QUININE

U.S. Department of Health & Human Services Divider Arrow

National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C20H24N2O2
Molecular Weight	324.4168
Optical Activity	UNSPECIFIED
Defined Stereocenters	5 / 5
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of QUININE

Structure Search

SMILES

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

InChI

InChIKey=LOUPRKONTZGTKE-WZBLMQSHSA-N

InChI=1S/C20H24N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3/t13-,14-,19-,20+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C20H24N2O2
Molecular Weight	324.4168
Charge	0
Count

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

Approval Year

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:13:35 UTC 2023` Edited by `admin` on `Fri Dec 15 15:13:35 UTC 2023`
Record UNII	A7V27PHC7A
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

QUININE

Official Name

English

QUININE [MI]

Common Name

English

QUININE [HSDB]

Common Name

English

Quinine [WHO-DD]

Common Name

English

QUININE [MART.]

Common Name

English

REZQUIN

Common Name

English

WR297608

Code

English

CHININUM PURUM [HPUS]

Common Name

English

(8S,9R)-6'-METHOXYCINCHONAN-9-OL

Common Name

English

QUININE [VANDF]

Common Name

English

QUALAQUIN

Common Name

English

NSC-192949

Code

English

QUININE [INCI]

Common Name

English

CHININUM PURUM

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C271

Created by admin on Fri Dec 15 15:13:35 UTC 2023 , Edited by admin on Fri Dec 15 15:13:35 UTC 2023

WHO-ATC

P01BC01

Created by admin on Fri Dec 15 15:13:35 UTC 2023 , Edited by admin on Fri Dec 15 15:13:35 UTC 2023

CFR

21 CFR 862.3750

Created by admin on Fri Dec 15 15:13:35 UTC 2023 , Edited by admin on Fri Dec 15 15:13:35 UTC 2023

CFR

21 CFR 310.546

Created by admin on Fri Dec 15 15:13:35 UTC 2023 , Edited by admin on Fri Dec 15 15:13:35 UTC 2023

DSLD

2588 (Number of products:3)

Created by admin on Fri Dec 15 15:13:35 UTC 2023 , Edited by admin on Fri Dec 15 15:13:35 UTC 2023

CFR

21 CFR 172.575

Created by admin on Fri Dec 15 15:13:35 UTC 2023 , Edited by admin on Fri Dec 15 15:13:35 UTC 2023

CFR

21 CFR 310.547

Created by admin on Fri Dec 15 15:13:35 UTC 2023 , Edited by admin on Fri Dec 15 15:13:35 UTC 2023

NDF-RT

N0000175482

Created by admin on Fri Dec 15 15:13:35 UTC 2023 , Edited by admin on Fri Dec 15 15:13:35 UTC 2023

WHO-VATC

QM09AA72

Created by admin on Fri Dec 15 15:13:35 UTC 2023 , Edited by admin on Fri Dec 15 15:13:35 UTC 2023

WHO-ESSENTIAL MEDICINES LIST

6.5.3.1

Created by admin on Fri Dec 15 15:13:35 UTC 2023 , Edited by admin on Fri Dec 15 15:13:35 UTC 2023

WHO-ATC

M09AA72

Created by admin on Fri Dec 15 15:13:35 UTC 2023 , Edited by admin on Fri Dec 15 15:13:35 UTC 2023

LIVERTOX

NBK548596

Created by admin on Fri Dec 15 15:13:35 UTC 2023 , Edited by admin on Fri Dec 15 15:13:35 UTC 2023

Code System Code Type Description

CHEBI

15854

Created by admin on Fri Dec 15 15:13:35 UTC 2023 , Edited by admin on Fri Dec 15 15:13:35 UTC 2023

PRIMARY

CHEBI

137041

Created by admin on Fri Dec 15 15:13:35 UTC 2023 , Edited by admin on Fri Dec 15 15:13:35 UTC 2023

PRIMARY

CHEBI

52251

Created by admin on Fri Dec 15 15:13:35 UTC 2023 , Edited by admin on Fri Dec 15 15:13:35 UTC 2023

PRIMARY

DAILYMED

A7V27PHC7A

Created by admin on Fri Dec 15 15:13:35 UTC 2023 , Edited by admin on Fri Dec 15 15:13:35 UTC 2023

