Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00289)
Name
Fluvastatin
Synonyms    Click to Show/Hide the Synonyms of This API
fluvastatin; 93957-54-1; (3R,5S)-fluvastatin; (3R,5S,6E)-7-[3-(4-fluorophenyl)-1-(propan-2-yl)-1H-indol-2-yl]-3,5-dihydroxyhept-6-enoic acid; (+)-(3R,5S)-fluvastatin; (E,3R,5S)-7-[3-(4-fluorophenyl)-1-propan-2-ylindol-2-yl]-3,5-dihydroxyhept-6-enoic acid; CHEBI:38565; (3R,5S,6E)-7-[3-(4-fluorophenyl)-1-isopropyl-1H-indol-2-yl]-3,5-dihydroxyhept-6-enoic acid; (3R,5S,E)-7-(3-(4-Fluorophenyl)-1-isopropyl-1H-indol-2-yl)-3,5-dihydroxyhept-6-enoic acid; (3R,5S,6E)-7-[3-(4-fluorophenyl)-1-(1-methylethyl)-1H-indol-2-yl]-3,5-dihydroxyhept-6-enoic acid; CHEMBL1078; Fluvastatin & Primycin; (-)-fluvastatin; (E,3R,5S)-7-[3-(4-fluorophenyl)-1-isopropyl-indol-2-yl]-3,5-dihydroxy-hept-6-enoic acid; (3R,5S)-7-[3-(4-fluorophenyl)-1-propan-2-ylindol-2-yl]-3,5-dihydroxyhept-6-enoic acid; PubChem10727; DSSTox_CID_636; Prestwick2_000859; SCHEMBL2846; DSSTox_RID_75707; DSSTox_GSID_20636; (3R,5S,6E)-rel-7-[3-(4-Fluorophenyl)-1-(1-methylethyl)-1H-indol-2-yl]-3,5-dihydroxy-6-heptenoic acid; SCHEMBL556754; GTPL2951; DTXSID2020636; BDBM86704; CHEBI:93160; HMS2089P06; HMS3259J15; Pharmakon1600-01504911; ACT03305; ZINC1886617; Tox21_302765; DL-108; HY-14664B; NSC758896; CCG-213323; NC00659; NSC-758896; NCGC00256490-01; CAS-93957-54-1; CAS_93957-54-1; CS-0019897; EN300-51915; W-5176; 957F541; Q417942; SR-05000001489-1; BRD-K66296774-001-02-0; UNII-4L066368AS component FJLGEFLZQAZZCD-MCBHFWOFSA-N; (E)-(3R,5S)-7-[3-(4-Fluoro-phenyl)-1-isopropyl-1H-indol-2-yl]-3,5-dihydroxy-hept-6-enoic acid; 6-Heptenoic acid, 7-[3-(4-fluorophenyl)-1-(1-methylethyl)-1H-indol-2-yl]-3,5-dihydroxy-, (3R,5S,6E)-; Fluvastatin sodium L1483
Clinical Status
Approved
Disease Indication Hypertriglyceridaemia ICD-11: 5C80 [1]
PubChem CID
446155
Formula
C24H26FNO4
Canonical SMILES
CC(C)N1C2=CC=CC=C2C(=C1/C=C/[C@H](C[C@H](CC(=O)O)O)O)C3=CC=C(C=C3)F
InChI
1S/C24H26FNO4/c1-15(2)26-21-6-4-3-5-20(21)24(16-7-9-17(25)10-8-16)22(26)12-11-18(27)13-19(28)14-23(29)30/h3-12,15,18-19,27-28H,13-14H2,1-2H3,(H,29,30)/b12-11+/t18-,19-/m1/s1
InChIKey
FJLGEFLZQAZZCD-MCBHFWOFSA-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=446155"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 411.5 Topological Polar Surface Area 82.7
XlogP 3.5 Complexity 590
Heavy Atom Count 30 Rotatable Bond Count 8
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 5
Full List of Drug Formulations (DFMs) Containing This API
          Fluvastatin 20 mg capsule 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
Methylparaben; Sodium lauryl sulfate; Butylparaben; Calcium carbonate; Benzyl alcohol; Magnesium stearate; Propylparaben; Sodium propionate; Edetate calcium disodium; Ferric oxide red; Ferric oxide yellow; Ferrosoferric oxide; Sodium bicarbonate; Talc; Titanium dioxide; Carboxymethylcellulose sodium; Silicon dioxide; Cellulose, microcrystalline; Gelatin; Starch, corn
                   Dosage Form Oral Capsule
                   Company Novartis Pharmaceuticals Corporation; Physicians Total Care
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
methylparaben DIG Info Carbonic anhydrase VII (Ki = 780 nM) [2]
Benzyl alcohol DIG Info Indoleamine 2,3-dioxygenase 1 (IC50 = 1400 nM) [3]
Butylparaben DIG Info Estrogen receptor alpha (IC50 = 1420 nM) [4]
Sodium lauryl sulfate DIG Info Solute carrier SLCO2B1 (Ki = 1.98 uM) [5]
Calcium carbonate DIG Info Carbonic anhydrase IX (Ki = 8600 nM) [6]
Propyl 4-hydroxybenzoate DIG Info Estrogen receptor alpha (IC50 = 11 uM) [7]
Carboxymethylcellulose sodium DIG Info Albendazole monooxygenase (EC50 = 12.6 uM) [8]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [9]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [9]
             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; Ammonia; Ferric oxide red; Ferric oxide yellow; Ferrosoferric oxide; Propylene glycol; Talc; Titanium dioxide; Crospovidone; Gelatin; Shellac; Starch, corn
                   Dosage Form Oral Capsule
                   Company Carilion Materials Management
                   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) [5]
Propylene glycol DIG Info Albendazole monooxygenase (Inhibition ratio < 20 %) [10]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [9]
Crospovidone DIG Info Albendazole monooxygenase (Protein expression downregulation) [9]
             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; Ammonia; Ferric oxide red; Ferric oxide yellow; Ferrosoferric oxide; Propylene glycol; Talc; Titanium dioxide; Crospovidone, unspecified; Gelatin, unspecified; 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) [5]
