Ayanin

Base Information

• Chemical Name: Ayanin
• CAS No.: 572-32-7
• Molecular Formula: C18H16O7
• Molecular Weight: 344.321
• UNII: YA465UF3LK
• ChEMBL ID: CHEMBL74898
• DSSTox Substance ID: DTXSID20205833
• Metabolomics Workbench ID: 25845
• Nikkaji Number: J11.536C
• NSC Number: 691652
• Pharos Ligand ID: WKZDWKYZXZNS
• Wikidata: Q3277926
• Wikipedia: Ayanin
• Mol file: 572-32-7.mol

Synonyms:5,3'-dihydroxy-3,7,4'-trimethoxyflavone;ayanin

Chemical Property of Ayanin

Chemical Property:

• Vapor Pressure: 4.97E-15mmHg at 25°C
• Melting Point: 173℃
• Boiling Point: 600.8°C at 760 mmHg
• PKA: 6.15±0.40(Predicted)
• Flash Point: 221.5°C
• PSA: 98.36000
• Density: 1.45g/cm³
• LogP: 2.89700
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 344.08960285
• Heavy Atom Count: 25
• Complexity: 532

Purity/Quality:

98%Min ^*data from raw suppliers

Ayanin ^*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=C(C(=O)C3=C(C=C(C=C3O2)OC)O)OC)O

Technology Process of Ayanin

There total 21 articles about Ayanin 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: 73.0%

6,8-dibromo-3,7-O-dimethyltamarixetin (1221398-17-9) → ayanin (572-32-7)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In N,N-dimethyl-formamide; at 20 ℃; for 48h; under 760.051 Torr;

DOI:10.1021/np100065v

Reference yield: 55.0%

quercetol (117-39-5,74893-81-5) + methyl iodide (74-88-4) → 2-(3,4-Dihydroxy-phenyl)-5,7-dihydroxy-3-methoxy-chromen-4-on (1486-70-0) + ayanin (572-32-7) + 3-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-5,7-dimethoxy-4H-chromen-4-one (243136-42-7) + pentamethyl quercetin (1247-97-8)

Guidance literature:

With potassium carbonate; In acetone; at 20 ℃; for 1h;

DOI:10.1016/j.bioorg.2020.104243

Reference yield: 54.4%

diazomethane (186581-53-3,908094-01-9,334-88-3) + quercetol (117-39-5,74893-81-5) → ayanin (33708-72-4) + ayanin (572-32-7) + retusin (1245-15-4)

Guidance literature:

In 1,4-dioxane; at 0 - 22 ℃;

DOI:10.1007/s10600-020-03164-2

upstream raw materials:

quercetol

dimethyl sulfate

diazomethane

methyl iodide

Downstream raw materials:

retusin

S-(5'-adenosyl)-L-homocysteine

2-(3-acetoxy-4-methoxy-phenyl)-3,5,7-trimethoxy-chromen-4-one

3'-hydroxy-3,5,7,4'-tetramethoxyflavone

Refernces

• 1、 Boutefnouchet, Sabrina,Bouzidi, Chouaha,Cojean, Sandrine,Figadère, Bruno,Grougnet, Rapha?l,Maciuk, Alexandre,Michel, Sylvie,Ortiz, Sergio,Vásquez-Ocmín, Pedro G.. "Correlation study on methoxylation pattern of flavonoids and their heme-targeted antiplasmodial activity". . . Retrieved 2020/09/16.
• 2、 Pabuprapap, Wachirachai,Wassanatip, Yanisa,Khetkam, Pichit,Chaichompoo, Waraluck,Kunkaewom, Sukanya,Senabud, Pongpan,Hata, Janejira,Chokchaisiri, Ratchanaporn,Svasti, Saovaros,Suksamrarn, Apichart. "Quercetin analogs with high fetal hemoglobin-inducing activity". . p. 1755 - 1765. Retrieved 2019/08/02.