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Merck

E2257

β-Estradiol

powder, γ-irradiated, suitable for cell culture

Synonyme(s) :

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

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A propos de cet article

Formule empirique (notation de Hill) :
C18H24O2
Numéro CAS:
50-28-2
Poids moléculaire :
272.38
UNSPSC Code:
12352209
NACRES:
NA.77
PubChem Substance ID:
24894462
EC Number:
200-023-8
Beilstein/REAXYS Number:
1914275
MDL number:
MFCD00003693
Biological source:
synthetic (organic)
Form:
powder
Assay:
≥98% (HPLC)

Principaux documents

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Nom du produit

β-Estradiol, powder, γ-irradiated, suitable for cell culture

InChI key

VOXZDWNPVJITMN-ZBRFXRBCSA-N

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

SMILES string

O[C@H]1CC[C@@]2([H])[C@]3([H])CCC4=CC(O)=CC=C4[C@@]3([H])CC[C@@]21C

biological source

synthetic (organic)

sterility

γ-irradiated

product line

BioXtra

assay

≥98% (HPLC)

form

powder

technique(s)

cell culture | mammalian: suitable

mp

176-180 °C (lit.)

solubility

ethanol: 1 mg/mL, clear, colorless to very faintly yellow

suitability

suitable for

shipped in

ambient

storage temp.

room temp

Quality Level

200

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)

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Catégories apparentées

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.

Application

β-Estradiol is used to study cell differentiation and transformations (tumorigenicity).
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)

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.

pictograms

Health hazardEnvironment
GHS08,GHS09

signalword

Danger

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificats d'analyse (COA)

Lot/Batch Number
0000394023
0000394023
0000346908
0000346908
SLCQ5274

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Consulter la Bibliothèque de documents

Estrogen preserves Fas ligand levels by inhibiting microRNA-181a in bone marrow-derived mesenchymal stem cells to maintain bone remodeling balance
Shao B, et al.
Faseb Journal, 29(9), 3935-3944 (2015)
DHEA improves the antioxidant capacity of endometrial stromal cells and improves endometrium receptivity via androgen receptor
Qin A, et al.
Eur. J. Obstet. Gyn. Rep. Biol., 198, 120-126 (2016)
Improving in vitro maturation and pregnancy outcome in cattle using a novel oocyte shipping and maturation system not requiring a CO2 gas phase
Barcelo-Fimbres M, et al.
Theriogenology, 84(1), 109-117 (2015)
Samantha L P Schilit et al.
American journal of human genetics, 106(1), 41-57 (2019-12-24)
Unexplained infertility affects 2%-3% of reproductive-aged couples. One approach to identifying genes involved in infertility is to study subjects with this clinical phenotype and a de novo balanced chromosomal aberration (BCA). While BCAs may reduce fertility by production of unbalanced
Alina R Murphy et al.
Journal of visualized experiments : JoVE, (152) (2019-10-22)
The human endometrium is one of the most hormonally responsive tissues in the body and is essential for the establishment of pregnancy. This tissue can also become diseased and cause morbidity and even death. Model systems to study human endometrial
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