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Estradiol

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Estradiol Basic information

Product Name:
Estradiol
Synonyms:
  • 1,3,5-estratriene-3,17-alpha-diol
  • 1,3,5-Estratriene-3,17alpha-diol
  • 17alpha-Oestradiol
  • 3,17alpha-Dihydroxyestra-1,3,5(10)-triene
  • 3,17-alpha-dihydroxyoestra-1,3,5(10)-triene
  • 3,17alpha-Dihydroxyoestra-1,3,5(10)-triene
  • 5(10)-triene-3,17-diol,(17-alpha)-estra-3
  • epiestradial
CAS:
57-91-0
MF:
C18H24O2
MW:
272.39
EINECS:
200-354-8
Product Categories:
  • Steroids
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
Mol File:
57-91-0.mol
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Estradiol Chemical Properties

Melting point:
176-180 °C(lit.)
alpha 
D20 +53 to +56° (c = 0.9 in dioxane)
Boiling point:
355.44°C (rough estimate)
Density 
1.0708 (rough estimate)
refractive index 
1.4800 (estimate)
storage temp. 
Sealed in dry,Room Temperature
solubility 
ethanol: 50 mg/mL, clear, colorless
pka
10.27±0.60(Predicted)
form 
powder
color 
white with slight yellow cast
Water Solubility 
3.9mg/L(25 ºC)
Merck 
14,3704
CAS DataBase Reference
57-91-0(CAS DataBase Reference)
NIST Chemistry Reference
Estra-1,3,5(10)-triene-3,17alpha-diol(57-91-0)
EPA Substance Registry System
Estra-1,3,5(10)-triene-3,17-diol, (17.alpha.)- (57-91-0)
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Safety Information

Hazard Codes 
T,Xn
Risk Statements 
45-48-40
Safety Statements 
53-45-24/25-22
RIDADR 
UN 2811 6.1/PG 2
WGK Germany 
3
RTECS 
KG3750000
8-10
HS Code 
29372390

MSDS

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Estradiol Usage And Synthesis

Chemical Properties

White Solid

Uses

Estradiol (known as α-Estradiol or 17 α-Estradiol) is a biologically active estrogen in human breast cancer cells in tissue culture. 17-Εstradiol and its selective receptor, ER-X, are not part of a classical hormone/receptor endocrine system but of a system with important autocrine/paracrine functions in the developing and adult brain. 17-Estradiol may have enormous implications for hormone replacement strategies at the menopause and in the treatment of such neurodegenerative disorders as Alzheimer’s disease and ischemic stroke.

Definition

ChEBI: An estradiol that is estra-1,3,5(10)-triene substituted by hydroxy groups at positions 3 and 17 (the 17alpha stereoisomer).

Biological Activity

Endogenous estrogen receptor ligand (K i values are 0.2 and 1.2 nM for ER α and ER β receptors respectively).

Purification Methods

17-Estradiol recrystallises from aqueous EtOH (80%) as the hemihydrate and differs from the -anomer (below) by not precipitating with digitonin in 80% aqueous EtOH. The diacetate [1474-52-8] crystallises from aqueous EtOH in needles with m 139-140o. The 3-benzoate crystallises in three forms m 158o, 153o and 63o.

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