Salvigenin

Base Information

• Chemical Name: Salvigenin
• CAS No.: 19103-54-9
• Molecular Formula: C18H16 O6
• Molecular Weight: 328.321
• Hs Code.: 2914509090
• UNII: V522YCM28A
• DSSTox Substance ID: DTXSID90172629
• Nikkaji Number: J94.489K
• Wikidata: Q63398893
• Metabolomics Workbench ID: 24249
• ChEMBL ID: CHEMBL376644
• Mol file: 19103-54-9.mol

Synonyms:5-hydroxy-6,7,4'-trimethoxy-flavone;5-hydroxy-6,7,4'-trimethoxyflavone;salvigenin

Chemical Property of Salvigenin

Chemical Property:

• Vapor Pressure: 4.26E-12mmHg at 25°C
• Melting Point: 188 °C
• Boiling Point: 535.9°Cat760mmHg
• PKA: 6.33±0.40(Predicted)
• Flash Point: 196.9°C
• PSA: 78.13000
• Density: 1.314g/cm³
• LogP: 3.19140
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 328.09468823
• Heavy Atom Count: 24
• Complexity: 482

Purity/Quality:

≥98% ^*data from raw suppliers

Salvigenin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=CC(=O)C3=C(C(=C(C=C3O2)OC)OC)O
• Uses: Salvigenin is a neuroprotective agent used in the treatment of neurodegenerative diseases acting through oxidative stress on cells.

Technology Process of Salvigenin

There total 15 articles about Salvigenin 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: 99.0%

5,6,7,4'-tetramethoxyflavone (1168-42-9) → 5-hydroxy-4',6,7-trimethoxyflavone (19103-54-9)

Guidance literature:

With boron tribromide; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1016/j.tet.2004.01.023

Reference yield: 82.0%

methanol (67-56-1) + 8-bromo-5-hydroxy-7,4'-dimethoxyflavone (1390643-64-7) + 6-bromo-5-hydroxy-7,4'-dimethoxyflavone (35095-48-8) → 5-hydroxy-4',6,7-trimethoxyflavone (19103-54-9)

Guidance literature:

methanol; With sodium methylate; copper(I) bromide; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

8-bromo-5-hydroxy-7,4'-dimethoxyflavone; 6-bromo-5-hydroxy-7,4'-dimethoxyflavone; In N,N-dimethyl-formamide; at 120 ℃; for 5h;

DOI:10.1080/14786419.2011.566224

Reference yield: 48.0%

scutellarein (529-53-3) + methyl iodide (74-88-4) → 5-hydroxy-4',6,7-trimethoxyflavone (19103-54-9) + 5,6,7,4'-tetramethoxyflavone (1168-42-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1016/j.bbrc.2022.03.052

upstream raw materials:

diazomethane

scutellarein

dimethyl sulfate

methyl iodide

Downstream raw materials:

acetylsalvigenin

5,6,7,4'-tetramethoxyflavone

scutellarein

NSC₇₆₉₈₈

Refernces

• 1、 Prakash, Satya,Zaman, Asif. "FLAVONOIDS OF TINOSPORA MALABARICA". . p. 2992 - 2993. Retrieved 1982.
• 2、 Shi, Zhi-Hao,Li, Nian-Guang,Wang, Zhen-Jiang,Tang, Yu-Ping,Dong, Ze-Xi,Zhang, Wei,Zhang, Peng-Xuan,Gu, Ting,Wu, Wen-Yu,Yang, Jian-Ping,Duan, Jin-Ao. "Synthesis and biological evaluation of methylated scutellarein analogs based on metabolic mechanism of scutellarin in vivo". . p. 95 - 105. Retrieved 2015/11/10.
• 3、 -. "PROCESS TO PREPARE FLAVONES". Page/Page column 6-8. . Retrieved 2008/06/13.