E8875

17β-Estradiol

≥98% (HPLC), powder, estrogenic hormone

• 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: 50-28-2
• Molecular Weight: 272.38
• Beilstein/REAXYS Number: 1914275
• EC Number: 200-023-8
• MDL number: MFCD00003693
• UNSPSC Code: 12352104
• PubChem Substance ID: 24278426
• NACRES: NA.77

Properties

• product name: β-Estradiol, ≥98%
• biological source: synthetic (organic)
• sterility: non-sterile
• assay: ≥98%
• form: powder
• technique(s): cell culture | mammalian: 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-Estradiolis a natural steroid estrogen and a female sex hormone. It is an essential component of the female menstrual cycle and plays an important role in the growth and maintenance of the reproductive system.

Application

β-Estradiol has been used:

• for the in vitro maturation of bovine cumulus-oocyte complexes (COCs)
• as a supplement in in vitro maturation medium (IVM), which is used as a control medium
• in estrogen-induction assay

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.

Features and Benefits

This compound is featured on the Acetylcholine Receptors (Nicotinic) and Nuclear Receptors (Steroids) pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Safety Information

• 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
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges