Skip Navigation
ChemIDplus Lite•Browse•Advanced

Substance Name: Oxymetholone [USAN:USP:INN:BAN:JAN]
RN: 434-07-1
UNII: L76T0ZCA8K
InChIKey: ICMWWNHDUZJFDW-DHODBPELSA-N

Note

  • A synthetic hormone with anabolic and androgenic properties. It is used mainly in the treatment of anemias. According to the Fourth Annual Report on Carcinogens (NTP 85-002), this compound may reasonably be anticipated to be a carcinogen. (From Merck Index, 11th ed).

Molecular Formula

  • C21-H32-O3

Molecular Weight

  • 332.4808
 

Classification Codes

Classification Codes

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

Superlist Classification Codes

  • DEA Schedule III
  • Reasonably Anticipated to be a Carcinogen
* denotes mobile formatted website

Links to Resources

NLM Resources (File Locators)

Regulatory Agencies (Superlist Locators)

Other Resources (Internet Locators)


Search for this InChIKey on the Web

Names and Synonyms

Name of Substance

  • Oxymetholone
  • Oxymetholone [USAN:USP:INN:BAN:JAN]

MeSH Heading

  • Oxymetholone

Synonyms

  • 17-alpha-Methyl-2-hydroxymethylene-17-hydroxy-5-alpha-androstan-3-one
  • 17-beta-Hydroxy-2-(hydroxymethylene)-17-alpha-methyl-5-alpha-androstan-3-one
  • 17-beta-Hydroxy-2-hydroxymethylene-17-alpha-methyl-3-androstanone
  • 17-Hydroxy-2-(hydroxymethylene)-17-methyl-5-alpha-17-beta-androst-3-one
  • 17-Hydroxy-5-alpha-androstan-3-one
  • 17alpha-Methyl-2-hydroxymethylene-17-hydroxy-5alpha-androstan-3-one
  • 17beta-Hydroxy-2-(hydroxymethylene)-17-methyl-5alpha-androstan-3-one
  • 2-Hydroxymethylene-17-alpha-methyl-17-beta-hydroxy-3-androstanone
  • 2-Hydroxymethylene-17-alpha-methyl-5-alpha-androstan-17-beta-ol-3-one
  • 2-Hydroxymethylene-17-alpha-methyl-dihydrotestosterone
  • 2-Hydroxymethylene-17alpha-methyl-17beta-hydroxy-3-adrostanone
  • 2-Hydroxymethylene-17alpha-methyl-17beta-hydroxy-5alpha-androstan-3-one
  • 2-Hydroxymethylene-17alpha-methyl-5alpha-androstan-17beta-ol-3-one
  • 2-Hydroxymethylene-17alpha-methylandrostan-17beta-ol-3-one
  • 2-Hydroxymethylene-17alpha-methyldihydrotestosterone
  • 4,5-Dihydro-2-hydroxymethylene-17-alpha-methyltestosterone
  • 4,5alpha-Dihydro-2-hydroxymethylene-17alpha-methyltestosterone
  • 5alpha-Androstan-3-one, 17beta-hydroxy-2-(hydroxymethylene)-17-methyl-
  • Adroidin
  • Adroyd
  • Anadrol
  • Anadrol-50
  • Anadroyd
  • Anapolon
  • Anasteron
  • Anasterone
  • Androstan-3-one, 17-hydroxy-2-(hydroxymethylene)-17-methyl-, (alpha,17beta)-
  • Becorel
  • CCRIS 492
  • CI 406
  • CI-406
  • Dynasten
  • EINECS 207-098-6
  • HMD
  • HSDB 3374
  • Methabol
  • Nastenon
  • NSC 26198
  • NSC-26,198
  • Ossimetolone
  • Ossimetolone [DCIT]
  • Oximetalonu
  • Oximetholonum
  • Oximetolona
  • Oximetolona [INN-Spanish]
  • Oxitosona-50
  • Oxymethalone
  • Oxymethenolone
  • Oxymetholone
  • Oxymetholonum
  • Oxymetholonum [INN-Latin]
  • Pavisoid
  • Plenastril
  • Protanabol
  • Roboral
  • Synasteron
  • UNII-L76T0ZCA8K
  • Zenalosyn

Systematic Names

  • 5-alpha,17-beta-Androstan-3-one, 17-hydroxy-2-(hydroxymethylene)-17-methyl-
  • 5-alpha-Androstan-3-one, 17-beta-hydroxy-2-(hydroxymethylene)-17-methyl- (8CI)
  • Androstan-3-one, 17-hydroxy-2-(hydroxymethylene)-17-methyl-, (5-alpha,17-beta)- (9CI)
  • Androstan-3-one, 17-hydroxy-2-(hydroxymethylene)-17-methyl-, (5alpha,17beta)-
  • Androstano(2,3-c)(1,2,5)oxadiazol-17-ol, 17-methyl-, (5-alpha,17-beta)- (9CI)
  • Oxymetholone

Superlist Names

  • 17alpha-Methyl-2-hydroxymethylene-17beta-hydroxy-5alpha-androstan-3-one
  • Androstan-3-one, 17-hydroxy-2-(hydroxymethylene)-17-methyl-, (5alpha,17beta)-
  • DEA No. 4000
  • Oxymetholone
  • Oxymetholone [Androgenic steroids, anabolic]

Registry Numbers

CAS Registry Number

  • 434-07-1

FDA UNII

  • L76T0ZCA8K

System Generated Number

  • 0000434071

Structure Descriptors

InChI

InChI=1S/C21H32O3/c1-19-11-13(12-22)18(23)10-14(19)4-5-15-16(19)6-8-20(2)17(15)7-9-21(20,3)24/h12,14-17,22,24H,4-11H2,1-3H3/b13-12-/t14-,15+,16-,17-,19-,20-,21-/m0/s1

InChIKey

ICMWWNHDUZJFDW-DHODBPELSA-N

Smiles

C[C@]1(O)CC[C@H]2[C@@H]3CC[C@H]4CC(=O)\C(=C/O)\C[C@]4(C)[C@H]3CC[C@]12C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
human TDLo oral 46mg/kg/14W-I (46mg/kg) LIVER: LIVER FUNCTION TESTS IMPAIRED JAMA, Journal of the American Medical Association. Vol. 240, Pg. 243, 1978.
rat LD50 intraperitoneal > 1gm/kg (1000mg/kg)   Drugs in Japan Vol. 6, Pg. 156, 1982.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 179 deg C   EXP
log P (octanol-water) 3.610 (none)   EST
Atmospheric OH Rate Constant 1.12E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.