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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

Quality Level

100

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
Emma Jane Gault et al.
BMJ (Clinical research ed.), 342, d1980-d1980 (2011-04-16)
To examine the effect of oxandrolone and the timing of pubertal induction on final height in girls with Turner's syndrome receiving a standard dose of growth hormone. Randomised, double blind, placebo controlled trial. Setting 36 paediatric endocrinology departments in UK
Shadab Salehpour et al.
Hormone research in paediatrics, 74(6), 428-435 (2010-07-16)
Constitutional delay of growth and puberty (CDGP) with short stature is one of the most common problems in pediatrics. We compared the effects of letrozole with that of oxandrolone on predicted adult height (PAH), puberty, bone mineral density, serum insulin-like
Demidmaa Tuvdendorj et al.
Surgery, 149(5), 645-653 (2011-02-22)
We recently showed that mechanisms of protein turnover in skeletal muscle are unresponsive to amino acid (AA) infusion in severely burned pediatric patients at 6 months postinjury. In the current study, we evaluated whether oxandrolone treatment affects mechanisms of protein
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