1.02010-04-08 22:05:16 UTC2020-02-24 19:10:27 UTCFDB002188(R)-PronuciferineAlkaloid from Nelumbo nucifera (East India lotus). (R)-Pronuciferine is found in many foods, some of which are poppy, coffee and coffee products, sacred lotus, and cherimoya.(+)-pronuciferineMilthanthineN-methylstepharineN,o-dimethylcrotonosinePronuciferinPronuciferineC19H21NO3311.3749311.15214354310',11'-dimethoxy-5'-methyl-5'-azaspiro[cyclohexane-1,2'-tricyclo[6.3.1.0⁴,¹²]dodecane]-1'(12'),2,5,8',10'-pentaen-4-one10',11'-dimethoxy-5'-methyl-5'-azaspiro[cyclohexane-1,2'-tricyclo[6.3.1.0⁴,¹²]dodecane]-1'(12'),2,5,8',10'-pentaen-4-one2128-60-1COC1=C(OC)C2=C3C(CC22C=CC(=O)C=C2)N(C)CCC3=C1InChI=1S/C19H21NO3/c1-20-9-6-12-10-15(22-2)18(23-3)17-16(12)14(20)11-19(17)7-4-13(21)5-8-19/h4-5,7-8,10,14H,6,9,11H2,1-3H3WUYQEGNOQLRQAQ-UHFFFAOYSA-N belongs to the class of organic compounds known as proaporphines. These are benzylisoquinoline derivatives characterized by the presence of a spirocyclohexane ring that can occur in various oxidation levels, from cyclohexadienone to cyclohexanol.ProaporphinesOrganic compoundsAlkaloids and derivativesProaporphineslogp2.51logs-3.45solubility1.11e-01 g/lmelting_pointMp 127-129°logp2.46pka_strongest_basic7.78iupac10',11'-dimethoxy-5'-methyl-5'-azaspiro[cyclohexane-1,2'-tricyclo[6.3.1.0⁴,¹²]dodecane]-1'(12'),2,5,8',10'-pentaen-4-oneaverage_mass311.3749mono_mass311.152143543smilesCOC1=C(OC)C2=C3C(CC22C=CC(=O)C=C2)N(C)CCC3=C1formulaC19H21NO3inchiInChI=1S/C19H21NO3/c1-20-9-6-12-10-15(22-2)18(23-3)17-16(12)14(20)11-19(17)7-4-13(21)5-8-19/h4-5,7-8,10,14H,6,9,11H2,1-3H3inchikeyWUYQEGNOQLRQAQ-UHFFFAOYSA-Npolar_surface_area38.77refractivity92.27polarizability33.46rotatable_bond_count2acceptor_count4donor_count0physiological_charge1formal_charge0Specdb::CMs25807Specdb::CMs148882Specdb::MsMs52095Specdb::MsMs52096Specdb::MsMs52097Specdb::MsMs135396Specdb::MsMs135397Specdb::MsMs135398Specdb::MsMs2369061Specdb::MsMs2369062Specdb::MsMs2369063Specdb::MsMs2566670Specdb::MsMs2566671Specdb::MsMs2566672HMDB3034442#<Reference:0x0000555675ca8688>Arabica coffeeType 1specificCoffea arabica13443CherimoyaType 1specificAnnona cherimola49314Coffee and coffee productsUnknowngenericPoppyType 1specificPapaver3468Robusta coffeeType 1specificCoffea canephora49390Sacred lotusType 1specificNelumbo nucifera4432