1.0 2010-04-08 22:10:03 UTC 2019-11-26 03:06:26 UTC FDB012227 Wairol Isolated from Medicago sativa (alfalfa) infected with leafspot (Ascochyta imperfecta). Wairol is found in alfalfa and pulses. 3-Hydroxy-7,9-dimethoxycoumestan 7-Hydroxy-10,12-dimethoxycoumestan Wairol C17H12O6 312.2736 312.063388116 5-hydroxy-12,14-dimethoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2(7),3,5,11,13,15-heptaen-9-one wairol 77331-73-8 COC1=CC(OC)=C2C(OC3=C2C(=O)OC2=C3C=CC(O)=C2)=C1 InChI=1S/C17H12O6/c1-20-9-6-12(21-2)14-13(7-9)22-16-10-4-3-8(18)5-11(10)23-17(19)15(14)16/h3-7,18H,1-2H3 GYNHMEBOILXPQT-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 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 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 2.48 ALOGPS logs -3.39 ALOGPS solubility 1.27e-01 g/l ALOGPS melting_point Mp 292-294° logp 2.39 ChemAxon pka_strongest_acidic 7.16 ChemAxon pka_strongest_basic -3.9 ChemAxon iupac 5-hydroxy-12,14-dimethoxy-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 312.2736 ChemAxon mono_mass 312.063388116 ChemAxon smiles COC1=CC(OC)=C2C(OC3=C2C(=O)OC2=C3C=CC(O)=C2)=C1 ChemAxon formula C17H12O6 ChemAxon inchi InChI=1S/C17H12O6/c1-20-9-6-12(21-2)14-13(7-9)22-16-10-4-3-8(18)5-11(10)23-17(19)15(14)16/h3-7,18H,1-2H3 ChemAxon inchikey GYNHMEBOILXPQT-UHFFFAOYSA-N ChemAxon polar_surface_area 78.13 ChemAxon refractivity 80.56 ChemAxon polarizability 31.35 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 4 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 11374 Specdb::CMs 43631 Specdb::CMs 132359 Specdb::CMs 140093 Specdb::MsMs 98061 Specdb::MsMs 98062 Specdb::MsMs 98063 Specdb::MsMs 162894 Specdb::MsMs 162895 Specdb::MsMs 162896 Specdb::MsMs 2667265 Specdb::MsMs 2667266 Specdb::MsMs 2667267 Specdb::MsMs 3012068 Specdb::MsMs 3012069 Specdb::MsMs 3012070 HMDB33993 #<Reference:0x000055ce32c27b20> Alfalfa Type 1 specific Medicago sativa 3879 Pulses Unknown generic