1.02010-04-08 22:09:28 UTC2019-11-26 03:04:33 UTCFDB011099(R)-HigenamineAlkaloid from the seed embryo of Nelumbo nucifera (East India lotus). (R)-Higenamine is found in coffee and coffee products.(+)-Demethylcoclaurine(r)-norcoclaurineHigenamineC16H17NO3271.3111271.1208434151-[(4-hydroxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diolhigenamine106032-53-5OC1=CC=C(CC2NCCC3=C2C=C(O)C(O)=C3)C=C1InChI=1S/C16H17NO3/c18-12-3-1-10(2-4-12)7-14-13-9-16(20)15(19)8-11(13)5-6-17-14/h1-4,8-9,14,17-20H,5-7H2WZRCQWQRFZITDX-UHFFFAOYSA-N belongs to the class of organic compounds known as benzylisoquinolines. These are organic compounds containing an isoquinoline to which a benzyl group is attached.BenzylisoquinolinesOrganic compoundsOrganoheterocyclic compoundsIsoquinolines and derivativesBenzylisoquinolinesAromatic heteropolycyclic compounds1-hydroxy-2-unsubstituted benzenoidsAralkylaminesAzacyclic compoundsBenzene and substituted derivativesDialkylaminesHydrocarbon derivativesOrganooxygen compoundsOrganopnictogen compoundsTetrahydroisoquinolines1-hydroxy-2-unsubstituted benzenoidAmineAralkylamineAromatic heteropolycyclic compoundAzacycleBenzenoidBenzylisoquinolineHydrocarbon derivativeMonocyclic benzene moietyOrganic nitrogen compoundOrganic oxygen compoundOrganonitrogen compoundOrganooxygen compoundOrganopnictogen compoundPhenolSecondary aliphatic amineSecondary amineTetrahydroisoquinolinenorcoclaurinelogp1.73logs-3.06solubility2.36e-01 g/lmelting_pointMp 242-244° dec.logp2.23pka_strongest_acidic8.75pka_strongest_basic9.55iupac1-[(4-hydroxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diolaverage_mass271.3111mono_mass271.120843415smilesOC1=CC=C(CC2NCCC3=C2C=C(O)C(O)=C3)C=C1formulaC16H17NO3inchiInChI=1S/C16H17NO3/c18-12-3-1-10(2-4-12)7-14-13-9-16(20)15(19)8-11(13)5-6-17-14/h1-4,8-9,14,17-20H,5-7H2inchikeyWZRCQWQRFZITDX-UHFFFAOYSA-Npolar_surface_area72.72refractivity77.6polarizability29.25rotatable_bond_count2acceptor_count4donor_count4physiological_charge1formal_charge0Specdb::MsMs8198Specdb::MsMs8199Specdb::MsMs8200Specdb::MsMs14870Specdb::MsMs14871Specdb::MsMs14872Specdb::MsMs2278052Specdb::MsMs2278053Specdb::MsMs2278054Specdb::MsMs3087274Specdb::MsMs3087275Specdb::MsMs3087276Specdb::CMs24615Specdb::CMs43099Specdb::CMs131747Specdb::CMs139481HMDB3310327751#<Reference:0x00005556759cf060>Arabica coffeeType 1specificCoffea arabica13443Coffee and coffee productsUnknowngenericRobusta coffeeType 1specificCoffea canephora49390creamyfruitysweet