1.0 2010-04-08 22:09:56 UTC 2019-11-26 03:05:53 UTC FDB011988 Coffeasterene Isolated from coffee bean oil. Coffeasterene is found in coffee and coffee products. C31H50O 438.7281 438.386166222 (6Z)-6-ethylidene-2,15-dimethyl-14-[(5E)-5-(propan-2-yl)hept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-ol (6Z)-6-ethylidene-14-[(5E)-5-isopropylhept-5-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-ol C\C=C(/CCC(C)C1CCC2C3=C(CCC12C)C1(C)CCC(O)\C(=C/C)C1CC3)C(C)C InChI=1S/C31H50O/c1-8-22(20(3)4)11-10-21(5)25-14-15-27-24-12-13-26-23(9-2)29(32)17-19-31(26,7)28(24)16-18-30(25,27)6/h8-9,20-21,25-27,29,32H,10-19H2,1-7H3/b22-8+,23-9- RFLUDKCXYRKJII-ZNJYIYMRSA-N belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24. Stigmastanes and derivatives Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Stigmastanes and derivatives Aliphatic homopolycyclic compounds 3-hydroxysteroids Cyclic alcohols and derivatives Hydrocarbon derivatives Secondary alcohols Triterpenoids 3-hydroxysteroid Alcohol Aliphatic homopolycyclic compound Cyclic alcohol Hydrocarbon derivative Hydroxysteroid Organic oxygen compound Organooxygen compound Secondary alcohol Stigmastane-skeleton Triterpenoid logp 8.23 ALOGPS logs -6.04 ALOGPS solubility 4.04e-04 g/l ALOGPS melting_point Mp 164° logp 7.88 ChemAxon pka_strongest_acidic 18.48 ChemAxon pka_strongest_basic -1.3 ChemAxon iupac (6Z)-6-ethylidene-2,15-dimethyl-14-[(5E)-5-(propan-2-yl)hept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-ol ChemAxon average_mass 438.7281 ChemAxon mono_mass 438.386166222 ChemAxon smiles C\C=C(/CCC(C)C1CCC2C3=C(CCC12C)C1(C)CCC(O)\C(=C/C)C1CC3)C(C)C ChemAxon formula C31H50O ChemAxon inchi InChI=1S/C31H50O/c1-8-22(20(3)4)11-10-21(5)25-14-15-27-24-12-13-26-23(9-2)29(32)17-19-31(26,7)28(24)16-18-30(25,27)6/h8-9,20-21,25-27,29,32H,10-19H2,1-7H3/b22-8+,23-9- ChemAxon inchikey RFLUDKCXYRKJII-ZNJYIYMRSA-N ChemAxon polar_surface_area 20.23 ChemAxon refractivity 140.2 ChemAxon polarizability 56.69 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 1 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 10095 Specdb::CMs 43524 Specdb::CMs 130669 Specdb::CMs 138403 Specdb::MsMs 46107 Specdb::MsMs 46108 Specdb::MsMs 46109 Specdb::MsMs 113142 Specdb::MsMs 113143 Specdb::MsMs 113144 Specdb::MsMs 2313245 Specdb::MsMs 2313246 Specdb::MsMs 2313247 Specdb::MsMs 2651924 Specdb::MsMs 2651925 Specdb::MsMs 2651926 HMDB33823 #<Reference:0x000055ce322e3f78> Arabica coffee Type 1 specific Coffea arabica 13443 Coffee and coffee products Unknown generic Robusta coffee Type 1 specific Coffea canephora 49390