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
SMILES
[H][C@]1(C[C@@H]2CC[N@]1C[C@]2(O)C=C)[C@H](O)C3=C4C=C(OC)C=CC4=NC=C3
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
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
Title | Date | PubMed |
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Effects of cigarette smoking on quinine pharmacokinetics in malaria. | 2002 Aug |
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Is quinine a suitable probe to assess the hepatic drug-metabolizing enzyme CYP3A4? | 2002 Dec |
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Quinine pharmacokinetics in chronic haemodialysis patients. | 2002 Dec |
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Enzyme kinetics for the formation of 3-hydroxyquinine and three new metabolites of quinine in vitro; 3-hydroxylation by CYP3A4 is indeed the major metabolic pathway. | 2002 Dec |
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Quinine 3-hydroxylation as a biomarker reaction for the activity of CYP3A4 in man. | 2003 May |
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Effects of Plasmodium falciparum infection on the pharmacokinetics of quinine and its metabolites in pregnant and non-pregnant Sudanese women. | 2010 Dec |
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Genetic variations in ABCB1 and CYP3A5 as well as sex influence quinine disposition among Ugandans. | 2010 Jun |
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Pharmacokinetic interactions between ritonavir and quinine in healthy volunteers following concurrent administration. | 2010 Mar |
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 07:32:37 GMT 2023
by
admin
on
Sat Dec 16 07:32:37 GMT 2023
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Record UNII |
4D7695509M
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Record Status |
Validated (UNII)
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Record Version |
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78549-61-8
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Related Record | Type | Details | ||
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PARENT -> METABOLITE LESS ACTIVE |
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.
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