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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 of PSEUDOYOHIMBINE

SMILES

[H][C@@]12CC[C@H](O)[C@H](C(=O)OC)[C@@]1([H])C[C@@]3([H])N(CCC4=C3NC5=C4C=CC=C5)C2

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

Molecular Formula C21H26N2O3
Molecular Weight 354.4427
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Pseudoyohimbine is an alkaloid isolated from roots of Rauwolfia canescens and in trace amount from Uncaria attenuata. Also, it was found in the leaves, stem and bark of Alstonia quaternata and in root bark of Cabucala striolata and Catharanthus trichophyllus. Pseudoyohimbine is inactive in the periphery as well as in the central nervous system as an antagonist of a1- or a2-adrenoceptors.

Originator

Sources: DOI: 10.1002/hlca.192600901139

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
2.5 µM [Ki]
1.9 µM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
[Certain pharmacological properties of pseudoyohimbine].
1955 Jun
Stereoselective total syntheses of (plus minus)-yohimbine, (plus minus)-psi-yohimbine, and (plus minus)- -yohimbine.
1972 Jul 12
Antagonist/agonist-preferring alpha-adrenoceptors or alpha 1/alpha 2-adrenoceptors?
1980 May 2
Functional characterization of central alpha-adrenoceptors by yohimbine diastereomers.
1981 Mar 5
Inhibition by yohimbine of the calcium-dependent evoked release of [3H]GABA in rat and mouse brain slices in vitro.
1985 Apr 23
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Sat Dec 16 10:06:56 UTC 2023
Edited
by admin
on Sat Dec 16 10:06:56 UTC 2023
Record UNII
PJ26Z3D476
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PSEUDOYOHIMBINE
MI  
Common Name English
3-EPIYOHIMBINE
Common Name English
NSC-72116
Code 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
Created by admin on Sat Dec 16 10:06:56 UTC 2023 , Edited by admin on Sat Dec 16 10:06:56 UTC 2023
PRIMARY
CHEBI
141949
Created by admin on Sat Dec 16 10:06:56 UTC 2023 , Edited by admin on Sat Dec 16 10:06:56 UTC 2023
PRIMARY
FDA UNII
PJ26Z3D476
Created by admin on Sat Dec 16 10:06:56 UTC 2023 , Edited by admin on Sat Dec 16 10:06:56 UTC 2023
PRIMARY
EPA CompTox
DTXSID701018972
Created by admin on Sat Dec 16 10:06:56 UTC 2023 , Edited by admin on Sat Dec 16 10:06:56 UTC 2023
PRIMARY
NSC
72116
Created by admin on Sat Dec 16 10:06:56 UTC 2023 , Edited by admin on Sat Dec 16 10:06:56 UTC 2023
PRIMARY
PUBCHEM
251562
Created by admin on Sat Dec 16 10:06:56 UTC 2023 , Edited by admin on Sat Dec 16 10:06:56 UTC 2023
PRIMARY
MERCK INDEX
m9301
Created by admin on Sat Dec 16 10:06:56 UTC 2023 , Edited by admin on Sat Dec 16 10:06:56 UTC 2023
PRIMARY Merck Index
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Related Record Type Details
ACTIVE MOIETY