Noscapine
PubChem CID: 275196
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| Compound Synonyms | noscapine, 128-62-1, NARCOTINE, Tusscapine, Methoxyhydrastine, Terbenol, Capval, Coscopin, Narcompren, Narcosine, Vadebex, (-)-Narcotine, Longatin, Narcotin, Narkotin, Noscapalin, Noscapin, Opianine, Opianin, Narcotussin, Nectadon, Nicolane, Nipaxon, Lyobex, Opian, alpha-Narcotine, O-Methylnarcotoline, Coscotabs, Noscapina, Noscapinum, Key-tusscapine, Longactin, Noscapal, Hederix (free base), (-)-alpha-narcotine, L-alpha-Narcotine, Gnoscopine, Narcotinum, Noscopine, (-)-.alpha.-Narcotine, NSC 5366, NSC-5366, .alpha.-Narcotine, dl-Narcotine, (+/-)-Noscapine, L-.alpha.-Narcotine, (S,R)-Noscapine, A4C6WE7BZN, 8V32U4AOQU, Noscapine base, alpha-Gnoscopine, (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, DTXSID4023385, CHEBI:73237, NSC5366, (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, (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, (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, 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), (S-(R*,S*))-, 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*)-, DTXCID303385, 6035-40-1, Narcotine alkaloid, Noskapin, .alpha.-Gnoscopine, Noscapine dl-form, L-alpha-Noscapine, 8-Methoxyhydrastin, Coscopin (VAN), 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*))-, 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, HSDB 3372, Noscapine [USP:INN:BAN:JAN], .beta.-Narcotine, Noscapine (TN), (-)-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, CAS-128-62-1, Prestwick_959, (-)-a-Narcotine, EINECS 204-899-2, MFCD00069316, 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], CBMicro_048259, NOSCAPINE [MART.], NOSCAPINE [USP-RS], NOSCAPINE [WHO-DD], NOSCAPINE [WHO-IP], SCHEMBL4559, (S,R)-Noscapine, 97%, Lopac0_000840, BSPBio_000346, 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, (+/-)-, GTPL10212, NOSCAPINE [USP MONOGRAPH], NOSCAPINUM [WHO-IP LATIN], DTXSID901032089, 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*))- #, 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, (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, 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)-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, (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, 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)- |
|---|---|
| Ghose Rule | True |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 75.7 |
| Hydrogen Bond Donor Count | 0.0 |
| Pfizer 3 75 Rule | True |
| Scaffold Graph Level | CC1CC(C2CCCC3CC4CCCC4CC32)C2CCCCC12 |
| Np Classifier Class | Isoquinoline alkaloids, Tetrahydroisoquinoline alkaloids |
| Deep Smiles | COcccccc6OC)))C=O)O[C@@H]5[C@@H]NC)CCcc6cOC))ccc6)OCO5 |
| Heavy Atom Count | 30.0 |
| Classyfire Class | Phthalide isoquinolines |
| Description | 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. |
| Scaffold Graph Node Level | OC1OC(C2NCCC3CC4OCOC4CC32)C2CCCCC12 |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 647.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 2.0 |
| Uniprot Id | Q9BUF5, P17405, Q92887, Q03164, P51151, P33261, P28482, P15917, P00811, P08684, P11712, Q16236, Q96KQ7, P83916, P05177, O89049, n.a., Q9HC16, O75496, Q99700, O15244, Q96FL8, Q9NUW8, Q862F3, P0DTD1, A6NNZ2 |
| Iupac Name | (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 |
| Prediction Hob | 1.0 |
| Class | Phthalide isoquinolines |
| Veber Rule | True |
| Classyfire Superclass | Alkaloids and derivatives |
| Target Id | NPT537, NPT213, NPT282, NPT109, NPT212, NPT208, NPT1540, NPT4037 |
| Xlogp | 2.7 |
| Superclass | Alkaloids and derivatives |
| Gsk 4 400 Rule | False |
| Molecular Formula | C22H23NO7 |
| Scaffold Graph Node Bond Level | O=C1OC(C2NCCc3cc4c(cc32)OCO4)c2ccccc21 |
