Substance Name: Fluoxymesterone [USP:INN:BAN:JAN]
RN: 76-43-7
InChIKey: YLRFCQOZQXIBAB-RBZZARIASA-N

Note

  • An anabolic steroid that has been used in the treatment of male HYPOGONADISM, delayed puberty in males, and in the treatment of breast neoplasms in women.

Molecular Formula

  • C20-H29-F-O3

Molecular Weight

  • 336.4441
2D chemical structure of 76-43-7
 

Classification Codes

Classification Codes

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

Superlist Classification Code

  • DEA Schedule III

Links to Resources


Search for this InChIKey on the Web

Names and Synonyms

Name of Substance

  • Fluoxymesterone
  • Fluoxymesterone [USP:INN:BAN:JAN]

MeSH Heading

  • Fluoxymesterone

Synonyms

  • 11-beta,17-beta-Dihydroxy-9-alpha-fluoro-17-alpha-methyl-4-androster-3-one
  • 11beta,17beta-Dihydroxy-9alpha-fluoro-17alpha-methyl-4-androsten-3-one
  • 17-alpha-Methyl-9-alpha-fluoro-11-beta-hydroxytesterone
  • 4-08-00-02057 (Beilstein Handbook Reference)
  • 9-alpha-Fluoro-11-beta,17-beta-dihydroxy-17-alpha-methyl-4-androstene-3-one
  • 9-alpha-Fluoro-11-beta-hydroxy-17-methyltestosterone
  • 9-alpha-Fluoro-17-alpha-methyl-11-beta,17-dihydroxy-4-androsten-3-one
  • 9-Fluoro-11-beta,17-beta-dihydroxy-17-methylandrost-4-en-3-one
  • 9-Fluoro-11beta,17beta-dihydroxy-17-methylandrost-4-en-3-one
  • 9alpha-Fluoro-11beta,17beta-dihydroxy-17alpha-methyl-4-androstene-3-one
  • 9alpha-Fluoro-11beta-hydroxy-17-methyltestosterone
  • 9alpha-Fluoro-17alpha-methyl-11beta,17-dihydroxy-4-androsten-3-one
  • AI3-52940
  • Androfluorene
  • Androfluorone
  • Android
  • Android-F
  • Androst-4-en-3-one, 9-fluoro-11,17-dihydroxy-17-methyl-, (11beta,17beta)-
  • Androst-4-en-3-one, 9-fluoro-11beta,17beta-dihydroxy-17-methyl-
  • Androsterolo
  • Androxy
  • BRN 2008796
  • CCRIS 9036
  • EINECS 200-961-8
  • Fluoro-9-alpha dihydroxy-11-beta,17-beta methyl-17-alpha androstene-4 one-3
  • Fluoro-9-alpha dihydroxy-11-beta,17-beta methyl-17-alpha androstene-4 one-3 [French]
  • Fluossimesterone
  • Fluossimesterone [DCIT]
  • Fluosterone
  • Fluotestin
  • Fluoximesterona
  • Fluoximesterona [INN-Spanish]
  • Fluoximesterone
  • Fluoximesteronum
  • Fluoxymesterone
  • Fluoxymesteronum
  • Fluoxymesteronum [INN-Latin]
  • Fluoxymestrone
  • Flusteron
  • Flutestos
  • FXM
  • Halotestin
  • HSDB 3333
  • Neo-ormonal
  • NSC 10704
  • NSC-12165
  • Ora Testryl
  • Ora-Testryl
  • Oralsterone
  • Oratestin
  • Testoral
  • Testosterone, 9-fluoro-11beta-hydroxy-17-methyl-
  • U 6040
  • Ultandren
  • Ultandrene
  • UNII-9JU12S4YFY

Systematic Names

  • Androst-4-en-3-one, 9-fluoro-11,17-dihydroxy-17-methyl-, (11beta,17beta)-
  • Androst-4-en-3-one, 9-fluoro-11beta,17beta-dihydroxy-17-methyl- (VAN) (8CI)
  • Fluoxymesterone

Superlist Names

  • Anadroid-F
  • DEA No. 4000
  • Fluoxymesterone

Mixture Name

  • Halodrin

Registry Numbers

CAS Registry Number

  • 76-43-7

System Generated Number

  • 0000076437

Structure Descriptors

InChI

1S/C20H29FO3/c1-17-8-6-13(22)10-12(17)4-5-15-14-7-9-19(3,24)18(14,2)11-16(23)20(15,17)21/h10,14-16,23-24H,4-9,11H2,1-3H3/t14-,15-,16-,17-,18-,19-,20-/m0/s1

InChIKey

YLRFCQOZQXIBAB-RBZZARIASA-N

Smiles

[C@@]12([C@H]([C@H]3[C@](C[C@@H]2O)([C@@](CC3)(C)O)C)CCC2=CC(=O)CC[C@]12C)F

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
human TDLo oral 400ug/kg (.4mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"
Cancer Vol. 41, Pg. 758, 1978.
Link to PubMed
mouse LD50 intraperitoneal 2350mg/kg (2350mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Oyo Yakuri. Pharmacometrics. Vol. 14, Pg. 623, 1977.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 270 deg C   EXP
log P (octanol-water) 2.38 (none)   EXP
Water Solubility 67.5 mg/L 25 EST
Vapor Pressure 6.46E-10 mm Hg 25 EST
Henry's Law Constant 6.15E-10 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.06E-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.