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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

signalword

Danger

Hazard Classifications

Carc. 2 - Repr. 1B

Storage Class

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

wgk_germany

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
Martha P D Zeger et al.
Hormone research in paediatrics, 75(1), 38-46 (2010-08-25)
Untreated girls with Turner syndrome (TS) have growth failure, and adult height is, on average, 20 cm less than predicted height. Treatment with growth hormone (GH) is now standard of care. The objective of this study was to investigate the
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
William A Bauman et al.
Annals of internal medicine, 158(10), 718-726 (2013-05-22)
Anabolic steroids have been reported to improve wound healing. To determine whether oxandrolone increases the percentage of target pressure ulcers (TPUs) that heal compared with placebo and whether healed ulcers remain closed 8 weeks after treatment. Parallel-group, placebo-controlled, randomized trial
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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