EPICINCHONINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C19H22N2O
Molecular Weight	294.3908
Optical Activity	UNSPECIFIED
Defined Stereocenters	5 / 5
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O[C@@H]([C@H]1C[C@@H]2CC[N@]1C[C@@H]2C=C)C3=C4C=CC=CC4=NC=C3

InChI

InChIKey=KMPWYEUPVWOPIM-YXUGBTPSSA-N

InChI=1S/C19H22N2O/c1-2-13-12-21-10-8-14(13)11-18(21)19(22)16-7-9-20-17-6-4-3-5-15(16)17/h2-7,9,13-14,18-19,22H,1,8,10-12H2/t13-,14-,18+,19+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C19H22N2O
Molecular Weight	294.3908
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/12840830 | https://www.ncbi.nlm.nih.gov/pubmed/10644163 | https://www.ncbi.nlm.nih.gov/pubmed/1545349

Epicinchonine is a 9-epimer of cinchonine. it is Cinchona alkaloids quinine. Cinchonine is antimalarial. Its 9-epimer, Epicinchonine, is practically inactive.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

PubMed

Title	Date	PubMed
Crystal and molecular structures of new enantiopure quinuclidines.	2004-03	14770415
Conformational spaces of Cinchona alkaloids.	2003-08	12840830
Conformation of epicinchonine and cinchonine in view of their antimalarial activity: x-ray and theoretical studies.	1999	10644163
Molecular properties of Cinchona alkaloids: a theoretical approach.	1992-02	1545349

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 `Mon Mar 31 18:34:24 GMT 2025` Edited by `admin` on `Mon Mar 31 18:34:24 GMT 2025`
Record UNII	35VE0JQR6N
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

EPICINCHONINE

Common Name

English

CINCHONINE EPICINCHONINE

Preferred Name

English

CINCHONAN-9-OL, (9R)

Common Name

English

9-EPICINCHONINE

Common Name

English

9-EPI-CINCHONINE

Common Name

English

CINCHONINE EPICINCHONINE [MI]

Common Name

English

Code System Code Type Description

EPA CompTox

DTXSID00859217