CAS 53846-50-7|8-Prenylnaringenin
| Common Name | 8-Prenylnaringenin | ||
|---|---|---|---|
| CAS Number | 53846-50-7 | Molecular Weight | 340.370 |
| Density | 1.3±0.1 g/cm3 | Boiling Point | 597.6±50.0 °C at 760 mmHg |
| Molecular Formula | C20H20O5 | Melting Point | / |
| MSDS | ChineseUSA | Flash Point | 216.4±23.6 °C |
Names
| Name | 8-Prenylnaringenin |
|---|---|
| Synonym | More Synonyms |
8-Prenylnaringenin BiologicalActivity
| Description | 8-prenylnaringenin is a prenylflavonoid isolated from hop cones (Humulus lupulus), with cytotoxicity. 8-prenylnaringenin has anti-proliferative activity against HCT-116 colon cancer cells via induction of intrinsic and extrinsic pathway-mediated apoptosis. 8-Prenylnaringenin also promotes recovery from immobilization-induced disuse muscle atrophy through activation of the Akt phosphorylation pathway in mice[1] [2] [3]. |
|---|---|
| Related Catalog | Signaling Pathways >>Apoptosis >>ApoptosisResearch Areas >>Cancer |
| References | [1]. Koosha S, et al. Antiproliferative and apoptotic activities of 8-prenylnaringenin against human colon cancer cells. Life Sci. 2019 Jul 3:116633. [2]. Mukai R, et al. 8-Prenylnaringenin promotes recovery from immobilization-induced disuse muscle atrophy through activation of the Akt phosphorylation pathway in mice. Am J Physiol Regul Integr Comp Physiol. 2016 Dec 1;311(6):R1022-R1031. [3]. Stompor M, et al. In Vitro Effect of 8-Prenylnaringenin and Naringenin on Fibroblasts and Glioblastoma Cells-Cellular Accumulation and Cytotoxicity. Molecules. 2017 Jun 30;22(7). |
Chemical & Physical Properties
| Density | 1.3±0.1 g/cm3 |
|---|---|
| Boiling Point | 597.6±50.0 °C at 760 mmHg |
| Molecular Formula | C20H20O5 |
| Molecular Weight | 340.370 |
| Flash Point | 216.4±23.6 °C |
| Exact Mass | 340.131073 |
| PSA | 86.99000 |
| LogP | 5.28 |
| Vapour Pressure | 0.0±1.8 mmHg at 25°C |
| Index of Refraction | 1.642 |
| InChIKey | LPEPZZAVFJPLNZ-SFHVURJKSA-N |
| SMILES | CC(C)=CCc1c(O)cc(O)c2c1OC(c1ccc(O)cc1)CC2=O |
| Storage condition | 2-8°C |
Safety Information
| Hazard Codes | Xi |
|---|---|
| RIDADR | NONH for all modes of transport |
Articles4
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| Involvement of a Hydrophobic Pocket and Helix 11 in Determining the Modes of Action of Prenylated Flavonoids and Isoflavonoids in the Human Estrogen Receptor. ChemBioChem. 16 , 2668-77, (2016) Six prenylated (iso)flavonoids were purified from a licorice root extract and subjected to competition experiments with six commercially available (iso)flavonoids. The agonistic and antagonistic activ... | |
| Versatile antitumor potential of isoxanthohumol: Enhancement of paclitaxel activity in vivo. Pharmacol. Res. 105 , 62-73, (2016) Isoxanthohumol (IXN), a prenylated flavonoid from hops, exhibits diverse biological activities, e.g. antitumor, antiinflammatory, antioxidant and antiangiogenic. In this study, the effect of IXN is ev... |
Synonyms
| 8-Prenylnaringenin |
| 5,7-Dihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-2,3-dihydro-4H-chromen-4-one |
| 4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-butenyl)- |
