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Quinine dihydrochloride

CAT: 0957-E4806-250mgSize: 250 mgDry Ice: NoHazardous: No
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CAT#:0957-E4806-250mgSize:250 mg
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CAS Number
60-93-5
Target
Potassium Channel
Applications
Transmembrane Transporters
Molecular Formula
C20H24N2O2.2ClH
Additionnal Information
Quinine dihydrochloride is an antiparasitic used to treat malaria and is particularly important for managing malaria during the first trimester of pregnancy. It inhibits Slo3 (KCa 5.1) channel, which are a significant part of the mammalian KSper (sperm potassium conductance), by binding to hydrophobic side chains located at the intracellular region of the channel pore.

Chemical Information

(-)-Quinine dihydrochloride
CAS Number60-93-5
PubChem CID91429
IUPAC Name(R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol;dihydrochloride
Molecular FormulaC20H26Cl2N2O2
Molecular Weight397.3
Topological Polar Surface Area45.6
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count4
Rotatable Bond Count4
Heavy Atom Count26
Formal Charge0
Complexity457
SMILES
COC1=CC2=C(C=CN=C2C=C1)[C@H]([C@@H]3C[C@@H]4CCN3C[C@@H]4C=C)O.Cl.Cl
InChI
InChI=1S/C20H24N2O2.2ClH/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;2*1H/t13-,14-,19-,20+;;/m0../s1
InChIKey
NNKXWRRDHYTHFP-HZQSTTLBSA-N
Chemical Structure
2D Structure
2D structure of (-)-Quinine dihydrochloride
CAS: 60-93-5
CID: 91429
Formula: C20H26Cl2N2O2
MW: 397.3
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight397.3
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count4
Rotatable Bond Count4
Exact Mass396.1371335
Monoisotopic Mass396.1371335
Topological Polar Surface Area45.6 Ų
Heavy Atom Count26
Formal Charge0
Complexity457
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count3
Compound Is CanonicalizedYes

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