1.0 2010-04-08 22:11:16 UTC 2019-11-26 03:10:02 UTC FDB014432 Cafestol Cafestol is a diterpene molecule and is a constituent of coffee bean oil. It is found in boiled-type coffee beverages. Possesses hypercholesterolaemic activity. Diterpenoid constitsuents of coffee products are associated with cardiotoxic props. Cafesterol Coffeol C20H28O3 316.4345 316.203844762 17-(hydroxymethyl)-12-methyl-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadeca-5(9),6-dien-17-ol 17-(hydroxymethyl)-12-methyl-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadeca-5(9),6-dien-17-ol 469-83-0 CC12CCC3=C(C=CO3)C1CCC13CC(CCC21)C(O)(CO)C3 InChI=1S/C20H28O3/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/h6,9,13,15,17,21-22H,2-5,7-8,10-12H2,1H3 DNJVYWXIDISQRD-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 Benzofurans Cyclic alcohols and derivatives Furans Heteroaromatic compounds Hydrocarbon derivatives Oxacyclic compounds Primary alcohols Tertiary alcohols 1,2-diol Alcohol Aromatic heteropolycyclic compound Benzofuran Cyclic alcohol Furan Heteroaromatic compound Hydrocarbon derivative Naphthofuran Organic oxygen compound Organooxygen compound Oxacycle Primary alcohol Tertiary alcohol logp 3.04 ALOGPS logs -4.24 ALOGPS solubility 1.80e-02 g/l ALOGPS melting_point Mp 160-162° dec. logp 2.68 ChemAxon pka_strongest_acidic 13.69 ChemAxon pka_strongest_basic -2.2 ChemAxon iupac 17-(hydroxymethyl)-12-methyl-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadeca-5(9),6-dien-17-ol ChemAxon average_mass 316.4345 ChemAxon mono_mass 316.203844762 ChemAxon smiles CC12CCC3=C(C=CO3)C1CCC13CC(CCC21)C(O)(CO)C3 ChemAxon formula C20H28O3 ChemAxon inchi InChI=1S/C20H28O3/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/h6,9,13,15,17,21-22H,2-5,7-8,10-12H2,1H3 ChemAxon inchikey DNJVYWXIDISQRD-UHFFFAOYSA-N ChemAxon polar_surface_area 53.6 ChemAxon refractivity 88.55 ChemAxon polarizability 36.17 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 2 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 11299 Specdb::CMs 44515 Specdb::CMs 167412 Specdb::MsMs 55605 Specdb::MsMs 55606 Specdb::MsMs 55607 Specdb::MsMs 110793 Specdb::MsMs 110794 Specdb::MsMs 110795 Specdb::MsMs 2786410 Specdb::MsMs 2786411 Specdb::MsMs 2786412 Specdb::MsMs 2923315 Specdb::MsMs 2923316 Specdb::MsMs 2923317 HMDB35710 #<Reference:0x000055ce321e4e60> #<Reference:0x000055ce321e4ca8> 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 Anti-inflammatory 370 A substance that reduces or suppresses inflammation. Hypercholesterolemic 1003