Substance Name: Methyltestosterone [USP:INN:BAN:JAN]
RN: 58-18-4
InChIKey: GCKMFJBGXUYNAG-HLXURNFRSA-N

Note

  • A synthetic hormone used for androgen replacement therapy and as an hormonal antineoplastic agent (ANTINEOPLASTIC AGENTS, HORMONAL).

Molecular Formula

  • C20-H30-O2

Molecular Weight

  • 302.455
2D chemical structure of 58-18-4
 

Classification Codes

Classification Codes

  • Anabolic Agents
  • Androgen
  • Antineoplastic Agents
  • Antineoplastic agents, hormonal
  • Drug / Therapeutic Agent
  • Hormone
  • Hormones
  • Hormones, Hormone Substitutes, and Hormone Antagonists
  • Human Data
  • Mutation data
  • Reproductive Effect
  • Tumor data

Superlist Classification Code

  • DEA Schedule III

Links to Resources


Search for this InChIKey on the Web

Names and Synonyms

Name of Substance

  • 17-Methyltestosterone
  • Methyltestosterone
  • Methyltestosterone [USP:INN:BAN:JAN]

MeSH Heading

  • Methyltestosterone

Synonyms

  • (17-beta)-17-Hydroxy-17-methylandrost-4-en-3-one
  • 17(alpha)-Methyl-delta4-androsten-17(beta)-ol-3-one
  • 17-beta-Hydroxy-17-methylandrost-4-en-3-one
  • 17-Hydroxy-17-methyl-3-keto-androstene-4
  • 17alpha-Methyl-3-oxo-4-androsten-17beta-ol
  • 17alpha-Methyl-delta-androsten-17beta-ol-3-one
  • 17alpha-Methyltestosterone
  • 17beta-Hydroxy-17-methylandrost-4-en-3-one
  • 4-08-00-01010 (Beilstein Handbook Reference)
  • 4-Androstene-17-alpha-methyl-17-beta-ol-3-one
  • 4-Androstene-17alpha-methyl-17beta-ol-3-one
  • Android
  • Android 10
  • Android 25
  • Android 5
  • Andrometh
  • Androsan
  • Androsan (tablets)
  • Androsan (VAN)
  • Androst-4-en-3-one, 17-hydroxy-17-methyl-, (17beta)-
  • Androst-4-en-3-one, 17beta-hydroxy-17-methyl-
  • Androsten
  • Anertan
  • Anertan (tablets)
  • Anertan (VAN)
  • BRN 2057425
  • CCRIS 3723
  • CDB 110
  • Dumogran
  • EINECS 200-366-3
  • Glosso sterandryl
  • Glosso-sterandryl
  • Homandren
  • Homandren (VAN)
  • Homandren, tablets
  • Hormale
  • HSDB 3365
  • L 589.372
  • M.T.Mucorettes
  • Malestrone
  • Malogen
  • Masenone
  • Mastestona
  • Mesterone
  • Metandren
  • Metestone
  • Methitest
  • Methyltestosterone
  • Methyltestosteronum
  • Methyltestosteronum [INN-Latin]
  • Metiltestosterona
  • Metiltestosterona [INN-Spanish]
  • Metiltestosterone
  • Metiltestosterone [DCIT]
  • Metrone
  • Nabolin
  • Neo-hombreol-M
  • NSC 139965
  • NSC-9701
  • Nu-man
  • Oraviron
  • Orchisterone-M
  • Oreton
  • Oreton Methyl
  • Oreton-M
  • Oretron
  • Perandren
  • RU 24400
  • Steronyl
  • Synandrets
  • Synandrotabs
  • Syndren
  • Testhormone
  • Testora
  • Testoviron
  • Testoviron (tablet)
  • Testoviron (VAN)
  • Testovis (tablet)
  • Testovis Depot
  • Testred
  • U 2842
  • UNII-V9EFU16ZIF
  • Virilon

Systematic Names

  • 17alpha-Methyltestosterone
  • Androst-4-en-3-one, 17-beta-hydroxy-17-methyl-
  • Androst-4-en-3-one, 17-hydroxy-17-methyl-, (17beta)-
  • Androst-4-en-3-one, 17beta-hydroxy-17-methyl-
  • Methyltestosterone

Superlist Names

  • DEA No. 4000
  • Methyltestosterone

Mixture Names

  • Estan
  • Estratest
  • Premarin with Methyltestosterone

Registry Numbers

CAS Registry Number

  • 58-18-4

Other Registry Numbers

  • 1050679-28-1
  • 1300-17-0
  • 31745-24-1

System Generated Number

  • 0000058184

Structure Descriptors

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

Smiles

C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@]4(C)O)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo oral 39mg/kg/33W-I (39mg/kg) LIVER: "JAUNDICE, CHOLESTATIC" American Journal of Gastroenterology. Vol. 82, Pg. 461, 1987.
Link to PubMed
mouse LD50 intraperitoneal 400mg/kg (400mg/kg)   Drugs in Japan Vol. 6, Pg. 830, 1982.
mouse LD50 oral 1860mg/kg (1860mg/kg)   Drugs in Japan Vol. 6, Pg. 830, 1982.
mouse LD50 subcutaneous > 5gm/kg (5000mg/kg)   Drugs in Japan Vol. 6, Pg. 830, 1982.
rat LD50 intraperitoneal 1050mg/kg (1050mg/kg)   Drugs in Japan Vol. 6, Pg. 830, 1982.
rat LD50 oral 2500mg/kg (2500mg/kg)   Drugs in Japan Vol. 6, Pg. 830, 1982.
rat LD50 subcutaneous 5gm/kg (5000mg/kg)   Drugs in Japan Vol. 6, Pg. 830, 1982.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 163.5 deg C   EXP
log P (octanol-water) 3.36 (none)   EXP
Water Solubility 33.9 mg/L 25 EXP
Vapor Pressure 1.85E-08 mm Hg 25 EST
Henry's Law Constant 4.68E-09 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.03E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by Syracuse Research Corporation.
See all available property data for this compound, including references.