alpha-Estradiol

Base Information

• Chemical Name: alpha-Estradiol
• CAS No.: 57-91-0
• Molecular Formula: C18H24O2
• Molecular Weight: 272.387
• Hs Code.: 29372390
• Mol file: 57-91-0.mol

Synonyms:.alpha.-Estradiol;Estra-1,3,5(10)-triene-3,17-diol, (17.alpha.)-;1,3,5-Estratriene-3,17.alpha.-diol;Oestra-1,3,5(10)-triene-3,17.alpha.-diol;3,17.alpha.-Dihydroxyestra-1,3,5(10)-triene;3,17.alpha.-Dihydroxyoestra-1,3,5(10)-triene;SCHEMBL14093738;VOXZDWNPVJITMN-AWDGRILASA-N

Chemical Property of alpha-Estradiol

Chemical Property:

• Appearance/Colour: White solid
• Vapor Pressure: 9.82E-09mmHg at 25°C
• Melting Point: 176-180 °C(lit.)
• Refractive Index: 1.599
• Boiling Point: 445.9 °C at 760 mmHg
• PKA: 10.27±0.60(Predicted)
• Flash Point: 209.6 °C
• PSA: 40.46000
• Density: 1.17 g/cm³
• LogP: 3.60920
• Storage Temp.: 0-6°C
• Solubility.: ethanol: 50 mg/mL, clear, colorless
• Water Solubility.: 3.9mg/L(25 oC)
• XLogP3: 4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 272.177630004
• Heavy Atom Count: 20
• Complexity: 382

Purity/Quality:

99% ^*data from raw suppliers

17b-Estradiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T, Xn
• Hazard Codes: T,Xn
• Statements: 45-48-40
• Safety Statements: 53-45-24/25-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1CCC2O)CCC4=C3C=CC(=C4)O
• Isomeric SMILES: CC12CCC3C(C1CC[C@H]2O)CCC4=C3C=CC(=C4)O
• 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.

Technology Process of alpha-Estradiol

There total 47 articles about alpha-Estradiol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 25.0%

estradiol-3,17α-diacetate (1474-52-8) → α-estradiol (57-91-0) + 17α-acetoxy-estra-1,3,5(10)-trien-3-ol (15068-99-2)

Guidance literature:

With lipase from Candida cylindracea; octanol; In various solvent(s); at 37 ℃; for 144h;

DOI:10.1016/S0040-4039(00)96910-7

Reference yield:

Estrone (53-16-7) → estradiol (50-28-2) + α-estradiol (57-91-0)

Guidance literature:

With ethanol; nickel; at 120 ℃; under 14710.2 Torr; Hydrogenation;

DOI:10.1007/BF01504058

Reference yield:

estrone p-toluenesulfonylhydrazone (55105-93-6) → estradiol (50-28-2) + α-estradiol (57-91-0)

Guidance literature:

With sodium tetrahydroborate; In water; isopropyl alcohol; for 16h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;

DOI:10.1246/bcsj.66.3532

upstream raw materials:

1,3,5-trinitrobenzene

Estrone

pentan-1-ol

17α-dihydroequilenin

Downstream raw materials:

17α-estradiol-3-amidosulfonate

17α-estradiol 17α-sulphamate

3β-D-glucopyranosyl-17α-estradiol

17α-estradiol 3-benzyl ether

Refernces

• 1、 -. "Preparation method of [3-14C] marked 17alpha-estradiol". . . Retrieved 2019/06/07.
• 2、 Ahmed, Gulzar,Nickisch, Klaus. "Thermodynamic Meerwein-Ponndorf-Verley reduction in the diastereoselective synthesis of 17α-estradiol". . p. 1 - 4. Retrieved 2016/07/06.