Ladanein

Base Information

• Chemical Name: Ladanein
• CAS No.: 10176-71-3
• Molecular Formula: C17H14 O6
• Molecular Weight: 314.295
• Hs Code.: 2914509090
• DSSTox Substance ID: DTXSID00144175
• Nikkaji Number: J94.488B
• Wikidata: Q83008280
• Metabolomics Workbench ID: 24248
• ChEMBL ID: CHEMBL209257
• Mol file: 10176-71-3.mol

Synonyms:ladanein

Chemical Property of Ladanein

Chemical Property:

• Vapor Pressure: 2.11E-13mmHg at 25°C
• Melting Point: 310-313℃
• Boiling Point: 565.7°C at 760 mmHg
• Flash Point: 212.4°C
• PSA: 89.13000
• Density: 1.402g/cm³
• LogP: 2.88840
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 314.07903816
• Heavy Atom Count: 23
• Complexity: 468

Purity/Quality:

≥98% ^*data from raw suppliers

Ladanein 95+% ^*data from reagent suppliers

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)OC)O)O

Technology Process of Ladanein

There total 14 articles about Ladanein 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: 82.0%

6-hydroxy-5,7-dimethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one (6938-19-8) → ladanein (10176-71-3)

Guidance literature:

6-hydroxy-5,7-dimethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one; With boron tribromide; In dichloromethane; at 0 ℃; for 0.5h;

With methanol;

Reference yield: 32.0%

5,6,7-trihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one (6563-66-2) + methyl iodide (74-88-4) → ladanein (10176-71-3) + 5-hydroxy-4',6,7-trimethoxyflavone (19103-54-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 25 ℃; for 8h; Inert atmosphere;

DOI:10.1016/j.ejmech.2015.10.039

Reference yield:

5,6-dihydroxy-7,4'-dimethoxyflavone-6-O-α-D-rhamnosyl-(1->6)-β-D-glucose (1311993-73-3) → ladanein (10176-71-3)

Guidance literature:

With hydrogenchloride; In water; at 100 ℃; for 1h;

DOI:10.1007/s12272-011-0305-y

upstream raw materials:

3,6-dihydroxy-2,4-dimethoxyacetophenone

p-Methoxybenzoic anhydride

6-hydroxy-5,7-dimethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one

Acetic acid 5,7-dimethoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-6-yl ester

Downstream raw materials:

Toluene-4-sulfonic acid 6-hydroxy-7-methoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-5-yl ester

C₁₈H₁₄O₆

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