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T1268

Supelco

Testosterone

Synonym(s):

17β-Hydroxy-3-oxo-4-androstene, 17β-Hydroxy-4-androsten-3-one, 4-Androsten-17β-ol-3-one, trans-Testosterone

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About This Item

Empirical Formula (Hill Notation):
C19H28O2
CAS Number:
58-22-0
Molecular Weight:
288.42
Beilstein/REAXYS Number:
1915399
EC Number:
200-370-5
MDL number:
MFCD00003654
Pricing and availability is not currently available.

drug control

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

SMILES string

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

InChI

1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h11,14-17,21H,3-10H2,1-2H3/t14-,15-,16-,17-,18-,19-/m0/s1

InChI key

MUMGGOZAMZWBJJ-DYKIIFRCSA-N

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Biochem/physiol Actions

Testosterone secreted by the testis is converted to dihydrotestosterone in the target tissues where it appears to mediate many of the biological actions of testosterone. Androgens direct the development of the male phenotype during embryogenesis and at puberty.

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Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - 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

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
078F5965
078F59651

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Jenny Roy et al.
Bioorganic & medicinal chemistry, 15(8), 3003-3018 (2007-03-06)
In our efforts to develop compounds with therapeutic potential as antiandrogens, we synthesized a series of 5alpha-androstane-3alpha,17beta-diol derivatives with a fixed side-chain length of 3-methylenes at C-16alpha, but bearing a diversity of functional groups at the end. Among these, the
Annu A Söderholm et al.
Journal of medicinal chemistry, 48(4), 917-925 (2005-02-18)
We studied the three-dimensional quantitative structure-activity relationships (3D QSAR) of 70 structurally and functionally diverse androgen receptor (AR) binding compounds using the comparative molecular similarity indices analysis (CoMSIA) method. The compound set contained 67 nonsteroidal analogues of flutamide, nilutamide, and
Line Cantin et al.
The Journal of biological chemistry, 282(42), 30910-30919 (2007-08-23)
Antiandrogens are commonly used to treat androgen-dependent disorders. The currently used drugs unfortunately possess very weak affinity for the human AR (hAR), thus indicating the need to develop new high-affinity steroidal antiandrogens. Our compounds are specially designed to impede repositioning
Arjan van Oeveren et al.
Journal of medicinal chemistry, 49(21), 6143-6146 (2006-10-13)
The androgen receptor is a member of the extended family of nuclear receptors and is widely distributed throughout the body. Androgen therapy is used to compensate for low levels of the natural hormones testosterone (T) and dihydrotestosterone and consists of
Peng Cui et al.
Bioorganic & medicinal chemistry letters, 16(13), 3401-3405 (2006-05-03)
Lisofylline (LSF, 1-(5-R-hydroxyhexyl)-3,7-dimethylxanthine) is an anti-inflammatory agent that protects beta-cells from Th1 cytokine-induced dysfunction and reduces the onset of Type 1 diabetes in non-obese diabetic (NOD) mice. Due to its low potency, poor oral bioavailability, and short half-life, the widespread
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