Quercitrin

Base Information

• Chemical Name: Quercitrin
• CAS No.: 522-12-3
• Molecular Formula: C21H20O11
• Molecular Weight: 448.383
• Hs Code.: 29389090
• European Community (EC) Number: 208-322-5
• UNII: 2Y8906LC5P
• ChEMBL ID: CHEMBL82242
• DSSTox Substance ID: DTXSID50200230
• Metabolomics Workbench ID: 46189
• Nikkaji Number: J1.578D
• Pharos Ligand ID: TGSM55HH7UZJ
• Wikidata: Q1649777
• Wikipedia: Quercitrin
• Mol file: 522-12-3.mol

Synonyms:quercetin 3-O-alpha-L-rhamnopyranoside;quercetin 3-O-alpha-L-rhamnoside;quercetin 3-O-alpha-rhamnopyranoside;quercetin 3-O-L-rhamnoside;quercetin 3-O-rhamnopyranoside;quercetin 3-O-rhamnoside;quercetin 3-rhamnopyranoside;quercetin 3-rhamnoside;quercetin-3-L-rhamnoside;quercetin-3-O-alpha-rhamnosid;quercetin-3-O-alpha-rhamnoside;quercetrin;quercimelin;quercitrin;quercitroside;thujin

Chemical Property of Quercitrin

Chemical Property:

• Vapor Pressure: 5.22E-28mmHg at 25°C
• Melting Point: 174-183 °C
• Refractive Index: 1.775
• Boiling Point: 814 °C at 760 mmHg
• PKA: 6.17±0.40(Predicted)
• Flash Point: 288.3 °C
• PSA: 190.28000
• Density: 1.79 g/cm³
• LogP: 0.48870
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly, Sonicated)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 3
• Exact Mass: 448.10056145
• Heavy Atom Count: 32
• Complexity: 741

Purity/Quality:

Quercetin 3-a-L-rhamnoside ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Biological Agents -> Wood Dusts & Extracts
• Canonical SMILES: CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C=C4)O)O)O)O)O
• Isomeric SMILES: C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C=C4)O)O)O)O)O
• Uses: antiinflammatory, antioxidant, antihemmorrhagic Quercitrin is known as an bio flavonoid antioxidant and was investigated extensively in its antioxidant potential in streptrozotocin (STZ)-induced diabetic rats. Quercitrin is also a constituent of th e dye quercitron. Quercitrin can be found in Tartary buckwheat and in oaks species such as white oak or European red oak. Quercitrin has been used as textile dye. Flavine yellow shade is prepared by extracting quercitron bark with high pressure steam and consists mainly of quercitrin: Tisdale, Can. Text. J. 57, 44 (1941).

Technology Process of Quercitrin

There total 4 articles about Quercitrin 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:

C14H18O9 + 3,4-dihydroxybenzaldehyde (139-85-5) → quercitrin (522-12-3)

Guidance literature:

C₁₄H₁₈O₉; 3,4-dihydroxybenzaldehyde; In N,N-dimethyl-formamide;

With L-proline; In N,N-dimethyl-formamide; at 80 - 100 ℃; for 5h; Solvent; Temperature;

Reference yield:

3-O-(2′′-O-galloyl-α-L-rhamnopyranosyl) quercetin (80229-08-9) → quercitrin (522-12-3)

Guidance literature:

With ammonium hydroxide; In methanol; for 24h; Ambient temperature;

DOI:10.1246/bcsj.54.3239

Reference yield:

myricitrin (17912-87-7) → quercitrin (522-12-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydrogen; sodium hydroxide; 5%-palladium/activated carbon / 28 h / 40 °C / 15001.5 Torr

2.1: sodium hydroxide / 1 h / Reflux

2.2: 1 h / Reflux

3.1: N,N-dimethyl-formamide

3.2: 5 h / 80 - 100 °C

With 5%-palladium/activated carbon; hydrogen; sodium hydroxide; In N,N-dimethyl-formamide;

upstream raw materials:

3-O-(2′′-O-galloyl-α-L-rhamnopyranosyl) quercetin

myricitrin

3,4-dihydroxybenzaldehyde

Downstream raw materials:

L-rhamnose

quercetol

p-Coumaric Acid

L-Rhamnose

Refernces

• 1、 -. "A new method for preparing engelhardtia leaves fall (by machine translation)". . . Retrieved 2019/03/06.