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E7879

Sigma-Aldrich

β-Estradiol 17-acetate

≥99%

Synonym(s):

1,3,5(10)-Estratriene-3,17β-diol 17-acetate, 3,17β-Dihydroxy-1,3,5(10)-estratriene 17-acetate

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About This Item

Empirical Formula (Hill Notation):
C20H26O3
CAS Number:
1743-60-8
Molecular Weight:
314.42
Beilstein:
2625732
MDL number:
MFCD00056537
UNSPSC Code:
12352200
PubChem Substance ID:
24894658
NACRES:
NA.77

sterility

non-sterile

Quality Level

200

Assay

≥99%

form

powder

solubility

chloroform: 50 mg/mL, clear, colorless to faintly brownish-yellow

shipped in

ambient

storage temp.

room temp

SMILES string

CC(=O)O[C@H]1CC[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@]12C

InChI

1S/C20H26O3/c1-12(21)23-19-8-7-18-17-5-3-13-11-14(22)4-6-15(13)16(17)9-10-20(18,19)2/h4,6,11,16-19,22H,3,5,7-10H2,1-2H3/t16-,17-,18+,19+,20+/m1/s1

InChI key

QAHOQNJVHDHYRN-SLHNCBLASA-N

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Application

β-Estradiol 17-acetate has been used in body burden analyses, to study the effect of triclosan on an estuarine fish.

Biochem/physiol Actions

β-Estradiol is a steroid hormone involved in a number of organ functions. It is significantly associated with brain functions including neuroprotection, neurogenesis and synaptic plasticity. β-Estradiol maintains bone homeostasis, and hence is preferred for osteoporosis therapy. 17-β-Estradiol is the most active estrogen generated in our body. During postmenopausal, 17-β-estradiol inhibits oxidative modification in low density lipoprotein. This indicates that estrogen replacement therapy might be useful in treating cardiovascular disease.

Features and Benefits

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Pictograms

Health hazardEnvironment
GHS08,GHS09

Signal Word

Danger

Hazard Statements

H360FD,H410

Hazard Classifications

Aquatic Chronic 1 - Repr. 1B

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

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Bioactive Natural Products: Chemistry and Biology, 375-375 (2015)
Layer-by-Layer Films for Biomedical Applications, 517-517 (2014)
Estrogen and the Vessel Wall, 38-38 (2003)
17-beta-estradiol increases neuronal excitability through MAP kinase-induced calpain activation
Zadran S, et al.
Proceedings of the National Academy of Sciences of the USA, 106(51), 21936-21941 (2009)
J A Russell et al.
Journal of chromatography. B, Biomedical sciences and applications, 744(1), 157-163 (2000-09-14)
A rapid, sensitive reversed-phase high-performance liquid chromatographic method has been developed for the determination of in vitro release of 17beta-estradiol and its ester prodrug, 17beta-estradiol-3-acetate, from silicone intravaginal rings. Partial hydrolysis of the acetate under the aqueous conditions provided by
View All Related Papers

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