Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00600)
Name
Ritonavir
Synonyms    Click to Show/Hide the Synonyms of This API
ritonavir; 155213-67-5; Norvir; ABT-538; Abbott 84538; A-84538; ABBOTT-84538; UNII-O3J8G9O825; CHEBI:45409; O3J8G9O825; MFCD00927142; NSC693184; Ritonavir, 98%; NSC-693184; NCGC00159462-02; NCGC00183130-01; Norvir Softgel; DSSTox_CID_28553; DSSTox_RID_82825; DSSTox_GSID_48627; ABT538; ABT 538; DRG-0244; SMR000466395; Norvir (TM); Norvir (TN); CAS-155213-67-5; HSDB 7160; Ritonavire; TMC 114r; Ritonavir [USAN:USP:INN:BAN]; Ritonavir & PLGA; PubChem20003; Abbot 84538; CHEMBL163; SCHEMBL6679; Ritonavir (JAN/USP/INN); BIDD:PXR0023; cc-542; MLS000759541; MLS001424063; MLS006011764; BIDD:GT0387; GTPL8804; DTXSID1048627; Ritonavir, >=98% (HPLC); AOB1044; HMS2051B08; HMS2235O10; HMS3715L22; Pharmakon1600-01502391; Ritonavir related compounds mixture; EBD15480; ZINC3944422; Tox21_112969; Tox21_113431; AC-733; BDBM50088504; NSC760369; STK634209; AKOS000280930; Ritonavir & Poly-lactide-co-glycolide; Tox21_112969_1; CCG-101007; CS-0432; DB00503; KS-5017; MCULE-9029064305; NC00257; NSC-760369; SB19160; MRF-0000287; NCGC00159462-03; NCGC00159462-04; NCGC00159462-07; HY-90001; AB0071565; MLS000759541-02; SW197637-2; C07240; D00427; W-5223; AB00639991-06; AB00639991-08; AB00639991_09; AB00639991_10; 111505-EP2298751A2; 114619-EP2269994A1; 114619-EP2287155A1; 114619-EP2292234A1; 114619-EP2292613A1; 114619-EP2298783A1; 200988-EP2272825A2; 213R675; Q422618; J-009178; BRD-K51485625-001-07-6; Ritonavir solution, 1.0 mg/mL in acetonitrile, certified reference material
Clinical Status
Approved
Disease Indication Human immunodeficiency virus infection ICD-11: 1C60 [1]
PubChem CID
392622
Formula
C37H48N6O5S2
Canonical SMILES
CC(C)C1=NC(=CS1)CN(C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC2=CC=CC=C2)C[C@@H]([C@H](CC3=CC=CC=C3)NC(=O)OCC4=CN=CS4)O
InChI
1S/C37H48N6O5S2/c1-24(2)33(42-36(46)43(5)20-29-22-49-35(40-29)25(3)4)34(45)39-28(16-26-12-8-6-9-13-26)18-32(44)31(17-27-14-10-7-11-15-27)41-37(47)48-21-30-19-38-23-50-30/h6-15,19,22-25,28,31-33,44H,16-18,20-21H2,1-5H3,(H,39,45)(H,41,47)(H,42,46)/t28-,31-,32-,33-/m0/s1
InChIKey
NCDNCNXCDXHOMX-XGKFQTDJSA-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=392622"></iframe>
3D MOL is unavailable 2D MOL
Physicochemical Properties Molecular Weight 720.9 Topological Polar Surface Area 202
XlogP 6 Complexity 1040
Heavy Atom Count 50 Rotatable Bond Count 18
Hydrogen Bond Donor Count 4 Hydrogen Bond Acceptor Count 9
Full List of Drug Formulations (DFMs) Containing This API
          Ritonavir 100 mg tablet Click to Show/Hide the Full List of Formulation(s):          4 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 stearyl fumarate; Sorbitan monolaurate; Anhydrous dibasic calcium phosphate; Talc; Titanium dioxide; Polyethylene glycol 3350; Polyethylene glycol 400; Polysorbate 80; Silicon dioxide; Copovidone k25-31; Hydroxypropyl cellulose (type h); Hypromelloses
                   Dosage Form Oral Tablet
                   Company RedPharm
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sodium stearyl fumarate DIG Info Leukemia K562 cells (IC50 = 20.2 ug.mL-1) [2]
Polysorbate 80 DIG Info Prostaglandin G/H synthase 1 (IC50 = 1 uM) [3]
Calcium hydrogenphosphate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Sorbitan monolaurate DIG Info Multidrug resistance protein 1 (Inhibition ratio > 70 %) [5]
Polyethylene glycol 3350 DIG Info Albendazole monooxygenase (Protein expression upregulation) [4]
Polyethylene glycol 400 DIG Info Albendazole monooxygenase (IC50 = 10.77 mg.mL-1) [6]
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 stearyl fumarate; Sorbitan monolaurate; Anhydrous dibasic calcium phosphate; Talc; Titanium dioxide; Polyethylene glycol 3350; Polyethylene glycol 400; Polysorbate 80; Silicon dioxide; Copovidone k25-31; Hydroxypropyl cellulose (1200000 mw); Hypromellose, unspecified
                   Dosage Form Oral Tablet
                   Company A-S Medication Solutions
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sodium stearyl fumarate DIG Info Leukemia K562 cells (IC50 = 20.2 ug.mL-1) [2]