Propylene glycol DIG Info Albendazole monooxygenase (Inhibition ratio < 20 %) [10]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [9]
             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
Lactose monohydrate; Magnesium stearate; Ferric oxide red; Ferric oxide yellow; Ferrosoferric oxide; Potassium hydroxide; Propylene glycol; Titanium dioxide; Silicon dioxide; Crospovidone (15 mpa.s at 5%); Gelatin, unspecified; Shellac
                   Dosage Form Oral Capsule
                   Company Teva 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 %) [10]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [9]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [9]
          Fluvastatin 40 mg capsule 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
Methylparaben; Sodium lauryl sulfate; Butylparaben; Calcium carbonate; Benzyl alcohol; Magnesium stearate; Propylparaben; Sodium propionate; Edetate calcium disodium; Ferric oxide red; Ferric oxide yellow; Ferrosoferric oxide; Sodium bicarbonate; Talc; Titanium dioxide; Carboxymethylcellulose sodium; Silicon dioxide; Cellulose, microcrystalline; Gelatin; Starch, corn
                   Dosage Form Oral Capsule
                   Company Novartis Pharmaceuticals Corporation; Physicians Total Care
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
methylparaben DIG Info Carbonic anhydrase VII (Ki = 780 nM) [2]
Benzyl alcohol DIG Info Indoleamine 2,3-dioxygenase 1 (IC50 = 1400 nM) [3]
Butylparaben DIG Info Estrogen receptor alpha (IC50 = 1420 nM) [4]
Sodium lauryl sulfate DIG Info Solute carrier SLCO2B1 (Ki = 1.98 uM) [5]
Calcium carbonate DIG Info Carbonic anhydrase IX (Ki = 8600 nM) [6]
Propyl 4-hydroxybenzoate DIG Info Estrogen receptor alpha (IC50 = 11 uM) [7]
Carboxymethylcellulose sodium DIG Info Albendazole monooxygenase (EC50 = 12.6 uM) [8]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [9]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [9]
             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; Ammonia; Ferric oxide red; Ferric oxide yellow; Ferrosoferric oxide; Propylene glycol; Talc; Titanium dioxide; Crospovidone; Gelatin; Shellac; Starch, corn
                   Dosage Form Oral Capsule
                   Company Carilion Materials Management
                   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) [5]
Propylene glycol DIG Info Albendazole monooxygenase (Inhibition ratio < 20 %) [10]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [9]
Crospovidone DIG Info Albendazole monooxygenase (Protein expression downregulation) [9]
             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; Ammonia; Ferric oxide red; Ferric oxide yellow; Ferrosoferric oxide; Propylene glycol; Talc; Titanium dioxide; Crospovidone, unspecified; Gelatin, unspecified; 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) [5]
Propylene glycol DIG Info Albendazole monooxygenase (Inhibition ratio < 20 %) [10]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [9]
             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
Lactose monohydrate; Magnesium stearate; Ferric oxide red; Ferric oxide yellow; Ferrosoferric oxide; Potassium hydroxide; Propylene glycol; Titanium dioxide; Silicon dioxide; Crospovidone (15 mpa.s at 5%); Gelatin, unspecified; Shellac
                   Dosage Form Oral Capsule
                   Company Teva 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 %) [10]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [9]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [9]
          Fluvastatin 80 mg tablet Click to Show/Hide the Full List of Formulation(s):          5 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; Ferric oxide red; Talc; Titanium dioxide; Lecithin, soybean; Polyvinyl alcohol; Silicon dioxide; Hydroxypropyl cellulose, unspecified; Hypromellose, unspecified; Polyethylene glycol, unspecified; Starch, corn
                   Dosage Form 24 HR Extended Release Oral Tablet
                   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) [5]
Polyvinyl alcohol DIG Info Debrisoquine 4-hydroxylase (EC50 = 354.8 uM) [8]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [9]
Soybean lecithin DIG Info Albendazole monooxygenase (IC50 = 6.61 mg.mL-1) [10]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [9]
             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
Magnesium stearate; Talc; Titanium dioxide; Polyethylene glycol 3350; Polyethylene glycol 4000; Crospovidone (15 mpa.s at 5%); Hydroxyethyl cellulose (5500 mpa.s at 2%); Microcrystalline cellulose; Polyvinyl alcohol, unspecified
                   Dosage Form 24 HR Extended Release Oral Tablet
