E2758

β-Estradiol

BioReagent, powder, suitable for cell culture

• Synonyme(s) : 1,3,5-Estratriene-3,17β-diol, 17β-Estradiol, 3,17β-Dihydroxy-1,3,5(10)-estratriene, Dihydrofolliculin
• Formule empirique (notation de Hill) : C₁₈H₂₄O₂
• Numéro CAS: 50-28-2
• Poids moléculaire : 272.38
• UNSPSC Code: 12352209
• NACRES: NA.77
• PubChem Substance ID: 24894483
• EC Number: 200-023-8
• Beilstein/REAXYS Number: 1914275
• MDL number: MFCD00003693
• Biological source: synthetic (organic)
• Form: powder
• Assay: ≥98% (HPLC)

Propriétés

• biological source: synthetic (organic)
• Quality Segment: 200
• product line: BioReagent
• assay: ≥98% (HPLC)
• form: powder
• technique(s): cell culture | mammalian: suitable, single cell analysis: suitable
• mp: 176-180 °C (lit.)
• solubility: ethanol: 50 mg/mL, clear, colorless
• shipped in: ambient
• storage temp.: 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
• Gene Information: human ... 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)

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. 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.

The major estrogen secreted by the premenopausal ovary.

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.

Informations sur la sécurité

• pictograms: GHS08,GHS09
• signalword: Danger
• hcodes: H351,H360FD,H362,H410
• pcodes: P202 - P260 - P263 - P264 - P273 - P308 + P313
• Hazard Classifications: Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 2 - Lact. - Repr. 1A
• Classe de stockage: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges