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C5145

Sigma-Aldrich

Chlormadinone acetate

≥98%

Synonym(s):

17α-Acetoxy-6-chloro-4,6-pregnadiene-3,20-dione, 6-Chloro-17α-hydroxy-4,6-pregnadiene-3,20-dione 17-acetate, 6-Chloro-6-dehydro-17α-acetoxyprogesterone, Gestafortin, Matrol, Menstridyl

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About This Item

Empirical Formula (Hill Notation):
C23H29ClO4
CAS Number:
302-22-7
Molecular Weight:
404.93
Beilstein:
2633614
EC Number:
206-118-0
MDL number:
MFCD00056471
UNSPSC Code:
41116107
PubChem Substance ID:
24892757
NACRES:
NA.77

Assay

≥98%

form

powder

SMILES string

[H][C@]12CC[C@@]3(C)[C@@]([H])(CC[C@]3(OC(C)=O)C(C)=O)[C@]1([H])C=C(Cl)C4=CC(=O)CC[C@]24C

InChI

1S/C23H29ClO4/c1-13(25)23(28-14(2)26)10-7-18-16-12-20(24)19-11-15(27)5-8-21(19,3)17(16)6-9-22(18,23)4/h11-12,16-18H,5-10H2,1-4H3/t16-,17+,18+,21-,22+,23+/m1/s1

InChI key

QMBJSIBWORFWQT-DFXBJWIESA-N

Gene Information

human ... PGR(5241)

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Biochem/physiol Actions

Review of progestogenic and related pharmacological effects of chlormadinone acetate.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Mercedes Gómez Vázquez et al.
American journal of clinical dermatology, 12 Suppl 1, 13-19 (2011-09-16)
The diagnosis and management of four cases of dermatological disorders, most of which are related to the endocrine disorder of androgen excess, are presented. Combined oral contraceptives (COCs) may be useful when well-tolerated hormonal therapy and/or when contraception is required.
Carolina Sales Vieira et al.
Contraception, 86(3), 268-275 (2012-04-03)
Polycystic ovary syndrome (PCOS) is an endocrine disorder associated with metabolic dysfunction and changes in cardiovascular risk markers, and using oral contraceptives (OCs) may exert a further negative effect on these alterations in patients with PCOS. Thus, the primary objective
Roberto Uras et al.
Contraception, 82(2), 131-138 (2010-07-27)
Chlormadinone acetate (CMA) is a progestin compound similar to progesterone, with antiandrogenic properties. In healthy eumenorrheic women, it was demonstrated that the monophasic estroprogestin formulation containing CMA (2 mg) plus ethinyl estradiol (EE) (30 mcg) (EE30+CMA) is efficacious both in
D Altun et al.
Toxicology and industrial health, 27(1), 29-33 (2010-08-18)
In this study, the effects of chlormadinon acetate (CMA) and CMA + nordihydroguaiaretic acid (NDGA) on various developmental stages of Drosophila melanogaster were investigated. Different concentrations of CMA (1.0; 3.0; 5.0 and 10.0 μM/100 mL medium) and CMA + NDGA
Ting Huang et al.
Die Pharmazie, 66(3), 212-215 (2011-05-11)
Chlormadinone acetate (CMA), a derivative of 17-a-hydroxyprogesterone, has been widely used as an orally effective progestogen in hormone replacement therapy (HRT). Glucuronidation catalyzed by UDP-glucuronosyltransferases (UGTs) is one of the major steps responsible for the metabolism of many drugs, environmental
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