E1001

Sigma-Aldrich

Ethisterone

≥99% (HPLC)

Synonym(s):
17β-Hydroxy-4,17α-pregnen-20-yn-3-one, 4,17α-Pregnen-17β-ol-20-yn-3-one, 17α-Ethynyltestosterone
Empirical Formula (Hill Notation):
C21H28O2
CAS Number:
Molecular Weight:
312.45
Beilstein/REAXYS Number:
1889895
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

biological source

synthetic (organic)

sterility

non-sterile

assay

≥99% (HPLC)

form

powder

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

application(s)

cell culture | mammalian: suitable

mp

263-269 °C (lit.)

solubility

chloroform: methanol (1:1): 20 mg/mL, clear to slightly hazy, colorless to light yellow

originator

Novartis

shipped in

ambient

storage temp.

room temp

SMILES string

C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2CC[C@@]4(C)[C@H]3CC[C@@]4(O)C#C

InChI

1S/C21H28O2/c1-4-21(23)12-9-18-16-6-5-14-13-15(22)7-10-19(14,2)17(16)8-11-20(18,21)3/h1,13,16-18,23H,5-12H2,2-3H3/t16-,17+,18+,19+,20+,21+/m1/s1

InChI key

CHNXZKVNWQUJIB-CEGNMAFCSA-N

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General description

Ethisterone is a progestogen. It is a danazol derivative.

Application

Ethisterone has been used as a component in Dulbecco′s modified eagle medium (DMEM) to culture the transfected COS-7 cell for transient transfection assay and gene transfection assay.

Packaging

25, 100 g in glass bottle

Biochem/physiol Actions

Ethisterone acts as a progestational agent. It is consumed by pregnant mothers to prevent miscarriage.

Features and Benefits

This compound was developed by Novartis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Health hazardEnvironment

Signal Word

Danger

Hazard Statements

hazcat

Aquatic Acute 1 - Aquatic Chronic 1 - Repr. 1A

storage_class_code

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

WGK Germany

WGK 3

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

The inhibitory effects of danazol, danazol metabolites, gestrinone, and testosterone on the growth of human endometrial cells in vitro
Fertility and Sterility, 49(2), 224-228 (1988)
Hypothalamic, pituitary and sex hormones
Clinical Pharmacology, 596-614 (2012)
Evolutionary History and Functional Characterization of Androgen Receptor Genes in Jawed Vertebrates
Ogino Y, et al.
Endocrinology, 150(12), 5415-5427 (2009)
Ambiguous Genitalia in the Newborn
Avery's Diseases of the Newborn, 1286-1306 (2012)
Felicia H Stewart et al.
Obstetrics and gynecology, 105(6), 1389-1396 (2005-06-04)
To compare bleeding profiles and satisfaction among women using a norelgestromin/ethinyl estradiol (E2) transdermal contraceptive patch in an extended regimen to those among women using a traditional 28-day patch regimen. Healthy, regularly menstruating women (N = 239) were randomly assigned...

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