Noscapine
CHEBI:CHEBI_73237
Definition
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.
Chemical Information
- Molecular Formula
- C22H23NO7
- Molecular Mass
- 413.421
- Charge
- 0
- SMILES
- C1N([C@@](C2=C(C1)C=C3OCOC3=C2OC)([H])[C@@]4(C=5C=CC(=C(C5C(O4)=O)OC)OC)[H])C
- 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
- InChIKey
- AKNNEGZIBPJZJG-MSOLQXFVSA-N
Alternative Names
- (-)-alpha-narcotine
- (-)-narcotine
- (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
- alpha-Narcotine
- noscapina
- noscapine
- noscapinum
Drug Classification
-
aromatic etherView Class →
CHEBI:35618
-
tertiary amino compoundView Class →
CHEBI:50996
-
benzylisoquinoline alkaloidView Class →
CHEBI:22750
-
organic heterotricyclic compoundView Class →
CHEBI:26979
-
organic heterobicyclic compoundView Class →
CHEBI:27171
-
cyclic acetalView Class →
CHEBI:59770
-
isobenzofuranoneView Class →
CHEBI:55372
-
t282420
-
t282838
-
t283003
-
t283125
-
t283155
Important Medical Information
⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.
- Always consult with a healthcare professional before starting, stopping, or modifying any medication.
- Side effects may vary and this list may not be comprehensive.
- Drug interactions may occur with other medications.
Additional Identifiers
- DRON_00010000
- 7533
- oboInOwl#hasDbXref
- Wikipedia:Noscapine
- core#notation
- CHEBI:73237
Additional References
🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.
Additional Attributes
- oboInOwl#hasOBONamespace
- chebi_ontology
- DRON_00010000
- 7533
- oboInOwl#hasDbXref
- Wikipedia:Noscapine
- oboInOwl#hasAlternativeId
- CHEBI:10321
- oboInOwl#id
- CHEBI:73237
- core#notation
- CHEBI:73237
- RO_0000087
- http://purl.obolibrary.org/obo/CHEBI_68495
- oboInOwl#inSubset
- http://purl.obolibrary.org/obo/chebi#3_STAR
- chebi#has_functional_parent
- http://purl.obolibrary.org/obo/CHEBI_141667
- 22-rdf-syntax-ns#type
- http://www.w3.org/2002/07/owl#Class
- owl#annotatedSource
- t283709
- owl#someValuesFrom
- t925292