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Documentos Principais

E2257

Sigma-Aldrich

β-Estradiol

powder, γ-irradiated, suitable for cell culture

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:
12352209
ID de substância PubChem:
NACRES:
NA.77
fonte biológica:
synthetic (organic)
Formulário:
powder
Ensaio:
≥98% (HPLC)

fonte biológica

synthetic (organic)

Nível de qualidade

esterilidade

γ-irradiated

linha de produto

BioXtra

Ensaio

≥98% (HPLC)

Formulário

powder

técnica(s)

cell culture | mammalian: suitable

pf

176-180 °C (lit.)

solubilidade

ethanol: 1 mg/mL, clear, colorless to very faintly yellow

adequação

suitable for

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-estradiol is a natural human estrogen. It is important for the growth of breast and reproductive epithelia, maturation of long bones and the development of secondary sexual characteristics. Estradiol is produced by immature germ cells, spermatozoa, Leydig cells and Sertoli cells. It plays a crucial role in proliferation, regulation of ion transport and regulation of apoptosis in Sertoli cells. Estradiol regulates sperm concentration, motility and morphology. β-estradiol functions as a menopausal hormone. It is implicated in replacement therapy for female hypogonadism or primary ovarian failure. Reduced levels of β-estradiol are associated with heart disease and osteoporosis.

Aplicação

β-Estradiol is used to study cell differentiation and transformations (tumorigenicity).
β-estradiol has been used:
  • for primary culture of mouse endometrial stromal cells (ESCs)
  • for estrogen treatment in vitro
  • in the in vitro maturation of cumulus–oocyte complexes (COCs)

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.

forma física

powder-RT; stock-frozen in working aliquots, avoid repeated freeze/thaw

Reconstituição

To prepare 20 μg/ml stock solution: add 1 ml absolute ethanol; gently swirl to dissolve; add 49 ml sterile medium while mixing.

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


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Improving in vitro maturation and pregnancy outcome in cattle using a novel oocyte shipping and maturation system not requiring a CO2 gas phase
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Estrogen preserves Fas ligand levels by inhibiting microRNA-181a in bone marrow-derived mesenchymal stem cells to maintain bone remodeling balance
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Faseb Journal, 29(9), 3935-3944 (2015)
Determination of 17 beta-estradiol in pharmaceutical preparation by UV spectrophotometry and high performance liquid chromatography methods
Yilmaz B and Kadioglu Y
Arabian Journal of Chemistry, 10, S1422-S1428 (2017)
DHEA improves the antioxidant capacity of endometrial stromal cells and improves endometrium receptivity via androgen receptor
Qin A, et al.
Eur. J. Obstet. Gyn. Rep. Biol., 198, 120-126 (2016)
Samantha L P Schilit et al.
American journal of human genetics, 106(1), 41-57 (2019-12-24)
Unexplained infertility affects 2%-3% of reproductive-aged couples. One approach to identifying genes involved in infertility is to study subjects with this clinical phenotype and a de novo balanced chromosomal aberration (BCA). While BCAs may reduce fertility by production of unbalanced

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