| Prediction Swissadme | 1.0 |
| Inchi Key | AKNNEGZIBPJZJG-MSOLQXFVSA-N |
| Silicos It Class | Moderately soluble |
| Fcsp3 | 0.4090909090909091 |
| Logs | -3.902 |
| Rotatable Bond Count | 4.0 |
| State | Solid |
| Logd | 2.571 |
| Synonyms | (-)-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, Α-narcotine, (-)-Α-narcotine, Capval tropfen, Embonate, noscapine hydrogen, Hydrochloride, noscapine, Hydrogen embonate, noscapine, Librochin prikkelhoest, Narcotine, Noscapect, Noscapine hydrochloride, Noscapine hydrogen embonate, Tropfen, capval, Tuscalman, Prikkelhoest, librochin, (-)-alpha-Narcotine, Noscapine (JP15/usp/inn), O-Methylnarcotoline, (-)-alpha-narcotine, (1r,9s)-narcotine, alpha narcotine, narcotine, noscapine |
| Substituent Name | Phthalide isoquinoline, Benzylisoquinoline, Tetrahydroisoquinoline, Phthalide, Benzofuranone, Benzodioxole, Anisole, Aralkylamine, Alkyl aryl ether, Benzenoid, Tertiary aliphatic amine, Tertiary amine, Lactone, Carboxylic acid ester, Oxacycle, Azacycle, Organoheterocyclic compound, Monocarboxylic acid or derivatives, Ether, Carboxylic acid derivative, Acetal, Hydrocarbon derivative, Organooxygen compound, Organonitrogen compound, Carbonyl group, Amine, Aromatic heteropolycyclic compound |
| Esol Class | Moderately soluble |
| Functional Groups | CN(C)C, c1cOCO1, cC(=O)OC, cOC |
| Compound Name | Noscapine |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 1.0 |
| Exact Mass | 413.147 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 413.147 |
| Hydrogen Bond Acceptor Count | 8.0 |
| Molecular Weight | 413.4 |
| Gi Absorption | True |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 2.0 |
| Total Bond Stereocenter Count | 0.0 |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Lipinski Rule Of 5 | True |
| Esol | -4.142541200000002 |
| 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 |
| Smiles | CN1CCC2=CC3=C(C(=C2[C@@H]1[C@@H]4C5=C(C(=C(C=C5)OC)OC)C(=O)O4)OC)OCO3 |
| Nring | 5.0 |
| Np Classifier Biosynthetic Pathway | Alkaloids |
| Defined Bond Stereocenter Count | 0.0 |
| Egan Rule | True |
| Taxonomy Direct Parent | Phthalide isoquinolines |
| Np Classifier Superclass | Tyrosine alkaloids |
- 1. Outgoing r'ship
FOUND_INto/from Aloe Microstigma (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 2. Outgoing r'ship
FOUND_INto/from Chrozophora Prostrata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 3. Outgoing r'ship
FOUND_INto/from Citrus Sinensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 4. Outgoing r'ship
FOUND_INto/from Corydalis Tuberosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 5. Outgoing r'ship
FOUND_INto/from Dovyalis Hebecarpa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 6. Outgoing r'ship
FOUND_INto/from Eremophila Oppositifolia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 7. Outgoing r'ship
FOUND_INto/from Ixeris Repens (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 8. Outgoing r'ship
FOUND_INto/from Lycopersicon Esculentum (Plant) Rel Props:Reference:ISBN:9788172361150 - 9. Outgoing r'ship
FOUND_INto/from Lycopodium Chinense (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 10. Outgoing r'ship
FOUND_INto/from Papaver Commutatum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 11. Outgoing r'ship
FOUND_INto/from Papaver Orientale (Plant) Rel Props:Reference:ISBN:9788172361266 - 12. Outgoing r'ship
FOUND_INto/from Papaver Rhoeas (Plant) Rel Props:Reference:ISBN:9788172361266 - 13. Outgoing r'ship
FOUND_INto/from Papaver Sommiferum (Plant) Rel Props:Source_db:npass_chem_all - 14. Outgoing r'ship
FOUND_INto/from Papaver Somniferum (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all - 15. Outgoing r'ship
FOUND_INto/from Taxillus Yadoriki (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all