Molecular Details

DICL_CP_0335929 - (R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol

Basic Molecular Information

Basic Information

DICL ID

DICL_CP_0335929

PubChem CID

3034034

Molecular Formula

C₂₀H₂₄N₂O₂

Molecular Weight

324.424 g/mol

Synonyms/Alias

[Quinine; 130-95-0; Chinin; Chinine; (-)-Quinine; 6-Methoxycinchonidine; (8S;9R)-Quinine; Quinine anhydrous; (R)-(-)-quinine; chininum; quinina; Qualaquin; Quinine; Anhydrous; 6-Methoxycinchonine; Rez...[Quinine; 130-95-0; Chinin; Chinine; (-)-Quinine; 6-Methoxycinchonidine; (8S;9R)-Quinine; Quinine anhydrous; (R)-(-)-quinine; chininum; quinina; Qualaquin; Quinine; Anhydrous; 6-Methoxycinchonine; Rezquin; Chininum purum; quinine bisulphate; Cinchonan-9-ol; 6-methoxy-; (8alpha;9R)-; (8S;9R)-6-Methoxycinchonan-9-ol; quinine sulfate; CHEBI:15854; (8-alpha;9R)-6-Methoxycinchonan-9-ol; UNII-A7V27PHC7A; A7V27PHC7A; Aflukin; NSC 192949; CCRIS 5755; Coco-Quinine; (R)-(-)-Quinine; 6-methoxycinchonidine; DTXSID0044280; HSDB 2501; Quinoline alkaloid; EINECS 205-003-2; MFCD00198096; NSC-192949; Quinine sulphate; (R)-(6-methoxyquinolin-4-yl)((2S;4S;8R)-8-vinylquinuclidin-2-yl)methanol; WR297608; (9R)-6-methoxy-8alpha-cinchonan-9-ol; (R)-[(2S;4S;5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methanol; Cinchonan-9-ol; 6-methoxy-; 6-Methoxycinchonan-9-ol; DTXCID60819897; EC 205-003-2; GNF-Pf-506; NSC192949; (R)-[(2S;4S;5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol; 2-Quinuclidinemethanol; alpha-(6-methoxy-4-quinolyl)-5-vinyl-; NSC 5362; QUININE (MART.); QUININE [MART.]; Quinine; tannate; (R)-(6-Methoxyquinolin-4-yl)((1S;2S;4S;5R)-5-vinylquinuclidin-2-yl)methanol; Chinin [German]; Cinchonan-9-ol; 6-methoxy-; (8-alpha;9R)-; 72402-53-0; Quinineanhydrous; Kinder Quinina; (1R)-(6-methoxyquinolin-4-yl)((2S;4S;5R)-5-vinylquinuclidin-2-yl)methanol; (R)-[(2S;4S;5R)-1-Aza-5-vinylbicyclo[2.2.2]-oct-2-yl](6-methoxyquinolin-4-yl)methanol; CAS-130-95-0; 6-Methoxycinchonine; NSC667852; Quinine [BAN:NF]; CHEMBL170; Quinine tannate [USP]; Cinchonan-9-ol; 6-methoxy-; (8.alpha.;9R)-; UNII-26MX5YAL2R; Quinsan; Cinchonan-9-ol; 6-methoxy-; (8a;9R)-; (-)quinine; NCGC00166281-01; QI9; EINECS 215-805-4; NSC5362; Dentojel (*Bisulfate heptathydrate*); Biquinate (*Bisulfate heptathydrate*); Quinine; 90%; Quine (*2:1 Sulfate salt*; dihydrate); QUININE [VANDF]; QUININE [HSDB]; (8.alpha.;9R)-6-Methoxycinchonan-9-ol; Quinamm (*2:1 Sulfate salt*); dihydrate; Quinsan (*2:1 Sulfate salt*); dihydrate; QUININE [MI]; QUININE [WHO-DD]; Epitope ID:131786; SCHEMBL27031; CHININUM PURUM [HPUS]; GTPL2510; alpha-(6-Methoxy-4-quinoyl)-5-vinyl-2-quinclidinemethanol; Cinchonan-9-ol; 6-methoxy-; (8.alpha.;9R)-; sulfate; HMS2089E05; STR03990; Tox21_112389; BDBM50367247; s4495; AKOS017343662; Tox21_112389_1; DB00468; NCGC00166281-06; NCGC00274071-01; NS00002397; (3alpha;8alpha;9R)-6-methoxycinchonan-9-ol; EN300-258513; O12066; AB00375052-11; AB00375052-12; AB00375052_13; Q189522; Quinine; certified reference material; TraceCERT(R); BRD-K07940445-003-01-2; Q27166273; Z2235811384; (R)-(6-methoxy-4-quinolyl)-[(2S;4S;5R)-5-vinylquinuclidin-2-yl]methanol; (R)-(6-methoxyquinolin-4-yl)((2S;4S;5R)-5-vinylquinuclidin-2-yl)methanol; (5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl)-(6-methoxy-4-quinolinyl)methanol; (R)-[(2S;4S;5R)-1-Aza-5-vinylbicyclo[2.2.2]oct-2-yl](6-methoxyquinolin-4-yl)methanol; Quinine; suitable for fluorescence; anhydrous; >=98.0% (dried material; NT); (R)-[(1S;2S;4S;5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methanol; (R)-[(4S;5R;7S)-5-ethenyl-1-azabicyclo[2.2.2]octan-7-yl]-(6-methoxyquinolin-4-yl)methanol]

InChI Key

LOUPRKONTZGTKE-WZBLMQSHSA-N

InChI

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...

IUPAC Name

(R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol

CAS Number

130-95-0

Structure Information

Chemical Structure Visualization

SMILES Notation

2D Molecular Drawing

Carbon (C)

Hydrogen (H)

Oxygen (O)

Nitrogen (N)

Sulfur (S)

SDF

48 51 0 0 0 0 0 0 0 0999 V2000
4.7770 -1.6416 2.3360 C 0 0 0 0 0 0 0 0 0 0 0 0
5.2611 -1.4045 1.0180 O 0 0 0 0 0 0 0 0 0 0 0 0
4.5435 -0.736...

Download SDF File (4100 bytes)

Experimental Data

Activity Data

Target Ion Channel

Voltage-gated potassium channel subfamily B member 2

Uniprot Accession Number

Q92953

Function

Blocker

Species

Homo sapiens (Human)

IC₅₀

IC₅₀: 21700 nM

EC₅₀

N/A (Not available)

K_i

N/A (Not available)

K_d

N/A (Not available)

Inhibition

N/A (Not available)

Experimental Conditions

pH 7.4

Holding Potential

−80 to 40 mV mV

Temperature

19–22 °C

Test Method

Patch-clamping

Test Species

Xenopus laevis oocyte

Binding Information

Binding Site

Not specified

Binding Site Residue

Not specified

Disease Information

Related Disease

Not specified

References

DOI

10.1161/01.res.84.3.352

URL

N/A (Not available)

PMID

10024310

Patent

N/A (Not available)

Computed Properties

Heavy Atom Count

Rotatable Bonds

logP

3.1732

Complexity

95.0268

TPSA (Å²)

45.59

H-Bond Donors

H-Bond Acceptors

Ring Count

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