1.0 2010-04-08 22:09:40 UTC 2019-11-26 03:04:58 UTC FDB011485 Retrofractamide A Alkaloid from the above-ground parts of Piper retrofractum (Javanese long pepper) and the fruits of Piper nigrum (pepper). Retrofractamide A is found in herbs and spices and pepper (spice). Retrofractamide A C20H25NO3 327.4174 327.183443671 (2E,4E,8E)-9-(2H-1,3-benzodioxol-5-yl)-N-(2-methylpropyl)nona-2,4,8-trienamide (2E,4E,8E)-9-(2H-1,3-benzodioxol-5-yl)-N-(2-methylpropyl)nona-2,4,8-trienamide 94079-67-1 CC(C)CNC(=O)\C=C\C=C\CC\C=C\C1=CC2=C(OCO2)C=C1 InChI=1S/C20H25NO3/c1-16(2)14-21-20(22)10-8-6-4-3-5-7-9-17-11-12-18-19(13-17)24-15-23-18/h4,6-13,16H,3,5,14-15H2,1-2H3,(H,21,22)/b6-4+,9-7+,10-8+ BPSWISYORIWKCT-FCGWLDPVSA-N belongs to the class of organic compounds known as benzodioxoles. These are organic compounds containing a benzene ring fused to either isomers of dioxole. Dioxole is a five-membered unsaturated ring of two oxygen atoms and three carbon atoms. Benzodioxoles Organic compounds Organoheterocyclic compounds Benzodioxoles Aromatic heteropolycyclic compounds Acetals Carbonyl compounds Hydrocarbon derivatives N-acyl amines Organic oxides Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Secondary carboxylic acid amides Styrenes Acetal Aromatic heteropolycyclic compound Benzenoid Benzodioxole Carbonyl group Carboxamide group Carboxylic acid derivative Hydrocarbon derivative N-acyl-amine Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Secondary carboxylic acid amide Styrene logp 4.60 ALOGPS logs -5.26 ALOGPS solubility 1.81e-03 g/l ALOGPS melting_point Mp 129° (125°) logp 4.36 ChemAxon pka_strongest_acidic 16.33 ChemAxon pka_strongest_basic 2.25 ChemAxon iupac (2E,4E,8E)-9-(2H-1,3-benzodioxol-5-yl)-N-(2-methylpropyl)nona-2,4,8-trienamide ChemAxon average_mass 327.4174 ChemAxon mono_mass 327.183443671 ChemAxon smiles CC(C)CNC(=O)\C=C\C=C\CC\C=C\C1=CC2=C(OCO2)C=C1 ChemAxon formula C20H25NO3 ChemAxon inchi InChI=1S/C20H25NO3/c1-16(2)14-21-20(22)10-8-6-4-3-5-7-9-17-11-12-18-19(13-17)24-15-23-18/h4,6-13,16H,3,5,14-15H2,1-2H3,(H,21,22)/b6-4+,9-7+,10-8+ ChemAxon inchikey BPSWISYORIWKCT-FCGWLDPVSA-N ChemAxon polar_surface_area 47.56 ChemAxon refractivity 99.13 ChemAxon polarizability 39.09 ChemAxon rotatable_bond_count 8 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 20709 Specdb::CMs 134828 Specdb::CMs 142562 Specdb::MsMs 102267 Specdb::MsMs 102268 Specdb::MsMs 102269 Specdb::MsMs 168054 Specdb::MsMs 168055 Specdb::MsMs 168056 Specdb::MsMs 3053096 Specdb::MsMs 3053097 Specdb::MsMs 3053098 Specdb::MsMs 3114293 Specdb::MsMs 3114294 Specdb::MsMs 3114295 HMDB33447 #<Reference:0x000055ce324ff910> Herbs and Spices Unknown generic Pepper (Spice) Type 1 specific Piper nigrum 13216