Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00261)
Name
Exemestane
Synonyms    Click to Show/Hide the Synonyms of This API
EXEMESTANE; 107868-30-4; Aromasin; Aromasine; 6-Methyleneandrosta-1,4-diene-3,17-dione; Fce 24304; Exemestano; Exemestanum; Exemestanum [INN-Latin]; Exemestano [INN-Spanish]; FCE-24304; 6-Methylene-androsta-1,4-diene-3,17-dione; UNII-NY22HMQ4BX; FCE24304; Androsta-1,4-diene-3,17-dione, 6-methylene-; 6-methylideneandrosta-1,4-diene-3,17-dione; NY22HMQ4BX; PNU-155971; CHEBI:4953; Aromasil; NSC713563; DSSTox_CID_3037; DSSTox_RID_76844; DSSTox_GSID_23037; Exemestane [USAN:INN:BAN]; Nikidess; (8alpha,10alpha,13alpha)-6-Methylideneandrosta-1,4-Diene-3,17-Dione; Aromasin (TN); SMR000466314; CAS-107868-30-4; HSDB 7463; Curator_000009; Exemestane (JAN/USP/INN); CCRIS 9351; NCGC00095289-01; Exemestane; aromasin; Exemestane, Aromasin; PNU 155971; PubChem5810; SCHEMBL6215; Aromasin (Pharmacia Upjohn); Exemestane(FCE 24304); MLS000759419; MLS001424062; GTPL7073; 6-Methylenandrosta-1,17-dione; CHEMBL1200374; DTXSID5023037; Exemestane, >=98% (HPLC); AOB5604; SYN3023; BCPP000235; HMS2051J04; HMS3713H12; BCP23353; ZINC3973334; Tox21_111499; ANW-63402; BDBM50398447; MFCD00866994; AKOS015840113; AKOS015895161; Tox21_111499_1; AC-2171; BCP9000676; CCG-100995; CS-1766; DB00990; KS-5136; NC00245; NSC-713563; NCGC00271596-03; 6-methylenandrost-1,4-dien-3,17-dione; AS-31053; CPD000466314; HY-13632; BCP0726000226; 6-Methylen-androst-1,4-diene-3,17-dione; AB0063735; C08162; D00963; Z-4332; AB00639936-06; AB00639936-08; AB00639936-09; AB00639936-10; AB00639936_11; Q418819; SR-01000759393; SR-01000759393-4; BRD-K33425534-001-12-5; Exemestane, European Pharmacopoeia (EP) Reference Standard; Exemestane, United States Pharmacopeia (USP) Reference Standard; Exemestane, Pharmaceutical Secondary Standard; Certified Reference Material
Clinical Status
Approved
Disease Indication Breast cancer ICD-11: 2C60 [1]
PubChem CID
60198
Formula
C20H24O2
Canonical SMILES
C[C@]12CC[C@H]3[C@H]([C@@H]1CCC2=O)CC(=C)C4=CC(=O)C=C[C@]34C
InChI
1S/C20H24O2/c1-12-10-14-15-4-5-18(22)20(15,3)9-7-16(14)19(2)8-6-13(21)11-17(12)19/h6,8,11,14-16H,1,4-5,7,9-10H2,2-3H3/t14-,15-,16-,19+,20-/m0/s1
InChIKey
BFYIZQONLCFLEV-DAELLWKTSA-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=60198"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 296.4 Topological Polar Surface Area 34.1
XlogP 3.1 Complexity 653
Heavy Atom Count 22 Rotatable Bond Count 0
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 2
Full List of Drug Formulations (DFMs) Containing This API
          Exemestane 25 mg tablet 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
Methylparaben; Magnesium stearate; Mannitol; Magnesium carbonate; Sucrose; Titanium dioxide; Crospovidone; Hypromellose; Polyethylene glycol 6000; Polysorbate 80; Polyvinyl alcohol; Silicon dioxide; Cellulose, microcrystalline; Sodium starch glycolate type a potato
                   Dosage Form Oral Tablet
                   Company 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]
Mannitol DIG Info Glycine receptor alpha-1 (EC50 = 12589.25 nM) [3]
Hypromellose DIG Info Cytochrome P450 3A5 (IC50 = 19.4 uM) [4]
Polysorbate 80 DIG Info Prostaglandin G/H synthase 1 (IC50 = 1 uM) [5]
Polyvinyl alcohol DIG Info Debrisoquine 4-hydroxylase (EC50 = 354.8 uM) [4]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [6]
Crospovidone DIG Info Albendazole monooxygenase (Protein expression downregulation) [6]
Polyethylene glycol 6000 DIG Info Albendazole monooxygenase (Inhibition ratio < 70 %) [7]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [6]
             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
Lactose monohydrate; Sodium lauryl sulfate; Butylated hydroxytoluene; Magnesium stearate; Butylated hydroxyanisole; Magnesium carbonate; Sodium bicarbonate; Sucrose; Titanium dioxide; Triacetin; Polysorbate 80; Silicon dioxide; Cellulose, microcrystalline; Crospovidone (15 mpa.s at 5%); Hypromelloses; Polyethylene glycols; Sodium starch glycolate type a potato
                   Dosage Form Oral Tablet
