Ganhuangenin

Base Information

• Chemical Name: Ganhuangenin
• CAS No.: 92519-91-0
• Molecular Formula: C17H14 O8
• Molecular Weight: 346.293
• Hs Code.: 2914509090
• ChEMBL ID: CHEMBL465771
• DSSTox Substance ID: DTXSID60239031
• Metabolomics Workbench ID: 24397
• Nikkaji Number: J868.279H
• Wikidata: Q72516450
• Mol file: 92519-91-0.mol

Synonyms:2',5,5',7-tetrahydroxy-6',8-dimethoxyflavone;5,7,3',6'-tetrahydroxy-8,2'-dimethoxyflavone;ganhuangenin;Sb 1;Sb-1

Chemical Property of Ganhuangenin

Chemical Property:

• Vapor Pressure: 9.11E-19mmHg at 25°C
• Melting Point: 257-259 °C
• Boiling Point: 673.7°Cat760mmHg
• PKA: 6.81±0.40(Predicted)
• Flash Point: 251.5°C
• PSA: 129.59000
• Density: 1.566g/cm³
• LogP: 2.29960
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 3
• Exact Mass: 346.06886740
• Heavy Atom Count: 25
• Complexity: 535

Purity/Quality:

98%min ^*data from raw suppliers

ViscidulinIII 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)OC)O)O
• Uses: Viscidulin III can be used against COVID-19 in a silico and experimental study, as well as improving insulin resistance. The metabolic profiling of this compound can be studied in rat plasma, urine, bile, and feces after administration by UHPLC-Fourier Transform Ion Cyclotron Resonance Mass Spectrometry.

Technology Process of Ganhuangenin

There total 5 articles about Ganhuangenin 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:

1,4-diisopropyloxy-2-methoxybenzene (96501-81-4) → viscidulin III (92519-91-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) 15percent n-BuLi / 1.) ether, hexane, reflux, 3 h; 2.) reflux, 1 h

2: 900 mg / piperidine / pyridine

3: 320 mg / 2,3-dichloro-5,6-dicyanobenzoquinone

4: 180 mg / boron trichloride

With piperidine; n-butyllithium; boron trichloride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In pyridine;

DOI:10.1248/cpb.33.4034

Reference yield:

3,6-diisopropyloxy-2-methoxybenzaldehyde (101909-91-5) → viscidulin III (92519-91-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 900 mg / piperidine / pyridine

2: 320 mg / 2,3-dichloro-5,6-dicyanobenzoquinone

3: 180 mg / boron trichloride

With piperidine; boron trichloride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In pyridine;

DOI:10.1248/cpb.33.4034

Reference yield:

2-hydroxy-4-isopropyloxy-3,6-dimethoxyacetophenone (93344-52-6) → viscidulin III (92519-91-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 900 mg / piperidine / pyridine

2: 320 mg / 2,3-dichloro-5,6-dicyanobenzoquinone

3: 180 mg / boron trichloride

With piperidine; boron trichloride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In pyridine;

DOI:10.1248/cpb.33.4034

upstream raw materials:

1,4-diisopropyloxy-2-methoxybenzene

3,6-diisopropyloxy-2-methoxybenzaldehyde

2-hydroxy-4-isopropyloxy-3,6-dimethoxyacetophenone

2'-hydroxy-3,4',6-triisopropyloxy-2,3',6'-trimethoxychalcone

Refernces