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Merck
CN

E4876

17α-Ethynylestradiol

≥98%, Synthetic estrogen, powder

Synonym(s):

17α-Ethynyl-1,3,5(10)-estratriene-3,17β-diol, 19-Nor-1,3,5(10),17α-pregnatrien-20-yne-3,17-diol, Ethinylestradiol

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About This Item

Empirical Formula (Hill Notation):
C20H24O2
CAS Number:
57-63-6
Molecular Weight:
296.40
NACRES:
NA.77
PubChem Substance ID:
24894585
UNSPSC Code:
12352200
EC Number:
200-342-2
MDL number:
MFCD00003690
Beilstein/REAXYS Number:
2419975
Assay:
≥98%
Form:
powder

Key Documents

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Product Name

17α-Ethynylestradiol, ≥98%

biological source

synthetic

sterility

non-sterile

assay

≥98%

form

powder

mp

182-183 °C (lit.)

solubility

ethanol: 50 mg/mL, clear, colorless to faintly yellow

shipped in

ambient

storage temp.

room temp

SMILES string

[H][C@]12CC[C@@]3(C)[C@@]([H])(CC[C@@]3(O)C#C)[C@]1([H])CCc4cc(O)ccc24

InChI

1S/C20H24O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h1,5,7,12,16-18,21-22H,4,6,8-11H2,2H3/t16-,17-,18+,19+,20+/m1/s1

InChI key

BFPYWIDHMRZLRN-SLHNCBLASA-N

Gene Information

human ... ESR1(2099)
rat ... Afp(24177), Esr1(24890), Shbg(24775)

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General description

17α-Ethynylestradiol (EE2) is a synthetic hormone. It is a derivative of estradiol (E2). It is implicated in estrogen replacement therapy and suspension of breastfeeding. EE2 is used to treat osteoporosis, menopausal and postmenopausal syndrome. It is also used to treat prostatic cancer and breast cancer in postmenopausal women. EE2 functions as an endocrine-disrupting chemical (EDC).

Application

17α-Ethynylestradiol has been used to study the effect of exogenous estrogen and selective estrogen receptor modulator (SERM) in rats. It also has been used to increase the concentration of low density lipoprotein (LDL) receptor in rabbit liver.

Biochem/physiol Actions

17α-Ethynylestradiol is an orally bio-active synthetic estrogen used as an oral contraceptive.

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 1 - Carc. 2 - 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

Regulatory Information

涉药品监管产品

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF5444V
WXBF4256V
WXBF0210V
WXBD7515V
WXBD9304V

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Occurrence of 17alpha-ethynylestradiol (EE2) in the environment and effect on exposed biota: a review
Aris AZ, et al.
Environment International, 69, 104-119 (2014)
Ovariectomized rats as a model of postmenopausal osteoarthritis: validation and application
Hoegh-Andersen P, et al.
Arthritis Research & Therapy, 6(2), R169-R169 (2004)
Purification of low density lipoprotein receptor from liver and its quantification by anti-receptor monoclonal antibodies
Gherardi E, et al.
The Biochemical Journal, 253(2), 409-415 (1988)
Analysis of 17-beta-estradiol and 17-alpha-ethinylestradiol in biological and environmental matrices?a review
Barreiros L, et al.
Microchemical Journal, Devoted to the Application of Microtechniques in All Branches of Science, 126, 243-262 (2016)
Huda Omar Ali et al.
PloS one, 11(3), e0152114-e0152114 (2016-03-22)
Oestrogens influence the pathology and development of hormone-sensitive breast cancers. Tissue factor pathway inhibitor (TFPI) has been shown to be associated with breast cancer pathogenesis. Recently, we found TFPI mRNA levels to be significantly reduced by oestrogens in a breast
View All Related Papers

Global Trade Item Number

SKUGTIN
E4876-100MG04061833604052
E4876-10G04061835512492
E4876-1G04061835556724

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