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Details

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

SHOW SMILES / InChI
Structure of EPICINCHONIDINE

SMILES

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

InChI

InChIKey=KMPWYEUPVWOPIM-LSOMNZGLSA-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

Epicinchonine is a Cinchona alkaloids quinine. It is the 9-epimer of antimalarial Cinchonidine. This 9-epimer is practically inactive.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Molecular properties of Cinchona alkaloids: a theoretical approach.
1992 Feb
Conformational spaces of Cinchona alkaloids.
2003 Aug
The relationship of physico-chemical properties and structure to the differential antiplasmodial activity of the cinchona alkaloids.
2003 Sep 1
Mechanistic insights on organocatalytic enantioselective decarboxylative protonation by epicinchona-thiourea hybrid derivatives.
2012 Dec 7
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 06:02:27 UTC 2023
Edited
by admin
on Sat Dec 16 06:02:27 UTC 2023
Record UNII
385SOH9O9J
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
EPICINCHONIDINE
MI  
Common Name English
EPICINCHONIDINE [MI]
Common Name English
9-EPICINCHONIDINE
Common Name English
9-EPI-CINCHONIDINE
Common Name English
(+)-9-EPI-CINCHONIDINE
Common Name English
CINCHONAN-9-OL, (8.ALPHA.,9S)-
Common Name English
Code System Code Type Description
FDA UNII
385SOH9O9J
Created by admin on Sat Dec 16 06:02:27 UTC 2023 , Edited by admin on Sat Dec 16 06:02:27 UTC 2023
PRIMARY
PUBCHEM
6916142
Created by admin on Sat Dec 16 06:02:27 UTC 2023 , Edited by admin on Sat Dec 16 06:02:27 UTC 2023
PRIMARY
EPA CompTox
DTXSID601314486
Created by admin on Sat Dec 16 06:02:27 UTC 2023 , Edited by admin on Sat Dec 16 06:02:27 UTC 2023
PRIMARY
CAS
550-54-9
Created by admin on Sat Dec 16 06:02:27 UTC 2023 , Edited by admin on Sat Dec 16 06:02:27 UTC 2023
PRIMARY