P0031
Protopanaxadiol
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About This Item
Empirical Formula (Hill Notation):
C30H52O3
CAS Number:
Molecular Weight:
460.73
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
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
SMILES string
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 key
PYXFVCFISTUSOO-HKUCOEKDSA-N
form
powder
color
white
solubility
methanol: 5 mg/mL, clear, colorless
storage temp.
2-8°C
General description
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.
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
Regulatory Information
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Eun-Ah Bae et al.
Biological & pharmaceutical bulletin, 25(1), 58-63 (2002-02-05)
When ginsenoside Rg3 was anaerobically incubated with human fecal microflora, all specimens metabolized ginsenoside Rg3 to ginsenoside Rh2 and protopanaxadiol. The main metabolite was ginsenoside Rh2. 20(S)-ginsenoside Rg3 was quickly transformed to 20(S)-ginsenoside Rh2 or 20(S)-protopanaxadiol in an amount 19-fold
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
Mi-Hyun Yoo et al.
Applied microbiology and biotechnology, 89(4), 1019-1028 (2010-11-06)
The production of compound K and aglycon protopanaxadiol (APPD) from ginsenoside Rd and ginseng root extract was performed using a recombinant β-glycosidase from Pyrococcus furiosus. The activity for Rd was optimal at pH 5.5 and 95°C with a half-life of
Chenhao Pan et al.
Frontiers in pharmacology, 9, 1538-1538 (2019-02-05)
Osteolysis is a principal reason for arthroplasty failure like aseptic loosening induced by Titanium (Ti) particle. It is a challenge for orthopedic surgeons. Recent researches show that 20(S)-protopanaxadiol can inhibit inflammatory cytokine release in vitro. This study aims to assess
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
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