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Sigma-Aldrich

Protopanaxadiol

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About This Item

Formule empirique (notation de Hill):
C30H52O3
Numéro CAS:
Poids moléculaire :
460.73
Numéro MDL:
Code UNSPSC :
12352200
ID de substance PubChem :
Nomenclature NACRES :
NA.25

Forme

powder

Couleur

white

Solubilité

methanol: 5 mg/mL, clear, colorless

Température de stockage

2-8°C

Chaîne SMILES 

C[C@@]12CC[C@@]3([H])C(C)(C)[C@@H](O)CC[C@]3(C)[C@@]1([H])C[C@@H](O)[C@@]4([H])[C@]2(CC[C@]4([H])[C@@](CCC=C(C)C)(C)O)C

InChI

1S/C30H52O3/c1-19(2)10-9-14-30(8,33)20-11-16-29(7)25(20)21(31)18-23-27(5)15-13-24(32)26(3,4)22(27)12-17-28(23,29)6/h10,20-25,31-33H,9,11-18H2,1-8H3/t20-,21+,22-,23+,24-,25-,27-,28+,29+,30-/m0/s1

Clé InChI

PYXFVCFISTUSOO-HKUCOEKDSA-N

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Description générale

A ginsenoside metabolite that has been linked to endothelial cell function via the glucocortoid receptor (GR) and the oestrogen receptor (ER).

Application

Protopanaxadiol [20(R)-protopanaxadiol], a dammarane-type tetracyclic terpene sapogenin, may be used to study its binding to and modulation of endothelial cell function via glucocortoid (GR) and the oestrogen (ER) receptors. Protopanaxadiol may be used to study its catabolism by cytochrome-P450s. 20(R)-protopanaxadiol may be used in comparative studies versus 20(S)-protopanaxadiol.

Code de la classe de stockage

13 - Non Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3


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Gang Zhen et al.
Science China. Life sciences, 58(11), 1099-1110 (2015-11-14)
Panax ginseng C. A. Meyer is an important traditional herb in eastern Asia. It contains ginsenosides, which are primary bioactive compounds with medicinal properties. Although ginseng has been cultivated since at least the Ming dynasty to increase production, cultivated ginseng
Alain Gulenga Musende et al.
Anti-cancer drugs, 23(5), 543-552 (2012-04-07)
This study focuses on determining the pharmacokinetics, biodistribution, and efficacy of the ginsenoside aglycone protopanaxadiol (aPPD) administered as a single agent in a novel oral dosage formulation. To obtain these data and to characterize the stability of aPPD, appropriate analytical
Liang Li et al.
Drug metabolism and disposition: the biological fate of chemicals, 39(3), 472-483 (2010-12-09)
20(S)-Protopanaxadiol (PPD, 1) is one of the aglycones of the ginsenosides and has a wide range of pharmacological activities. At present, PPD has progressed to early clinical trials as an antidepressant. In this study, its fate in mixed human liver
Xin Jin et al.
Fitoterapia, 84, 64-71 (2012-09-26)
As with many other anti-cancer agents, 20(S)-protopanaxadiol (PPD) has a low oral absorption. In this study, in order to improve the oral bioavailability of PPD, the cubic nanoparticles that it contains were used to enhance absorption. Therefore, the cubic nanoparticle
Hai-jian Xia et al.
International journal of nanomedicine, 8, 545-554 (2013-02-23)
Mixed micelles are widely used to increase solubility and bioavailability of poorly soluble drugs. One promising antitumor drug candidate is 20(S)-protopanaxadiol (PPD), although its clinical application is limited by low water solubility and poor bioavailability after oral administration. In this

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