Hesperetin 7-O-glucoside

Base Information

• Chemical Name: Hesperetin 7-O-glucoside
• CAS No.: 31712-49-9
• Deprecated CAS: 114248-44-1
• Molecular Formula: C₂₂H₂₄O₁₁
• Molecular Weight: 464.426
• DSSTox Substance ID: DTXSID80953661
• Nikkaji Number: J667.152G
• Wikidata: Q23055243
• Metabolomics Workbench ID: 60347
• ChEMBL ID: CHEMBL4460302
• Mol file: 31712-49-9.mol

Synonyms:Hesperetin 7-O-glucoside;31712-49-9;Eriodictiol-7-glucoside;hesperetin 7-O-beta-D-glucoside;CHEMBL4460302;(2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one;Hesperetin 7-glucoside;(2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl beta-D-glucopyranoside;4H-1-Benzopyran-4-one, 7-(beta-D-glucopyranosyloxy)-2,3-dihydro-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-, (S)-;Hesperitin-7-beta-D-glucoside;SCHEMBL14167583;CHEBI:59015;DTXSID80953661;BDBM50503752;AKOS032948812;(2S)-hesperetin 7-O-beta-D-glucoside;MS-28548;HY-125130;CS-0089420;E80554;A934558;Q23055243;5-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl hexopyranoside

Chemical Property of Hesperetin 7-O-glucoside

Chemical Property:

• Vapor Pressure: 1.63E-27mmHg at 25°C
• Melting Point: 206-207 °C
• Boiling Point: 586.2°Cat760mmHg
• PKA: 7.16±0.40(Predicted)
• Flash Point: 223°C
• PSA: 175.37000
• Density: 1.458g/cm³
• LogP: -0.00840
• Storage Temp.: 2-8°C
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 5
• Exact Mass: 464.13186158
• Heavy Atom Count: 33
• Complexity: 677

Purity/Quality:

≥98% ^*data from raw suppliers

Hesperetin7-O-glucoside 95+% ^*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)C2CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)O
• Isomeric SMILES: COC1=C(C=C(C=C1)[C@@H]2CC(=O)C3=C(C=C(C=C3O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O
• Uses: Hesperetin 7-O-glucoside can be used to treat osteoporosis, scavenging free radicals, varicose veins, reducing blood lipid and decreasing blood pressure. It can also be used to promote plant growth and treat plant anti-bacterial infections.

Technology Process of Hesperetin 7-O-glucoside

There total 7 articles about Hesperetin 7-O-glucoside 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:

(S)-2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-benzopyrone (520-33-2,41001-90-5,69097-99-0) → (±)-hesperetin 7'-O-α-D-glucopyranoside (2500-68-7,31712-49-9,56086-32-9,67337-82-0)

Guidance literature:

With cyclodextrin glucanotransferase from Thermoanaerobacter sp.; soluble starch; In diethylene glycol dimethyl ether; acetonitrile; for 24h; pH=5; regioselective reaction;

DOI:10.3390/molecules23112285

Reference yield:

hesperidin → 5,7,3'-trihydroxy-4'-methoxyl flavanone 7-O-glucoside (2500-68-7,31712-49-9,56086-32-9,67337-82-0)

Guidance literature:

With sodium hydroxide; aspartate buffer; hesperidinase; at 42 ℃; for 0.5h; pH=3.8;

DOI:10.1016/S0031-9422(00)84502-1

Reference yield:

hesperidin (520-26-3) → 5,7,3'-trihydroxy-4'-methoxyl flavanone 7-O-glucoside (2500-68-7,31712-49-9,56086-32-9,67337-82-0)

Guidance literature:

With formic acid; cyclohexanol;

DOI:10.1021/ja01106a507

upstream raw materials:

hesperidin

(S)-2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-benzopyrone

Downstream raw materials:

(S)-5-acetoxy-2-(3-acetoxy-4-methoxy-phenyl)-7-(tetra-O-acetyl-β-D-glucopyranosyloxy)-chroman-4-one

Refernces

• 1、 Lewinsohn, Efraim,Berman, Elisha,Mazur, Yehuda,Gressel, Jonathan. "GLUCOSYLATION OF EXOGENOUS FLAVANONES BY GRAPEFRUIT (CITRUS PARADISI) CELL CULTURES". . p. 2531 - 2536. Retrieved 2007/10/02.