Naringin dihydrochalcone

Base Information

• Chemical Name: Naringin dihydrochalcone
• CAS No.: 18916-17-1
• Molecular Formula: C27H34O14
• Molecular Weight: 582.559
• Hs Code.: 29329990
• European Community (EC) Number: 700-320-7,606-166-6
• UNII: 7233QDO0QW
• DSSTox Substance ID: DTXSID10940428
• Nikkaji Number: J531.268J
• Wikipedia: Naringin_dihydrochalcone
• Wikidata: Q76414723
• Mol file: 18916-17-1.mol

Synonyms:4',5,7-trihydroxyflavanone 7-rhamnoglucoside;aurantiin;Cyclorel;naringenin-7-hesperidoside;naringin;naringin dihydrochalcone;naringin sodium

Chemical Property of Naringin dihydrochalcone

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 131-132 °C
• Refractive Index: 1.696
• Boiling Point: 916.8 °C at 760 mmHg
• PKA: 6.85±0.40(Predicted)
• Flash Point: 302.7 °C
• PSA: 236.06000
• Density: 1.63 g/cm³
• LogP: 0.25340
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Soluble in DMSO
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 9
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 9
• Exact Mass: 582.19485575
• Heavy Atom Count: 41
• Complexity: 827

Purity/Quality:

99% ^*data from raw suppliers

Naringin dihydrochalcone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC(=C(C(=C3)O)C(=O)CCC4=CC=C(C=C4)O)O)CO)O)O)O)O)O
• Isomeric SMILES: C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=CC(=C(C(=C3)O)C(=O)CCC4=CC=C(C=C4)O)O)CO)O)O)O)O)O
• Description: Naringin dihydrochalcone is an artificial sweetener and flavonoid that has been isolated from various plants and has antioxidant activity. It scavenges ABTS (Item No. 27317), oxygen, and 2,2-diphenyl-1-picrylhydrazyl (DPPH; Item No. 14805) radicals in cell free assays (IC50s = 24, 322.8, and 318.9 μM, respectively).
• Uses: Naringin Dihydrochalcone is an intense sweetener and strong antioxidant compound which displays anti-allegeric activity.

Technology Process of Naringin dihydrochalcone

There total 5 articles about Naringin dihydrochalcone 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: 98.0%

naringin (10236-47-2) → [4-[[2-O-(6-deoxy-L-mannopyranosyl)-D-glucopyranosyl]oxy]-2,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-1-propanone (18916-17-1)

Guidance literature:

With palladium on activated charcoal; hydrogen; potassium hydroxide; In ethanol; at 55 ℃; under 7500.75 - 15001.5 Torr; Temperature; Reagent/catalyst; Pressure; Autoclave;

Reference yield:

naringin (10236-47-2) → [4-[[2-O-(6-deoxy-L-mannopyranosyl)-D-glucopyranosyl]oxy]-2,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-1-propanone (18916-17-1)

Guidance literature:

With alkaline aqueous solution; nickel; Hydrogenation;

Reference yield:

4'-rhamnoglucosyloxy-2',4,6'-trihydroxychalcone (50376-43-7) → [4-[[2-O-(6-deoxy-L-mannopyranosyl)-D-glucopyranosyl]oxy]-2,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-1-propanone (18916-17-1)

Guidance literature:

With palladium on activated charcoal; ethanol; Hydrogenation;

upstream raw materials:

naringin

4'-rhamnoglucosyloxy-2',4,6'-trihydroxychalcone

naringin

Downstream raw materials:

4,2′,4′-trihydroxy-6′-methoxydihydrochalcone

4'-(β-D-glucopyranosyloxy)-2',4”,6'-trihydroxydihydrochalcone

3-(4-Hydroxy-phenyl)-1-(2,4,6-trihydroxy-phenyl)-propan-1-on

Refernces

• 1、 Nakamura, Yoshimasa,Watanabe, Shigeo,Miyake, Nobuyuki,Kohno, Hiroyuki,Osawa, Toshihiko. "Dihydrochalcones: Evaluation as novel radical scavenging antioxidants". . p. 3309 - 3312. Retrieved 2007/10/03.