CAS 529-55-5|Prunin
| Common Name | Prunin | ||
|---|---|---|---|
| CAS Number | 529-55-5 | Molecular Weight | 434.393 |
| Density | 1.6±0.1 g/cm3 | Boiling Point | 802.4±65.0 °C at 760 mmHg |
| Molecular Formula | C21H22O10 | Melting Point | 222-224ºC |
| MSDS | ChineseUSA | Flash Point | 284.6±27.8 °C |
| Symbol | GHS09 | Signal Word | Warning |
Names
| Name | naringenin 7-O-β-D-glucoside |
|---|---|
| Synonym | More Synonyms |
Prunin BiologicalActivity
| Description | Prunin is a potent inhibitor of human enterovirus A71 (HEVA71). Prunin shows strong inhibitory activity against protein tyrosine phosphatase 1B (PTP1B), with an IC50 of 5.5 µM[1][2]. |
|---|---|
| Related Catalog | Signaling Pathways >>Metabolic Enzyme/Protease >>PhosphataseResearch Areas >>InfectionResearch Areas >>Metabolic Disease |
| In Vitro | Prunin exhibited dose-dependent inhibitory activity against ONOO--mediated tyrosine nitration and stimulated glucose uptake by decreasing PTP1B expression level in insulin-resistant HepG2 cells. Prunin shows significant inhibitory activity against α-glucosidase, with an IC50 of 317 ± 2.12 µM[2]. |
| References | [1]. Gunaseelan S, et al. Prunin suppresses viral IRES activity and is a potential candidate for treating enterovirus A71 infection. Sci Transl Med. 2019 Oct 30;11(516). pii: eaar5759. [2]. Jung HA, et al. Prunin is a highly potent flavonoid from Prunus davidiana stems that inhibits protein tyrosine phosphatase 1B and stimulates glucose uptake in insulin-resistant HepG2 cells. Arch Pharm Res. 2017 Jan;40(1):37-48. |
Chemical & Physical Properties
| Density | 1.6±0.1 g/cm3 |
|---|---|
| Boiling Point | 802.4±65.0 °C at 760 mmHg |
| Melting Point | 222-224ºC |
| Molecular Formula | C21H22O10 |
| Molecular Weight | 434.393 |
| Flash Point | 284.6±27.8 °C |
| Exact Mass | 434.121307 |
| PSA | 166.14000 |
| LogP | 0.82 |
| Vapour Pressure | 0.0±3.0 mmHg at 25°C |
| Index of Refraction | 1.691 |
| InChIKey | DLIKSSGEMUFQOK-UHFFFAOYSA-N |
| SMILES | O=C1CC(c2ccc(O)cc2)Oc2cc(OC3OC(CO)C(O)C(O)C3O)cc(O)c21 |
| Storage condition | ?20°C |
Safety Information
| Symbol | GHS09 |
|---|---|
| Signal Word | Warning |
| Hazard Statements | H410 |
| Precautionary Statements | P273-P501 |
| Hazard Codes | N |
| Risk Phrases | 22 |
| Safety Phrases | 22-45 |
| RIDADR | UN 3077 9 / PGIII |
Articles7
More Articles| A rapid method for the determination of naringin, prunin, and naringenin applied to the assay of naringinase. Anal. Biochem. 134(2) , 393-7, (1983) A naringinase assay capable of distinguishing between the content of naringin, prunin, and naringenin present in the incubation mixture, is described. The amount of these compounds can be estimated by... | |
| Antihyperlipidemic effect of flavonoids from Prunus davidiana. J. Nat. Prod. 54(1) , 218-24, (1991) Blood lipid levels in rats with hyperlipidemia resulting from high-fat feeding were determined after ip administration of an MeOH extract of Prunus davidiana stems and its flavonoid components, (+)-ca... | |
| Crystal structure of prunin-1, a major component of the almond (Prunus dulcis) allergen amandin. J. Agric. Food Chem. 57(18) , 8643-51, (2009) Seed storage proteins are accumulated during seed development and act as a reserve of nutrition for seed germination and young sprout growth. Plant seeds play an important role in human nutrition by p... |
Synonyms
| 5-Hydroxy-2-(4-hydroxyphényl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxyméthyl)tétrahydro-2H-pyran-2-yl]oxy}-2,3-dihydro-4H-chromén-4-one |
| 4H-1-Benzopyran-4-one, 7-(β-D-glucopyranosyloxy)-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)- |
| 4',5-DIHYDROXY-7-GLUCOSYLOXYFLAVANONE |
| 5-Hydroxy-2-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-2,3-dihydro-4H-chromen-4-on |
| 5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl-β-D-glucopyranoside |
| naringenin 7-O-beta-D-glucoside |
| 5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl β-D-glucopyranoside |
| NARINGENIN-7-O-GLUCOSIDE |
| 5-Hydroxy-2-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-2,3-dihydro-4H-chromen-4-one |
| Naringenin-7-glucoside |
| PRUNIN |
