Methylestradiol

Base Information

• Chemical Name: Methylestradiol
• CAS No.: 302-76-1
• Molecular Formula: C19H26O2
• Molecular Weight: 286.414
• European Community (EC) Number: 206-128-5
• NSC Number: 52245
• UNII: 08IS5358PS
• DSSTox Substance ID: DTXSID401016541
• Nikkaji Number: J108.082B
• Wikipedia: Methylestradiol
• Wikidata: Q25091486
• ChEMBL ID: CHEMBL1627631
• Mol file: 302-76-1.mol

Synonyms:17 alpha-methylestradiol;17-methylestradiol;17-methylestradiol hemihydrate;17-methylestradiol hydrate

Chemical Property of Methylestradiol

Chemical Property:

• Vapor Pressure: 1.08E-08mmHg at 25°C
• Melting Point: 215-216℃
• Refractive Index: 1.584
• Boiling Point: 444.8 °C at 760 mmHg
• PKA: 10.27±0.60(Predicted)
• Flash Point: 205.7 °C
• PSA: 40.46000
• Density: 1.14 g/cm³
• LogP: 3.99930
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 286.193280068
• Heavy Atom Count: 21
• Complexity: 422

Purity/Quality:

99% ^*data from raw suppliers

17ALPHA-METHYLESTRADIOL 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1CCC2(C)O)CCC4=C3C=CC(=C4)O
• Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(C)O)CCC4=C3C=CC(=C4)O

Technology Process of Methylestradiol

There total 12 articles about Methylestradiol 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: 81.0%

Estrone (53-16-7) + methylmagnesium bromide (75-16-1) → 17-methyl-estra-1,3,5(10)-triene-3,17α-diol (302-76-1)

Guidance literature:

In tetrahydrofuran; toluene; at 20 ℃; for 8h;

DOI:10.1021/jm049647a

Reference yield: 77.0%

Estrone (53-16-7) + methyllithium (917-54-4) → 17-methyl-estra-1,3,5(10)-triene-3,17α-diol (302-76-1)

Guidance literature:

In tetrahydrofuran; for 5h;

DOI:10.1021/jm0001166

Reference yield: 28.4%

17-methyltestosterone (58-18-4) → 17-methyl-estra-1,3,5(10)-triene-3,17α-diol (302-76-1) + 6β,12β-dihydroxy-17α-methyltestosterone + 7β-hydroxy-17α-methyltestosterone + 6β,17β-dihydroxy-17α-methylandrost-4-en-3-one (13096-49-6) + 6β,17β-dihydroxy-17α-methyl-1,4-androstadien-3-one (33526-41-9)

Guidance literature:

With Acremonium strictum PTCC 5282 strain; at 25 ℃; for 144h; pH=6.5; Enzymatic reaction;

DOI:10.1007/s10600-013-0703-0

upstream raw materials:

methyl magnesium iodide

Estrone

methyllithium

methylmagnesium bromide

Refernces

• 1、 Zafar, Salman,Bibi, Marium,Yousuf, Sammer,Choudhary, M. Iqbal. "New metabolites from fungal biotransformation of an oral contraceptive agent: Methyloestrenolone". . p. 418 - 425. Retrieved 2013/05/08.
• 2、 Edsall, Allison B.,Mohanakrishnan, Arasambattu K.,Yang, Donglai,Fanwick, Philip E.,Hamel, Ernest,Hanson, Arthur D.,Agoston, Gregory E.,Cushman, Mark. "Effects of altering the electronics of 2-methoxyestradiol on cell proliferation, on cytotoxicity in human cancer cell cultures, and on tubulin polymerization". . p. 5126 - 5139. Retrieved 2007/10/03.