1.02010-04-08 22:09:40 UTC2019-11-26 03:04:59 UTCFDB011489CadabicineAlkaloid from the stem bark of the famine food Cadaba farinosa (luquata sigmama). Cadabicine is found in fruits.C25H29N3O4435.5155435.215806431(8E,22E)-4-hydroxy-2-oxa-11,16,20-triazatricyclo[22.2.2.1³,⁷]nonacosa-1(26),3(29),4,6,8,22,24,27-octaene-10,21-dione(8E,22E)-4-hydroxy-2-oxa-11,16,20-triazatricyclo[22.2.2.1³,⁷]nonacosa-1(26),3(29),4,6,8,22,24,27-octaene-10,21-dione99964-83-7OC1=CC=C2C=C1OC1=CC=C(C=C1)\C=C\C(=O)NCCCNCCCCNC(=O)\C=C\2InChI=1S/C25H29N3O4/c29-22-11-6-20-8-13-25(31)27-16-2-1-14-26-15-3-17-28-24(30)12-7-19-4-9-21(10-5-19)32-23(22)18-20/h4-13,18,26,29H,1-3,14-17H2,(H,27,31)(H,28,30)/b12-7+,13-8+QBKGCCSZLPZTIE-INOXDZRUSA-N belongs to the class of organic compounds known as macrolactams. These are cyclic amides of amino carboxylic acids, having a 1-azacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. They are nitrogen analogues (the a nitrogen atom replacing the o atom of the cyclic carboxylic acid group ) of the naturally occurring macrolides.MacrolactamsOrganic compoundsPhenylpropanoids and polyketidesMacrolactamsAromatic heteropolycyclic compounds1-hydroxy-2-unsubstituted benzenoidsAmino acids and derivativesAzacyclic compoundsCarbonyl compoundsDialkylaminesDiarylethersHydrocarbon derivativesLactamsOrganic oxidesOrganopnictogen compoundsOxacyclic compoundsSecondary carboxylic acid amides1-hydroxy-2-unsubstituted benzenoidAmineAmino acid or derivativesAromatic heteropolycyclic compoundAzacycleBenzenoidCarbonyl groupCarboxamide groupCarboxylic acid derivativeDiaryl etherEtherHydrocarbon derivativeLactamMacrolactamOrganic nitrogen compoundOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganonitrogen compoundOrganooxygen compoundOrganopnictogen compoundOxacycleSecondary aliphatic amineSecondary amineSecondary carboxylic acid amidelogp2.99logs-5.11solubility3.36e-03 g/lmelting_pointMp 270-272° dec.logp1.29pka_strongest_acidic8.37pka_strongest_basic10.19iupac(8E,22E)-4-hydroxy-2-oxa-11,16,20-triazatricyclo[22.2.2.1³,⁷]nonacosa-1(26),3(29),4,6,8,22,24,27-octaene-10,21-dioneaverage_mass435.5155mono_mass435.215806431smilesOC1=CC=C2C=C1OC1=CC=C(C=C1)\C=C\C(=O)NCCCNCCCCNC(=O)\C=C\2formulaC25H29N3O4inchiInChI=1S/C25H29N3O4/c29-22-11-6-20-8-13-25(31)27-16-2-1-14-26-15-3-17-28-24(30)12-7-19-4-9-21(10-5-19)32-23(22)18-20/h4-13,18,26,29H,1-3,14-17H2,(H,27,31)(H,28,30)/b12-7+,13-8+inchikeyQBKGCCSZLPZTIE-INOXDZRUSA-Npolar_surface_area99.69refractivity126.85polarizability47.64rotatable_bond_count0acceptor_count4donor_count4physiological_charge1formal_charge0HMDB33451#<Reference:0x0000555675dc5a98>FruitsUnknowngeneric