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Key Documents

E8875

Sigma-Aldrich

17β-Estradiol

≥98% (HPLC), powder, estrogenic hormone

Sinônimo(s):

1,3,5-Estratriene-3,17β-diol, 17β-Estradiol, 3,17β-Dihydroxy-1,3,5(10)-estratriene, Dihydrofolliculin

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About This Item

Fórmula empírica (Notação de Hill):
C18H24O2
Número CAS:
Peso molecular:
272.38
Beilstein:
1914275
Número CE:
Número MDL:
Código UNSPSC:
12352104
ID de substância PubChem:
NACRES:
NA.77

product name

β-Estradiol, ≥98%

fonte biológica

synthetic (organic)

Nível de qualidade

esterilidade

non-sterile

Ensaio

≥98%

forma

powder

técnica(s)

cell culture | mammalian: suitable

pf

176-180 °C (lit.)

solubilidade

ethanol: 50 mg/mL, clear, colorless

Condições de expedição

ambient

temperatura de armazenamento

room temp

cadeia de caracteres SMILES

O[C@H]1CC[C@@]2([H])[C@]3([H])CCC4=CC(O)=CC=C4[C@@]3([H])CC[C@@]21C

InChI

1S/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-17,19-20H,2,4,6-9H2,1H3/t14-,15-,16+,17+,18+/m1/s1

chave InChI

VOXZDWNPVJITMN-ZBRFXRBCSA-N

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Descrição geral

β-Estradiolis a natural steroid estrogen and a female sex hormone. It is an essential component of the female menstrual cycle and plays an important role in the growth and maintenance of the reproductive system.

Aplicação

β-Estradiol has been used:
  • for the in vitro maturation of bovine cumulus-oocyte complexes (COCs)
  • as a supplement in in vitro maturation medium (IVM), which is used as a control medium
  • in estrogen-induction assay

Ações bioquímicas/fisiológicas

The major estrogen secreted by the premenopausal ovary. Estrogens direct the development of the female phenotype in embryogenesis and during puberty by regulating gene transcription and, thus, protein synthesis. It also induces the production of gonadotropins which, in turn, induce ovulation. Exposure to estradiol increases breast cancer incidence and proliferation.

Características e benefícios

This compound is featured on the Acetylcholine Receptors (Nicotinic) and Nuclear Receptors (Steroids) pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictogramas

Health hazardEnvironment

Palavra indicadora

Danger

Frases de perigo

Classificações de perigo

Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 2 - Lact. - Repr. 1A

Código de classe de armazenamento

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

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

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


Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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β-Estradiol-d2 98 atom % D

Sigma-Aldrich

E4260

β-Estradiol-d2

Estriol ≥97%

Sigma-Aldrich

E1253

Estriol

Estradiol hemihydrate British Pharmacopoeia (BP) Assay Standard

BP729

Estradiol hemihydrate

Estradiol Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1353

Estradiol

Natriuretic peptide receptor 2 (NPR2) localized in bovine oocyte underlies a unique mechanism for C-type natriuretic peptide (CNP)-induced meiotic arrest.
Xi G, et al.
Theriogenology, 106, 198-209 (2018)
Three-step in vitro maturation culture of bovine oocytes imitating temporal changes of estradiol-17beta and progesterone concentrations in preovulatory follicular fluid.
Matsuo M, et al.
Archives Animal Breeding, 60(4), 385-390 (2017)
Youqiang Li et al.
International journal of oncology, 46(4), 1461-1472 (2015-02-06)
Hormone therapy targeting estrogen receptor α (ERα) is the most effective treatment for breast cancer. However, this treatment eventually fails as the tumor develops resistance. Although reduced expression of ER-α is a known contributing factor to endocrine resistance, the mechanism
Emily Powell et al.
The Journal of biological chemistry, 285(21), 16125-16134 (2010-04-01)
The two estrogen receptor (ER) subforms, ERalpha and ERbeta, are capable of forming DNA-binding homodimers and heterodimers. Although binding to DNA is thought to stabilize ER dimers, how ERalpha/alpha, ERbeta/beta, and ERalpha/beta dimerization is regulated by DNA and the chaperone
X Xue et al.
Oncogene, 35(21), 2746-2755 (2015-09-15)
Tamoxifen, an estrogen receptor (ER) antagonist, is the mainstay treatment of breast cancer and the development of resistance represents a major obstacle for a cure. Although long non-coding RNAs such as HOTAIR have been implicated in breast tumorigenesis, their roles

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