Corynanthine

Corynanthine

Systematic (IUPAC) name
(16β,17α)-17-hydroxy-yohimban-16-carboxylic acid methyl ester
Clinical data
Legal status	Uncontrolled
Routes of administration	Oral
Identifiers
CAS Number	483-10-3
ATC code	none
PubChem	CID: 92766
IUPHAR/BPS	5345
ChemSpider	83744
Chemical data
Formula	C21H26N2O3
Molecular mass	354.44 g/mol
SMILES O=C(OC)[C@H]5[C@H]4C[C@H]3c2nc1ccccc1c2CCN3C[C@@H]4CC[C@@H]5O

Corynanthine, also known as rauhimbine, is an alkaloid found in the Rauwolfia and Pausinystalia (formerly known as Corynanthe) genera of plants. It is one of the two diastereoisomers of yohimbine, the other being rauwolscine. It is also related to ajmalicine.

Corynanthine acts as an α₁-adrenergic and α₂-adrenergic receptor antagonist with approximately 10-fold selectivity for the former site over the latter. This is in contrast to yohimbine and rauwolscine which have around 30-fold higher affinity for α₂-adrenergic over α₁-adrenergic. As a result, corynanthine is not a stimulant (or an aphrodisiac for that matter), but a depressant, and likely plays a role in the antihypertensive properties of Rauwolfia extracts. Like yohimbine and rauwolscine, corynanthine has also been shown to possess some activity at serotonin receptors.

See also

• Ajmalicine
• Rauwolscine
• Spegatrine
• Yohimbine