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β-Estradiol

SIGMA/E2257 - powder, γ-irradiated, suitable for cell culture

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

CAS Number: 50-28-2
Empirical Formula (Hill Notation): C18H24O2
Molecular Weight: 272.38
EC Number: 200-023-8
MDL Number: MFCD00003693
Linear Formula: C18H24O2
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-E2257-1MG 1 mg
$96.20
1/EA
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assay ≥98% (HPLC)
biological source synthetic (organic)
form powder
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
mp 176-180 °C (lit.)
product line BioXtra
Quality Level 200 
shipped in ambient
SMILES string O[C@H]1CC[C@@]2([H])[C@]3([H])CCC4=CC(O)=CC=C4[C@@]3([H])CC[C@@]21C
solubility ethanol: 1 mg/mL, clear, colorless to very faintly yellow
sterility γ-irradiated
storage temp. room temp
suitability suitable for
technique(s) cell culture | mammalian: suitable
Application: β-Estradiol is used to study cell differentiation and transformations (tumorigenicity).
Application: 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)

Biochem/physiol Actions: The major estrogen secreted by the premenopausal ovary.
Biochem/physiol Actions: 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.
General description: 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.
Physical form: powder-RT; stock-frozen in working aliquots, avoid repeated freeze/thaw
Preparation Note: To prepare 20 μg/ml stock solution: add 1 ml absolute ethanol; gently swirl to dissolve; add 49 ml sterile medium while mixing.
Purity ≥98% (HPLC)
mp 176-180 °C (lit.)
Storage Temp. room temp
UNSPSC 12352209

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