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Merck

C3412

Cyproterone acetate

≥98%

Synonym(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

Empirical Formula (Hill Notation):
C24H29ClO4
CAS Number:
427-51-0
Molecular Weight:
416.94
NACRES:
NA.77
PubChem Substance ID:
24278309
UNSPSC Code:
41116107
EC Number:
207-048-3
MDL number:
MFCD00864671
Assay:
≥98%
Form:
powder
Quality level:
100

Key Documents

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Quality Level

100

assay

≥98%

form

powder

storage temp.

2-8°C

SMILES string

[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

InChI key

UWFYSQMTEOIJJG-FDTZYFLXSA-N

Gene Information

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.

Biochem/physiol Actions

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.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCS9077
MKCS6850
MKCJ5081
MKCB5032
MKBW5125V

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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
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
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
Marta Díaz et al.
The Journal of clinical endocrinology and metabolism, 97(10), 3630-3638 (2012-07-14)
The aim was to compare the effects of a traditional therapy (an oral estroprogestagen) to those of a novel treatment (a low-dose combination of generics) in adolescent girls with androgen excess. In an open-label trial over 1 yr, 34 adolescents
Lucía Cea-Soriano et al.
Cancer epidemiology, 36(2), 198-205 (2011-09-29)
The aetiology of meningiomas is largely unknown although hormones have been suggested to play a role. A cohort study was performed to evaluate hormone-related factors associated with meningioma. Patients (12-89 years) with a first diagnosis of meningioma (January 1996-June 2008)
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