Xanthyletin

Base Information

• Chemical Name: Xanthyletin
• CAS No.: 553-19-5
• Molecular Formula: C14H12 O3
• Molecular Weight: 228.247
• Hs Code.: 2932999099
• UNII: 3N789LD38N
• DSSTox Substance ID: DTXSID60203818
• Nikkaji Number: J9.414E
• Wikidata: Q27108571
• Metabolomics Workbench ID: 67808
• ChEMBL ID: CHEMBL303846
• Mol file: 553-19-5.mol

Synonyms:xanthyletin;xanthyletine

Chemical Property of Xanthyletin

Chemical Property:

• Vapor Pressure: 4.03E-06mmHg at 25°C
• Melting Point: 130-131°
• Refractive Index: 1.5557 (estimate)
• Boiling Point: 384.6°Cat760mmHg
• Flash Point: 161.9°C
• PSA: 39.44000
• Density: 1.222g/cm³
• LogP: 2.97720
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), DMSO (Slightly, Sonicated)
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 228.078644241
• Heavy Atom Count: 17
• Complexity: 394

Purity/Quality:

99% ^*data from raw suppliers

Xanthyletin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C=CC2=C(O1)C=C3C(=C2)C=CC(=O)O3)C
• Uses: Xanthyletin is a compound that has aromatase inhibition and cytotoxic .

Technology Process of Xanthyletin

There total 6 articles about Xanthyletin 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: 39.0%

7-((2-methylbut-3-yn-2-yl)oxy)-2H-chromen-2-one (27421-18-7) → seseline (523-59-1) + xanthyletin (553-19-5)

Guidance literature:

In various solvent(s); for 0.166667h; Heating;

DOI:10.3987/COM-97-7946

Reference yield: 31.6%

7-hydroxy-2H-chromen-2-one (93-35-6) + dimethylacetal of 3-methyl-3-hydroxybutyraldehyde (31525-67-4) → seseline (523-59-1) + xanthyletin (553-19-5)

Guidance literature:

With pyridine; at 220 ℃; for 4h; regioselective reaction; Microwave irradiation;

DOI:10.1016/j.tetlet.2010.06.058

Reference yield:

7-((2-methylbut-3-yn-2-yl)oxy)-2H-chromen-2-one (27421-18-7) → seseline (523-59-1) + xanthyletin (553-19-5) + 2,2,2',2'-tetramethyl-[3,3'-bipyrano[3,2-g]chromene]-8,8'(2H,2'H)-dione (1263863-05-3)

Guidance literature:

In 1,2-dichloro-ethane; at 70 ℃; for 25h;

DOI:10.1039/c0cc03353g

upstream raw materials:

7-hydroxy-2H-chromen-2-one

2-methyl-but-3-yn-2-ol

7-((2-methylbut-3-yn-2-yl)oxy)-2H-chromen-2-one

dimethylacetal of 3-methyl-3-hydroxybutyraldehyde

Downstream raw materials:

decursinol

6-Hydroxy-8,8-dimethyl-7,8-dihydro-6H-pyrano[3,2-g]chromen-2-one