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Merck
CN

SML0438

Mibolerone

≥98% (HPLC)

别名:

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

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关于此项目

经验公式（希尔记法）:
C20H30O2
化学文摘社编号:
3704-09-4
分子量:
302.45
UNSPSC Code:
51111800
EC Number:
223-046-5
NACRES:
NA.77

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SMILES string

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 key

PTQMMNYJKCSPET-OMHQDGTGSA-N

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

assay

≥98% (HPLC)

form

powder

drug control

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

color

white to beige

solubility

DMSO: 5 mg/mL, clear (warmed)

storage temp.

2-8°C

Quality Level

100

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General description

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

Biochem/physiol Actions

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.

pictograms

Health hazard
GHS08

signalword

Danger

hcodes

H360

Hazard Classifications

Repr. 1B

存储类别

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

法规信息

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分析证书(COA)

Lot/Batch Number
126M4730V
023M4727V

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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)
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
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
R J Edmondson et al.
British journal of cancer, 86(6), 879-885 (2002-04-16)
The pathogenesis of epithelial ovarian cancer remains unclear. From epidemiological studies raised levels of androgens have been implicated to increase the risk of developing the disease. The purpose of this study was to determine the responses of normal human ovarian
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
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