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Key Documents

SML0438

Sigma-Aldrich

Mibolerone

≥98% (HPLC)

Synonyme(s) :

(7α,17β)-17-Hydroxy-7,17-dimethylestr-4-en-3-one, 7α,17α-Dimethyl-19-nortestosterone

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About This Item

Formule empirique (notation de Hill):
C20H30O2
Numéro CAS:
3704-09-4
Poids moléculaire :
302.45
Numéro CE :
223-046-5
Code UNSPSC :
51111800
Nomenclature NACRES :
NA.77

Pureté

≥98% (HPLC)

Forme

powder

Contrôle du médicament

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

Couleur

white to beige

Solubilité

DMSO: 5 mg/mL, clear (warmed)

Température de stockage

2-8°C

InChI

1S/C20H30O2/c1-12-10-13-11-14(21)4-5-15(13)16-6-8-19(2)17(18(12)16)7-9-20(19,3)22/h11-12,15-18,22H,4-10H2,1-3H3/t12-,15+,16-,17+,18-,19+,20+/m1/s1

Clé InChI

PTQMMNYJKCSPET-OMHQDGTGSA-N

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Description générale

The synthetic androgen mibolerone (7α,17α dimethyl-19-nortestosterone) is an androgenic steroid.

Actions biochimiques/physiologiques

Mibolerone is a synthetic anabolic steroid with a similar profile of activity as R1881 (Metribolone) with a higher affinity (Kd = 1.5 nM) for the androgen receptor in human prostate tissue than R1881 (Kd = 2.3 nM).
The synthetic androgen mibolerone (7α,17α dimethyl-19-nortestosterone) reversibly blocks the multiplication of LNCaP (human prostate carcinoma cell line) cells. In prostate, liver, and cultured cells, it serves as an efficient radioactive ligand for the quantitation and characterization of androgen receptors.

Pictogrammes

Health hazard
GHS08

Mention d'avertissement

Danger

Mentions de danger

H360

Classification des risques

Repr. 1B

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

The use of radioactive 7α,17α?dimethyl?19?nortestosterone (mibolerone) in the assay of androgen receptors.
Schilling K and Liao S
Prostate, 5(6), 581-588 (1984)
M Bidosee et al.
International journal of andrology, 34(2), 124-137 (2010-06-16)
We previously showed that growth hormone (GH) receptors (GHR) are expressed in the most commonly studied human prostate cancer (PCa) cell lines and that GHR isoforms undergo differential, cell-type-specific hormonal regulation. We now report that human GH (hGH) can stimulate/modulate
Wayne Balkan et al.
Biochemical and biophysical research communications, 328(3), 783-789 (2005-02-08)
Despite their clinical importance for skeletal growth and homeostasis, the actions of androgens on osteoblastic cells are not well understood. MC3T3-E1 cells, a nontransformed murine preosteoblastic cell line, that traverse the stages of osteoblastic differentiation within 30 days in vitro
Eugene Bratoeff et al.
The Journal of steroid biochemistry and molecular biology, 111(3-5), 275-281 (2008-07-23)
In this study, we report the synthesis and biological evaluation of several new 3-substituted pregna-4,16-diene-6,20-dione derivatives (11a-11d). These compounds were prepared from the commercially available 16-dehydropregnenolone acetate. The biological effect of these steroids was demonstrated in in vivo and in
Elisa J Cops et al.
The Journal of steroid biochemistry and molecular biology, 110(3-5), 236-243 (2008-06-03)
Androgen signaling, mediated by the androgen receptor (AR), is a critical factor influencing growth of normal and malignant breast cells. Given the increasing use of exogenous androgens in women, a better understanding of androgen action in the breast is essential.
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