Gardenin D

Base Information

• Chemical Name: Gardenin D
• CAS No.: 29202-00-4
• Molecular Formula: C19H18 O8
• Molecular Weight: 374.347
• Hs Code.: 2914509090
• UNII: 3HPZ0E3R1H
• DSSTox Substance ID: DTXSID00183463
• Nikkaji Number: J94.521H
• Wikidata: Q27257226
• Metabolomics Workbench ID: 24559
• ChEMBL ID: CHEMBL495821
• Mol file: 29202-00-4.mol

Synonyms:Gardenin D;29202-00-4;GARDENIND;5,3'-Dihydroxy-6,7,8,4'-tetramethoxyflavone;UNII-3HPZ0E3R1H;3HPZ0E3R1H;Flavone, 3',5-dihydroxy-4',6,7,8-tetramethoxy-;3',5-Dihydroxy-4',6,7,8-tetramethoxyflavone;DTXSID00183463;5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,7,8-trimethoxychromen-4-one;4H-1-Benzopyran-4-one, 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,7,8-trimethoxy-;GARDENIN D [MI];CHEMBL495821;SCHEMBL1764085;DTXCID10105954;LMPK12111476;AKOS040763620;LS-193900;Q27257226

Chemical Property of Gardenin D

Chemical Property:

• Vapor Pressure: 1.51E-16mmHg at 25°C
• Melting Point: 190-192°
• Boiling Point: 631.6°C at 760 mmHg
• Flash Point: 228.8°C
• PSA: 107.59000
• Density: 1.375g/cm³
• LogP: 2.90560
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 5
• Exact Mass: 374.10016753
• Heavy Atom Count: 27
• Complexity: 564

Purity/Quality:

99% ^*data from raw suppliers

GardeninD ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C2=CC(=O)C3=C(C(=C(C(=C3O2)OC)OC)OC)O)O

Technology Process of Gardenin D

There total 3 articles about Gardenin D 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: 92.0%

3'-benzyloxy-4',5,6,7,8-pentamethoxyflavone (29201-99-8) → 3',5-dihydroxy-4',6,7,8-tetramethoxyflavone (29202-00-4)

Guidance literature:

3'-benzyloxy-4',5,6,7,8-pentamethoxyflavone; With boron trichloride; In dichloromethane; toluene; at -78 - 20 ℃; for 12h; Inert atmosphere;

With water; sodium hydroxide; In dichloromethane; toluene; at 20 ℃; for 0.5h;

DOI:10.1016/j.bmc.2011.10.001

Reference yield: 47.0%

2-(3-hydroxy-4-methoxyphenyl)-5,6,7,8-tetramethoxy-4H-1-benzopyran-4-one (112448-39-2) → 3',5-dihydroxy-4',6,7,8-tetramethoxyflavone (29202-00-4)

Guidance literature:

With aluminum (III) chloride; In acetonitrile; at 60 ℃; for 3h;

Reference yield:

→ 3',5-dihydroxy-4',6,7,8-tetramethoxyflavone (29202-00-4)

Guidance literature:

aus Verb. XVI;

upstream raw materials:

2-(3-hydroxy-4-methoxyphenyl)-5,6,7,8-tetramethoxy-4H-1-benzopyran-4-one

3'-benzyloxy-4',5,6,7,8-pentamethoxyflavone