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E2257

Sigma-Aldrich

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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1 MG
101,00 $

101,00 $


Disponible pour expédition le31 mars 2025Détails


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1 MG
101,00 $

About This Item

Formule empirique (notation de Hill) :
C18H24O2
Numéro CAS:
Poids moléculaire :
272.38
Beilstein:
1914275
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352209
ID de substance PubChem :
Nomenclature NACRES :
NA.77

101,00 $


Disponible pour expédition le31 mars 2025Détails


Devis pour commande en gros

Source biologique

synthetic (organic)

Niveau de qualité

Stérilité

γ-irradiated

Gamme de produits

BioXtra

Essai

≥98% (HPLC)

Forme

powder

Technique(s)

cell culture | mammalian: suitable

Pf

176-180 °C (lit.)

Solubilité

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

Adéquation

suitable for

Conditions d'expédition

ambient

Température de stockage

room temp

Chaîne SMILES 

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

Clé InChI

VOXZDWNPVJITMN-ZBRFXRBCSA-N

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Description générale

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.[1] 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.[2] 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.[1]

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)[3]
  • for estrogen treatment in vitro[4]
  • in the in vitro maturation of cumulus–oocyte complexes (COCs)[5]

Actions biochimiques/physiologiques

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.

Forme physique

powder-RT; stock-frozen in working aliquots, avoid repeated freeze/thaw

Reconstitution

To prepare 20 μg/ml stock solution: add 1 ml absolute ethanol; gently swirl to dissolve; add 49 ml sterile medium while mixing.

Pictogrammes

Health hazardEnvironment

Mention d'avertissement

Danger

Mentions de danger

Classification des risques

Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 2 - Lact. - Repr. 1A

Code de la classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

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


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Certificats d'analyse (COA)

Lot/Batch Number

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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)
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)
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)
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
Determination of 17 beta-estradiol in pharmaceutical preparation by UV spectrophotometry and high performance liquid chromatography methods
Yilmaz B and Kadioglu Y
Arabian Journal of Chemistry, 10, S1422-S1428 (2017)

Questions

1–2 of 2 Questions  
  1. can this type estradiol be injected intraperitoneally in rat?

    1 answer
    1. This product is intended for research use only. It is not suitable for human or veterinary use. The material has not been tested for in vivo use. The end user would need to determine suitability. Solutions intended for use in animal models would require sterile filtration prior to administration.

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  2. What is the shelf life as a powder? What is the shelf life once in solution and stored at -20 degrees C?

    1 answer
    1. This product does not contain an expiration date. It contains a recommended retest date of three years after the quality release date. A recommended retest date is the period of time during which the product is expected to remain within established stability specifications, provided that it has been stored under defined conditions. After the Retest Date, product samples should be examined to ensure that the product is still in compliance with the established specifications. For more information, you may access the "Product Dating Information" document under "ADDITIONAL USEFUL DOCUMENTS ABOUT OUR PRODUCTS" at the bottom of the Quality Services page with this link: https://www.sigmaaldrich.com/US/en/life-science/quality-and-regulatory-management/quality-services.

      Upon resuspension, solutions can be stored frozen at -20°C for up to 3 months . It is advised to avoid repeated freeze/thaw cycles. If stored in the refrigerator (4°C), de-gassed stock solutions are stable for up to 6 months.

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