Compound: noscapine
SMILES: O=C1O[C@H]([C@@H]2N(CCc3c2c(OC)c4OCOc4c3)C)c5c1c(OC)c(OC)cc5
InChIKey: AKNNEGZIBPJZJG-MSOLQXFVSA-N
Synonyms: noscapine, 128-62-1, NARCOTINE, Tusscapine, Methoxyhydrastine, Terbenol, Coscopin, Narcompren, Narcosine, Vadebex, Noscapalin, Longatin, Opianine, (-)-Narcotine, Narcotin, Narcotussin, Nectadon, Nicolane, Noscapin, Lyobex, Nipaxon, Opianin, Opian, Coscotabs, alpha-Narcotine, Key-tusscapine, Noscapinum, O-Methylnarcotoline, (-)-alpha-narcotine, Narcotinum, NSC-5366, NSC 5366, 8V32U4AOQU, DTXSID4023385, NSC5366, DTXCID303385, (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, (3S)-6,7-dimethoxy-3-[(5R)-4-methoxy-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-3H-2-benzofuran-1-one, 1(3H)-Isobenzofuranone, 6,7-dimethoxy-3-(5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo(4,5-g)-isoquinolin-5-yl), (S-(R*,S*))-, Tropfen, Capval, (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, (3S)-6,7-dimethoxy-3-((5R)-4-methoxy-6-methyl-7,8-dihydro-5H-(1,3)dioxolo(4,5-g)isoquinolin-5-yl)-3H-2-benzofuran-1-one, noscapin hydrochloride, prikkelhoest, Librochin, Hydrochloride, Noscapine, camphoscapine (camsilate), RefChem:927938, Embonate, Noscapine Hydrogen, Hydrogen Embonate, Noscapine, R05DA07, (3S)-6,7-Dimethoxy-3-((5R)-4-methoxy-6-methyl-5,6,7,8-tetrahydro(1,3)dioxolo(4,5-g)isoquinolin-5-yl)isobenzofuran-1(3H)-one, 204-899-2, Capval, Narkotin, Noscapal, Noscapina, L-alpha-Narcotine, Longactin, Hederix (free base), Noscopine, (-)-.alpha.-Narcotine, .alpha.-Narcotine, dl-Narcotine, (+/-)-Noscapine, L-.alpha.-Narcotine, (S,R)-Noscapine, MFCD00069316, A4C6WE7BZN, (S)-6,7-dimethoxy-3-((R)-4-methoxy-6-methyl-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)isobenzofuran-1(3H)-one, Noscapine base, alpha-Gnoscopine, (3S)-6,7-dimethoxy-3-[(5R)-4-methoxy-6-methyl-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-2-benzofuran-1(3H)-one, 1(3H)-Isobenzofuranone, 6,7-dimethoxy-3-((5R)-5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo(4,5-g)isoquinolin-5-yl)-, (3S)-rel-, 1(3H)-Isobenzofuranone, 6,7-dimethoxy-3-(5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo(4,5-g)isoquinolin-5-yl)-, (R*,S*)-, C22H23NO7, Narcotine alkaloid, Noskapin, .alpha.-Gnoscopine, Noscapine dl-form, L-alpha-Noscapine, 8-Methoxyhydrastin, Coscopin (VAN), (3S)-6,7-Dimethoxy-3-[(5R)-4-methoxy-6-methyl-5,6,7,8-tetrahydro-2H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-2-benzofuran-1(3H)-one, (3S)-6,7-dimethoxy-3-[(5R)-4-methoxy-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-3H-isobenzofuran-1-one, SMR000059119, (+-)-Noscapine, (-)-.alpha.-Norcotine, (-)-alpha-Norcotine, (+-)-alpha-Narcotine, 1(3H)-Isobenzofuranone, 6,7-dimethoxy-3-(5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl)-, [S-(R*,S*)]-, Noscapinum [INN-Latin], Noscapina [INN-Spanish], UNII-A4C6WE7BZN, UNII-8V32U4AOQU, CCRIS 9304, NSC-96350, Noscapine CRS, HSDB 3372, Noscapine [USP:INN:BAN:JAN], .beta.-Narcotine, (-)-noscapine, NCGC00016388-01, [S-(R*,S*)]-6,7-Dimethoxy-3-(5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl)-1(3H)-Isobenzofuranone, 08N, 1(3H)-Isobenzofuranone, 6,7-dimethoxy-3-(5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo(4,5-g)isoquinolin-5-yl)-, (S-(R*,S*))-, CAS-128-62-1, Prestwick_959, (-)-a-Narcotine, EINECS 204-899-2, NSC 96350, Noscapine (narcotine), 1-.alpha.-Narcotine, BRN 0099933, Tocris-1697, Narcotine, (+-)-, NOSCAPINE [INN], NOSCAPINE [JAN], NOSCAPINE [MI], NOSCAPINE [HSDB], Prestwick0_000563, Prestwick1_000563, Prestwick2_000563, Prestwick3_000563, NARCOTINUM [HPUS], Papaverine EP Impurity A, CBMicro_048259, NOSCAPINE [MART.], NOSCAPINE [USP-RS], NOSCAPINE [WHO-DD], NOSCAPINE [WHO-IP], SCHEMBL4559, (S,R)-Noscapine, 97%, Lopac0_000840, BSPBio_000346, (3S)-6,7-Dimethoxy-3-[(5R)-5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl]-1(3H)-isobenzofuranone, 4-27-00-06838 (Beilstein Handbook Reference), MLS000069475, MLS001060855, SPBio_002565, Noscapine (JP15/USP/INN), Noscapine (JP18/USP/INN), BPBio1_000382, CHEMBL364713, NOSCAPINE DL-FORM [MI], NOSCAPINE [EP MONOGRAPH], NOSCAPINE, (+/-)-, SCHEMBL29365828, CHEBI:73237, GTPL10212, NOSCAPINE [USP MONOGRAPH], NOSCAPINUM [WHO-IP LATIN], DTXSID901032089, GLXC-22722, HMS1569B08, HMS2096B08, HMS2269P05, 1(3H)-Isobenzofuranone, 6,7-dimethoxy-3-((5R)-5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo(4,5-g)isoquinolin-5-yl)-, (3S)-, 6,7-Dimethoxy-3-(4-methoxy-6-methyl-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinolin-5-yl)-2-benzofuran-1(3H)-one, (S-(R*,S*))- #, MSK10431, Phthalide, 6,7-dimethoxy-3-(5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo(4,5-g)isoquinolin-5-yl)-, (+/-)-.ALPHA.