Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00421)
Name
Methyltestosterone
Synonyms    Click to Show/Hide the Synonyms of This API
methyltestosterone; 17-Methyltestosterone; 58-18-4; Testred; Metandren; Android; 17alpha-Methyltestosterone; Androsan; Androsten; Mesterone; Malestrone; Mastestona; Synandrets; Synandrotabs; Testhormone; Andrometh; Anertan; Dumogran; Homandren; Hormale; Malogen; Masenone; Metestone; Metrone; Nabolin; Oraviron; Steronyl; Syndren; Testora; Oreton Methyl; Glosso-sterandryl; Oreton-M; M.T.Mucorettes; Neo-Hombreol-M; Nu-man; Android 5; Android 10; Android 25; Methitest; Orchisterone-M; Testovis Depot; Homandren, tablets; NSC-9701; Estratest; Metiltestosterona; Methyltestosteronum; 17beta-Hydroxy-17-methylandrost-4-en-3-one; 17-Methyltestosteron; CDB 110; UNII-V9EFU16ZIF; RU 24400; Anertan, tablets; 17-Hydroxy-17-methyl-3-keto-androstene-4; 17alpha-Methyl-3-oxo-4-androsten-17beta-ol; 17-beta-Hydroxy-17-methylandrost-4-en-3-one; 4-Androstene-17alpha-methyl-17beta-ol-3-one; A-Methyltestosterone; METHYL TESTOSTERONE; U 2842; V9EFU16ZIF; 17alpha-Methyl-delta-androsten-17beta-ol-3-one; L 589.372; CHEBI:27436; Oreton M; Androsan, tablets; component of Estan; (17beta)-17-hydroxy-17-methylandrost-4-en-3-one; Neo-Hombreol [M]; Neo-Homobreol (M); Neo-Homobreol [M]; component of Gynetone; NSC-139965; Androst-4-en-3-one, 17-hydroxy-17-methyl-, (17b)-; NCGC00091009-03; component of Tylosterone; Glosso sterandryl; Testosterone, 17-methyl-; DSSTox_CID_13664; DSSTox_RID_79089; Anertan (tablets); DSSTox_GSID_33664; Homandren (VAN); Testovis (tablet); 17.alpha.-Methyltestosterone; 17.alpha.-Methyl-3-oxo-4-androsten-17.beta.-ol; Androsan (tablets); Androsan (VAN); Testoviron (VAN); Anertan (VAN); 4-Androstene-17.alpha.-methyl-17.beta.-ol-3-one; Androst-4-en-3-one, 17.beta.-hydroxy-17-methyl-; Testoviron (tablet); Oretron; Metiltestosterone; Estan (Salt/Mix); Metiltestosterone [DCIT]; Estratest HS; 17-alpha-Methyltestosterone; CAS-58-18-4; Estratest (Salt/Mix); Estratest H.S.; SMR000058528; Android (TN); CCRIS 3723; Methyltestosteronum [INN-Latin]; Metiltestosterona [INN-Spanish]; HSDB 3365; WLN: L E5 B666 OV MUTJ A E FQ F -B&AEF; EINECS 200-366-3; NSC 139965; BRN 2057425; component of Gynetone (Salt/Mix); Androst-4-en-3-one, 17-hydroxy-17-methyl-, (17beta)-; Premarin with methyltestosterone; Estratest-HS; 4-Androstene-17-alpha-methyl-17-beta-ol-3-one; NCGC00091009-04; NCGC00091009-05; Androst-4-en-3-one, 17beta-hydroxy-17-methyl-; Testred (TN); (17-beta)-17-Hydroxy-17-methylandrost-4-en-3-one; Premarin with Methyltestosterone (Salt/Mix); 17(alpha)-Methyl-delta4-androsten-17(beta)-ol-3-one; 17-Hydroxy-17-methylandrost-4-en-3-one #; Methyltestosterone ciii; 17a-methyltestosterone; Methyltestosterone [USP:INN:BAN:JAN]; Conjugated estrogens / methyltestosterone; 17-.beta.-Hydroxy-17-methylandrost-4-en-3-one; Androst-4-en-3-on-17.beta.-ol, 17.alpha.-methyl; Androst-4-ene-17.alpha.-methyl-17.beta.-ol-3-one; 17.beta.-Hydroxy-17.alpha.-methylandrost-4-en-3-one; 17.alpha.-methyl-.DELTA.4-androsten-17.beta.-ol-3-one; CHEMBL1395; SCHEMBL18657; 4-08-00-01010 (Beilstein Handbook Reference); Androst-4-en-3-one, 17-beta-hydroxy-17-methyl-; Conjugated estrogens mixture with methyltestosterone; Methyltestosterone mixture with conjugated estrogens; MLS000759474; MLS001424040; MLS002174282; GTPL6945; DTXSID1033664; CDB-110; NSC9701; HMS2051A14; HMS2272A06; HY-A0121; ZINC3814422; Tox21_113161; Tox21_113162; Tox21_400058; BDBM50410531; LMST02020029; Methyltestosterone (JP17/USP/INN); NSC139965; AKOS015917317; Tox21_113162_1; ACN-031982; CCG-100871; CS-5099; DB06710; GS-6594; MCULE-5274452426; NC00121; NCGC00091009-01; NCGC00091009-06; NCGC00091009-07; Oxandrolone impurity, methyltestosterone-; 