(20S)-Protopanaxdiol

Modify Date: 2024-01-03 08:45:00

(20S)-Protopanaxdiol Structure
(20S)-Protopanaxdiol structure
Common Name (20S)-Protopanaxdiol
CAS Number 30636-90-9 Molecular Weight 460.732
Density 1.0±0.1 g/cm3 Boiling Point 559.5±40.0 °C at 760 mmHg
Molecular Formula C30H52O3 Melting Point 211 °C
MSDS N/A Flash Point 226.1±21.9 °C

 Use of (20S)-Protopanaxdiol


(20S)-Protopanaxadiol (20-Epiprotopanaxadiol) is an aglycon metabolic derivative of the protopanaxadiol-type ginseng saponin; apoptosis inducer.IC50 value:Target: apoptosis inducer(20S)-Protopanaxadiol was used to induce cytotoxicity for two human glioma cell lines, SF188 and U87MG. For the SF188 cells, (20S)-Protopanaxadiol activated caspases-3, -8, -7, and -9 within 3 h and induced rapid apoptosis, which could be partially inhibited by a general caspase blocker and completely abolished when the caspase blocker was used in combination with an antioxidant. (20S)-Protopanaxadiol also induced cell death in U87MG cells but did not activate any caspases in these cells [1]. aPPD was able to inhibit P-gp activity as potently as verapamil on MDR cells. The blockage of P-gp activity was highly reversible as wash-out of aPPD resulted in an immediate recovery of P-gp activity. Unlike verapamil, aPPD did not affect ATPase activity of P-gp suggesting a different mechanism of action [2].

 Names

Name (20S)-protopanaxadiol
Synonym More Synonyms

 (20S)-Protopanaxdiol Biological Activity

Description (20S)-Protopanaxadiol (20-Epiprotopanaxadiol) is an aglycon metabolic derivative of the protopanaxadiol-type ginseng saponin; apoptosis inducer.IC50 value:Target: apoptosis inducer(20S)-Protopanaxadiol was used to induce cytotoxicity for two human glioma cell lines, SF188 and U87MG. For the SF188 cells, (20S)-Protopanaxadiol activated caspases-3, -8, -7, and -9 within 3 h and induced rapid apoptosis, which could be partially inhibited by a general caspase blocker and completely abolished when the caspase blocker was used in combination with an antioxidant. (20S)-Protopanaxadiol also induced cell death in U87MG cells but did not activate any caspases in these cells [1]. aPPD was able to inhibit P-gp activity as potently as verapamil on MDR cells. The blockage of P-gp activity was highly reversible as wash-out of aPPD resulted in an immediate recovery of P-gp activity. Unlike verapamil, aPPD did not affect ATPase activity of P-gp suggesting a different mechanism of action [2].
Related Catalog
References

[1]. Liu GY, et al. 20S-protopanaxadiol-induced programmed cell death in glioma cells through caspase-dependent and -independent pathways. J Nat Prod. 2007 Feb;70(2):259-64.

[2]. Zhao Y, et al. 20S-protopanaxadiol inhibits P-glycoprotein in multidrug resistant cancer cells. Planta Med. 2009 Aug;75(10):1124-8.

 Chemical & Physical Properties

Density 1.0±0.1 g/cm3
Boiling Point 559.5±40.0 °C at 760 mmHg
Melting Point 211 °C
Molecular Formula C30H52O3
Molecular Weight 460.732
Flash Point 226.1±21.9 °C
Exact Mass 460.391632
PSA 60.69000
LogP 7.59
Vapour Pressure 0.0±3.5 mmHg at 25°C
Index of Refraction 1.529

 Safety Information

Hazard Codes Xi

 Synonyms

Protopanaxadiol
Protopanaxtriol
(20S)-Protopanaxadiol
20(S)-Protopanaxdiol
(3β,12β)-Dammar-24-ene-3,12,20-triol
PROTOPANAXDIOL
Dammar-24-ene-3,12,20-triol, (3β,12β)-
Protopanaxadiol, 20S-
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