Cirsimaritin

Base Information

• Chemical Name: Cirsimaritin
• CAS No.: 6601-62-3
• Molecular Formula: C17H14O6
• Molecular Weight: 314.295
• Hs Code.: 2914509090
• European Community (EC) Number: 804-202-7
• UNII: F59VJ7UX6B
• DSSTox Substance ID: DTXSID00216220
• Nikkaji Number: J94.487D
• Wikidata: Q27155276
• Metabolomics Workbench ID: 24246
• ChEMBL ID: CHEMBL348436
• Mol file: 6601-62-3.mol

Synonyms:4',5-dihydroxy-6,7-dimethoxy-flavone;4',5-dihydroxy-6,7-dimethoxyflavone;cirsimaritin;skrofulein

Chemical Property of Cirsimaritin

Chemical Property:

• Vapor Pressure: 2.62E-13mmHg at 25°C
• Melting Point: 257 °C
• Boiling Point: 563.6°C at 760 mmHg
• PKA: 6.34±0.40(Predicted)
• Flash Point: 211.5°C
• PSA: 89.13000
• Density: 1.402g/cm³
• LogP: 2.88840
• Storage Temp.: ?20°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 314.07903816
• Heavy Atom Count: 23
• Complexity: 468

Purity/Quality:

≥98% ^*data from raw suppliers

Cirsimaritin ≥90% (LC/MS-ELSD) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T,N
• Statements: 25-50
• Safety Statements: 45-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=C2C(=C1)OC(=CC2=O)C3=CC=C(C=C3)O)O)OC
• Uses: Cirsimaritin is a flavonoid obtained from Cirsium japonicum var. maackii pappus and is effective as an anti-inflammatory agent as well as antioxidant.

Technology Process of Cirsimaritin

There total 32 articles about Cirsimaritin 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: 95.1%

5,7-dihydroxy-2-(3,4,5-trimethoxyphenyl)-4Hchromen-4-one (6938-18-7) → salvigenin (6601-62-3)

Guidance literature:

5,7-dihydroxy-2-(3,4,5-trimethoxyphenyl)-4Hchromen-4-one; With aluminum (III) chloride; In acetonitrile; at 55 - 60 ℃; for 1h;

With hydrogenchloride; water; In acetonitrile; for 0.666667h; Reflux;

DOI:10.1016/j.bmc.2015.01.005

Reference yield: 91.0%

2-(4-(benzyloxy)phenyl)-5-hydroxy-6,7-dimethoxy-4H-chromen-4-one (1402607-46-8) → salvigenin (6601-62-3)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; for 12h; under 760.051 Torr;

DOI:10.1016/j.ejmech.2015.10.039

Reference yield: 38.0%

hispidulin (1447-88-7) + methyl iodide (74-88-4) → salvigenin (6601-62-3) + pectolinarigenin (520-12-7)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 25 ℃; for 6h; Inert atmosphere;

DOI:10.1016/j.ejmech.2015.10.039

upstream raw materials:

5,4'-dibenzoyloxy-6,7-dimethoxyflavone

5-benzoyloxy-7,4'-dihydroxy-6-methoxyflavone

5,4'-dibenzoyloxy-7-hydroxy-6-methoxyflavone

tribenzoyldinatin

Downstream raw materials:

C₃₁H₃₂O₁₅

Refernces

• 1、 Li, Wei,Liu, Kexiong,Su, Liang,Wang, Qiuan. "Synthesis and anti-proliferative activities of 5,6,7-trimethoxyflavones and their derivatives". . . Retrieved 2021/08/12.
• 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.