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SML0437

Sigma-Aldrich

Oxandrolone

≥98% (HPLC)

Synonym(s):

17β-Hydroxy-17α-methyl-2-oxa-5α-androstan-3-one, 8075CB, NSC 67068, Oxandren, Provitar, SC 11585, Vasorome

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About This Item

Empirical Formula (Hill Notation):
C19H30O3
CAS Number:
53-39-4
Molecular Weight:
306.44
EC Number:
200-172-9
MDL number:
MFCD00198944
UNSPSC Code:
51111800
PubChem Substance ID:
329824720
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

optical activity

[α]/D -19 to -26°, c = 1 (CDCl3)

drug control

USDEA Schedule IIIN; regulated under CDSA - not available from Sigma-Aldrich Canada

color

white to beige

solubility

DMSO: 2 mg/mL (clear solution; warmed)

storage temp.

2-8°C

SMILES string

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

InChI

1S/C19H30O3/c1-17-11-22-16(20)10-12(17)4-5-13-14(17)6-8-18(2)15(13)7-9-19(18,3)21/h12-15,21H,4-11H2,1-3H3/t12-,13+,14-,15-,17-,18-,19-/m0/s1

InChI key

QSLJIVKCVHQPLV-PEMPUTJUSA-N

Gene Information

human ... AR(367)

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Biochem/physiol Actions

Oxandrolone is a synthetic anabolic steroid. It is is a non-aromatizable androgen with no estrogenic effects and with mild androgenic activity. Clinical uses of oxandrolone include to promote weight gain after weight loss following extensive surgery or chronic infections or trauma, to offset the protein catabolism associated with prolonged administration of corticosteroids, to relieve bone pain frequently accompanying osteoporosis, and to treat Turner′s syndrome in girls.

Features and Benefits

This compound is featured on the Nuclear Receptors (Steroids) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H351,H360FD

Hazard Classifications

Carc. 2 - Repr. 1B

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Rhonda Orr et al.
Drugs, 64(7), 725-750 (2004-03-18)
There has been increasing interest in the development of effective agents that can be safely used to promote anabolism in the clinical setting for patients with chronic wasting conditions as well as in the prevention and treatment of frailty associated
Susan R Rose et al.
Pediatric blood & cancer, 61(1), 11-19 (2013-09-11)
A majority of Fanconi anemia (FA) patients will experience bone marrow failure (BMF) and androgen therapy (most often oxymetholone) may be utilized as a treatment to improve BMF-related cytopenias. However, oxymetholone is associated with toxicities making identification of other agents
Leonie A Menke et al.
Hormone research in paediatrics, 75(2), 115-122 (2010-09-04)
The weak androgen oxandrolone (Ox) may increase height but may also affect glucose metabolism in girls with Turner syndrome (TS). In a randomized, placebo-controlled, double-blind study, we assessed the effect of Ox at a dosage of either 0.06 or 0.03
Alka Garg et al.
Burns : journal of the International Society for Burn Injuries, 37(7), 1150-1153 (2011-07-19)
Many references exist in the literature identifying the usefulness of oxandrolone in treating muscle wasting due to various conditions including severe burns. However, there is an absence of dosage form alternatives as it is only available as tablets. The dose
Gina Choi et al.
Clinics in liver disease, 16(2), 371-385 (2012-05-01)
Alcoholic hepatitis is a frequent reason for admission and a common consultation request for hepatologists and gastroenterologists. Although it seems to occur acutely, it is usually subacute and often superimposed on underlying alcoholic cirrhosis. Typically patients have a background of
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