β-Yohimbine

Category: alkaloid

Aliases: beta-Yohimbine, Amsonine

Pharmacological Mechanism

A minor indole alkaloid of yohimbe bark (Pausinystalia johimbe) and a stereoisomer of yohimbine differing in configuration at the C-17 carbinol centre. Its own pharmacology is not characterised; by analogy to yohimbine it is presumed to interact with α-adrenoceptors, but this is not established for β-yohimbine specifically.

Target Organ Systems

• nervous
• cardiovascular

Notes

PubChem CID 3058605 (C21H26N2O3, MW 354.4; PubChem lists "amsonine"). Present in yohimbe bark: PMID:30059216 (alkaloids isolated from P. yohimbe bark).

Chemical Identifiers

• PubChem CID: 3058605
• Formula: C21H26N2O3
• Molecular weight: 354.4 g/mol
• InChIKey: BLGXFZZNTVWLAY-MQPLHJKPSA-N
• SMILES: COC(=O)[C@H]1[C@@H](CC[C@@H]2[C@@H]1C[C@H]3C4=C(CCN3C2)C5=CC=CC=C5N4)O

References

• PMID 30059216