1.0 2010-04-08 22:09:40 UTC 2019-11-26 03:04:58 UTC FDB011477 (-)-alpha-Narcotine Alkaloid from Papaver somniferum (opium poppy) Noscapine (also known as Narcotine, Nectodon, Nospen, and Anarcotine) is a benzylisoquinoline alkaloid from plants of the Papaveraceae family, without significant painkilling properties. This agent is primarily used for its antitussive (cough-suppressing) effects. It has also been shown to have anticancer activity. (-)-alpha-Narcotine is found in opium poppy. (-)-a-Narcotine (-)-Narcotine (-)-α-narcotine &alpha;-Narcotine a-Narcotine alpha-Narcotine Capval Coscopin L-&alpha;-Narcotine L-alpha-Narcotine Longatin Lyobex Methoxyhydrastine Narcompren Narcosine Narcotin Narcotussin Narkotin Nectadon Nicolane Nipaxon Noscapal Noscapalin Noscapin Noscapina Noscapine Noscapine (JP15/USP/INN) Noscapinum Noscopine o-Methylnarcotoline Opian Opianin Opianine Terbenol Tusscapine Vadebex α-narcotine C22H23NO7 413.4205 413.147452095 (3S)-6,7-dimethoxy-3-[(5R)-4-methoxy-6-methyl-2H,5H,6H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-1,3-dihydro-2-benzofuran-1-one noscapine 128-62-1 [H][C@@]1(OC(=O)C2=C1C=CC(OC)=C2OC)[C@]1([H])N(C)CCC2=CC3=C(OCO3)C(OC)=C12 InChI=1S/C22H23NO7/c1-23-8-7-11-9-14-20(29-10-28-14)21(27-4)15(11)17(23)18-12-5-6-13(25-2)19(26-3)16(12)22(24)30-18/h5-6,9,17-18H,7-8,10H2,1-4H3/t17-,18+/m1/s1 AKNNEGZIBPJZJG-MSOLQXFVSA-N belongs to the class of organic compounds known as phthalide isoquinolines. These are organic compounds with a structure characterized by an isoquinoline moiety linked to phthalide. Phthalide isoquinolines Organic compounds Alkaloids and derivatives Phthalide isoquinolines Aromatic heteropolycyclic compounds Acetals Alkyl aryl ethers Amino acids and derivatives Anisoles Aralkylamines Azacyclic compounds Benzodioxoles Benzofuranones Carboxylic acid esters Hydrocarbon derivatives Lactones Monocarboxylic acids and derivatives Organic oxides Organopnictogen compounds Oxacyclic compounds Phthalides Tetrahydroisoquinolines Trialkylamines Acetal Alkyl aryl ether Amine Amino acid or derivatives Anisole Aralkylamine Aromatic heteropolycyclic compound Azacycle Benzenoid Benzodioxole Benzofuranone Carboxylic acid derivative Carboxylic acid ester Ether Hydrocarbon derivative Isobenzofuranone Isocoumaran Lactone Monocarboxylic acid or derivatives Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Phthalide Phthalide isoquinoline Tertiary aliphatic amine Tertiary amine Tetrahydroisoquinoline Isoquinoline alkaloids benzylisoquinoline alkaloid cyclic acetal isobenzofuranone tertiary amino compound logp 2.00 ALOGPS logs -3.36 ALOGPS solubility 1.81e-01 g/l ALOGPS melting_point Mp 176° logp 2.58 ChemAxon pka_strongest_acidic 14.59 ChemAxon pka_strongest_basic 6.44 ChemAxon iupac (3S)-6,7-dimethoxy-3-[(5R)-4-methoxy-6-methyl-2H,5H,6H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-1,3-dihydro-2-benzofuran-1-one ChemAxon average_mass 413.4205 ChemAxon mono_mass 413.147452095 ChemAxon smiles [H][C@@]1(OC(=O)C2=C1C=CC(OC)=C2OC)[C@]1([H])N(C)CCC2=CC3=C(OCO3)C(OC)=C12 ChemAxon formula C22H23NO7 ChemAxon inchi InChI=1S/C22H23NO7/c1-23-8-7-11-9-14-20(29-10-28-14)21(27-4)15(11)17(23)18-12-5-6-13(25-2)19(26-3)16(12)22(24)30-18/h5-6,9,17-18H,7-8,10H2,1-4H3/t17-,18+/m1/s1 ChemAxon inchikey AKNNEGZIBPJZJG-MSOLQXFVSA-N ChemAxon polar_surface_area 75.69 ChemAxon refractivity 107.08 ChemAxon polarizability 42.19 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 7 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 26289 Specdb::CMs 148285 Specdb::MsMs 72216 Specdb::MsMs 72217 Specdb::MsMs 72218 Specdb::MsMs 131061 Specdb::MsMs 131062 Specdb::MsMs 131063 Specdb::MsMs 374133 Specdb::MsMs 449581 Specdb::MsMs 449582 Specdb::MsMs 449809 Specdb::MsMs 449810 Specdb::MsMs 449811 Specdb::MsMs 451267 Specdb::MsMs 2242456 Specdb::MsMs 2244571 Specdb::MsMs 2247639 Specdb::MsMs 2248752 Specdb::MsMs 2249646 Specdb::MsMs 2250792 Specdb::MsMs 2251596 Specdb::MsMs 2678854 Specdb::MsMs 2678855 Specdb::MsMs 2678856 Specdb::MsMs 3030272 Specdb::MsMs 3030273 HMDB33439 #<Reference:0x000055ce32f5e960> Opium poppy Type 1 specific Papaver somniferum 3469 bitter