                   Company Mylan Pharamceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Butylated hydroxytoluene DIG Info Carbonic anhydrase II (Ki = 630 nM) [8]
Sodium lauryl sulfate DIG Info Solute carrier SLCO2B1 (Ki = 1.98 uM) [9]
Butylhydroxyanisole DIG Info Prostaglandin G/H synthase 2 (IC50 = 2.6 uM) [5]
Polysorbate 80 DIG Info Prostaglandin G/H synthase 1 (IC50 = 1 uM) [5]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [6]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [6]
             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
Methylparaben; Magnesium stearate; Mannitol; Magnesium carbonate; Sucrose; Titanium dioxide; Polyethylene glycol 6000; Polysorbate 80; Silicon dioxide; Crospovidone (15 mpa.s at 5%); Hypromellose, unspecified; Microcrystalline cellulose; Polyvinyl alcohol, unspecified
                   Dosage Form Oral Tablet
                   Company Greenstone; Pharmacia and Upjohn Company
                   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]
Mannitol DIG Info Glycine receptor alpha-1 (EC50 = 12589.25 nM) [3]
Polysorbate 80 DIG Info Prostaglandin G/H synthase 1 (IC50 = 1 uM) [5]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [6]
Polyethylene glycol 6000 DIG Info Albendazole monooxygenase (Inhibition ratio < 70 %) [7]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [6]
             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; Mannitol; Titanium dioxide; Polysorbate 80; Silicon dioxide; Crospovidone (15 mpa.s at 5%); Hypromellose, unspecified; Microcrystalline cellulose; Polyethylene glycol, unspecified; Sodium starch glycolate type a potato
                   Dosage Form Oral Tablet
                   Company Upsher-Smith Laboratories
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Mannitol DIG Info Glycine receptor alpha-1 (EC50 = 12589.25 nM) [3]
Polysorbate 80 DIG Info Prostaglandin G/H synthase 1 (IC50 = 1 uM) [5]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [6]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [6]
             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; Mannitol; Titanium dioxide; Triacetin; Polysorbate 80; Cellulose, microcrystalline; Hypromelloses; Polydextrose; Polyethylene glycol 8000; Povidone k29/32; Sodium starch glycolate type a potato
                   Dosage Form Oral Tablet
                   Company West-Ward Pharmaceticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Mannitol DIG Info Glycine receptor alpha-1 (EC50 = 12589.25 nM) [3]
Polysorbate 80 DIG Info Prostaglandin G/H synthase 1 (IC50 = 1 uM) [5]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [6]
             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; Mannitol; Titanium dioxide; Crospovidone; Cellulose, microcrystalline; Copovidone k25-31; Hypromelloses; Polyethylene glycols; Sodium starch glycolate type a potato
                   Dosage Form Oral Tablet
                   Company Alvogen; American Health Packaging
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Mannitol DIG Info Glycine receptor alpha-1 (EC50 = 12589.25 nM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [6]
Crospovidone DIG Info Albendazole monooxygenase (Protein expression downregulation) [6]
References
1 FDA label for approved exemestane 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 Pharmacological property optimization for allosteric ligands: A medicinal chemistry perspective. Bioorg Med Chem Lett. 2017 Jun 1; 27(11):2239-2258.
4 Mediation of in vitro cytochrome p450 activity by common pharmaceutical excipients. Mol Pharm. 2013 Jul 1;10(7):2739-48.
5 The activities of drug inactive ingredients on biological targets. Science. 2020 Jul 24;369(6502):403-413.
6 Effects of commonly used excipients on the expression of CYP3A4 in colon and liver cells. Pharm Res. 2010 Aug;27(8):1703-12.
7 Pharmaceutical excipients inhibit cytochrome P450 activity in cell free systems and after systemic administration. Eur J Pharm Biopharm. 2008 Sep;70(1):279-88.
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 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.

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