262423-02-9; RU-24400; SMR001261452; 17alpha-Methyltestosterone, >=97.0% (HPLC); C07198; D00408; Methyltestosterone (17alpha-Methyltestosterone); U-2842; AB00443683-06; AB00443683-09; 17alpha-methyl-Delta4-androsten-17beta-ol-3-one; 17alpha-Methyltestosterone, solid (photosensitive); 17beta-Hydroxy-17alpha-methyl-4-androsten-3-one; Q421768; 17alpha-methyl-Delta(4)-androsten-17beta-ol-3-one; L-589372; L-589.372; 17(alpha)-methyl-Delta(4)-androsten-17(beta)-ol-3-one; 17-alpha-Methyltestosterone 100 microg/mL in Acetonitrile; 17alpha-Methyltestosterone, VETRANAL(TM), analytical standard; Methyltestosterone, European Pharmacopoeia (EP) Reference Standard; Methyltestosterone (17alpha-Methyltestosterone) 1.0 mg/ml in Acetonitrile; Methyltestosterone, United States Pharmacopeia (USP) Reference Standard
Clinical Status
Approved
Disease Indication Breast cancer ICD-11: 2C60 [1]
PubChem CID
6010
Formula
C20H30O2
Canonical SMILES
C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@]4(C)O)C
InChI
1S/C20H30O2/c1-18-9-6-14(21)12-13(18)4-5-15-16(18)7-10-19(2)17(15)8-11-20(19,3)22/h12,15-17,22H,4-11H2,1-3H3/t15-,16+,17+,18+,19+,20+/m1/s1
InChIKey
GCKMFJBGXUYNAG-HLXURNFRSA-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=6010"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 302.5 Topological Polar Surface Area 37.3
XlogP 3.4 Complexity 550
Heavy Atom Count 22 Rotatable Bond Count 0
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 2
Full List of Drug Formulations (DFMs) Containing This API
          Methyltestosterone 10 mg capsule 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
D&c yellow no. 10; Fd&c red no. 40; Fd&c blue no. 1; Fd&c blue no. 2; Magnesium stearate; Ferrosoferric oxide; Propylene glycol; Gelatin; Shellac; Starch, corn
                   Dosage Form Oral Capsule
                   Company Impax Generics
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 4.7 uM) [2]
FD&C blue no. 1 DIG Info Solute carrier SLCO2B1 (Ki = 13 uM) [3]
FD&C blue no. 2 DIG Info Adenosine receptor A3 (IC50 = 1 uM) [2]
Quinoline yellow WS DIG Info Estrogen receptor alpha (IC50 = 18 uM) [2]
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 2.59 uM) [3]
Propylene glycol DIG Info Albendazole monooxygenase (Inhibition ratio < 20 %) [4]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
             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
Fd&c red no. 40; Fd&c blue no. 1; Gelatin, unspecified; Starch, corn
                   Dosage Form Oral Capsule
                   Company Valeant Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 4.7 uM) [2]
FD&C blue no. 1 DIG Info Solute carrier SLCO2B1 (Ki = 13 uM) [3]
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 2.59 uM) [3]
          Methyltestosterone 10 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
Lactose monohydrate; Sodium lauryl sulfate; Magnesium stearate; Sucrose; Acacia; Guar gum; Powdered cellulose; Starch, corn
                   Dosage Form Oral Tablet
                   Company Impax Generics
                   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) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
References
1 Oral androgens in the treatment of hypogonadal impotent men. J Urol. 1994 Oct;152(4):1115-8.
2 The activities of drug inactive ingredients on biological targets. Science. 2020 Jul 24;369(6502):403-413.
3 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.
4 Pharmaceutical excipients inhibit cytochrome P450 activity in cell free systems and after systemic administration. Eur J Pharm Biopharm. 2008 Sep;70(1):279-88.
5 Effects of commonly used excipients on the expression of CYP3A4 in colon and liver cells. Pharm Res. 2010 Aug;27(8):1703-12.

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