PRIMARY

DRUG CENTRAL

4523

Created by admin on Fri Dec 15 15:13:35 UTC 2023 , Edited by admin on Fri Dec 15 15:13:35 UTC 2023

PRIMARY

FDA UNII

A7V27PHC7A

Created by admin on Fri Dec 15 15:13:35 UTC 2023 , Edited by admin on Fri Dec 15 15:13:35 UTC 2023

PRIMARY

MESH

D011803

Created by admin on Fri Dec 15 15:13:35 UTC 2023 , Edited by admin on Fri Dec 15 15:13:35 UTC 2023

PRIMARY

LACTMED

Quinine

Created by admin on Fri Dec 15 15:13:35 UTC 2023 , Edited by admin on Fri Dec 15 15:13:35 UTC 2023

PRIMARY

IUPHAR

2510

Created by admin on Fri Dec 15 15:13:35 UTC 2023 , Edited by admin on Fri Dec 15 15:13:35 UTC 2023

PRIMARY

ChEMBL

CHEMBL170

Created by admin on Fri Dec 15 15:13:35 UTC 2023 , Edited by admin on Fri Dec 15 15:13:35 UTC 2023

PRIMARY

NSC

192949

Created by admin on Fri Dec 15 15:13:35 UTC 2023 , Edited by admin on Fri Dec 15 15:13:35 UTC 2023

PRIMARY

WIKIPEDIA

QUININE

Created by admin on Fri Dec 15 15:13:35 UTC 2023 , Edited by admin on Fri Dec 15 15:13:35 UTC 2023

PRIMARY

SMS_ID

100000078599

Created by admin on Fri Dec 15 15:13:35 UTC 2023 , Edited by admin on Fri Dec 15 15:13:35 UTC 2023

PRIMARY

ECHA (EC/EINECS)

205-003-2

Created by admin on Fri Dec 15 15:13:35 UTC 2023 , Edited by admin on Fri Dec 15 15:13:35 UTC 2023

PRIMARY

HSDB

2501

Created by admin on Fri Dec 15 15:13:35 UTC 2023 , Edited by admin on Fri Dec 15 15:13:35 UTC 2023

PRIMARY

RXCUI

9071

Created by admin on Fri Dec 15 15:13:35 UTC 2023 , Edited by admin on Fri Dec 15 15:13:35 UTC 2023

PRIMARY

RxNorm

CAS

130-95-0

Created by admin on Fri Dec 15 15:13:35 UTC 2023 , Edited by admin on Fri Dec 15 15:13:35 UTC 2023

PRIMARY

NCI_THESAURUS

C794

Created by admin on Fri Dec 15 15:13:35 UTC 2023 , Edited by admin on Fri Dec 15 15:13:35 UTC 2023

PRIMARY

DRUG BANK

DB00468

Created by admin on Fri Dec 15 15:13:35 UTC 2023 , Edited by admin on Fri Dec 15 15:13:35 UTC 2023

PRIMARY

MERCK INDEX

m9447

Created by admin on Fri Dec 15 15:13:35 UTC 2023 , Edited by admin on Fri Dec 15 15:13:35 UTC 2023

PRIMARY

Merck Index

EVMPD

SUB15084MIG

Created by admin on Fri Dec 15 15:13:35 UTC 2023 , Edited by admin on Fri Dec 15 15:13:35 UTC 2023

PRIMARY

PUBCHEM

3034034

Created by admin on Fri Dec 15 15:13:35 UTC 2023 , Edited by admin on Fri Dec 15 15:13:35 UTC 2023

PRIMARY

EPA CompTox

DTXSID0044280

Created by admin on Fri Dec 15 15:13:35 UTC 2023 , Edited by admin on Fri Dec 15 15:13:35 UTC 2023

PRIMARY

Related Record Type Details


					ONY583280Z

OCT-1

TRANSPORTER -> INHIBITOR

F87792011E

QUININE FORMATE

SALT/SOLVATE -> PARENT


					711S8Y0T33

QUININE HYDROCHLORIDE

SALT/SOLVATE -> PARENT


					42QO5P0NLM

QUININE ARSENITE

SALT/SOLVATE -> PARENT


					9GXO2WE49Z

QUININE HYPOPHOSPHITE

SALT/SOLVATE -> PARENT


					4007E25Z4Z

OCT-3

TRANSPORTER -> INHIBITOR


					GNS01V2R3N

QUININE BISULFATE HEPTAHYDRATE

SALT/SOLVATE -> PARENT


					M7PHE4F8HL

Penicillin G quinine

SALT/SOLVATE -> PARENT

Amount:


