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T1500

Sigma-Aldrich

Testosterone

≥98%

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:
1915399
EC Number:
200-370-5
MDL number:
MFCD00003654
UNSPSC Code:
51111800
PubChem Substance ID:
24899970
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

200

sterility

non-sterile

Assay

≥98%

form

powder

drug control

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

solubility

45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: soluble 18.2 mg/ml
absolute ethanol: soluble 0.5 mg/ml
chloroform: soluble 100 mg/mL, clear, colorless to very faintly yellow
H2O: insoluble
dioxane: soluble
methanol: soluble
methyl oleate: slightly soluble
vegetable oils: soluble

shipped in

ambient

storage temp.

room temp

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

Gene Information

human ... AR(367) , EBP(10682) , ESR1(2099) , PGR(5241) , SERPINA6(866) , SHBG(6462)
mouse ... Esr1(13982)
rat ... Ar(24208) , Esr1(24890) , Nr3c1(24413) , Nr3c2(25672) , Pgr(25154)

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Application

Testosterone has been used as a standard to study the developmental profile of steroid hormones in male and female rat brains. This hormone has also been used to evaluate its effects on muscle mass and signaling in mice.

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.

Features and Benefits

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
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.

Preparation Note

Testosterone dissolves in chloroform at 100 mg/ml to yield a clear, colorless to very faint yellow solution. It is also soluble in methanol, absolute ethanol (0.5 mg/ml), 45 percent (w/v) aqueous 2-hydroxypropyl-b-cyclodextrin (18.2 mg/ml), vegetable oils and dioxane. It is slightly soluble in methyl oleate and insoluble in water.

related product

Product No.
Description
Pricing

Signal Word

Danger

Hazard Statements

H302,H351,H360FD,H400

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - 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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Chikwendu Ibebunjo et al.
American journal of physiology. Endocrinology and metabolism, 300(2), E327-E340 (2010-11-04)
Declines in skeletal muscle size and strength, often seen with chronic wasting diseases, prolonged or high-dose glucocorticoid therapy, and the natural aging process in mammals, are usually associated with reduced physical activity and testosterone levels. However, it is not clear
Anne T M Konkle et al.
Endocrinology, 152(1), 223-235 (2010-11-12)
The prevailing view of sexual differentiation of mammalian brain is that androgen synthesized in the fetal and neonatal testis and aromatized centrally during a perinatal sensitive period is the sole source of brain estradiol and the primary determinant of sex
Frances S Chen et al.
Social cognitive and affective neuroscience, 10(6), 797-800 (2014-09-07)
Physical size and strength are associated with dominance and threat. The current study tested (i) whether men's evaluations of male strangers would be negatively influenced by cues indicating physical formidability, and (ii) whether these evaluations would be influenced by oxytocin
Jianzhen Li et al.
Biology of reproduction, 100(2), 468-478 (2018-11-13)
The role of androgenic steroids on ovarian development has attracted much attention in recent years, but the molecular mechanism is still largely unknown. In this study, using zebrafish as a model, we found that the trace metal zinc mediates the
Y Zimmerman et al.
Human reproduction update, 20(1), 76-105 (2013-10-02)
BACKGROUND; Combined oral contraceptives (COCs) reduce levels of androgen, especially testosterone (T), by inhibiting ovarian and adrenal androgen synthesis and by increasing levels of sex hormone-binding globulin (SHBG). Although this suppressive effect has been investigated by numerous studies over many
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