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
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
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
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL1907610 Sources: https://www.ncbi.nlm.nih.gov/pubmed/6103816 |
2.5 µM [Ki] | ||
Target ID: CHEMBL2093864 Sources: https://www.ncbi.nlm.nih.gov/pubmed/6103816 |
1.9 µM [Ki] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
PubMed
Title | Date | PubMed |
---|---|---|
[Certain pharmacological properties of pseudoyohimbine]. | 1955 Jun |
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Stereoselective total syntheses of (plus minus)-yohimbine, (plus minus)-psi-yohimbine, and (plus minus)- -yohimbine. | 1972 Jul 12 |
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Antagonist/agonist-preferring alpha-adrenoceptors or alpha 1/alpha 2-adrenoceptors? | 1980 May 2 |
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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
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 10:06:56 GMT 2023
by
admin
on
Sat Dec 16 10:06:56 GMT 2023
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Record UNII |
PJ26Z3D476
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Record Status |
Validated (UNII)
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Record Version |
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PRIMARY | Merck Index |
Related Record | Type | Details | ||
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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Related Record | Type | Details | ||
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ACTIVE MOIETY |