Merck
All Photos(6)

E2758

Sigma-Aldrich

β-Estradiol

BioReagent, powder, suitable for cell culture

Synonym(s):
17β-Estradiol, 3,17β-Dihydroxy-1,3,5(10)-estratriene, 1,3,5-Estratriene-3,17β-diol, Dihydrofolliculin
Empirical Formula (Hill Notation):
C18H24O2
CAS Number:
Molecular Weight:
272.38
Beilstein:
1914275
Número de EC:
Número MDL:
ID de la sustancia en PubChem:
NACRES:
NA.77

Nivel de calidad

200

origen biológico

synthetic (organic)

línea de producto

BioReagent

ensayo

≥98% (HPLC)

formulario

powder

technique(s)

cell culture | mammalian: suitable

mp

176-180 °C (lit.)

solubilidad

ethanol: 50 mg/mL, clear, colorless

enviado en

ambient

temp. de almacenamiento

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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Descripción general

β-Estradiol or estradiol-17 β (E2) is secreted majorly by the large preovulatory follicles in the ovary. In addition, estradiol can be synthesized de novo from cholesterol have androgens synthesized from cholesterol. The aromatization of androgen by enzyme aromatase (P450arom) results in the β-estradiol production.

Aplicación

β-Estradiol is used to study cell differentiation and transformations (tumorigenicity).
β-Estradiol has been used:
  • as a component of Dulbecco′s modified Eagle medium (DMEM) for culturing mammary tumor cells
  • as a oestrogenic compound for testing neuroprotective effects
  • as a component of medium199 for culturing oocytes

Envase

250 mg in glass bottle
1, 5 g in glass bottle

Acciones bioquímicas o 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.
β-Estradiol (E2) is a major premenopausal hormone in women and is essential for spermiogenesis, sperm maturation and motility in men. Cultured bone marrow stem cells (BMSCs) have ability to synthesize E2 and could be exploited for treating estrogen deficiency. It mediates physiological functions through estrogen receptor (ER) α and ERβ.

Forma física

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

Reconstitución

To prepare a 20 μg/ml stock solution, add 1 ml absolute ethanol to 1 mg β-estradiol; gently swirl to dissolve; add 49 ml sterile medium while mixing.

pictogramas

Health hazardEnvironment

Palabra de señalización

Danger

Clasificaciones de peligro

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

Código de clase de almacenamiento

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

WGK

WGK 3

Punto de inflamabilidad F

Not applicable

Punto de inflamabilidad C

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges

Certificate of Analysis

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Certificate of Origin

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