					8C15XFK30P

Quinine arsenate

SALT/SOLVATE -> PARENT


					7CS0WNO31M

QUININE HYDROCHLORIDE ANHYDROUS

SALT/SOLVATE -> PARENT


					VWF36Q4G6V

QUININE HYDROBROMIDE ANHYDROUS

SALT/SOLVATE -> PARENT


					6D53G0FD0Z

PLASMA PROTEIN FRACTION (HUMAN)

BINDER->LIGAND

Interaction Type:

BINDING

Amount:


					MC4F54ADXA

QUININE UREA HYDROCHLORIDE

SALT/SOLVATE -> PARENT


					KAU4V10S2I

QUININE ASCORBATE

SALT/SOLVATE -> PARENT


					USG4R4G27Q

Phenobarbital quinine

SALT/SOLVATE -> PARENT

Amount:


					KF7Z0E0Q2B

QUININE SULFATE

SALT/SOLVATE -> PARENT


					515ZW3T4Z5

OCTN-1

TRANSPORTER -> INHIBITOR


					482M00274D

OCT-2

TRANSPORTER -> INHIBITOR


					L8D5LFU229

QUININE CITRATE

SALT/SOLVATE -> PARENT


					RQ979Q6A3F

QUININE GLUCONATE

SALT/SOLVATE -> PARENT

Amount:


					SLL6G64CRX

QUININE DIHYDROBROMIDE

SALT/SOLVATE -> PARENT


					6DY04L71DR

QUININE SALICYLATE

SALT/SOLVATE -> PARENT


					8C3EMH7D9X

QUININE DIHYDROCHLORIDE

SALT/SOLVATE -> PARENT


					ONY583280Z

OCT-1

TRANSPORTER -> SUBSTRATE


					7AJC32Z9OD

QUININE PHOSPHATE PENTAHYDRATE

SALT/SOLVATE -> PARENT


					M201HC068W

QUININE BISULFATE

SALT/SOLVATE -> PARENT


					0E9UD56A3I

QUININE PHOSPHATE

SALT/SOLVATE -> PARENT

Related Record Type Details


					1307GQ08VK

METABOLITE -> PARENT

Qualification:

PLASMA; URINE


					8P68XPY4HG

METABOLITE -> PARENT

Qualification:

URINE

Amount:


					788OZM574C

HYDROXYHYDROQUININE, (10R)-

METABOLITE -> PARENT

Interaction Type:

MINOR

Qualification:

PLASMA; URINE


					73J76E056V

CUPREINE

METABOLITE -> PARENT

Qualification:

URINE

Amount:


					354N1CG787

QUININE GLUCURONIDE

METABOLITE -> PARENT

Qualification:

URINE


					4D7695509M

3-HYDROXYQUININE

METABOLITE LESS ACTIVE -> PARENT

Interaction Type:

MAJOR

Qualification:

PLASMA; URINE


					4D7695509M

3-HYDROXYQUININE

METABOLITE LESS ACTIVE -> PARENT

Comments:

Quinine is metabolized almost exclusively via hepatic oxidative cytochrome P450 (CYP) pathways. In vitro studies using human liver microsomes and recombinant P450 enzymes have shown that quinine is metabolized mainly by CYP3A4. Depending on the in vitro experimental conditions, other enzymes, including CYP1A2, CYP2C8, CYP2C9, CYP2C19, CYP2D6, and CYP2E1 were shown to have some role in the metabolism of quinine.


					JOH798527Q

HYDROXYHYDROQUININE, (10S)-

METABOLITE -> PARENT

Interaction Type:

MINOR

Qualification:

PLASMA; URINE

Related Record Type Details


					31J3Q51T6L

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

INTERNATIONAL PHARMACOPEIA

Amount:

Related Record Type Details


					A7V27PHC7A

QUININE

ACTIVE MOIETY

Name	Property Type	Amount	Referenced Substance	Defining	Parameters	References
Biological Half-life	PHARMACOKINETIC