Gentisein

Base Information

• Chemical Name: Gentisein
• CAS No.: 529-49-7
• Molecular Formula: C13H8 O5
• Molecular Weight: 244.204
• Hs Code.: 2932999099
• UNII: 0P3G42TQ63
• ChEMBL ID: CHEMBL361025
• DSSTox Substance ID: DTXSID20200944
• Metabolomics Workbench ID: 43860
• Nikkaji Number: J11.878H
• NSC Number: 329491
• Wikidata: Q27106719
• Mol file: 529-49-7.mol

Synonyms:1,3,7-trihydroxy-xanthone;1,3,7-trihydroxyxanthone;gentisein

Chemical Property of Gentisein

Chemical Property:

• Vapor Pressure: 4.62E-13mmHg at 25°C
• Boiling Point: 558.1°Cat760mmHg
• Flash Point: 224.7°C
• PSA: 90.90000
• Density: 1.64g/cm³
• LogP: 2.06300
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 244.03717335
• Heavy Atom Count: 18
• Complexity: 344

Purity/Quality:

98%min ^*data from raw suppliers

Gentisein(NSC329491) 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1O)C(=O)C3=C(C=C(C=C3O2)O)O

Technology Process of Gentisein

There total 21 articles about Gentisein 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: 84.0%

3,5-dihydroxyphenol (108-73-6) + 2,5-dihydroxybenzoic acid. (490-79-9) → gentitein (529-49-7)

Guidance literature:

With tin(ll) chloride; at 140 ℃; for 0.0138889h; regioselective reaction; Microwave irradiation;

DOI:10.1016/j.bmc.2012.03.074

Reference yield: 82.0%

7-hydroxy-1,3-dimethoxy-9H-xanthen-9-one (39838-86-3) → gentitein (529-49-7)

Guidance literature:

With boron tribromide; In dichloromethane; at -78 - 20 ℃;

DOI:10.1021/jo0606655

Reference yield: 77.2%

2,5-dihydroxybenzoic acid. (490-79-9) + recorcinol (108-46-3) → gentitein (529-49-7)

Guidance literature:

With zinc(II) chloride; trichlorophosphate; at 75 ℃; for 0.5h; Microwave irradiation;

DOI:10.1016/j.ejmech.2017.03.068

upstream raw materials:

3,5-dimethoxyphenol

5-methoxysalicylic acid

2,5-dihydroxybenzoic acid.

isogentisine

Downstream raw materials:

1-hydroxy-3,7-dimethoxyxanthone

1,3,7-Trimethoxyxanthon

gentisin

osajaxanthone

Refernces

• 1、 -. "Donor compound as Xanthone-NO well as preparation method and application thereof in preparation of anti-tumor drugs (by machine translation)". Page/Page column 5; 6; 10; 11. . Retrieved 2020/01/04.
• 2、 Zhou, Bei-Dou,Zeng, Li-Lan,Tong, Yu-Gui,Fang, Jia-Ying,Ruan, Zhi-Peng,Zeng, Xiao-Yun,Fang, Yuan-Yuan,Xu, Gui-Fen,Hu, Dong-Bao. "Synthesis and antitumor, antityrosinase, and antioxidant activities of xanthone". . p. 467 - 476. Retrieved 2018/04/05.