CAS 30636-90-9|(20S)-Protopanaxdiol

Introduction:Basic information about CAS 30636-90-9|(20S)-Protopanaxdiol, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common Name(20S)-Protopanaxdiol
CAS Number30636-90-9Molecular Weight460.732
Density1.0±0.1 g/cm3Boiling Point559.5±40.0 °C at 760 mmHg
Molecular FormulaC30H52O3Melting Point211 °C
MSDS/Flash Point226.1±21.9 °C

Names

Name(20S)-protopanaxadiol
SynonymMore Synonyms

(20S)-Protopanaxdiol BiologicalActivity

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 CatalogSignaling Pathways >>Membrane Transporter/Ion Channel >>P-glycoproteinNatural Products >>SteroidsResearch Areas >>Cancer
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

Density1.0±0.1 g/cm3
Boiling Point559.5±40.0 °C at 760 mmHg
Melting Point211 °C
Molecular FormulaC30H52O3
Molecular Weight460.732
Flash Point226.1±21.9 °C
Exact Mass460.391632
PSA60.69000
LogP7.59
Vapour Pressure0.0±3.5 mmHg at 25°C
Index of Refraction1.529
InChIKeyPYXFVCFISTUSOO-HKUCOEKDSA-N
SMILESCC(C)=CCCC(C)(O)C1CCC2(C)C1C(O)CC1C3(C)CCC(O)C(C)(C)C3CCC12C

Safety Information

Hazard CodesXi

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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