Pedunculin

Base Information

• Chemical Name: Pedunculin
• CAS No.: 2798-22-3
• Molecular Formula: C18H16 O7
• Molecular Weight: 344.321
• DSSTox Substance ID: DTXSID70182261
• Nikkaji Number: J2.029.931B
• Wikidata: Q83052912
• Metabolomics Workbench ID: 24531
• Mol file: 2798-22-3.mol

Synonyms:Pedunculin;2798-22-3;4H-1-Benzopyran-4-one, 5,8-dihydroxy-6,7-dimethoxy-2-(4-methoxyphenyl)-;8-OH-salvigenin;8-hydroxysalvigenin;8-hydroxy-salvigenin;DTXSID70182261;CHEBI:192704;LMPK12111448;4',6,7-Trimethoxy-5,8-dihydroxyflavone;flavone, 5,8-dihydroxy-4',6,7-trimethoxy-

Chemical Property of Pedunculin

Chemical Property:

• Vapor Pressure: 8.78E-15mmHg at 25°C
• Boiling Point: 595.6°Cat760mmHg
• Flash Point: 219.4°C
• PSA: 98.36000
• Density: 1.387g/cm³
• LogP: 2.89700
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 344.08960285
• Heavy Atom Count: 25
• Complexity: 512

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=CC(=O)C3=C(C(=C(C(=C3O2)O)OC)OC)O

Technology Process of Pedunculin

There total 7 articles about Pedunculin 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: 90.0%

5-hydroxy-4',6,7-trimethoxyflavone (19103-54-9) → 5,8-dihydroxy-6,7-dimethoxy-2-(4-methoxyphenyl)-4-benzopyrone (2798-22-3)

Guidance literature:

With 3,3-dimethyldioxirane; In dichloromethane; acetone; at 0 - 20 ℃; for 0.333333h;

DOI:10.1016/j.tet.2004.01.023

Reference yield: 80.0%

8-Benzyloxy-5-hydroxy-6,7-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one (169130-06-7) → 5,8-dihydroxy-6,7-dimethoxy-2-(4-methoxyphenyl)-4-benzopyrone (2798-22-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; ethyl acetate;

DOI:10.1016/0031-9422(95)00070-N

Reference yield:

2'-hydroxy-4,4',6'-trimethoxychalcone (3420-72-2,37951-13-6,64680-84-8) → 5,8-dihydroxy-6,7-dimethoxy-2-(4-methoxyphenyl)-4-benzopyrone (2798-22-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 76 percent / dimethyl dioxirane / acetone; CH₂Cl₂ / 1 h / 0 - 20 °C

2: 95 percent / K₂CO₃ / acetone / 4 h / Heating

3: 76 percent / I₂; pyridine / 4 h / Heating

4: 99 percent / BBr₃ / CH₂Cl₂ / 0.5 h / 0 °C

5: 90 percent / dimethyl dioxirane / acetone; CH₂Cl₂ / 0.33 h / 0 - 20 °C

With pyridine; iodine; 3,3-dimethyldioxirane; boron tribromide; potassium carbonate; In dichloromethane; acetone;

DOI:10.1016/j.tet.2004.01.023

upstream raw materials:

5-hydroxy-4',6,7-trimethoxyflavone

8-Benzyloxy-5-hydroxy-6,7-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one

2'-hydroxy-4,4',6'-trimethoxychalcone

1-(6-hydroxy-2,3,4-trimethoxyphenyl)-3-(4-methoxyphenyl)propenone

Downstream raw materials:

tangeritin

NSC₇₆₉₈₈

gardenin B