(20S)-Protopanaxatriol

Modify Date: 2024-01-02 20:31:38

(20S)-Protopanaxatriol Structure
(20S)-Protopanaxatriol structure
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 N/A
MSDS Chinese USA Flash Point 242.9±24.7 °C

 Use of (20S)-Protopanaxatriol


(20S)-Protopanaxatriol is a metabolite of ginsenoside, works through the glucocorticoid receptor (GR) and oestrogen receptor (ER), and is also a LXRα inhibitor.

 Names

Name protopanaxatriol
Synonym More Synonyms

 (20S)-Protopanaxatriol Biological Activity

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
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
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
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