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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

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

Wikipedia:Noscapine

🔍 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