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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/REAXYS Number:
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

signalword

Danger

Hazard Classifications

Aquatic Chronic 1 - Repr. 1B

Storage Class

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

wgk_germany

WGK 3

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

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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Estrogen and the Vessel Wall, 38-38 (2003)
Accumulation of triclosan from diet and its neuroendocrine effects in Atlantic croaker (Micropogonias undulatus) under two temperature Regimes
Hedrick-Hopper TL, et al.
Marine Environmental Research, 112(51), 52-60 (2015)
Layer-by-Layer Films for Biomedical Applications, 517-517 (2014)
Anna Höckerstedt et al.
Journal of lipid research, 43(3), 392-397 (2002-03-15)
It has been shown that estrogens need to be metabolized to their hydrophobic estrogen ester derivatives to act as antioxidants in lipoproteins. Data suggest that 17beta-estradiol (E(2)) becomes esterified in LCAT-induced reactions and the esters are transported from HDL particles
B H Berg
Biochemistry and molecular biology international, 29(5), 959-964 (1993-04-01)
When an adenylyl cyclase inhibitor, 2-deoxyadenosine 3'-phosphate, was administered together with 17-beta-estradiol 17-beta-acetate on ovariectomized Bom:NMRI mice, the short term effects of the hormone on the uterus aminoacyl-tRNA synthetase phosphatase and aminoacyl-tRNA synthetase activities were reversed, whereas the effect on
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