Gancaonin P

Base Information

• Chemical Name: Gancaonin P
• CAS No.: 129145-54-6
• Molecular Formula: C20H18 O7
• Molecular Weight: 370.359
• DSSTox Substance ID: DTXSID90156080
• Nikkaji Number: J1.682.541G
• Wikidata: Q83024091
• Metabolomics Workbench ID: 25368
• ChEMBL ID: CHEMBL463452
• Mol file: 129145-54-6.mol

Synonyms:Gancaonin P;129145-54-6;6-prenylquercetin;2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-6-(3-methylbut-2-enyl)chromen-4-one;2-(3,4-Dihydroxy-phenyl)-3,5,7-trihydroxy-6-(3-methyl-but-2-enyl)-1-benzopyran-4-one;4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-6-(3-methyl-2-buten-1-yl)-;CHEMBL463452;SCHEMBL1170933;DTXSID90156080;CHEBI:175755;OCIIFJFJVOTFTN-UHFFFAOYSA-N;LMPK12112285;2-(3,4-dihydroxyphenyl)-3 ,5,7-trihydroxy-6-(3-methyl-2-butenyl)-4h-1-benzopyran-4-one;2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-6-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one;2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-6-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one, 9CI

Chemical Property of Gancaonin P

Chemical Property:

• Vapor Pressure: 8.62E-18mmHg at 25°C
• Boiling Point: 655.6°C at 760 mmHg
• Flash Point: 237.1°C
• Density: 1.519g/cm³
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 370.10525291
• Heavy Atom Count: 27
• Complexity: 636

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCC1=C(C2=C(C=C1O)OC(=C(C2=O)O)C3=CC(=C(C=C3)O)O)O)C

Technology Process of Gancaonin P

There total 6 articles about Gancaonin P 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: 78.0%

6-C-prenyl-3,3',4',7-tetra-O-methoxymethylquercetin (143724-73-6) → 3,5,7,3',4'-pentahydroxy-6-prenylflavonol (129145-54-6)

Guidance literature:

With hydrogenchloride; In methanol; water; for 4h;

DOI:10.1016/j.tetlet.2019.151138

Reference yield:

2-(3,4-bis(methoxymethoxy)phenyl)-5-hydroxy-3,7-bis(methoxymethoxy)-4H-chromen-4-one (143724-67-8) → 3,5,7,3',4'-pentahydroxy-6-prenylflavonol (129145-54-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 2 percent / K₂CO₃ / methanol / 3 h / Ambient temperature

2: 30 percent / Dowex 50 / methanol / 10 h / 55 °C

With Dowex 50; potassium carbonate; In methanol;

Reference yield:

quercetol (117-39-5,74893-81-5) → 3,5,7,3',4'-pentahydroxy-6-prenylflavonol (129145-54-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 38 percent / K₂CO₃ / acetone / 2 h / Ambient temperature

2: 2 percent / K₂CO₃ / methanol / 3 h / Ambient temperature

3: 30 percent / Dowex 50 / methanol / 10 h / 55 °C

With Dowex 50; potassium carbonate; In methanol; acetone;

upstream raw materials:

6-C-prenyl-3,3',4',7-tetra-O-methoxymethylquercetin

quercetol

2-(3,4-bis(methoxymethoxy)phenyl)-5-hydroxy-3,7-bis(methoxymethoxy)-4H-chromen-4-one

prenyl bromide