(S)-7-[[2-O-6-Desoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-on
HESPERETIN-7-NEOHESPERIDOSIDE · HESPERETIN-7-O-NEOHESPERIDOSIDE · Citrus Polyphenols · NSC 31048 · Neohesperdin · NEOHESPERIDIN · Businessperson · Neohesperidin-RM
![Molekülstruktur von (S)-7-[[2-O-6-Desoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-on](/img/chemical/442439.png)
Identifikatoren & physikalische Daten
| CAS No. | 13241-33-3 |
|---|---|
| Summenformel | C28H34O15 |
| Durchschnittliche Molmasse | 610,565 g/mol |
| Monoisotopische Masse | 610,18977039 g/mol |
| SMILES | COc1ccc([C@@H]2CC(=O)c3c(O)cc(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)cc3O2)cc1O |
| InChIKey | ARGKVCXINMKCAZ-UZRWAPQLSA-N |
| PubChem CID | 442439 |
| ChEMBL | CHEMBL506398 |
| ChEBI | CHEBI:59016 |
| EC No. | 236-216-9 |
| DTXSID | DTXSID60927668 |
| Lokaler Name | (S)-7-[[2-O-6-Desoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-on |
Chemische & physikalische Eigenschaften
| Schmelzpunkt | 239-243°C |
|---|---|
| Siedepunkt | 933.7±65.0 °C(Predicted) |
| Dichte | 1.65±0.1 g/cm3(Predicted) |
| Dampfdruck | 0Pa at 20℃ |
| Lagerbedingungen | Sealed in dry,2-8°C |
| Löslichkeit | DMSO (Slightly), Pyridine (Slightly)3.98mg/L at 20℃ |
| pKa (Säurekonstante) | 7.14±0.40(Predicted) |
| Aggregatzustand | Solid |
| Farbe | White to Off-White |
| Biologische Quelle | plant (orange) |
| BRN | 74945 |
| Kosmetik-Inhaltsstoffe Funktionen | SKIN CONDITIONING |
| InChIKey | ARGKVCXINMKCAZ-RTFRIYMLSA-N |
| SMILES | COc1ccc(cc1O)[C@@H]2CC(=O)c3c(O)cc(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)cc3O2 |
| LogP (Verteilungskoeffizient) | -0.69 at 20℃ |
| CAS Datenbank | 13241-33-3(CAS DataBase Reference) |
Sicherheit & Vorschriften
| F | 10-21 |
|---|---|
| Wassergefährdungsklasse (WGK) | 3 |
| Zollcode | 29389090 |
| RTECS-Nr. | DJ2981400 |
| Sicherheitshinweise (S) | 22-24/25 |
| Lagerklasse | 13 - Non Combustible Solids |
Anwendungen & Verwendung
Beschreibung
Neohesperidin is a flavonoid found in citrus fruit peel that has diverse biological activities. In vitro, it inhibits osteoclast differentiation, bone resorption, calcium oscillations, and activation of NF-κB and nuclear factor of activated T cells (NFAT) by receptor activator of NF-κB ligand (RANKL). In vivo, neohesperidin administration protects ovariectomized mice from bone loss. Neohesperidin acts as a hypolipidemic agent, reducing lipid accumulation in HepG2 cells and reversing hyperlipidemia in a mouse model of diet-induced obesity. In a mouse model of diabetes, neohesperidin increases glucose tolerance and decreases insulin resistance while simultaneously decreasing serum triglycerides and total cholesterol and inhibiting lipid accumulation in livers in vivo.
Verwenden
Neohesperidin can be used in cosmetic products and as a sweetening agent in food & beverages, an antioxidant flavanone glycoside