PSEUDOYOHIMBINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C21H26N2O3
Molecular Weight	354.4427
Optical Activity	UNSPECIFIED
Defined Stereocenters	5 / 5
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC(=O)[C@H]1[C@@H](O)CC[C@H]2CN3CCC4=C(NC5=C4C=CC=C5)[C@H]3C[C@H]12

InChI

InChIKey=BLGXFZZNTVWLAY-AECJZGCLSA-N

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

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6103816 | Grundon, M.F. (2007) 'The Alkaloids', p.203 Retrieved from https://books.google.ru/books?id=wm8oDwAAQBAJhttp://pubs.acs.org/doi/abs/10.1021/ja01608a102

Pseudoyohimbine is an alkaloid isolated from the bark of Corynanthe johimbe and Rauwolfia canescens.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Adrenergic receptor alpha-1 171 Target ID: CHEMBL1907610 Sources: https://www.ncbi.nlm.nih.gov/pubmed/6103816	Antagonist 2849		2.5 µM [Ki]
Adrenergic receptor alpha-2 114 Target ID: CHEMBL2093864 Sources: https://www.ncbi.nlm.nih.gov/pubmed/6103816	Antagonist 2849		1.9 µM [Ki]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596
Unknown 2596

PubMed

Title	Date	PubMed
Inhibition by yohimbine of the calcium-dependent evoked release of [3H]GABA in rat and mouse brain slices in vitro.	1985-04-23	2990943
Functional characterization of central alpha-adrenoceptors by yohimbine diastereomers.	1981-03-05	6260514
Antagonist/agonist-preferring alpha-adrenoceptors or alpha 1/alpha 2-adrenoceptors?	1980-05-02	6103816
Stereoselective total syntheses of (plus minus)-yohimbine, (plus minus)-psi-yohimbine, and (plus minus)- -yohimbine.	1972-07-12	5038400
[Certain pharmacological properties of pseudoyohimbine].	1955-06	13277254

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Pseudoyohimbine, in concentrations up to 10 uM, did not affect the stimulation-evoked release of [3H]GABA in rat and mouse brain slices in vitro.

Name

Type

Language

NSC-72116

Preferred Name

English

PSEUDOYOHIMBINE

Common Name

English

3-EPIYOHIMBINE

Common Name

English

PSEUDO-YOHIMBINE [EP IMPURITY]

Common Name

English

.PSI.-YOHIMBINE

Common Name

English

METHYL 17.ALPHA.-HYDROXY-3.BETA.-YOHIMBAN-16.ALPHA.-CARBOXYLATE

Systematic Name

English

YOHIMBAN-16-CARBOXYLIC ACID, 17-HYDROXY-, METHYL ESTER, (3.BETA.,16.ALPHA.,17.ALPHA.)-

Common Name

English

YOHIMBINE HYDROCHLORIDE IMPURITY D [EP IMPURITY]

Common Name

English

PSEUDOYOHIMBINE [MI]

Common Name

English

Code System Code Type Description

CAS

84-37-7