Rhamnazin

Base Information

• Chemical Name: Rhamnazin
• CAS No.: 552-54-5
• Molecular Formula: C17H14O7
• Molecular Weight: 330.294
• Hs Code.: 2914509090
• NSC Number: 678106
• UNII: 276CK9GP9Y
• DSSTox Substance ID: DTXSID00203695
• Nikkaji Number: J146.439F
• Wikipedia: Rhamnazin
• Wikidata: Q3116746
• Metabolomics Workbench ID: 25724
• ChEMBL ID: CHEMBL457148
• Mol file: 552-54-5.mol

Synonyms:rhamnazin

Chemical Property of Rhamnazin

Chemical Property:

• Melting Point: 214-215 °C
• Boiling Point: 591.6°Cat760mmHg
• PKA: 6.14±0.40(Predicted)
• Flash Point: 221.2°C
• PSA: 109.36000
• Density: 1.507g/cm³
• LogP: 2.59400
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 330.07395278
• Heavy Atom Count: 24
• Complexity: 517

Purity/Quality:

98%,99%, ^*data from raw suppliers

3’,7-Di-O-methylQuercetin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C2C(=C1)OC(=C(C2=O)O)C3=CC(=C(C=C3)O)OC)O
• Uses: Di-O-methylated flavanol; a polyphenolic metabolite of Rhamnus disperma.

Technology Process of Rhamnazin

There total 18 articles about Rhamnazin 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: 90.0%

C31H26O7 → rhamnazin (552-54-5)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; ethanol; for 12h;

DOI:10.5012/jkcs.2018.62.1.19

Reference yield:

5,4′-dihydroxy-7,3′-dimethoxyflavonol 3-O-β-D-glucuronide → D-glucuronic acid (6556-12-3,489-91-8,528-16-5,552-12-5,577-46-8,643-33-4,2240-07-5,6294-16-2,10133-02-5,18402-78-3,18968-14-4,21179-08-8,23018-83-9,33599-45-0,33599-46-1,46171-67-9,46171-69-1,46172-26-3,70021-34-0,71031-08-8,104195-06-4,106499-29-0,124817-72-7) + rhamnazin (552-54-5)

Guidance literature:

With hydrogenchloride; In water; for 1h; Reflux;

DOI:10.1021/acs.jafc.6b00337

Reference yield:

rhamnazin 3-O-α-L-rhamnopyranosyl-(1->2)-O-α-L-arabinopyranoside → rhamnazin (552-54-5)

Guidance literature:

With hydrogenchloride; In ethanol; water; at 80 ℃;

DOI:10.1016/j.phytol.2012.03.003

upstream raw materials:

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

3-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-5,7-dimethoxy-4H-chromen-4-one

4-benzoyloxy-3-methoxy-benzoic acid-anhydride

2-benzoyloxy-1-(2,6-dihydroxy-4-methoxy-phenyl)-ethanone

Downstream raw materials:

5-methoxyresorcinol

quercetol

methyl iodide

3-methoxy-4-hydroxybenzoic acid

Refernces

• 1、 Jang, Jongyun,Kang, Dong Wook. "Synthesis of Rhamnazin and Ombuin as methylated metabolites of quercetin". . p. 19 - 23. Retrieved 2018/02/10.
• 2、 Kim, Bong-Gyu,Lee, Youngshim,Hur, Hor-Gil,Lim, Yoongho,Ahn, Joong-Hoon. "Flavonoid 3′-O-methyltransferase from rice: cDNA cloning, characterization and functional expression". . p. 387 - 394. Retrieved 2008/02/04.