Corynanthine

Chemical compound From Wikipedia, the free encyclopedia

Corynanthine, also known as rauhimbine, is an alkaloid found in the Rauvolfia and Corynanthe (including Pausinystalia) genera of plants.[1][2] It is one of the two diastereoisomers of yohimbine, the other being rauwolscine.[3][4] It is also related to ajmalicine.

Other namesRauhimbine
Routes of
administrationOral
ATC code
  • none
Legal status
  • In general: uncontrolled
Quick facts Clinical data, Other names ...
Corynanthine
Clinical data
Other namesRauhimbine
Routes of
administration		Oral
ATC code
  • none
Legal status
Legal status
  • In general: uncontrolled
Identifiers
  • (16β,17α)-17-hydroxy-yohimban-16-carboxylic acid methyl ester
CAS Number
PubChem CID
IUPHAR/BPS
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard100.006.901 Edit this at Wikidata
Chemical and physical data
FormulaC21H26N2O3
Molar mass354.450 g·mol−1
3D model (JSmol)
  • O=C(OC)[C@H]5[C@H]4C[C@H]3c2[nH]c1ccccc1c2CCN3C[C@@H]4CC[C@@H]5O
Close

Corynanthine acts as an α1-adrenergic and α2-adrenergic receptor antagonist with approximately 10-fold selectivity for the former site over the latter.[3][4] This is in contrast to yohimbine and rauwolscine which have around 30-fold higher affinity for the α2-adrenergic receptor over the α1-adrenergic receptor.[3][4] 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 Rauvolfia extracts. Like yohimbine and rauwolscine, corynanthine has also been shown to possess some activity at serotonin receptors.[5]

See also

References

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