1.0 2010-04-08 22:10:09 UTC 2019-11-26 03:06:44 UTC FDB012414 Trifoliol Isolated from Medicago sativa (alfalfa) infected with leafspot (Ascochyta imperfecta) and Trifolium repens (white clover). Trifoliol is found in many foods, some of which are tea, herbs and spices, green vegetables, and alfalfa. 3,7-Dihydroxy-9-methoxycoumestan 7,10-Dihydroxy-12-methoxycoumestan Trifoliol C16H10O6 298.247 298.047738052 5,12-dihydroxy-14-methoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2(7),3,5,11,13,15-heptaen-9-one trifoliol 1857-26-7 COC1=CC(O)=C2C(OC3=C2C(=O)OC2=C3C=CC(O)=C2)=C1 InChI=1S/C16H10O6/c1-20-8-5-10(18)13-12(6-8)21-15-9-3-2-7(17)4-11(9)22-16(19)14(13)15/h2-6,17-18H,1H3 YFVNQUXNYCREJW-UHFFFAOYSA-N belongs to the class of organic compounds known as coumestans. These are polycyclic aromatic compounds containing a coumestan moiety, which consists of a benzoxole fused to a chromen-2-one to form 1-Benzoxolo[3,2-c]chromen-6-one. They are oxidation products of pterocarpan. Coumestans Organic compounds Phenylpropanoids and polyketides Isoflavonoids Coumestans Aromatic heteropolycyclic compounds 1-benzopyrans 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Alkyl aryl ethers Angular furanocoumarins Anisoles Benzofurans Furans Furopyrans Heteroaromatic compounds Hydrocarbon derivatives Lactones Organic oxides Oxacyclic compounds Pyranones and derivatives 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid Alkyl aryl ether Angular furanocoumarin Anisole Aromatic heteropolycyclic compound Benzenoid Benzofuran Benzopyran Coumarin Coumestan Ether Furan Furanocoumarin Furopyran Heteroaromatic compound Hydrocarbon derivative Lactone Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Pyran Pyranone Coumestan flavonoids logp 2.50 ALOGPS logs -2.96 ALOGPS solubility 3.26e-01 g/l ALOGPS melting_point Mp 332° dec. logp 2.24 ChemAxon pka_strongest_acidic 7.08 ChemAxon pka_strongest_basic -3.9 ChemAxon iupac 5,12-dihydroxy-14-methoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2(7),3,5,11,13,15-heptaen-9-one ChemAxon average_mass 298.247 ChemAxon mono_mass 298.047738052 ChemAxon smiles COC1=CC(O)=C2C(OC3=C2C(=O)OC2=C3C=CC(O)=C2)=C1 ChemAxon formula C16H10O6 ChemAxon inchi InChI=1S/C16H10O6/c1-20-8-5-10(18)13-12(6-8)21-15-9-3-2-7(17)4-11(9)22-16(19)14(13)15/h2-6,17-18H,1H3 ChemAxon inchikey YFVNQUXNYCREJW-UHFFFAOYSA-N ChemAxon polar_surface_area 89.13 ChemAxon refractivity 76.08 ChemAxon polarizability 29.39 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 9797 Specdb::CMs 43730 Specdb::CMs 130938 Specdb::CMs 138672 Specdb::MsMs 87843 Specdb::MsMs 87844 Specdb::MsMs 87845 Specdb::MsMs 150441 Specdb::MsMs 150442 Specdb::MsMs 150443 Specdb::MsMs 2406671 Specdb::MsMs 2406672 Specdb::MsMs 2406673 Specdb::MsMs 2532030 Specdb::MsMs 2532031 Specdb::MsMs 2532032 HMDB34139 #<Reference:0x000055ce32010c38> Alfalfa Type 1 specific Medicago sativa 3879 Black tea Type 1 Green tea Type 1 Green vegetables Unknown generic Herbal tea Type 1 Herbs and Spices Unknown generic Pulses Unknown generic Red tea Type 1 Tea Type 1 specific Camellia sinensis 4442