Polysorbate 80 DIG Info Prostaglandin G/H synthase 1 (IC50 = 1 uM) [3]
Calcium hydrogenphosphate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Sorbitan monolaurate DIG Info Multidrug resistance protein 1 (Inhibition ratio > 70 %) [5]
Polyethylene glycol 3350 DIG Info Albendazole monooxygenase (Protein expression upregulation) [4]
Polyethylene glycol 400 DIG Info Albendazole monooxygenase (IC50 = 10.77 mg.mL-1) [6]
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 stearyl fumarate; Sorbitan monolaurate; Anhydrous dibasic calcium phosphate; Talc; Titanium dioxide; Polyethylene glycol 3350; Polyethylene glycol 400; Polysorbate 80; Silicon dioxide; Copovidone k25-31; Hydroxypropyl cellulose (type h); Hypromelloses
                   Dosage Form Oral Tablet
                   Company AbbVie; Avera McKennan Hospital; RemedyRepack
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sodium stearyl fumarate DIG Info Leukemia K562 cells (IC50 = 20.2 ug.mL-1) [2]
Polysorbate 80 DIG Info Prostaglandin G/H synthase 1 (IC50 = 1 uM) [3]
Calcium hydrogenphosphate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Sorbitan monolaurate DIG Info Multidrug resistance protein 1 (Inhibition ratio > 70 %) [5]
Polyethylene glycol 3350 DIG Info Albendazole monooxygenase (Protein expression upregulation) [4]
Polyethylene glycol 400 DIG Info Albendazole monooxygenase (IC50 = 10.77 mg.mL-1) [6]
Silicon dioxide 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
Sodium stearyl fumarate; Sorbitan monolaurate; Talc; Titanium dioxide; Polyethylene glycol 3350; Polyethylene glycol 400; Polysorbate 80; Silicon dioxide; Calcium phosphate, dibasic, anhydrous; Copovidone k25-31; Hydroxypropyl cellulose (type h); Hypromelloses
                   Dosage Form Oral Tablet
                   Company A-S Medication Solutions
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sodium stearyl fumarate DIG Info Leukemia K562 cells (IC50 = 20.2 ug.mL-1) [2]
Polysorbate 80 DIG Info Prostaglandin G/H synthase 1 (IC50 = 1 uM) [3]
Sorbitan monolaurate DIG Info Multidrug resistance protein 1 (Inhibition ratio > 70 %) [5]
Polyethylene glycol 3350 DIG Info Albendazole monooxygenase (Protein expression upregulation) [4]
Polyethylene glycol 400 DIG Info Albendazole monooxygenase (IC50 = 10.77 mg.mL-1) [6]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
          Ritonavir 100 mg capsule 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
Oleic acid; Butylated hydroxytoluene; Ferric oxide red; Titanium dioxide; Polyoxyl 35 castor oil; Alcohol; Gelatin
                   Dosage Form Oral Capsule
                   Company AbbVie
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Oleic acid DIG Info Liver lipid-binding protein (Ki = 180 nM) [7]
Butylated hydroxytoluene DIG Info Carbonic anhydrase II (Ki = 630 nM) [8]
Polyoxyl 35 castor oil DIG Info Cholesterol 25-hydroxylase (EC50 = 1.1 uM) [9]
References
1 FDA label for approved ritonavir from the official website of the U.S. Food and Drug Administration.
2 Synthesis and evaluation of (-)-Massoialactone and analogues as potential anticancer and anti-inflammatory agents. Eur J Med Chem. 2014 Apr 9; 76:291-300.
3 The activities of drug inactive ingredients on biological targets. Science. 2020 Jul 24;369(6502):403-413.
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 Effect of excipients on breast cancer resistance protein substrate uptake activity. J Control Release. 2007 Dec 4;124(1-2):1-5.
6 Pharmaceutical excipients inhibit cytochrome P450 activity in cell free systems and after systemic administration. Eur J Pharm Biopharm. 2008 Sep;70(1):279-88.
7 Characterization of the drug binding specificity of rat liver fatty acid binding protein. J Med Chem. 2008 Jul 10; 51(13):3755-64.
8 Carbonic anhydrase inhibitors. Inhibition of human erythrocyte isozymes I and II with a series of antioxidant phenols. Bioorg Med Chem. 2009 Apr 15; 17(8):3207-11.
9 Mediation of in vitro cytochrome p450 activity by common pharmaceutical excipients. Mol Pharm. 2013 Jul 1;10(7):2739-48.

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