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Merck
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Principaux 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

Essai

≥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

Chaîne SMILES 

O[C@@]1([C@@]2([C@H]([C@H]3[C@@H]([C@H]4CCC(=O)C=C4C[C@H]3C)CC2)CC1)C)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).
Mibolerone is a synthetic anabolic steroid; potent androgen receptor agonist.
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

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Certificats d'analyse (COA)

Lot/Batch Number
126M4730V
023M4727V

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Erik J Tokar et al.
Differentiation; research in biological diversity, 73(9-10), 463-473 (2005-12-15)
Theories of cell lineage in human prostatic epithelium, based on protein expression, propose that basal and luminal cells: 1) are either independently capable of self-renewal or 2) arise from stem cells expressing a full spectrum of proteins (p63, cytokeratins CK5/14
Transcriptional down-regulation of c-myc in human prostate carcinoma cells by the synthetic androgen mibolerone.
Wolf DA, et al.
British Journal of Cancer, 65(3), 376?382-376?382 (1992)
Dian-qi Xin et al.
Beijing da xue xue bao. Yi xue ban = Journal of Peking University. Health sciences, 37(6), 638-640 (2005-12-27)
To identify the androgen-responsive genes in prostate and screen the molecular targets for further studying human prostate cancer. The potential androgen-responsive gene pituitary tumor transforming gene 1 (PTTG1) was selected which had been previously screened by cDNA microarray in rat
Shereen A Ghali et al.
The Journal of clinical endocrinology and metabolism, 88(5), 2185-2193 (2003-05-03)
Five mutations in the ligand-binding domain (LBD) of the human androgen receptor (hAR) found in patients with varying degrees of androgen insensitivity syndrome (AIS) were investigated for their effects on receptor dynamics. These were Arg(871)Gly (mild), Ser(814)Asn (partial), Glu(772)Ala (partial)
Linda Munson
Theriogenology, 66(1), 126-134 (2006-04-22)
Contraceptives are used for reversible reproductive control in genetically valuable wild felids, as permanent reproductive control in generic wild felids, and as an economically practicable means to control feral cats. The progestin contraceptives, megestrol acetate, melengesterol acetate, medroxyprogesterone acetate, and
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