refractivity 68.97 ChemAxon polarizability 26.76 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 1 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 105273 Specdb::MsMs 105274 Specdb::MsMs 105275 Specdb::MsMs 171738 Specdb::MsMs 171739 Specdb::MsMs 171740 Sweet orange Type 1 specific Citrus sinensis 2711 Calcium antagonist 748 Substance that attaches to and blocks cell receptors that normally bind naturally occurring substances. Vasodilator 1413 A drug used to cause dilation of the blood vessels.