Merck, E2758-1G, β-Estradiol

Size:1 g, 1, 3, 5-Estratriene-3, 17β-diol, 17β-Estradiol, 3, 17β-Dihydroxy-1, 3, 5(10)-estratriene, Dihydrofolliculin, BioReagent, powder, suitable for cell culture
Available Catalog Numbers
Catalog Number: E2758-1G
Pricing

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Pack Size1 g
Manufacturer's Pagewww.sigmaaldrich.com/US/en/product/SIGMA/E2758
Description
General description
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.
Application
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

Biochem/physiol Actions
The major estrogen secreted by the premenopausal ovary.
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.
Physical form
powder-RT; stock-frozen in working aliquots, avoid repeated freeze/thaw
Preparation Note
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.
Specifications

General

UNSPSC Code12352209
NACRESNA.77
PubChem Substance ID24894483
EC Number200-023-8
Beilstein/REAXYS Number1914275
MDL numberMFCD00003693
InChI keyVOXZDWNPVJITMN-ZBRFXRBCSA-N
InChI1S/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
SMILES stringO[C@H]1CC[C@@]2([H])[C@]3([H])CCC4=CC(O)=CC=C4[C@@]3([H])CC[C@@]21C
biological sourcesynthetic (organic)
product lineBioReagent
assay≥98% (HPLC)
formpowder
technique(s)cell culture | mammalian: suitable
Quality Level200
Gene Informationhuman ... ESR1(2099), ESR2(2100), ESRRA(2101), ESRRB(2103), GPER(2852), SERPINA6(866) mouse ... Esr1(13982), Esr2(13983), Esrra(26379) rat ... Afp(24177), Ar(24208), Esr1(24890), Esr2(25149), Shbg(24775)
mp176-180 °C (lit.)
solubilityethanol: 50 mg/mL, clear, colorless
web metadata keyword.defaultsteriod nuclear hormone, cell differentiation regulator, cell transformation, tumorigenicity
shipped inambient
storage temp.room temp