1.0 2010-04-08 22:11:11 UTC 2019-11-26 03:09:47 UTC FDB014295 Kahweol Present in boiled type-coffee beverages. May possess hypercholesterolaemic activity. Constit of coffee bean oil Kahweol is a diterpene molecule found in the beans of Coffea arabica. It is structurally related to cafestol. Kahweol C20H26O3 314.4186 314.188194698 17-(hydroxymethyl)-12-methyl-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadeca-5(9),6,10-trien-17-ol 17-(hydroxymethyl)-12-methyl-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadeca-5(9),6,10-trien-17-ol 6894-43-5 CC12C=CC3=C(C=CO3)C1CCC13CC(CCC21)C(O)(CO)C3 InChI=1S/C20H26O3/c1-18-7-5-16-14(6-9-23-16)15(18)4-8-19-10-13(2-3-17(18)19)20(22,11-19)12-21/h5-7,9,13,15,17,21-22H,2-4,8,10-12H2,1H3 JEKMKNDURXDJAD-UHFFFAOYSA-N belongs to the class of organic compounds known as naphthofurans. Naphthofurans are compounds containing a furan ring fused to a naphthalene moiety. Furan is a 5 membered- ring aromatic ring with four carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. Naphthofurans Organic compounds Organoheterocyclic compounds Naphthofurans Aromatic heteropolycyclic compounds 1,2-diols Cyclic alcohols and derivatives Furans Heteroaromatic compounds Hydrocarbon derivatives Oxacyclic compounds Primary alcohols Tertiary alcohols 1,2-diol Alcohol Aromatic heteropolycyclic compound Cyclic alcohol Furan Heteroaromatic compound Hydrocarbon derivative Naphthofuran Organic oxygen compound Organooxygen compound Oxacycle Primary alcohol Tertiary alcohol logp 2.97 ALOGPS logs -4.19 ALOGPS solubility 2.01e-02 g/l ALOGPS melting_point Mp 143-143.5° logp 2.55 ChemAxon pka_strongest_acidic 13.69 ChemAxon pka_strongest_basic -2.5 ChemAxon iupac 17-(hydroxymethyl)-12-methyl-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadeca-5(9),6,10-trien-17-ol ChemAxon average_mass 314.4186 ChemAxon mono_mass 314.188194698 ChemAxon smiles CC12C=CC3=C(C=CO3)C1CCC13CC(CCC21)C(O)(CO)C3 ChemAxon formula C20H26O3 ChemAxon inchi InChI=1S/C20H26O3/c1-18-7-5-16-14(6-9-23-16)15(18)4-8-19-10-13(2-3-17(18)19)20(22,11-19)12-21/h5-7,9,13,15,17,21-22H,2-4,8,10-12H2,1H3 ChemAxon inchikey JEKMKNDURXDJAD-UHFFFAOYSA-N ChemAxon polar_surface_area 53.6 ChemAxon refractivity 89.51 ChemAxon polarizability 35.08 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 2 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 19621 Specdb::CMs 44442 Specdb::CMs 174934 Specdb::MsMs 10799 Specdb::MsMs 10800 Specdb::MsMs 10801 Specdb::MsMs 17471 Specdb::MsMs 17472 Specdb::MsMs 17473 Specdb::MsMs 2310438 Specdb::MsMs 2310439 Specdb::MsMs 2310440 Specdb::MsMs 2655953 Specdb::MsMs 2655954 Specdb::MsMs 2655955 HMDB35602 #<Reference:0x000055ce2ea732d8> #<Reference:0x000055ce2ea72d38> #<Reference:0x000055ce2ea72770> Arabica coffee Type 1 specific Coffea arabica 13443 Coffee Type 1 generic Coffea 13442 Coffee and coffee products Unknown generic Robusta coffee Type 1 specific Coffea canephora 49390