CAS 34080-08-5|(20S)-Protopanaxatriol
| Common Name | (20S)-Protopanaxatriol | ||
|---|---|---|---|
| CAS Number | 34080-08-5 | Molecular Weight | 476.73 |
| Density | 1.1±0.1 g/cm3 | Boiling Point | 588.8±50.0 °C at 760 mmHg |
| Molecular Formula | C30H52O4 | Melting Point | / |
| MSDS | ChineseUSA | Flash Point | 242.9±24.7 °C |
Names
| Name | protopanaxatriol |
|---|---|
| Synonym | More Synonyms |
(20S)-Protopanaxatriol BiologicalActivity
| Description | (20S)-Protopanaxatriol is a metabolite of ginsenoside, works through the glucocorticoid receptor (GR) and oestrogen receptor (ER), and is also a LXRα inhibitor. |
|---|---|
| Related Catalog | Signaling Pathways >>Others >>Estrogen Receptor/ERRSignaling Pathways >>GPCR/G Protein >>Glucocorticoid ReceptorSignaling Pathways >>Metabolic Enzyme/Protease >>LXRResearch Areas >>Cardiovascular DiseaseNatural Products >>Steroids |
| Target | Glucocorticoid receptor, Oestrogen receptor[1], LXRα[2] |
| In Vitro | (20S)-Protopanaxatriol works through the glucocorticoid receptor (GR) and oestrogen receptor (ER) in human umbilical vein endothelial cells (HUVECs). (20S)-Protopanaxatriol (g-PPT) increases [Ca2+]i with an EC50 of 482 nM in HUVECs. (20S)-Protopanaxatriol (1 µM) elevates NO production via ERβ[1]. (20S)-Protopanaxatriol (PPT) inhibits the autonomous transactivation of Gal4-LXRα LBD, the T0901317-dependent transcription of SREBP-1c and its promoter. (20S)-Protopanaxatriol (10 μg/mL) blocks the recruitment of RNA polymerase II to the LXRE region of SREBP-1c. (20S)-Protopanaxatriol also inhibits T0901317-dependent transcription of LXRα target genes related to lipogenesis, and reduces T0901317-induced cellular triglyceride (TG) accumulation in primary hepatocytes, but does not alter transcription of ABCA1, also an LXRα target gene[2]. |
| References | [1]. Leung KW, et al. Protopanaxadiol and protopanaxatriol bind to glucocorticoid and oestrogen receptors in endothelial cells. Br J Pharmacol. 2009 Feb;156(4):626-37. [2]. Oh GS, et al. 20(S)-protopanaxatriol inhibits liver X receptor α-mediated expression of lipogenic genes in hepatocytes. J Pharmacol Sci. 2015 Jun;128(2):71-7. |
Chemical & Physical Properties
| Density | 1.1±0.1 g/cm3 |
|---|---|
| Boiling Point | 588.8±50.0 °C at 760 mmHg |
| Molecular Formula | C30H52O4 |
| Molecular Weight | 476.73 |
| Flash Point | 242.9±24.7 °C |
| PSA | 80.92000 |
| LogP | 5.41 |
| Vapour Pressure | 0.0±3.7 mmHg at 25°C |
| Index of Refraction | 1.541 |
| InChIKey | SHCBCKBYTHZQGZ-CJPZEJHVSA-N |
| SMILES | CC(C)=CCCC(C)(O)C1CCC2(C)C1C(O)CC1C3(C)CCC(O)C(C)(C)C3C(O)CC12C |
| Storage condition | -20°C |
Safety Information
| RIDADR | NONH for all modes of transport |
|---|
Articles33
More Articles| Dual functions of ginsenosides in protecting human endothelial cells against influenza H9N2-induced inflammation and apoptosis. J. Ethnopharmacol. 137 , 1542-1546, (2011) Panax ginseng is a precious traditional Chinese herbal medicine which has been utilized as herbal tonic for improving immunity. The active component, ginsenosides have been shown to possess various ph... | |
| Cytochrome P450 CYP716A53v2 catalyzes the formation of protopanaxatriol from protopanaxadiol during ginsenoside biosynthesis in Panax ginseng. Plant Cell Physiol. 53 , 1535-1545, (2012) Ginseng (Panax ginseng C.A. Meyer) is one of the most popular medicinal herbs, and the root of this plant contains pharmacologically active components, called ginsenosides. Ginsenosides, a class of te... | |
| The in vitro structure-related anti-cancer activity of ginsenosides and their derivatives. Molecules 16(12) , 10619-30, (2011) Panax ginseng has long been used in Asia as a herbal medicine for the prevention and treatment of various diseases, including cancer. The current study evaluated the cytotoxic potency against a variet... |
Synonyms
| PROTOPANAXTRIOL |
| 20(S)-APPT,g-PPT |
| Gonane-3,6,12-triol, 17-[(1S)-1-hydroxy-1,5-dimethyl-4-hexen-1-yl]-4,4,10,14-tetramethyl-, (3β,6α,12β,14β,17β)- |
| (3β,6α,12β,14β)-4,4,14-Trimethyl-18-norcholest-24-ene-3,6,12,20-tetrol |
| 20S-Protopanaxatriol |
| Protopanaxatriol, 20S- |
| (20S)-Protopanaxatriol |
