Gossypetin

Base Information

• Chemical Name: Gossypetin
• CAS No.: 489-35-0
• Molecular Formula: C15H10O8
• Molecular Weight: 318.24
• UNII: SET4M23ZTM
• ChEMBL ID: CHEMBL253570
• DSSTox Substance ID: DTXSID50197631
• Metabolomics Workbench ID: 26314
• Nikkaji Number: J94.551J
• Pharos Ligand ID: RB36MB3U1QCG
• Wikidata: Q3036428
• Wikipedia: Gossypetin
• Mol file: 489-35-0.mol

Synonyms:2-(3,4-dihydroxyphenyl)-3,5,7,8-tetrahydroxy-4H-chromen-4-one;articulatidin;equisporol;gossypetin

Chemical Property of Gossypetin

Chemical Property:

• Appearance/Colour: Yellow Crystals
• Vapor Pressure: 4.49E-19mmHg at 25°C
• Melting Point: 302-304°C
• Refractive Index: 1.863
• Boiling Point: 679.3 °C at 760 mmHg
• PKA: 6.47±0.40(Predicted)
• Flash Point: 260.6 °C
• PSA: 151.59000
• Density: 1.912 g/cm³
• LogP: 1.69360
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated, Sonicated))
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 1
• Exact Mass: 318.03756727
• Heavy Atom Count: 23
• Complexity: 518

Purity/Quality:

98%,99%, ^*data from raw suppliers

3,5,7,8,3'',4''-Hexahydroxyflavone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C2=C(C(=O)C3=C(O2)C(=C(C=C3O)O)O)O)O)O
• Uses: 3,5,7,8,3'',4''-Hexahydroxyflavone is a flavonoid found in H. sabdariffa and has diverse biological activities/properties. 3,5,7,8,3'',4''-Hexahydroxyflavone is the anxiolytic and antidepressant constituents of H. sabdariffa calyces.

Technology Process of Gossypetin

There total 14 articles about Gossypetin 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:

sinocrassoside D2 (909803-33-4) → L-Rhamnose (3615-41-6,478518-52-4) + D-glucose (50-99-7) + gossypetin (489-35-0)

Guidance literature:

With hydrogenchloride; water; for 3h; Reflux;

DOI:10.1248/cpb.56.1438

Reference yield:

gossypetin 8-O-β-D-glucuronide 3-sulphate → gossypetin (489-35-0)

Guidance literature:

With hydrogenchloride; at 100 ℃;

DOI:10.1016/S0031-9422(00)82694-1

Reference yield:

5,7,3',4'-tetrahydroxy-3,8-dimethoxyflavone (4988-22-1) → gossypetin (489-35-0)

Guidance literature:

With hydrogen iodide; phenol; at 145 ℃; for 0.5h;

DOI:10.1016/S0031-9422(03)00437-0

upstream raw materials:

2-(3,4-dimethoxy-phenyl)-3-hydroxy-5,7,8-trimethoxy-chromen-4-one

5,7,3',4'-tetrahydroxy-3,8-dimethoxyflavone

quercetol

sinocrassoside D₂

Downstream raw materials:

quercetagetin

3,5-dihydroxy-7,8,3',4'-tetramethoxyflavone

3,5-dihydroxyphenol

3,4-Dihydroxybenzoic acid

Refernces

• 1、 Hussein, Sahar A.M.,Hashem, Amani N.M.,Seliemb, Mohammed A.,Lindequist, Ulrike,Nawwar, Mahmoud A.M.. "Polyoxygenated flavonoids from Eugenia edulis". . p. 883 - 889. Retrieved 2003.
• 2、 Biedermann, David,Cva?ka, Josef,Hurtová, Martina,K?en, Vladimír,Osifová, Zuzana,Valentová, Kate?ina. "Preparation of Synthetic and Natural Derivatives of Flavonoids Using Suzuki–Miyaura Cross-Coupling Reaction". . . Retrieved 2022/02/07.
• 3、 Halbwirth, Heidrun,Stich, Karl. "An NADPH and FAD dependent enzyme catalyzes hydroxylation of flavonoids in position 8". . p. 1080 - 1087. Retrieved 2008/02/10.