Skip to Content
Merck
All Photos(2)

Documents

E4389

Sigma-Aldrich

β-Estradiol-Water Soluble

BioReagent, suitable for cell culture

Synonym(s):

Cyclodextrin-encapsulated 17β-estradiol

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

MDL number:
MFCD00133134
UNSPSC Code:
12352209
PubChem Substance ID:
329799056
NACRES:
NA.77

biological source

synthetic (organic)

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

Product No.
Description
Pricing

Pictograms

Health hazardEnvironment
GHS08,GHS09

Signal Word

Danger

Hazard Statements

H351,H360FD,H362,H410

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

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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
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)
Charlotte L C J de Bree et al.
Journal of leukocyte biology, 104(3), 573-578 (2018-08-29)
The anti-tuberculosis vaccine Bacillus Calmette-Guérin (BCG) is a well-known immune modulator that induces nonspecific protective effects against heterologous infections through induction of innate immune memory, also termed "trained immunity." In randomized trials in low weight newborns, BCG vaccination reduced neonatal
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service