53467-23-5
53467-23-5
Chemical Structure
3-Hydroxyquinine
Synonym(s): 3-Hydroxyquinidine
- CAS No.: 53467-23-5
- Formula:C20H24N2O3
- Molecular Weight:340.42
IUPAC Name: (1S,3S,4S,6R)-6-((S)-hydroxy(6-methoxyquinolin-4-yl)methyl)-3-vinylquinuclidin-3-ol
InChIKey: BSRUJCFCZKMFMB-LGWHJFRWSA-N
SMILES: C=C[C@](C[N@@]1CC2)(O)[C@@H]2C[C@@H]1[C@@H](O)C3=CC=NC4=CC=C(OC)C=C34
Biological Activity: 3-Hydroxyquinine (3-Hydroxyquinidine) is the major metabolite of Quinine (HY-D0143) and a biomarker of CYP3A4 activity. 3-Hydroxyquinine is formed through CYP3A4-mediated 3-hydroxylation catalyzed by CYP3A isoforms[1][2][3].
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3-Hydroxyquinine | 98.13% | 3-Hydroxyquinine (3-Hydroxyquinidine) is the major metabolite of Quinine (HY-D0143) and a biomarker of CYP3A4 activity. 3-Hydroxyquinine is formed through CYP3A4-mediated 3-hydroxylation catalyzed by CYP3A isoforms. | ||||||||||||||||||||
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(3S)-3-Hydroxy quinidine-vinyl-d3 | (3S)-3-Hydroxy quinidine-vinyl-d3 is a deuterated derivative of (3S)-3-hydroxyquinidine-vinyl. | |||||||||||||||||||||
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References
- [1]. Zhou XY, et al. Enzymatic activities of CYP3A4 allelic variants on quinine 3-hydroxylation in vitro. Frontiers in pharmacology. 2019 May 31;10:591.
- [2]. Marcsisin SR, et al. CYP450 phenotyping and metabolite identification of quinine by accurate mass UPLC-MS analysis: a possible metabolic link to blackwater fever. Malaria journal. 2013 Jun 21;12:214.
- [3]. Zhang H, et al. Evidence for involvement of human CYP3A in the 3-hydroxylation of quinine. British journal of clinical pharmacology. 1997 Mar;43(3):245-52.