                   Company Teva 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) [9]
Polyethylene glycol 3350 DIG Info Albendazole monooxygenase (Protein expression upregulation) [9]
Polyethylene glycol 4000 DIG Info Albendazole monooxygenase (Inhibition ratio < 40 %) [10]
             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
Magnesium stearate; Ferric oxide yellow; Titanium dioxide; Potassium bicarbonate; Povidone; Cellulose, microcrystalline; Hydroxypropyl cellulose; Hypromellose 2208 (15000 mpa.s); Polyethylene glycol 8000
                   Dosage Form 24 HR Extended Release Oral Tablet
                   Company Novartis Pharmaceuticals Corporation
                   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) [8]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [9]
             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; Ferric oxide yellow; Titanium dioxide; Potassium bicarbonate; Povidone; Cellulose, microcrystalline; Hydroxypropyl cellulose; Hypromellose 2208 (15000 mpa.s); Polyethylene glycol 8000
                   Dosage Form 24 HR Extended Release Oral Tablet
                   Company Physicians Total Care
                   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) [8]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [9]
             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; Ferric oxide yellow; Titanium dioxide; Potassium bicarbonate; Cellulose, microcrystalline; Hydroxypropyl cellulose (type h); Hypromellose 2208 (15000 mpa.s); Polyethylene glycol 8000; Povidones
                   Dosage Form 24 HR Extended Release Oral Tablet
                   Company Carilion Materials Management; Sandoz
                   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) [9]
          Fluvastatin Sodium eq 80mg base extended release 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
Crospovidone; Hydroxyethyl Cellulose; Magnesium Stearate; Microcrystalline Cellulose; Polyethylene Glycol; Polyvinyl Alcohol Partially Hydrolyzed; Talc; Titanium Dioxide
                   Dosage Form Extended Release Tablet
                   Company Teva Pharmaceuticals Usa
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Polyvinyl alcohol DIG Info Debrisoquine 4-hydroxylase (EC50 = 354.8 uM) [8]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [9]
Crospovidone DIG Info Albendazole monooxygenase (Protein expression downregulation) [9]
Polyethylene glycol 4000 DIG Info Albendazole monooxygenase (Inhibition ratio < 40 %) [10]
             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
Microcrystalline Cellulose; Hydroxypropyl Cellulose; Hydroxypropyl Methyl Cellulose; Potassium Bicarbonate; Povidone; Magnesium Stearate; Yellow Iron Oxide; Titanium Dioxide; Polyethylene Glycol 8000
                   Dosage Form Extended Release Tablet
                   Company Sandoz
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Hydroxypropyl cellulose DIG Info Mephenytoin 4-hydroxylase (EC50 = 89.5 uM) [8]
Hypromellose DIG Info Cytochrome P450 3A5 (IC50 = 19.4 uM) [8]
Povidone DIG Info Cholesterol 25-hydroxylase (IC50 = 78.3 uM) [8]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [9]
References
1 FDA label for approved fluvastatin from the official website of the U.S. Food and Drug Administration.
2 Mono-/dihydroxybenzoic acid esters and phenol pyridinium derivatives as inhibitors of the mammalian carbonic anhydrase isoforms I, II, VII, IX, XII and XIV. Bioorg Med Chem. 2013 Mar 15; 21(6):1564-9.
3 O-alkylhydroxylamines as rationally-designed mechanism-based inhibitors of indoleamine 2,3-dioxygenase-1. Eur J Med Chem. 2016 Jan 27; 108:564-576.
4 Disconnecting the Estrogen Receptor Binding Properties and Antimicrobial Properties of Parabens through 3,5-Substitution. ACS Med Chem Lett. 2017 Dec 15; 9(1):51-55.
5 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.
6 Carbonic anhydrase inhibitors. Inhibition of isozymes I, II, IV, V, and IX with anions isosteric and isoelectronic with sulfate, nitrate, and carbonate. Bioorg Med Chem Lett. 2005 Feb 1; 15(3):567-71.
7 The activities of drug inactive ingredients on biological targets. Science. 2020 Jul 24;369(6502):403-413.
8 Mediation of in vitro cytochrome p450 activity by common pharmaceutical excipients. Mol Pharm. 2013 Jul 1;10(7):2739-48.
9 Effects of commonly used excipients on the expression of CYP3A4 in colon and liver cells. Pharm Res. 2010 Aug;27(8):1703-12.
10 Pharmaceutical excipients inhibit cytochrome P450 activity in cell free systems and after systemic administration. Eur J Pharm Biopharm. 2008 Sep;70(1):279-88.

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