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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:
Molecular Weight:
314.42
Beilstein:
2625732
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

sterility

non-sterile

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

Aquatic Chronic 1 - Repr. 1B

Storage Class Code

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

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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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)
B H Berg
Biochemistry international, 24(3), 527-533 (1991-06-01)
Adenylyl cyclase activity in the uterus of ovariectomized NMRI mice showed an increase of 87% four minutes after intraperitoneal administration of 17-beta-estradiol 17-beta-acetate in water solution, while in the liver of the same animals activity had decreased by 57%. At
Tomohiro Hikima et al.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V, 54(2), 155-160 (2002-08-23)
We have investigated the distribution of hydrolytic enzymes which metabolize beta-estradiol 17-acetate (EA) to beta-estradiol (E) in man and animal skins in vitro. The distribution of hydrolytic enzymes in human cadaver, hairless dog, rat and hairless mouse skin, was investigated

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