Carpachromene

Base Information

• Chemical Name: Carpachromene
• CAS No.: 57498-96-1
• Molecular Formula: C20H16O5
• Molecular Weight: 336.344
• European Community (EC) Number: 804-187-7
• Nikkaji Number: J11.743I
• Wikidata: Q105367956
• Metabolomics Workbench ID: 23511
• ChEMBL ID: CHEMBL4177103
• Mol file: 57498-96-1.mol

Synonyms:Carpachromene;57498-96-1;5-hydroxy-8-(4-hydroxyphenyl)-2,2-dimethylpyrano[3,2-g]chromen-6-one;5-hydroxy-8-(4-hydroxyphenyl)-2,2-dimethyl-2H,6H-pyrano[3,2-g]chromen-6-one;2-(4-Hydroxyphenyl)-5-hydroxy-8,8-dimethyl-4H,8H-benzo[1,2-b;5,4'-Dihidroxy-6'',6''-dimethylpyrano[2'',3'':7,6]flavone;5-Hydroxy-8-(4-hydroxyphenyl)-2,2-dimethyl-2H,6H-benzo[1,2-b:5,4-b']dipyran-6-one;CHEMBL4177103;HY-N3542;LMPK12110426;AKOS040734718;Carpachromene, >=95% (LC/MS-ELSD);FS-10037;CS-0023807;5-hydroxy-8-(4-hydroxyphenyl)-2,2-dimethyl-pyrano[3,2-g]chromen-6-one

Chemical Property of Carpachromene

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 562.096°C at 760 mmHg
• Flash Point: 205.795°C
• PSA: 79.90000
• Density: 1.369g/cm³
• LogP: 4.05540
• Storage Temp.: ?20°C
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 336.09977361
• Heavy Atom Count: 25
• Complexity: 599

Purity/Quality:

98%Min ^*data from raw suppliers

Carpachromene ^*data from reagent suppliers

Safty Information:

• Hazard Codes: N
• Statements: 50
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C=CC2=C(O1)C=C3C(=C2O)C(=O)C=C(O3)C4=CC=C(C=C4)O)C
• Uses: Carpachromene is a biologically active flavonoid displaying anti-inflammatory activity.

Technology Process of Carpachromene

There total 2 articles about Carpachromene 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: 42.0%

3,3-dimethyl acrylaldehyde (107-86-8) + 5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one (520-36-5) → 5-hydroxy-8-(4-hydroxyphenyl)-2,2-dimethyl-2H-pyrano[3,2-g]chromen-6one (57498-96-1) + 5,4'-dihydroxy-7,8-(2,2-dimethylpyrano)flavone (119309-02-3)

Guidance literature:

With calcium hydroxide; In methanol; at 18 ℃; for 72h;

DOI:10.1021/acs.jnatprod.9b00113

Reference yield:

→ 5-hydroxy-8-(4-hydroxyphenyl)-2,2-dimethyl-2H-pyrano[3,2-g]chromen-6one (57498-96-1)

Guidance literature:

Apigenin 16, DDQ;

Reference yield:

5-hydroxy-8-(4-hydroxyphenyl)-2,2-dimethyl-2H-pyrano[3,2-g]chromen-6one (57498-96-1) + acetic anhydride (108-24-7) → C22H18O6

Guidance literature:

With pyridine; In dichloromethane; at 18 ℃; for 6h;

DOI:10.1021/acs.jnatprod.9b00113

upstream raw materials:

3,3-dimethyl acrylaldehyde

5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

Refernces