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Merck
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Documenti fondamentali

SML0438

Sigma-Aldrich

Mibolerone

≥98% (HPLC)

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C20H30O2
Numero CAS:
3704-09-4
Peso molecolare:
302.45
Numero CE:
223-046-5
Codice UNSPSC:
51111800
NACRES:
NA.77

Livello qualitativo

100

Saggio

≥98% (HPLC)

Stato

powder

Controllo stupefacenti

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

Colore

white to beige

Solubilità

DMSO: 5 mg/mL, clear (warmed)

Temperatura di conservazione

2-8°C

Stringa SMILE

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
PTQMMNYJKCSPET-OMHQDGTGSA-N

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Descrizione generale

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

Azioni biochim/fisiol

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.

Pittogrammi

Health hazard
GHS08

Avvertenze

Danger

Indicazioni di pericolo

H360

Classi di pericolo

Repr. 1B

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

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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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