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CAS 549-84-8

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β-Yohimbine

Description:
β-Yohimbine is an indole alkaloid derived from the bark of the Yohimbe tree (Pausinystalia yohimbe), primarily known for its use in traditional medicine and as a dietary supplement. It is characterized by its chemical formula, which includes a complex bicyclic structure featuring a tetracyclic framework. β-Yohimbine acts as an antagonist of alpha-2 adrenergic receptors, which can lead to increased sympathetic nervous system activity, potentially enhancing libido and promoting weight loss. The compound is often studied for its effects on erectile dysfunction and as an aphrodisiac. In terms of physical properties, β-Yohimbine is typically a white to off-white crystalline powder, with moderate solubility in water and higher solubility in organic solvents. Its pharmacological profile includes potential side effects such as increased heart rate and anxiety, necessitating caution in its use. As with many alkaloids, the safety and efficacy of β-Yohimbine can vary based on dosage and individual response, highlighting the importance of consulting healthcare professionals before use.
Formula:C21H26N2O3
InChI:InChI=1S/C21H26N2O3/c1-26-21(25)19-15-10-17-20-14(13-4-2-3-5-16(13)22-20)8-9-23(17)11-12(15)6-7-18(19)24/h2-5,12,15,17-19,22,24H,6-11H2,1H3/t12-,15-,17-,18+,19+/m0/s1
InChI key:InChIKey=BLGXFZZNTVWLAY-MQPLHJKPSA-N
SMILES:C(OC)(=O)[C@@H]1[C@]2(C[C@]3(C4=C(C=5C(N4)=CC=CC5)CCN3C[C@@]2(CC[C@H]1O)[H])[H])[H]
Synonyms:
  • (-)-β-Yohimbine
  • Amsonin
  • Amsonine
  • Benz[g]indolo[2,3-a]quinolizine, yohimban-16-carboxylic acid deriv.
  • Methyl (16alpha,17beta)-17-hydroxyyohimban-16-carboxylate
  • Nsc 93133
  • Yohimban-16-alpha-carboxylic acid, 17-beta-hydroxy-, methyl ester
  • Yohimban-16-carboxylic acid, 17-hydroxy-, methyl ester, (16-alpha,17-beta)- (9CI)
  • Yohimban-16-carboxylic acid, 17-hydroxy-, methyl ester, (16alpha,17beta)- (9CI)
  • Yohimban-16-carboxylic acid, 17-hydroxy-, methyl ester, (16α,17β)-
  • See more synonyms
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