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Merck

E1001

Ethisterone

synthetic (organic), ≥99% (HPLC), Danazol metabolite, powder

Synonym(s):

17α-Ethynyltestosterone, 17β-Hydroxy-4,17α-pregnen-20-yn-3-one, 4,17α-Pregnen-17β-ol-20-yn-3-one

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About This Item

Empirical Formula (Hill Notation):
C21H28O2
CAS Number:
434-03-7
Molecular Weight:
312.45
NACRES:
NA.77
PubChem Substance ID:
24894377
UNSPSC Code:
12352200
EC Number:
207-096-5
MDL number:
MFCD00003656
Beilstein/REAXYS Number:
1889895

Product Name

Ethisterone, ≥99% (HPLC)

InChI key

CHNXZKVNWQUJIB-CEGNMAFCSA-N

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

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

biological source

synthetic (organic)

sterility

non-sterile

assay

≥99% (HPLC)

form

powder

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

technique(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

Quality Level

200

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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.

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.

General description

Ethisterone is a progestogen. It is a danazol derivative.

pictograms

Health hazardEnvironment
GHS08,GHS09

signalword

Danger

Hazard Classifications

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

Storage Class

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

wgk

WGK 3

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP1811
BCCN6152
BCCM4999
BCCJ8386
BCCF8924

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Ambiguous Genitalia in the Newborn
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Evolutionary History and Functional Characterization of Androgen Receptor Genes in Jawed Vertebrates
Ogino Y, et al.
Endocrinology, 150(12), 5415-5427 (2009)
Hypothalamic, pituitary and sex hormones
Clinical Pharmacology, 596-614 (2012)
Cloning and expression analysis of androgen receptor gene in chicken embryogenesis
Katoh H, et al.
Febs Letters, 580(6), 1607-1615 (2006)
Junsu Kang et al.
Developmental cell, 27(1), 19-31 (2013-10-19)
Precise spatiotemporal regulation of signaling activators and inhibitors can help limit developmental crosstalk between neighboring tissues during morphogenesis, homeostasis, and regeneration. Here, we find that the secreted Wnt inhibitor Dkk1b is abundantly produced by dense regions of androgen-regulated epidermal tubercles
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