Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00577)
Name
Quinine
Synonyms    Click to Show/Hide the Synonyms of This API
Quinine; 130-95-0; Chinine; (-)-Quinine; Chinin; 6'-Methoxycinchonidine; (8S,9R)-Quinine; quinine sulfate; (R)-(-)-quinine; Quinine, Anhydrous; Qualaquin; chininum; quinina; Quinoline alkaloid; quinine bisulphate; UNII-A7V27PHC7A; Aflukin; Quinamm; Quinine sulphate; CHEBI:15854; Quinine HCl; 6-Methoxycinchonine; Cinchonan-9-ol, 6'-methoxy-, (8alpha,9R)-; A7V27PHC7A; Cinchonan-9-ol, 6'-methoxy-, (8a,9R)-; (R)-(6-methoxyquinolin-4-yl)((2S,4S,8R)-8-vinylquinuclidin-2-yl)methanol; Coco-Quinine; NSC 5362; MFCD00198096; 6'-Methoxycinchonan-9-ol; Quinine anhydrous; Quinine, tannate; Chinin [German]; Quinine tannate; Quinineanhydrous; GNF-Pf-506; (5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl)-(6-methoxy-4-quinolinyl)methanol; 6'-Methoxycinchonine; Quinine [BAN:NF]; CHEMBL170; Quinine tannate [USP]; UNII-26MX5YAL2R; NSC 192949; Quinsan; (8-alpha,9R)-6'-Methoxycinchonan-9-ol; (R)-(-)-Quinine, 6-methoxycinchonidine; CCRIS 5755; NSC192949; HSDB 2501; NSC-192949; (-)quinine; EINECS 205-003-2; EINECS 215-805-4; Dentojel (*Bisulfate heptathydrate*); (8S,9R)-6'-Methoxycinchonan-9-ol; Biquinate (*Bisulfate heptathydrate*); PubChem8014; Quinine, 90%; NSC667852; (9R)-6'-methoxy-8alpha-cinchonan-9-ol; Quine (*2:1 Sulfate salt*, dihydrate); (8.alpha.,9R)-6'-Methoxycinchonan-9-ol; Quinamm (*2:1 Sulfate salt*), dihydrate; Quinsan (*2:1 Sulfate salt*), dihydrate; Epitope ID:131786; EC 205-003-2; 26MX5YAL2R; SCHEMBL27031; Cinchonan-9-ol, 6'-methoxy-; GTPL2510; DTXSID0044280; Cinchonan-9-ol, 6'-methoxy-, (8.alpha.,9R)-, sulfate; (R)-(6-Methoxyquinolin-4-yl)((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methanol; HMS2089E05; 2-Quinuclidinemethanol, alpha-(6-methoxy-4-quinolyl)-5-vinyl-; ACT08125; STR03990; ZINC3831404; BDBM50367247; RW2068; AKOS017343662; ACN-048717; DB00468; 1407-83-6; WR297608; AB0013943; (3alpha,8alpha,9R)-6'-methoxycinchonan-9-ol; 18785-EP2272972A1; 18785-EP2272973A1; 18785-EP2275102A1; 18785-EP2275411A2; 18785-EP2277872A1; 18785-EP2287153A1; 18785-EP2305655A2; 18785-EP2308883A1; 18785-EP2314576A1; AB00375052-11; AB00375052-12; AB00375052_13; Cinchonan-9-ol, 6'-methoxy-, (8-alpha,9R)-; 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; (1R)-(6-methoxyquinolin-4-yl)((2S,4S,5R)-5-vinylquinuclidin-2-yl)methanol; Quinine, suitable for fluorescence, anhydrous, >=98.0% (dried material, NT)
Clinical Status
Approved
Disease Indication Malaria ICD-11: 1F40 [1]
PubChem CID
3034034
Formula
C20H24N2O2
Canonical SMILES
COC1=CC2=C(C=CN=C2C=C1)[C@H]([C@@H]3C[C@@H]4CCN3C[C@@H]4C=C)O
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
InChIKey
LOUPRKONTZGTKE-WZBLMQSHSA-N
   Click to Show/Hide the Molecular Data (Structure/Property) of This API
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=3034034"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 324.4 Topological Polar Surface Area 45.6
XlogP 2.9 Complexity 457
Heavy Atom Count 24 Rotatable Bond Count 4
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 4
Full List of Drug Formulations (DFMs) Containing This API
          Quinine 324 mg capsule Click to Show/Hide the Full List of Formulation(s):          6 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Sodium lauryl sulfate; Magnesium stearate; Ammonia; Ferric oxide red; Ferric oxide yellow; Ferrosoferric oxide; Propylene glycol; Titanium dioxide; Croscarmellose sodium; Silicon dioxide; Gelatin; Povidones; Shellac; Starch, corn
                   Dosage Form Oral Capsule
                   Company Mylan Pharamceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sodium lauryl sulfate DIG Info Solute carrier SLCO2B1 (Ki = 1.98 uM) [2]
Propylene glycol DIG Info Albendazole monooxygenase (Inhibition ratio < 20 %) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
             Drug Formulation 2 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Sodium lauryl sulfate; Magnesium stearate; Ferrosoferric oxide; Potassium hydroxide; Propylene glycol; Titanium dioxide; Silicon dioxide; Gelatin; Shellac; Starch, corn
                   Dosage Form Oral Capsule
                   Company Teva Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sodium lauryl sulfate DIG Info Solute carrier SLCO2B1 (Ki = 1.98 uM) [2]
Propylene glycol DIG Info Albendazole monooxygenase (Inhibition ratio < 20 %) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
             Drug Formulation 3 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Sodium lauryl sulfate; Magnesium stearate; Ferrosoferric oxide; Potassium hydroxide; Propylene glycol; Talc; Gelatin; Shellac; Starch, corn
                   Dosage Form Oral Capsule
