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ajmalicine

CHEBI:CHEBI_2524

Definition

A monoterpenoid indole alkaloid with formula C21H24N2O3, isolated from several Rauvolfia and Catharanthus species. It is a selective alpha1-adrenoceptor antagonist used for the treatment of high blood pressure.

Chemical Information

Molecular Formula
C21H24N2O3
Molecular Mass
352.434
Charge
0
SMILES
[H][C@]12CN3CCC4=C(NC5=C4C=CC=C5)[C@]3([H])C[C@]1([H])C(=CO[C@H]2C)C(=O)OC
InChI
InChI=1S/C21H24N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-6,11-12,15-16,19,22H,7-10H2,1-2H3/t12-,15-,16+,19-/m0/s1
InChIKey
GRTOGORTSDXSFK-XJTZBENFSA-N

Alternative Names

  • ajmalicine
  • (19alpha)-16,17-didehydro-19-methyl-oxayohimban-16-carboxylic acid methyl ester
  • ajmalicin
  • Circolene
  • Cristanyl
  • delta-yohimbine
  • Duxil
  • Lamuran
  • methyl (19alpha)-19-methyl-16,17-didehydro-18-oxayohimban-16-carboxylate
  • methyl (4S,4aR,13bS,14aS)-4-methyl-4a,5,7,8,13,13b,14,14a-octahydro-4H-indolo[2,3-a]pyrano[3,4-g]quinolizine-1-carboxylate
  • raubasine
  • Sarpan

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
17205
oboInOwl#hasDbXref
Wikipedia:Ajmalicine
core#notation
CHEBI:2524

Additional References

Wikipedia:Ajmalicine

🔍 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
17205
oboInOwl#hasDbXref
Wikipedia:Ajmalicine
oboInOwl#id
CHEBI:2524
core#notation
CHEBI:2524
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_35674
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
chebi#is_conjugate_base_of
http://purl.obolibrary.org/obo/CHEBI_142527
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
chebi#is_conjugate_acid_of
http://purl.obolibrary.org/obo/CHEBI_142527
owl#someValuesFrom
t782900
owl#annotatedSource
t152223