Structure via PubChem · Public domain (PubChem)
raubasine
Sign in to saveAlso known as delta-yohimbine, rauvasan, rauwolfia alkaloid, δ-yohimbine
Ajmalicine, also known as δ-yohimbine or raubasine, is an antihypertensive drug used in the treatment of high blood pressure. It has been marketed under numerous brand names including Card-Lamuran, Circolene, Cristanyl, Duxil, Duxor, Hydroxysarpon, Iskedyl, Isosarpan, Isquebral, Lamuran, Melanex, Raunatin, Saltucin Co, Salvalion, and Sarpan. It is an alkaloid found naturally in various plants such as Rauvolfia spp., Catharanthus roseus, and Mitragyna speciosa.
Chemical data
- Formula
- C21H24N2O3
- Molecular weight
- 352.4 g/mol
- IUPAC name
- methyl (1S,15R,16S,20S)-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,18-pentaene-19-carboxylate
- SMILES
- C[C@H]1[C@H]2CN3CCC4=C([C@@H]3C[C@@H]2C(=CO1)C(=O)OC)NC5=CC=CC=C45
- InChIKey
- GRTOGORTSDXSFK-XJTZBENFSA-N
- XLogP
- 2.7
- Polar surface area
- 54.6 Ų
- H-bond donors
- 1
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
225 papers- Almitrine-Raubasine combination for dementia.The Cochrane database of systematic reviews · 2011
- A review of the EEG effects of the combination of almitrine and raubasine in animals and humans.Clinical neuropharmacology · 1990
- Clinical efficacy of almitrine-raubasine. An overview.European neurology · 1998
- Pharmacological features of an almitrine-raubasine combination. Activity at cerebral levels.European neurology · 1998
- Raubasine-Induced Groove Binding in Salmon Testes DNA: Exploring the Structural Modulation, Antiglycation, and Antioxidant Properties.The journal of physical chemistry. B · 2025
via PubMed
Wikidata facts
- Mass
- 352.179
- Has use
- medication
Show 7 more facts
- chemical formula
- C₂₁H₂₄N₂O₃
- isomeric SMILES
- C[C@H]1[C@H]2CN3CCC4=C([C@@H]3C[C@@H]2C(=CO1)C(=O)OC)NC5=CC=CC=C45
- canonical SMILES
- CC1C2CN3CCC4=C(C3CC2C(=CO1)C(=O)OC)NC5=CC=CC=C45
- subject has role
- vasodilator agent
- medical condition treated
- arterial hypertension
- physically interacts with
- cytochrome P450 family 2 subfamily D member 6
- Commons category
- Ajmalicine
via Wikidata · CC0
~2 min read
Encyclopedic overview
3 sectionsContents
- Biosynthesis
- See also
- References
Ajmalicine, also known as δ-yohimbine or raubasine, is an antihypertensive drug used in the treatment of high blood pressure. It has been marketed under numerous brand names including Card-Lamuran, Circolene, Cristanyl, Duxil, Duxor, Hydroxysarpon, Iskedyl, Isosarpan, Isquebral, Lamuran, Melanex, Raunatin, Saltucin Co, Salvalion, and Sarpan. It is an alkaloid found naturally in various plants such as Rauvolfia spp., Catharanthus roseus, and Mitragyna speciosa.
Ajmalicine is structurally related to yohimbine, rauwolscine, and other yohimban derivatives. Like corynanthine, it acts as a α1-adrenergic receptor antagonist with preferential actions over α2-adrenergic receptors, underlying its hypotensive rather than hypertensive effects.
Excerpted from Wikipedia’s “raubasine” article, available under the CC BY-SA 4.0 licence.