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E4389

Sigma-Aldrich

β-Estradiol-Water Soluble

BioReagent, suitable for cell culture

Synonyme(s) :

Cyclodextrin-encapsulated 17β-estradiol

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About This Item

Numéro MDL:
MFCD00133134
Code UNSPSC :
12352209
ID de substance PubChem :
329799056
Nomenclature NACRES :
NA.77

Source biologique

synthetic (organic)

Stérilité

non-sterile

Gamme de produits

BioReagent

Forme

powder

Technique(s)

cell culture | mammalian: suitable

Solubilité

H2O: 25 mg/mL, clear to slightly hazy

Conditions d'expédition

ambient

Température de stockage

room temp

Chaîne SMILES 

C[C@]12CC[C@H]3[C@@H](CCc4cc(O)ccc34)[C@@H]1CC[C@@H]2O.C[C@@H]5[C@@H](O)[C@@H]6O[C@H](CO)[C@H]5O[C@H]7O[C@H](CO)[C@@H](O[C@H]8O[C@H](CO)[C@@H](O[C@H]9O[C@H](CO)[C@@H](O[C@H]%10O[C@H](CO)[C@@H](O[C@H]%11O[C@H](CO)[C@@H](O[C@H]%12O[C@H](CO)[C@@H](O6)[C@H](O)[C@H]%12O)[C@H](O)[C@H]%11O)[C@H](O)[C@H]%10O)[C@H](O)[C@H]9O)[C@H](O)[C@H]8OCCCO)[C@H](O)[C@H]7O

InChI

1S/C46H78O35.C18H24O2/c1-12-20(55)40-68-13(5-48)32(12)75-41-26(61)25(60)37(18(10-53)69-41)81-46-39(67-4-2-3-47)31(66)38(19(11-54)74-46)80-45-30(65)24(59)36(17(9-52)73-45)79-44-29(64)23(58)35(16(8-51)72-44)78-43-28(63)22(57)34(15(7-50)71-43)77-42-27(62)21(56)33(76-40)14(6-49)70-42;1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h12-66H,2-11H2,1H3;3,5,10,14-17,19-20H,2,4,6-9H2,1H3/t12-,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23-,24-,25-,26-,27-,28-,29-,30-,31+,32+,33-,34-,35-,36-,37-,38-,39-,40-,41-,42-,43-,44-,45-,46-;14-,15-,16+,17+,18+/m11/s1

Clé InChI

XMURHKLFGRLVRW-JKDYGSMVSA-N

Catégories apparentées

Description générale

β-estradiol is a natural human estrogen. It is vital for the growth of breast and reproductive epithelia, maturation of long bones and development of secondary sexual characteristics. Estradiol is produced by immature germ cells, spermatozoa, Leydig cells and Sertoli cells. β-estradiol acts as a menopausal hormones. It is involved in replacement therapy for female hypogonadism or primary ovarian failure. Reduced levels of β-estradiol are linked to heart disease and osteoporosis. Estradiol plays a critical role in proliferation, modulation of ion transport and control of apoptosis in Sertoli cells. It maintains sperm concentration, motility and morphology.

Application

β-estradiol has been used:
  • to culture differentiated adipocytes
  • for estradiol treatment in rats
  • for oocyte maturation in vitro
β-Estradiol is used to study cell differentiation and transformations (tumorigenicity). This product is not recommended for use in binding assays.

Conditionnement

Package size based on estradiol

Autres remarques

Contains 40-55 mg estradiol per gram of solid; balance 2-hydroxypropyl-β-cyclodextrin.

Produit(s) apparenté(s)

Réf. du produit
Description
Tarif

Pictogrammes

Health hazardEnvironment
GHS08,GHS09

Mention d'avertissement

Danger

Mentions de danger

H351,H360FD,H362,H410

Classification des risques

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

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Keith T Akama et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 23(6), 2333-2339 (2003-03-27)
Estrogens induce synaptogenesis in the CA1 region of the dorsal hippocampus during the estrous cycle of the female rat. Functional consequences of such estrogen-mediated synaptogenesis include cyclic changes in neurotransmission and memory. At the molecular level, estrogen stimulates the rapid
Mathanraj Packiam et al.
Infection and immunity, 78(1), 433-440 (2009-11-11)
Acute gonorrhea in women is characterized by a mucopurulent exudate that contains polymorphonuclear leukocytes (PMNs) with intracellular gonococci. Asymptomatic infections are also common. Information on the innate response to Neisseria gonorrhoeae in women is limited to studies with cultured cells
Jody L Heerema et al.
Hormones and behavior, 101, 85-93 (2017-10-02)
Olfaction is critical for survival, facilitating predator avoidance and food location. The nature of the olfactory system changes during amphibian metamorphosis as the aquatic herbivorous tadpole transitions to a terrestrial, carnivorous frog. Metamorphosis is principally dependent on the action of
Impact of l-carnitine on lipid content and post thaw survivability of buffalo embryos produced in vitro
Verma M, et al.
Cryobiology, 82(, 99-105 (2018)
Estradiol activates PI3K/Akt/GSK3 pathway under chronic neurodegenerative conditions triggered by perinatal asphyxia
Saraceno GE, et al.
Frontiers in Pharmacology, 9, 335-335 (2018)
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