1.0 2010-04-08 22:09:57 UTC 2025-11-18 23:33:15 UTC FDB012035 (-)-3-Hydroxy-9-methoxypterocarpan Medicarpin is a member of the class of compounds known as pterocarpans. Pterocarpans are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids. Medicarpin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Medicarpin can be found in black-eyed pea, broad bean, and chickpea, which makes medicarpin a potential biomarker for the consumption of these food products. Medicarpin is a pterocarpan, a derivative of isoflavonoids . (-) medicarpin (-)-3-Hydroxy-9-methoxypterocarpan (-)-demethylhomopterocarpin (-)-Medicarpin (6aR,11aR)-medicarpin (l)-de-o-methylhomopterocarpan 3-Hydroxy-9-methoxypterocarpan 3-Hydroxy-9-methoxypterocarpan, (-) l-3-Hydroxy-9-methoxypterocarpan Medicarpin, (-)- C16H14O4 270.28 270.089208936 14-methoxy-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-2,4,6,11(16),12,14-hexaen-5-ol 14-methoxy-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-2,4,6,11(16),12,14-hexaen-5-ol 32383-76-9 COC1=CC2=C(C=C1)C1COC3=C(C=CC(O)=C3)C1O2 InChI=1S/C16H14O4/c1-18-10-3-5-11-13-8-19-14-6-9(17)2-4-12(14)16(13)20-15(11)7-10/h2-7,13,16-17H,8H2,1H3 NSRJSISNDPOJOP-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 Alkyl aryl ethers Anisoles Benzofurans Coumarans Hydrocarbon derivatives Isoflavanols Oxacyclic compounds 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid Alkyl aryl ether Anisole Aromatic heteropolycyclic compound Benzenoid Benzofuran Benzopyran Chromane Coumaran Ether Hydrocarbon derivative Isoflavan Isoflavanol Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Pterocarpan a small molecule pterocarpans logp 3.07 ALOGPS logs -3.58 ALOGPS solubility 7.07e-02 g/l ALOGPS melting_point Mp 127.5-128.5° logp 2.51 ChemAxon pka_strongest_acidic 9.42 ChemAxon pka_strongest_basic -4.4 ChemAxon iupac 14-methoxy-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-2,4,6,11(16),12,14-hexaen-5-ol ChemAxon average_mass 270.28 ChemAxon mono_mass 270.089208936 ChemAxon smiles COC1=CC2=C(C=C1)C1COC3=C(C=CC(O)=C3)C1O2 ChemAxon formula C16H14O4 ChemAxon inchi InChI=1S/C16H14O4/c1-18-10-3-5-11-13-8-19-14-6-9(17)2-4-12(14)16(13)20-15(11)7-10/h2-7,13,16-17H,8H2,1H3 ChemAxon inchikey NSRJSISNDPOJOP-UHFFFAOYSA-N ChemAxon polar_surface_area 47.92 ChemAxon refractivity 73.06 ChemAxon polarizability 27.93 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 4 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 94617 Specdb::CMs 128181 Specdb::CMs 933467 Specdb::CMs 933468 Specdb::MsMs 56664 Specdb::MsMs 56665 Specdb::MsMs 56666 Specdb::MsMs 112152 Specdb::MsMs 112153 Specdb::MsMs 112154 Specdb::MsMs 2252612 Specdb::MsMs 2253853 Specdb::MsMs 2255880 Specdb::MsMs 3443329 Specdb::MsMs 3443330 Specdb::MsMs 3443331 Specdb::MsMs 3443332 Specdb::MsMs 3443333 Specdb::MsMs 3443334 100 Alfalfa Type 1 specific Medicago sativa 3879 Cowpea Type 1 specific Vigna unguiculata 3917