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E8875

17β-Estradiol

Name: 17β-Estradiol
Brand: SIGMA

≥98% (HPLC), powder, estrogenic hormone

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

NACRES:

NA.77

PubChem Substance ID:

24278426

UNSPSC Code:

12352104

EC Number:

200-023-8

MDL number:

MFCD00003693

Beilstein/REAXYS Number:

1914275

Assay:

≥98%

Form:

powder

Quality level:

300

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Propriétés

Nom du produit

β-Estradiol, ≥98%

biological source

synthetic (organic)

Quality Level

300

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.

The major estrogen secreted by the premenopausal ovary.

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.

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hcodes

H351,H360FD,H362,H410

pictograms

GHS08,GHS09

signalword

Danger

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

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

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Consulter la Bibliothèque de documents

Synthesis and electrochemical characterization of nanostructured magnetic molecularly imprinted polymers for 17-beta-Estradiol determination

Lahcen A, et al.

Sensors and Actuators B, Chemical, 241, 698-705 (2017)

Three-step in vitro maturation culture of bovine oocytes imitating temporal changes of estradiol-17beta and progesterone concentrations in preovulatory follicular fluid.

Matsuo M, et al.

Archives Animal Breeding, 60(4), 385-390 (2017)

Supra molecular mechanism of the removal of 17-beta-estradiol endocrine disturbing pollutant from water on functionalized iron nano particles

Ali I, et al.

Journal of Molecular Liquids, 241, 123-129 (2017)

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