Isosakuranetin

Base Information

• Chemical Name: Isosakuranetin
• CAS No.: 480-43-3
• Molecular Formula: C₁₆H₁₄O₅
• Molecular Weight: 286.284
• Hs Code.: 29329990
• European Community (EC) Number: 207-551-8
• UNII: U02X7TF8UA
• DSSTox Substance ID: DTXSID60963980
• Nikkaji Number: J12.391I
• Wikipedia: Isosakuranetin
• Wikidata: Q3459109
• Pharos Ligand ID: BG4WTQP5JCQ3
• Metabolomics Workbench ID: 27514
• ChEMBL ID: CHEMBL470266
• Mol file: 480-43-3.mol

Synonyms:isosakuranetin

Chemical Property of Isosakuranetin

Chemical Property:

• Vapor Pressure: 3.06E-12mmHg at 25°C
• Melting Point: 193-194oC
• Boiling Point: 539.2oC at 760 mmHg
• PKA: 7.50±0.40(Predicted)
• Flash Point: 205.6oC
• PSA: 75.99000
• Density: 1.37g/cm3
• LogP: 2.81290
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 286.08412354
• Heavy Atom Count: 21
• Complexity: 377

Purity/Quality:

95%-98% ^*data from raw suppliers

Isosakuranetin ^*data from reagent suppliers

Safty Information:

• Statements: 22
• Safety Statements: 22-45

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2CC(=O)C3=C(C=C(C=C3O2)O)O
• Isomeric SMILES: COC1=CC=C(C=C1)[C@@H]2CC(=O)C3=C(C=C(C=C3O2)O)O
• Uses: (S)-Isosakuranetin, is a flavanone flavonoid which can be found in the fruit of Citrus bergamia.

Technology Process of Isosakuranetin

There total 38 articles about Isosakuranetin 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: 82.3%

5,7-bis(methoxymethoxy)-2-(4-methoxyphenyl)chroman-4-one → isosakuranetin (480-43-3,26207-61-4,65337-52-2)

Guidance literature:

With hydrogenchloride; In methanol; water; for 0.5h; Reflux;

DOI:10.1111/cbdd.12843

Reference yield: 49.0%

(E)-3-(4-methoxyphenyl)-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one (137225-57-1) → isosakuranetin (480-43-3,26207-61-4,65337-52-2)

Guidance literature:

With potassium hydroxide; In 1,4-dioxane; water; at 20 ℃; for 2.5h;

DOI:10.1021/acs.joc.8b00497

Reference yield: 49.0%

C26H38O4S → isosakuranetin (480-43-3,26207-61-4,65337-52-2)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 0.0833333h;

DOI:10.1021/acs.joc.8b00497

upstream raw materials:

(2S)-poncirenin

3,5-dihydroxyphenol

2,4,6-trihydroxyacetophenone

2'-hydroxy-4',6'-bis(methoxymethoxy)acetophenone

Downstream raw materials:

8-geranylisosakuranetin

3-(4-methoxyphenyl)-1-(2,4,6-trihydroxyphenyl)propan-1-one

naringenin-4',7-dimethyl ether

5,7-diacetoxy-2-(4-methoxy-phenyl)-chroman-4-one

Refernces

• 1、 Cabezas, Francisco,Cortez-San Martín, Marcelo,Díaz, Katy,González, César,Joseph-Nathan, Pedro,Mascayano, Carolina,Mejias, Sophia,Montoya, Margarita,Mu?oz, Marcelo A.,Osorio, Mauricio,Taborga, Lautaro,Torrent, Claudia,Vásquez-Martínez, Yesseny,Valdés, Ernesto. "Biological Properties and Absolute Configuration of Flavanones From Calceolaria thyrsiflora Graham". . . Retrieved 2020/08/19.
• 2、 Gu, Hong-Shun,Chen, Xi,Zhang, Jian-Wei,Zhang, Lan,Li, Lin. "Synthesis and biological evaluation of novel flavanone derivatives as potential antipsychotic agents". . p. 353 - 364. Retrieved 2017/04/03.