-NARCOTINE, Tox21_110413, BBL012344, BDBM50424716, NSC121869, STK054401, Noscapine 1.0 mg/ml in Acetonitrile, AKOS000278036, Tox21_110413_1, CCG-204096, CS-5115, DB06174, FN09246, NSC-121869, SDCCGSBI-0048054.P004, (-)-3-(2-Methyl-6,7-methylendioxy-8-methoxy-1-isochinolyl)-6,7-dimethoxyphthalid, NCGC00023230-02, NCGC00023230-04, NCGC00023230-05, NCGC00023230-07, NCGC00023230-08, NCGC00023230-10, NCGC00023230-14, NCGC00023230-28, 5-(6,7-Dimethoxyphthalidyl)-5,6,7,8-tetrahydro-4-methoxy-8-methyl-1,3-dioxolo(4,5-g)isoquinoline, AC-20272, AC-33191, HY-13716, L-alpha-2-Methyl-8-methoxy-6,7-methylenedioxy-1-(6,7-dimethoxy-3-phthalidyl)-1,2,3,4-tetrahydroisoquinaline, NCI60_004322, VS-03291, BIM-0048054.P001, NS00117949, C09592, D01036, EN300-24402818, SR-01000075529-6, BRD-K89237706-001-03-8, Q60998699, Noscapine, European Pharmacopoeia (EP) Reference Standard, Noscapine, United States Pharmacopeia (USP) Reference Standard, WLN: T C566 DO FO KN EH & & TJ HO1 K1 J-DT56 BVO DHJ HO1 IO1, (3S)-3-[(5R)-6-methyl-4-(methyloxy)-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-6,7-bis(methyloxy)-2-benzofuran-1(3H)-one, (3S)-6,7-Dimethoxy-3-[(5R)-5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo [4, 5-g]isoquinolin-5-yl] phthalide, (S,R)-Noscapine; (S)-6,7-dimethoxy-3-((R)-4-methoxy-6-methyl-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)isobenzofuran-1(3H)-one, 1(3H)-Isobenzofuranone, 6,7-dimethoxy-3-(5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo(4,5-g)isoquinolin-5-yl)-, (R*,S*)-(+-)-, 1(3H)-Isobenzofuranone,7-dimethoxy-3-(5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl)-, [S-(R*,S*)]-, Phthalide,7-dimethoxy-3-(5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl)-
Theoretical properties:
molecular_formula: C22H23NO7
molecular_weight: 413.4 g/mol
exact_mass: 413.14745207 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 8
rotatable_bond_count: 4
heavy_atom_count: 30
topological_polar_surface_area: 75.7 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: ORTHORHOMBIC BISPHENOIDAL PRISMS
color: ORTHORHOMBIC BISPHENOIDAL PRISMS
odor: ODORLESS
melting_point: 176 °C
density: 1.395
solubility: PKA 6.24; FREELY SOL IN ETHANOL; INSOL IN DIETHYL ETHER /HYDROCHLORIDE/
Descriptions:
pubchem: (-)-noscapine is a benzylisoquinoline alkaloid that is 1,2,3,4-tetrahydroisoquinoline which is substituted by a 4,5-dimethoxy-3-oxo-1,3-dihydro-2-benzofuran-1-yl group at position 1, a methylenedioxy group at positions 6-7 and a methoxy group at position 8. Obtained from plants of the Papaveraceae family, it lacks significant painkilling properties and is primarily used for its antitussive (cough-suppressing) effects. It has a role as an antineoplastic agent, an antitussive, an apoptosis inducer and a plant metabolite. It is a benzylisoquinoline alkaloid, an organic heterotricyclic compound, an organic heterobicyclic compound, an aromatic ether, a tertiary amino compound, an isobenzofuranone and a cyclic acetal. It is functionally related to a (-)-noscapine hemiacetal.
chebi: A benzylisoquinoline alkaloid that is 1,2,3,4-tetrahydroisoquinoline which is substituted by a 4,5-dimethoxy-3-oxo-1,3-dihydro-2-benzofuran-1-yl group at position 1, a methylenedioxy group at positions 6-7 and a methoxy group at position 8. Obtained from plants of the <em>Papaveraceae</em> family, it lacks significant painkilling properties and is primarily used for its antitussive (cough-suppressing) effects.
chembl: NOSCAPINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Noscapine, also known as narcotine, nectodon, nospen, anarcotine and (archaic) opiane, is a benzylisoquinoline alkaloid of the phthalideisoquinoline structural subgroup, which has been isolated from numerous species of the Papaveraceae (poppy) family. It lacks effects associated with opioids such as sedation, euphoria, or analgesia (pain-relief) and lacks addictive potential.  Noscapine is primarily used for its antitussive (cough-suppressing) effects.