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E4876

Sigma-Aldrich

17α-etinilestradiol

≥98%

Sinónimos:

17α-etinil-1,3,5(10)-estratrieno-3,17β-diol, 19-Nor-1,3,5(10),17α-pregnatrien-20-ino-3,17-diol, Etinilestradiol

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About This Item

Fórmula empírica (notación de Hill):
C20H24O2
Número de CAS:
57-63-6
Peso molecular:
296.40
Beilstein:
2419975
Número CE:
200-342-2
Número MDL:
MFCD00003690
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
24894585
NACRES:
NA.77

origen biológico

synthetic

esterilidad

non-sterile

Análisis

≥98%

formulario

powder

mp

182-183 °C (lit.)

solubilidad

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

Condiciones de envío

ambient

temp. de almacenamiento

room temp

cadena SMILES

[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

Clave InChI

BFPYWIDHMRZLRN-SLHNCBLASA-N

Información sobre el gen

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

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Descripción general

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).

Aplicación

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.

Acciones bioquímicas o fisiológicas

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

Palabra de señalización

Danger

Frases de peligro

H302,H351,H360Fd,H410

Clasificaciones de peligro

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

Código de clase de almacenamiento

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

Clase de riesgo para el agua (WGK)

WGK 3

Equipo de protección personal

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

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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
Richard Mark Evans et al.
PloS one, 7(8), e43606-e43606 (2012-08-23)
A growing body of experimental evidence indicates that the in vitro effects of mixtures of estrogenic chemicals can be well predicted from the estrogenicity of their components by the concentration addition (CA) concept. However, some studies have observed small deviations
Admane H Shanthanagouda et al.
PloS one, 9(2), e88165-e88165 (2014-02-14)
In human, a reduction in estrogen has been proposed as one of the key contributing factors for postmenopausal osteoporosis. Rodents are conventional models for studying postmenopausal osteoporosis, but the major limitation is that ovariectomy is needed to mimic the estrogen
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)
Anders E A Dahm et al.
BMC cardiovascular disorders, 6, 40-40 (2006-10-13)
Hormone therapy, oral contraceptives, and tamoxifen increase the risk of thrombotic disease. These compounds also reduce plasma content of tissue factor pathway inhibitor-1 (TFPI), which is the physiological inhibitor of the tissue factor pathway of coagulation. The current aim was
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