Rhoifolin

Base Information

• Chemical Name: Rhoifolin
• CAS No.: 17306-46-6
• Molecular Formula: C27H30O14
• Molecular Weight: 578.527
• Hs Code.: 29399990
• European Community (EC) Number: 241-335-4
• UNII: K86F9AKS2A
• ChEMBL ID: CHEMBL395990
• DSSTox Substance ID: DTXSID10938284
• Metabolomics Workbench ID: 54359
• Nikkaji Number: J13.923H
• Wikidata: Q3429675
• Wikipedia: Rhoifolin
• Mol file: 17306-46-6.mol

Synonyms:4',5,7-trihydroxyflavone-7-rhamnoglucoside;7-((2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-benzopyran-4-one;apigenin-7-O-neohesperidoside;apigenin-7-O-rhamnoglucoside;rhoifolin

Chemical Property of Rhoifolin

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 250-265 °C(Solv: ethyl acetate (141-78-6))
• Refractive Index: 1.726
• Boiling Point: 916.5 °C at 760 mmHg
• PKA: 6.11±0.40(Predicted)
• Flash Point: 305.4 °C
• PSA: 228.97000
• Density: 1.69 g/cm³
• LogP: -1.09830
• Storage Temp.: 0-6°C
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 6
• Exact Mass: 578.16355563
• Heavy Atom Count: 41
• Complexity: 939

Purity/Quality:

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

Rhoifolin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)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(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)O)O)CO)O)O)O)O)O
• Uses: antiinflammatory Rhoifolin is a flavone, a type of flavonoid, a new natural glycoside of apigenin, has been obtained from the green leaves of Rhus succedanea. Rhoifolin has been shown to be an apigenin-7-rhamnoglucosi de. Rhoifolin apparently is identical with the apigenin-7-rhamnoglucoside obtained by the bromination and dehydrobromination of Naringin (N378980). Rhoifolin is a flavone, a type of flavonoid, a new natural glycoside of apigenin, has been obtained from the green leaves of Rhus succedanea. Rhoifolin has been shown to be an apigenin-7-rhamnoglucoside. Rhoifolin apparently is identical with the apigenin-7-rhamnoglucoside obtained by the bromination and dehydrobromination of Naringin (N378980).

Technology Process of Rhoifolin

There total 6 articles about Rhoifolin 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: 82.0%

naringin (10236-47-2) → rhoifolin (17306-46-6)

Guidance literature:

With iodine; In pyridine; at 90 ℃; for 8h;

DOI:10.1002/ardp.19833160307

Reference yield: 73.0%

→ apigenin 7-O-neohesperidoside (17306-46-6)

Guidance literature:

With pyridine; iodine; at 10 ℃; for 0.5h; under 760.051 Torr;

at 170 ℃; for 0.045h; under 7500.75 Torr;

Reference yield:

→ rhoifolin (17306-46-6)

Guidance literature:

With pyridine; acetic anhydride; Erwaermen des Reaktionsprodukts mit Pyridinum-tribromid und Dibenzoylperoxid in Chloroform und Erhitzen des danach isolierten Reaktionsprodukts mit wss.-aethanol. Natronlauge;

DOI:10.1021/jo01146a016

upstream raw materials:

naringin

Downstream raw materials:

3-hydroxy-5,6,7,8,4′-pentamethoxyflavone

3,5,6,7,8,4′-hexamethoxyflavone

5-hydroxy-3,6,7,8,4′-pentamethoxyflavone

7-hydroxy-5,6,8,4′-tetramethoxyflavone

Refernces

• 1、 Lorette et al.. "-". . p. 930,931. Retrieved 1951.
• 2、 -. "Continuous flow microchannel synthesis process of flavonoid compounds". Paragraph 0050-0060. . Retrieved 2021/06/22.
• 3、 Hanamura, Shun,Hanaya, Kengo,Shoji, Mitsuru,Sugai, Takeshi. "Synthesis of acacetin and resveratrol 3,5-di-O-β-glucopyranoside using lipase-catalyzed regioselective deacetylation of polyphenol glycoside peracetates as the key step". . p. 19 - 26. Retrieved 2016/03/30.