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Details

Stereochemistry ABSOLUTE
Molecular Formula C20H24N2O3
Molecular Weight 340.4162
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 3-HYDROXYQUININE

SMILES

COC1=CC2=C(C=CN=C2C=C1)[C@@H](O)[C@@H]3C[C@@H]4CC[N@]3C[C@]4(O)C=C

InChI

InChIKey=BSRUJCFCZKMFMB-YGHPHNMRSA-N
InChI=1S/C20H24N2O3/c1-3-20(24)12-22-9-7-13(20)10-18(22)19(23)15-6-8-21-17-5-4-14(25-2)11-16(15)17/h3-6,8,11,13,18-19,23-24H,1,7,9-10,12H2,2H3/t13-,18-,19+,20+/m0/s1

HIDE SMILES / InChI

Molecular Formula C20H24N2O3
Molecular Weight 340.4162
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Quinine distribution in pregnant mice with Plasmodium berghei malaria.
2006 Jul
Inhibition of CYP3A4 and CYP3A5 catalyzed metabolism of alprazolam and quinine by ketoconazole as racemate and four different enantiomers.
2007 Feb
Pharmacokinetics and clinical efficacy of midazolam in children with severe malaria and convulsions.
2008 Oct
Variable inhibitory effect of different brands of commercial herbal supplements on human cytochrome P-450 CYP3A4.
2009
Simultaneous liquid chromatographic analysis of ritonavir, quinine and 3-hydroxyquinine in human plasma.
2009 Feb 1
Effects of Plasmodium falciparum infection on the pharmacokinetics of quinine and its metabolites in pregnant and non-pregnant Sudanese women.
2010 Dec
Genetic variations in ABCB1 and CYP3A5 as well as sex influence quinine disposition among Ugandans.
2010 Jun
Pharmacokinetic interactions between ritonavir and quinine in healthy volunteers following concurrent administration.
2010 Mar
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:41:46 GMT 2025
Edited
by admin
on Mon Mar 31 21:41:46 GMT 2025
Record UNII
4D7695509M
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
3-HYDROXYQUININE
Common Name English
(-)-(3S)-3-HYDROXYQUININE
Preferred Name English
3-HYDROXYQUININE, (-)-
Common Name English
CINCHONAN-3,9-DIOL, 6'-METHOXY-, (8.ALPHA.,9R)-
Systematic Name English
Code System Code Type Description
CHEBI
17685
Created by admin on Mon Mar 31 21:41:46 GMT 2025 , Edited by admin on Mon Mar 31 21:41:46 GMT 2025
PRIMARY
PUBCHEM
157225
Created by admin on Mon Mar 31 21:41:46 GMT 2025 , Edited by admin on Mon Mar 31 21:41:46 GMT 2025
PRIMARY
EPA CompTox
DTXSID901316798
Created by admin on Mon Mar 31 21:41:46 GMT 2025 , Edited by admin on Mon Mar 31 21:41:46 GMT 2025
PRIMARY
FDA UNII
4D7695509M
Created by admin on Mon Mar 31 21:41:46 GMT 2025 , Edited by admin on Mon Mar 31 21:41:46 GMT 2025
PRIMARY
CHEBI
58234
Created by admin on Mon Mar 31 21:41:46 GMT 2025 , Edited by admin on Mon Mar 31 21:41:46 GMT 2025
PRIMARY
CAS
78549-61-8
Created by admin on Mon Mar 31 21:41:46 GMT 2025 , Edited by admin on Mon Mar 31 21:41:46 GMT 2025
PRIMARY
Related Record Type Details
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