1.0 2010-04-08 22:09:51 UTC 2019-11-26 03:05:32 UTC FDB011839 6alpha-Hydroxymaackiain Isolated from leaves of Trifolium pratense (red clover) as a phytoalexin. 6alpha-Hydroxymaackiain is found in many foods, some of which are pulses, tea, common pea, and herbs and spices. 3,6a-Dihydroxy-8,9-methylenedioxypterocarpan 6a-Hydroxyinermin 6a-Hydroxymaackiain C16H12O6 300.2629 300.063388116 5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-2,4(8),9,13(18),14,16-hexaene-1,16-diol 6a-hydroxymaackiain 14602-93-8 OC1=CC2=C(C=C1)C1OC3=CC4=C(OCO4)C=C3C1(O)CO2 InChI=1S/C16H12O6/c17-8-1-2-9-11(3-8)19-6-16(18)10-4-13-14(21-7-20-13)5-12(10)22-15(9)16/h1-5,15,17-18H,6-7H2 GLMPLZUBQDAZEN-UHFFFAOYSA-N belongs to the class of organic compounds known as pterocarpans. These are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids. Pterocarpans Organic compounds Phenylpropanoids and polyketides Isoflavonoids Furanoisoflavonoids Aromatic heteropolycyclic compounds 1-benzopyrans 1-hydroxy-2-unsubstituted benzenoids Acetals Alkyl aryl ethers Benzodioxoles Benzofurans Coumarans Hydrocarbon derivatives Isoflavanols Oxacyclic compounds Tertiary alcohols 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid Acetal Alcohol Alkyl aryl ether Aromatic heteropolycyclic compound Benzenoid Benzodioxole Benzofuran Benzopyran Chromane Coumaran Ether Hydrocarbon derivative Isoflavan Isoflavanol Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Pterocarpan Tertiary alcohol Pterocarpans a small molecule logp 2.03 ALOGPS logs -2.21 ALOGPS solubility 1.85e+00 g/l ALOGPS melting_point Mp 178-181° dec. logp 1.63 ChemAxon pka_strongest_acidic 9.41 ChemAxon pka_strongest_basic -4.1 ChemAxon iupac 5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-2,4(8),9,13(18),14,16-hexaene-1,16-diol ChemAxon average_mass 300.2629 ChemAxon mono_mass 300.063388116 ChemAxon smiles OC1=CC2=C(C=C1)C1OC3=CC4=C(OCO4)C=C3C1(O)CO2 ChemAxon formula C16H12O6 ChemAxon inchi InChI=1S/C16H12O6/c17-8-1-2-9-11(3-8)19-6-16(18)10-4-13-14(21-7-20-13)5-12(10)22-15(9)16/h1-5,15,17-18H,6-7H2 ChemAxon inchikey GLMPLZUBQDAZEN-UHFFFAOYSA-N ChemAxon polar_surface_area 77.38 ChemAxon refractivity 73.45 ChemAxon polarizability 29.44 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 6 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 17546 Specdb::CMs 43463 Specdb::CMs 134048 Specdb::CMs 141782 Specdb::MsMs 103080 Specdb::MsMs 103081 Specdb::MsMs 103082 Specdb::MsMs 169026 Specdb::MsMs 169027 Specdb::MsMs 169028 Specdb::MsMs 2283490 Specdb::MsMs 2283491 Specdb::MsMs 2283492 Specdb::MsMs 3085780 Specdb::MsMs 3085781 Specdb::MsMs 3085782 HMDB33720 #<Reference:0x00007f093c021ec0> Black tea Type 1 Common pea Type 1 specific Pisum sativum 3888 Green tea Type 1 Herbal tea Type 1 Herbs and Spices Unknown generic Pulses Unknown generic Red tea Type 1 Tea Type 1 specific Camellia sinensis 4442