Kaempferide

Base Information

• Chemical Name: Kaempferide
• CAS No.: 491-54-3
• Molecular Formula: C16H12O6
• Molecular Weight: 300.268
• Hs Code.: 29329990
• European Community (EC) Number: 207-738-4
• UNII: 508XL61MPD
• ChEMBL ID: CHEMBL40919
• DSSTox Substance ID: DTXSID9034155
• Metabolomics Workbench ID: 23648
• Nikkaji Number: J13.293D
• NSC Number: 407294
• Pharos Ligand ID: UVHCXK3AC7FF
• Wikidata: Q3116775
• Wikipedia: Kaempferide
• Mol file: 491-54-3.mol

Synonyms:3 5 7-trihydroxy-4'-methoxyflavone;kaempferide

Chemical Property of Kaempferide

Chemical Property:

• Melting Point: 156-157 °C(lit.)
• Boiling Point: 543.8 °C at 760 mmHg
• PKA: 6.32±0.40(Predicted)
• Flash Point: 207.1 °C
• PSA: 100.13000
• Density: 1.539 g/cm³
• LogP: 2.58540
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly, Heated), DMSO (Slightly, Heated), Methanol (Slightly, Heat
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 300.06338810
• Heavy Atom Count: 22
• Complexity: 465

Purity/Quality:

98%, ^*data from raw suppliers

Kaempferide ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O
• Uses: Kaempferide is a flavonoid that maintains anti-radical and anti-oxidant capabilities, as well as anti-tumour possibilities. Impurity of Icaritin (I163700).

Technology Process of Kaempferide

There total 35 articles about Kaempferide 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: 93.3%

3-(benzyloxy)-5,7-dihydroxy-2-(4-methoxyphenyl)-4H-benzopyran-4-one → 4'-O-methylkaempferol (491-54-3)

Guidance literature:

With 10% palladium hydroxide on charcoal; hydrogen; In tetrahydrofuran; at 25 - 30 ℃; for 20h; under 7500.75 Torr; Reagent/catalyst; Temperature; Pressure; Solvent;

Reference yield: 93.0%

7-(benzyloxy)-3,5-dihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one → 4'-O-methylkaempferol (491-54-3)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; ethyl acetate; at 20 ℃; for 5h;

DOI:10.3762/bjoc.11.33

Reference yield: 76.0%

5,7-bis(benzyloxy)-3-hydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one → 4'-O-methylkaempferol (491-54-3)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In methanol; ethyl acetate; at 20 ℃; for 24h;

DOI:10.2174/157017861109140903103927

upstream raw materials:

ermanin

2-benzoyloxy-1-(2,4,6-trihydroxy-phenyl)-ethanone

p-Methoxybenzoic anhydride

kaempferol

Downstream raw materials:

4',7,-di-O-methylkaempferol

5-hydroxy-3,4',7-trimethoxyflavone

3,4',5,7-tetramethoxyflavone

icaritin

Refernces

• 1、 Kim, Sugyeom,Lannigan, Deborah A.,Li, Yu,Lin, Lin,O'Doherty, George A.,Sayasith, Peyton R.,Tarr, Ariel T.,Wright, Eric B.,Yasmin, Sharia. "Synthesis and Biological Evaluation of 4-Substituted Kaempfer-3-ols". . p. 4279 - 4288. Retrieved 2020/04/09.
• 2、 -. "Method for preparing icaritin intermediate". Paragraph 0056; 0067-0071; 0082-0085; 0098-0101. . Retrieved 2019/08/07.