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E4389

Sigma-Aldrich

β-Estradiol-Water Soluble

BioReagent, suitable for cell culture

Synonym(s):

Cyclodextrin-encapsulated 17β-estradiol

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About This Item

MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

sterility

non-sterile

product line

BioReagent

form

powder

technique(s)

cell culture | mammalian: suitable

solubility

H2O: 25 mg/mL, clear to slightly hazy

shipped in

ambient

storage temp.

room temp

SMILES string

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

InChI key

XMURHKLFGRLVRW-JKDYGSMVSA-N

Related Categories

General description

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.

Packaging

Package size based on estradiol

Other Notes

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

related product

Pictograms

Health hazardEnvironment

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 3

Regulatory Information

监管及禁止进口产品

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  4. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  5. How do I calculate the molarity of product E4389, β-Estradiol - Water Soluble?

    Product E4389 (β-Estradiol-Water Soluble) is a complex of β-Estradiol and cyclodextrin. Cyclodextrin is used to aid in the solubility of β-Estradiol into water. In order to prepare a molar solution of β-Estradiol you will have to base it on the β-Estradiol content in the solution and not the entire complex.  Product E4389 is formulated to contain 40 - 55 mg β-Estradiol per gram of powder (we will use 48 mg in the example).  Based on this average, if you are preparing a 25 mg/ml stock solution, there will be approximately 1.2 mg of β-Estradiol in 1 ml.  Below is the calculated molarity of β-Estradiol when the complex is dissolved at 25 mg/ml in water. molecular weight X unknown molarity X volume = complex weight X complex ratio272.38 g/mol X Molarity X 1 ml = 25 mg X 0.048          Molarity = 0.004 M β-Estradiol molecular weight = 272.38 g/molmolarity (unknown) = mol/Lvolume = 1mlcomplex weight = 25 mgcomplex ratio = 48 mg β-Estradiol/1 gm complex

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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)
Maria M Escribese et al.
Blood, 112(12), 4574-4584 (2008-09-20)
Dendritic cells (DCs) play a central role in initiating and polarizing the immune response. Therefore, DC maturation represents a key control point in the shift from innate to adaptive immunity. It is suspected that during pregnancy, hormones are critical factors
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

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