                   Company Lupin Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sodium lauryl sulfate DIG Info Solute carrier SLCO2B1 (Ki = 1.98 uM) [2]
Propylene glycol DIG Info Albendazole monooxygenase (Inhibition ratio < 20 %) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
             Drug Formulation 4 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Magnesium stearate; Ammonia; Ferrosoferric oxide; Potassium hydroxide; Propylene glycol; Croscarmellose sodium; Povidone; Silicon dioxide; Cellulose, microcrystalline; Gelatin; Shellac; Starch, corn
                   Dosage Form Oral Capsule
                   Company Amneal Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Propylene glycol DIG Info Albendazole monooxygenase (Inhibition ratio < 20 %) [3]
Povidone DIG Info Cholesterol 25-hydroxylase (IC50 = 78.3 uM) [6]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
             Drug Formulation 5 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Magnesium stearate; Titanium dioxide; Silicon dioxide; Gelatin; Starch, corn
                   Dosage Form Oral Capsule
                   Company CorePharma; Ingenus Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
             Drug Formulation 6 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Magnesium stearate; Talc; Starch, corn
                   Dosage Form Oral Capsule
                   Company American Health Packaging
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
          Quinine 300 mg tablet Click to Show/Hide the Full List of Formulation(s):          3 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Lactose monohydrate; Fumaric acid; Magnesium stearate; Titanium dioxide; Triacetin; Hypromellose 2910 (3 mpa.s); Hypromellose 2910 (50 mpa.s); Hypromellose 2910 (6 mpa.s); Polydextrose; Polyethylene glycol 8000; Povidone k29/32
                   Dosage Form Extended Release Oral Tablet
                   Company Teva Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Fumaric acid DIG Info HIF-prolyl hydroxylase 2 (IC50 = 19000 nM) [5]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
             Drug Formulation 2 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Zinc stearate; Sucrose; Cellulose, microcrystalline; Starch, corn
                   Dosage Form Oral Tablet
                   Company Eon Labs
             Drug Formulation 3 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Calcium stearate; Cellulose, microcrystalline; Sodium starch glycolate type a potato; Starch, corn
                   Dosage Form Oral Tablet
                   Company Watson Laboratories
          Quinine 324 mg tablet Click to Show/Hide the Full List of Formulation(s):          1 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Magnesium stearate; Povidone; Silicon dioxide; Sodium alginate; Cellulose, microcrystalline; Hypromellose 2208 (15000 mpa.s); Starch, corn
                   Dosage Form Extended Release Oral Tablet
                   Company Richmond Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Povidone DIG Info Cholesterol 25-hydroxylase (IC50 = 78.3 uM) [6]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Sodium alginate DIG Info Albendazole monooxygenase (Inhibition ratio < 20 %) [3]
          Quinine 200 mg tablet Click to Show/Hide the Full List of Formulation(s):          2 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Zinc stearate; Sucrose; Cellulose, microcrystalline; Starch, corn
                   Dosage Form Oral Tablet
                   Company Eon Labs
             Drug Formulation 2 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Calcium stearate; Cellulose, microcrystalline; Sodium starch glycolate type a potato; Starch, corn
                   Dosage Form Oral Tablet
                   Company Carilion Materials Management; Watson Laboratories
References
1 FDA label for approved quinine from the official website of the U.S. Food and Drug Administration.
2 Bacterial metabolism rescues the inhibition of intestinal drug absorption by food and drug additives. Proc Natl Acad Sci U S A. 2020 Jul 7;117(27):16009-16018.
3 Pharmaceutical excipients inhibit cytochrome P450 activity in cell free systems and after systemic administration. Eur J Pharm Biopharm. 2008 Sep;70(1):279-88.
4 Effects of commonly used excipients on the expression of CYP3A4 in colon and liver cells. Pharm Res. 2010 Aug;27(8):1703-12.
5 Inhibitor scaffolds for 2-oxoglutarate-dependent histone lysine demethylases. J Med Chem. 2008 Nov 27; 51(22):7053-6.
6 Mediation of in vitro cytochrome p450 activity by common pharmaceutical excipients. Mol Pharm. 2013 Jul 1;10(7):2739-48.

If you find any error in data or bug in web service, please kindly report it to Dr. Zhang and Dr. Mou.