1.0 2010-04-08 22:15:32 UTC 2019-11-26 03:20:01 UTC FDB021188 (7'x,8'x)-4,7'-Epoxy-3,8'-bilign-7-ene-3,5'-dimethoxy-4',9,9'-triol Isolated from Silybum marianum (milk thistle). (7'x,8'x)-4,7'-Epoxy-3,8'-bilign-7-ene-3,5'-dimethoxy-4',9,9'-triol is found in coffee and coffee products and green vegetables. (7'x,8'x)-4,7'-Epoxy-3,8'-bilign-7-ene-3,5'-dimethoxy-4',9,9'-triol 4,7'-Epoxy-3,8'-bilign-7-ene-3,5'-dimethoxy-4',9,9'-triol C20H22O6 358.3851 358.141638436 4-[3-(hydroxymethyl)-5-[(1Z)-3-hydroxyprop-1-en-1-yl]-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenol 4-[3-(hydroxymethyl)-5-[(1Z)-3-hydroxyprop-1-en-1-yl]-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenol COC1=CC(\C=C/CO)=CC2=C1OC(C2CO)C1=CC(OC)=C(O)C=C1 InChI=1S/C20H22O6/c1-24-17-10-13(5-6-16(17)23)19-15(11-22)14-8-12(4-3-7-21)9-18(25-2)20(14)26-19/h3-6,8-10,15,19,21-23H,7,11H2,1-2H3/b4-3- KUSXBOZNRPQEON-ARJAWSKDSA-N belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. 2-arylbenzofuran flavonoids Organic compounds Phenylpropanoids and polyketides 2-arylbenzofuran flavonoids Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids Alkyl aryl ethers Anisoles Benzofurans Coumarans Hydrocarbon derivatives Lignans, neolignans and related compounds Methoxybenzenes Methoxyphenols Oxacyclic compounds Phenoxy compounds Primary alcohols Styrenes 1-hydroxy-2-unsubstituted benzenoid 2-arylbenzofuran flavonoid Alcohol Alkyl aryl ether Anisole Aromatic heteropolycyclic compound Benzenoid Benzofuran Coumaran Ether Hydrocarbon derivative Methoxybenzene Methoxyphenol Monocyclic benzene moiety Neolignan skeleton Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Phenol Phenol ether Phenoxy compound Primary alcohol Styrene logp 2.28 ALOGPS logs -3.91 ALOGPS solubility 4.42e-02 g/l ALOGPS logp 1.83 ChemAxon pka_strongest_acidic 9.91 ChemAxon pka_strongest_basic -2.5 ChemAxon iupac 4-[3-(hydroxymethyl)-5-[(1Z)-3-hydroxyprop-1-en-1-yl]-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenol ChemAxon average_mass 358.3851 ChemAxon mono_mass 358.141638436 ChemAxon smiles COC1=CC(\C=C/CO)=CC2=C1OC(C2CO)C1=CC(OC)=C(O)C=C1 ChemAxon formula C20H22O6 ChemAxon inchi InChI=1S/C20H22O6/c1-24-17-10-13(5-6-16(17)23)19-15(11-22)14-8-12(4-3-7-21)9-18(25-2)20(14)26-19/h3-6,8-10,15,19,21-23H,7,11H2,1-2H3/b4-3- ChemAxon inchikey KUSXBOZNRPQEON-ARJAWSKDSA-N ChemAxon polar_surface_area 88.38 ChemAxon refractivity 98.46 ChemAxon polarizability 37.97 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 6 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 290533 Specdb::MsMs 290534 Specdb::MsMs 290535 Specdb::MsMs 330229 Specdb::MsMs 330230 Specdb::MsMs 330231 Specdb::MsMs 2821682 Specdb::MsMs 2821683 Specdb::MsMs 2821684 Specdb::MsMs 2857470 Specdb::MsMs 2857471 Specdb::MsMs 2857472 Specdb::CMs 11125 Specdb::CMs 47221 Specdb::CMs 170250 HMDB41276 #<Reference:0x000055ce31d2b680> Arabica coffee Type 1 specific Coffea arabica 13443 Coffee and coffee products Unknown generic Green vegetables Unknown generic Robusta coffee Type 1 specific Coffea canephora 49390