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F7751

Sigma-Aldrich

Fluoxymesterone

solid (photosensitive)

Synonym(s):

11β,17β-Dihydroxy-9α-fluoro-17α-methyl-4-androsten-3-one, 9α-Fluoro-11β,17β-dihydroxy-17α-methylandrost-4-en-3-one, 9α-Fluoro-11β-hydroxy-17α-methyltestosterone

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About This Item

Empirical Formula (Hill Notation):
C20H29FO3
CAS Number:
76-43-7
Molecular Weight:
336.44
EC Number:
200-961-8
MDL number:
MFCD00010480
UNSPSC Code:
51111800
PubChem Substance ID:
24894947

biological source

Porcine pancreas
bovine milk (other parts like skeletal muscle/bile/bone/connective tissue/skin)
microbial (Mycobacterium sp.)

form

solid (photosensitive)

drug control

USDEA Schedule III; Home Office Schedule 4.2; regulated under CDSA - not available from Sigma-Aldrich Canada

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

color

white

solubility

H2O: ≤0.5 mg/mL
45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 6.4 mg/mL
ethanol: 7.3 mg/mL

application(s)

forensics and toxicology
veterinary

shipped in

ambient

storage temp.

room temp

SMILES string

[H][C@@]12CC[C@](C)(O)[C@@]1(C)C[C@H](O)[C@@]3(F)[C@@]2([H])CCC4=CC(=O)CC[C@]34C

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

InChI key

YLRFCQOZQXIBAB-RBZZARIASA-N

Gene Information

human ... AR(367) , ESR1(2099) , PRLR(5618)

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Biochem/physiol Actions

Fluoxymesterone is an androgen and anabolic steroid.

pictograms

Health hazard
GHS08

signalword

Warning

hcodes

H361

pcodes

P281

Hazard Classifications

Repr. 2

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
107F0814
069H1210
062H0194
057H1128
020H0318

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Cornelia Fürstenberger et al.
Toxicological sciences : an official journal of the Society of Toxicology, 126(2), 353-361 (2012-01-26)
Anabolic androgenic steroids (AAS) are testosterone derivatives used either clinically, in elite sports, or for body shaping with the goal to increase muscle size and strength. Clinically developed compounds and nonclinically tested designer steroids often marketed as food supplements are
Toktam Zohoorian-Abootorabi et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 88, 177-191 (2012-01-06)
This study was designed to examine the interaction of two anti-breast cancer drugs, i.e., fluoxymesterone (FLU) and cyclophosphamide (CYC), with human serum albumin (HSA) using different kinds of spectroscopic, zeta potential and molecular modeling techniques under imitated physiological conditions. The
J E Olson et al.
Cancer, 79(6), 1138-1149 (1997-03-15)
The purpose of this study was to test the role of radiotherapy following total mastectomy, axillary dissection, and adjuvant systemic therapy in the management of operable locally advanced breast carcinoma. After undergoing mastectomy and axillary dissection, 426 patients with locally
Jeffrey N Miner et al.
Endocrinology, 148(1), 363-373 (2006-10-07)
A number of conditions, including osteoporosis, frailty, and sexual dysfunction in both men and women have been improved using androgens. However, androgens are not widely used for these indications because of the side effects associated with these drugs. We describe
S M Stanley et al.
Journal of chromatography. B, Biomedical sciences and applications, 704(1-2), 119-128 (1998-03-28)
In this study the equine metabolism of fluoxymesterone (9alpha-fluoro-11beta-17beta-dihydroxy-17alpha-meth ylandrost-4-ene-3-one) given orally has been investigated. The parent material was not detected, but two major 16-hydroxy metabolites which corresponded to a mono- and a di-hydroxylation product were evident. One of the
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