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C3412

Sigma-Aldrich

Cyproterone acetate

≥98%

Synonyme(s) :

6-Chloro-1β,2β-dihydro-17-hydroxy-3′H-cyclopropa(1,2)-pregna-1,4,6-triene-3,20-dione acetate

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About This Item

Formule empirique (notation de Hill):
C24H29ClO4
Numéro CAS:
427-51-0
Poids moléculaire :
416.94
Numéro CE :
207-048-3
Numéro MDL:
MFCD00864671
Code UNSPSC :
41116107
ID de substance PubChem :
24278309
Nomenclature NACRES :
NA.77

Pureté

≥98%

Forme

powder

Température de stockage

2-8°C

Chaîne SMILES 

[H][C@@]12CC[C@](OC(C)=O)(C(C)=O)[C@@]1(C)CC[C@@]3([H])[C@@]2([H])C=C(Cl)C4=CC(=O)[C@@H]5C[C@@H]5[C@]34C

InChI

1S/C24H29ClO4/c1-12(26)24(29-13(2)27)8-6-16-14-10-20(25)19-11-21(28)15-9-18(15)23(19,4)17(14)5-7-22(16,24)3/h10-11,14-18H,5-9H2,1-4H3/t14-,15+,16-,17-,18-,22-,23-,24-/m0/s1

Clé InChI

UWFYSQMTEOIJJG-FDTZYFLXSA-N

Informations sur le gène

human ... AR(367) , NR3C1(2908) , PGR(5241)
mouse ... Nr3c1(14815)
rat ... Ar(24208)

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Application

Cyproterone acetate has been used to study its effects on insulin-like growth factor I secretion.

Actions biochimiques/physiologiques

Cyproterone acetate is a synthetic steroid and an androgen antagonist. It is a potent inhibitor of leukocyte migration through endothethial cell monolayers. Cyproterone acetate acts as a liver tumor promoter in experimental animal model. Liver tumor promotion appears to be female gender-specific, as formation of an active metabolite that forms DNA adducts.

Pictogrammes

Health hazardExclamation mark
GHS08,GHS07

Mention d'avertissement

Warning

Mentions de danger

H312 + H332,H351

Classification des risques

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Carc. 2

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

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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R Hofbauer et al.
Fertility and sterility, 72(4), 652-656 (1999-10-16)
To investigate the influence of ethinyl estradiol and cyproterone acetate in oral contraceptives on leukocyte migration through endothelial cell monolayers. Experimental in vitro prospective study. An academic research laboratory. Endothelial cells were cultured on microporous membranes to produce monolayers. Polymorphonuclear
Cody J Dey et al.
Hormones and behavior, 58(4), 599-605 (2010-07-10)
Proximate mediators of reproductive behaviors in vertebrates have a long history of study. In fishes, relatively few studies have focused on hormonal control of parental care, despite a comprehensive background on the general physiology of fishes, and the frequent occurrence
M J Tucker et al.
Carcinogenesis, 17(7), 1473-1476 (1996-07-01)
The synthetic progestin cyproterone acetate (CPA) has been shown to be a hepatocarcinogen in the rat, but little is known of its effects in mice. A 52 week CPA study in the mouse strain C57Bl/10J has been reported not to
Cara L Benjamin et al.
The Journal of steroid biochemistry and molecular biology, 91(3), 111-119 (2004-07-28)
Skeletal muscle has long been thought to be a target tissue for androgens, eliciting their effect through the androgen receptor. In order to better understand androgen receptor action, a series of mutated androgen receptors were developed and their degree of
Cyproterone, norethindrone, medroxyprogesterone and levonorgestrel are less potent local human growth hormone and insulin-like growth factor I secretion stimulators than progesterone in human breast cancer explants expressing the estrogen receptor
Milewicz T, et al.
Gynecological Endocrinology, 16(4), 319-329 (2002)
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