Estradiol

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;APIs;57-91-0
Mol File:57-91-0.mol
Estradiol Structure
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
pka10.27±0.60(Predicted)
form powder
color white with slight yellow
Water Solubility 3.9mg/L(25 ºC)
Merck 14,3704
CAS DataBase Reference57-91-0(CAS DataBase Reference)
NIST Chemistry ReferenceEstra-1,3,5(10)-triene-3,17alpha-diol(57-91-0)
EPA Substance Registry SystemEstra-1,3,5(10)-triene-3,17-diol, (17.alpha.)- (57-91-0)
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 Information
ProviderLanguage
SigmaAldrich English
ALFA English
Estradiol Usage And Synthesis
Chemical PropertiesWhite Solid
UsesEstradiol (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.
DefinitionChEBI: An estradiol that is estra-1,3,5(10)-triene substituted by hydroxy groups at positions 3 and 17 (the 17alpha stereoisomer).
Biological ActivityEndogenous estrogen receptor ligand (K i values are 0.2 and 1.2 nM for ER α and ER β receptors respectively).
Biochem/physiol ActionsEstradiol (known as alpha Estradiol or 17 alpha Estradiol) is a biologically active estrogen in human breast cancer cells in tissue culture.17-estradiol 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.
targetBeta Amyloid | Bcl-2/Bax | Caspase | PARP | Estrogen receptor | GABA Receptor | Progestogen receptor
storageRoom temperature
Purification Methods17-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.
Oracon BETA-ESTRADIOL 17-VALERATE 1,3,5(10)-ESTRATRIEN-3,16-ALPHA, 17-ALPHA-TRIOL TRIACETATE 1,3,5(10)-ESTRATRIEN-2,3-DIOL-17-ONE 2-METHYL ETHER 3-ACETATE 17-ETHYLENEKETAL 1,3,5(10)-ESTRATRIEN-3,17ALPHA-DIOL 3-SULFATE SODIUM 1,3,5(10)-ESTRATRIEN-3,17-ALPHA-DIOL-6-ONE 6-CARBOXYMETHYLOXIME 1,3,5(10)-ESTRATRIEN-3,17-ALPHA-DIOL 17-ACETATE 1,3,5(10)-ESTRATRIEN-3,17-ALPHA-DIOL 17-GLUCOSIDURONATE 1,3,5(10)-ESTRATRIEN-2,3-DIOL-17-ONE 3-METHYL ETHER 17-ETHYLENEKETAL Oraconal EPIMESTROL 1,3,5(10)-ESTRATRIEN-3,17-ALPHA-DIOL 3-ACETATE 1,3,5(10)-ESTRATRIEN-3,17-ALPHA-DIOL-6-ONE 17-EPIESTRIOL 1,3,5(10)-ESTRATRIEN-3,16-BETA, 17-ALPHA-TRIOL TRIACETATE Estradiol (16b,17a)-Estra-1,3,5(10)-triene-3,16,17-triol BETA-ESTRADIOL 3-BENZOATE,BETA-ESTRADIOL BENZOATE,B-ESTRADIOL-3-BENZOATE

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