1.02010-04-08 22:09:57 UTC2019-11-26 03:06:01 UTCFDB012035(-)-3-Hydroxy-9-methoxypterocarpanMedicarpin 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-methylhomopterocarpan3-Hydroxy-9-methoxypterocarpan3-Hydroxy-9-methoxypterocarpan, (-)l-3-Hydroxy-9-methoxypterocarpanMedicarpin, (-)-C16H14O4270.28270.08920893614-methoxy-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-2,4,6,11(16),12,14-hexaen-5-ol14-methoxy-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-2,4,6,11(16),12,14-hexaen-5-ol32383-76-9COC1=CC2=C(C=C1)C1COC3=C(C=CC(O)=C3)C1O2InChI=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,8H2,1H3NSRJSISNDPOJOP-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.PterocarpansOrganic compoundsPhenylpropanoids and polyketidesIsoflavonoidsFuranoisoflavonoidsAromatic heteropolycyclic compounds1-benzopyrans1-hydroxy-2-unsubstituted benzenoidsAlkyl aryl ethersAnisolesBenzofuransCoumaransHydrocarbon derivativesIsoflavanolsOxacyclic compounds1-benzopyran1-hydroxy-2-unsubstituted benzenoidAlkyl aryl etherAnisoleAromatic heteropolycyclic compoundBenzenoidBenzofuranBenzopyranChromaneCoumaranEtherHydrocarbon derivativeIsoflavanIsoflavanolOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacyclePterocarpana small moleculepterocarpanslogp3.07logs-3.58solubility7.07e-02 g/lmelting_pointMp 127.5-128.5°logp2.51pka_strongest_acidic9.42pka_strongest_basic-4.4iupac14-methoxy-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-2,4,6,11(16),12,14-hexaen-5-olaverage_mass270.28mono_mass270.089208936smilesCOC1=CC2=C(C=C1)C1COC3=C(C=CC(O)=C3)C1O2formulaC16H14O4inchiInChI=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,8H2,1H3inchikeyNSRJSISNDPOJOP-UHFFFAOYSA-Npolar_surface_area47.92refractivity73.06polarizability27.93rotatable_bond_count1acceptor_count4donor_count1physiological_charge0formal_charge0Specdb::CMs94617Specdb::CMs128181Specdb::CMs933467Specdb::CMs933468Specdb::MsMs56664Specdb::MsMs56665Specdb::MsMs56666Specdb::MsMs112152Specdb::MsMs112153Specdb::MsMs112154Specdb::MsMs2252612Specdb::MsMs2253853Specdb::MsMs2255880Specdb::MsMs3443329Specdb::MsMs3443330Specdb::MsMs3443331Specdb::MsMs3443332Specdb::MsMs3443333Specdb::MsMs3443334100AlfalfaType 1specificMedicago sativa3879CowpeaType 1specificVigna unguiculata3917