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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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Oscar J Pozo et al.
Journal of mass spectrometry : JMS, 43(3), 394-408 (2007-11-27)
The suitability of liquid chromatography tandem mass spectrometry (LC-MS/MS) and gas chromatography mass spectrometry (GC-MS) for the elucidation of fluoxymesterone metabolism has been evaluated. Electrospray ionization (ESI) and collision induced dissociation (CID) fragmentation in LC-MS/MS and electron impact spectra (EI)
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
J Aisner et al.
Journal of clinical oncology : official journal of the American Society of Clinical Oncology, 13(6), 1443-1452 (1995-06-01)
We sought to compare three doxorubicin-based therapies for metastatic breast cancer for response frequency, time to treatment failure (TTF), and survival. Women with metastatic breast cancer who had measurable disease, required laboratory tests, had received no prior chemotherapy for metastases
C Rose et al.
Breast cancer research and treatment, 61(2), 103-110 (2000-08-15)
The efficacy of combined endocrine therapy with tamoxifen (TAM), aminoglutethimide (AG), and hydrocortisone (H) or tamoxifen and fluoxymesterone (FLU) was evaluated against treatment with tamoxifen alone in 311 patients above 65 years of age with a first recurrence of a
L Del Mastro et al.
Breast cancer research and treatment, 43(2), 183-190 (1997-04-01)
The role of amenorrhea induced by chemotherapy in premenopausal women with early breast cancer is very controversial. Analyses by various authors of the effect of drug-induced amenorrhea (DIA) on treatment outcome have yielded conflicting results. In order to gain insight
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