Merck
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E2257

Sigma-Aldrich

β-Estradiol

powder, γ-irradiated, suitable for cell culture

Synonym(s):
1,3,5-Estratriene-3,17β-diol, 17β-Estradiol, 3,17β-Dihydroxy-1,3,5(10)-estratriene, Dihydrofolliculin
Empirical Formula (Hill Notation):
C18H24O2
CAS Number:
Molecular Weight:
272.38
Beilstein:
1914275
Número EC:
Número MDL:
ID de substância PubChem:

fonte biológica

synthetic (organic)

Nível de qualidade

200

esterilidade

γ-irradiated

linha de produto

BioXtra

teor

≥98% (HPLC)

forma

powder

technique(s)

cell culture | mammalian: suitable

pf

176-180 °C (lit.)

solubilidade

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

adequação

suitable for

enviado em

ambient

temperatura de armazenamento

room temp

SMILES string

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

InChI key

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.[1] 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.[2] 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.[1]

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)[3]
  • for estrogen treatment in vitro[4]
  • in the in vitro maturation of cumulus–oocyte complexes (COCs)[5]

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

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

WGK

WGK 3

Ponto de fulgor (ºF)

Not applicable

Ponto de fulgor (ºC)

Not applicable

Equipamento de proteção individual

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

Certificate of Analysis

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Certificate of Origin

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