1.0 2010-04-08 22:12:33 UTC 2019-11-26 03:13:32 UTC FDB016636 (±)-Rollipyrrole Constituent of the leaves of Rollinia mucosa (biriba). (±)-Rollipyrrole is found in alcoholic beverages and fruits. C16H20N2O3 288.3416 288.147392516 4-ethenyl-5-{[(2Z)-4-ethyl-3-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylidene]methyl}-5-methoxy-3-methyl-2,5-dihydro-1H-pyrrol-2-one 4-ethenyl-5-{[(2Z)-4-ethyl-3-methyl-5-oxo-1H-pyrrol-2-ylidene]methyl}-5-methoxy-3-methyl-1H-pyrrol-2-one CCC1=C(C)\C(NC1=O)=C\C1(NC(=O)C(C)=C1C=C)OC InChI=1S/C16H20N2O3/c1-6-11-9(3)13(17-15(11)20)8-16(21-5)12(7-2)10(4)14(19)18-16/h7-8H,2,6H2,1,3-5H3,(H,17,20)(H,18,19)/b13-8- RDWKBPHIFOCLKH-JYRVWZFOSA-N belongs to the class of organic compounds known as pyrrolines. Pyrrolines are compounds containing a pyrroline ring, which is a five-member unsaturated aliphatic ring with one nitrogen atom and four carbon atoms. Pyrrolines Organic compounds Organoheterocyclic compounds Pyrrolines Aliphatic heteromonocyclic compounds Azacyclic compounds Carbonyl compounds Hydrocarbon derivatives Lactams Organic oxides Organonitrogen compounds Organopnictogen compounds Secondary carboxylic acid amides Aliphatic heteromonocyclic compound Azacycle Carbonyl group Carboxamide group Carboxylic acid derivative Hydrocarbon derivative Lactam Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Pyrroline Secondary carboxylic acid amide logp 1.63 ALOGPS logs -3.03 ALOGPS solubility 2.71e-01 g/l ALOGPS logp 1.37 ChemAxon pka_strongest_acidic 10.65 ChemAxon pka_strongest_basic 1.05 ChemAxon iupac 4-ethenyl-5-{[(2Z)-4-ethyl-3-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylidene]methyl}-5-methoxy-3-methyl-2,5-dihydro-1H-pyrrol-2-one ChemAxon average_mass 288.3416 ChemAxon mono_mass 288.147392516 ChemAxon smiles CCC1=C(C)\C(NC1=O)=C\C1(NC(=O)C(C)=C1C=C)OC ChemAxon formula C16H20N2O3 ChemAxon inchi InChI=1S/C16H20N2O3/c1-6-11-9(3)13(17-15(11)20)8-16(21-5)12(7-2)10(4)14(19)18-16/h7-8H,2,6H2,1,3-5H3,(H,17,20)(H,18,19)/b13-8- ChemAxon inchikey RDWKBPHIFOCLKH-JYRVWZFOSA-N ChemAxon polar_surface_area 67.43 ChemAxon refractivity 82.76 ChemAxon polarizability 31.47 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 18684 Specdb::CMs 134805 Specdb::CMs 142539 Specdb::MsMs 93243 Specdb::MsMs 93244 Specdb::MsMs 93245 Specdb::MsMs 156978 Specdb::MsMs 156979 Specdb::MsMs 156980 Specdb::MsMs 2668399 Specdb::MsMs 2668400 Specdb::MsMs 2668401 Specdb::MsMs 3013031 Specdb::MsMs 3013032 Specdb::MsMs 3013033 HMDB37554 #<Reference:0x000055ce32cf6010> Alcoholic beverages Unknown generic Fruits Unknown generic