3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one

Base Information

• Chemical Name: 3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one
• CAS No.: 572-30-5
• Molecular Formula: C20H18O11
• Molecular Weight: 434.356
• Wikidata: Q104923824
• Mol file: 572-30-5.mol

Synonyms:quercetin-3-arabinoside;Avicularine;3-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one;3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one;Quercetin 3-a-L-arabofuranoside;SCHEMBL13182845;NS00049834;3-(a-L-Arabinofuranosyloxy)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one, 9CI

Chemical Property of 3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one

Chemical Property:

• Appearance/Colour: White powder
• Melting Point: 240-243oC
• Refractive Index: 1.801
• Boiling Point: 828.1 °C at 760 mmHg
• PKA: 6.17±0.40(Predicted)
• Flash Point: 296.3 °C
• PSA: 190.28000
• Density: 1.86 g/cm³
• LogP: 0.10020
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly, Sonicated), Ethanol (Slightly, Sonicated), Methanol (Slightly, S
• XLogP3: 1
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 4
• Exact Mass: 434.08491139
• Heavy Atom Count: 31
• Complexity: 711

Purity/Quality:

≥98% ^*data from raw suppliers

Avicularin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(O4)CO)O)O)O)O
• Uses: Quercetin-3-arabinoside can be used to prevent or treat degenerative brain disease.

Technology Process of 3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one

There total 1 articles about 3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one 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:

→ avicularin (572-30-5,158560-11-3)

Guidance literature:

Reference yield:

avicularin (572-30-5,158560-11-3) → L-arabinose (5328-37-0)

Guidance literature:

Acid hydrolysis;

DOI:10.1023/A:1019612703604

Reference yield:

avicularin (572-30-5,158560-11-3) → D-Arabinose (10323-20-3) + quercetol (117-39-5,74893-81-5)

Guidance literature:

With hydrogenchloride; for 2h; Heating;

DOI:10.1016/0031-9422(93)85130-J

Downstream raw materials:

3-α-L-arabinofuranosyloxy-2-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-chromen-4-one

5,7-diacetoxy-2-(3,4-diacetoxy-phenyl)-3-(tri-O-acetyl-α-L-arabinofuranosyloxy)-chromen-4-one

D-Arabinose

quercetol