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(20S)-Protopanaxatriol

(20S)-Protopanaxatriol

Catalog No. BCN2705
Size Price Stock
20mg $100 In stock
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Quality Control of (20S)-Protopanaxatriol

Chemical structure

(20S)-Protopanaxatriol

Biological Activity of (20S)-Protopanaxatriol

1. (20S)-Protopanaxatriol shows strong and selective antimicrobial activity.
2. (20S)-Protopanaxatriol is the inhibitor of farnesyl-protein transferase.
3. (20S)-Protopanaxatriol exerts cardioprotective effects against myocardial ischemic injury, by enhancing the anti-free-radical actions of heart tissues.
4. (20S)-Protopanaxatriol has anti-oxidant activity, can inhibit the elevation of malondialdehyde content, the reduction of superoxide dismutase activity, glutathione peroxidase and total antioxIdant capacity.

(20S)-Protopanaxatriol Dilution Calculator

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Chemical Properties of (20S)-Protopanaxatriol

Cas No. 34080-08-5 SDF Download SDF
Chemical Name (3S,5R,6S,8R,9R,10R,12R,13R,14S,17S)-17-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,6,12-triol
SMILES CC(C)=CCC[C@](C)(O)[C@H]1CC[C@@]2(C)[C@@H]1[C@H](O)C[C@@H]3[C@@]4(C)CC[C@H](O)C(C)(C)[C@@H]4[C@@H](O)C[C@@]23C
Standard InChIKey SHCBCKBYTHZQGZ-PHFGEWBZSA-N
Standard InChI InChI=1S/C30H52O4/c1-18(2)10-9-13-30(8,34)19-11-15-28(6)24(19)20(31)16-22-27(5)14-12-23(33)26(3,4)25(27)21(32)17-29(22,28)7/h10,19-25,31-34H,9,11-17H2,1-8H3/t19-,20+,21-,22+,23-,24-,25-,27+,28-,29+,30-/m0/s1
Type of Compound Triterpenoids Appearance Powder
Formula C30H52O4 M.Wt 476.4
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other courier with RT , or blue ice upon request.

Preparing Stock Solutions of (20S)-Protopanaxatriol

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.0991 mL 10.4954 mL 20.9908 mL 41.9815 mL 52.4769 mL
5 mM 0.4198 mL 2.0991 mL 4.1982 mL 8.3963 mL 10.4954 mL
10 mM 0.2099 mL 1.0495 mL 2.0991 mL 4.1982 mL 5.2477 mL
50 mM 0.042 mL 0.2099 mL 0.4198 mL 0.8396 mL 1.0495 mL
100 mM 0.021 mL 0.105 mL 0.2099 mL 0.4198 mL 0.5248 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

Preparation of (20S)-Protopanaxatriol

This product is isolated and purified from the roots of Panax ginseng C. A. Mey.

References on (20S)-Protopanaxatriol

Identification of 20(S)-protopanaxatriol metabolites in rats by ultra-performance liquid chromatography coupled with electrospray ionization quadrupole time-of-flight tandem mass spectrometry and nuclear magnetic resonance spectroscopy.[Pubmed: 24184656]


(20S)-Protopanaxatriol (PPT), one of the aglycones of ginsenosides, has been shown to exert cardioprotective effects against myocardial ischemic injury. However, studies on (20S)-Protopanaxatriol metabolism have rarely been reported. This study is the first to investigate the in vivo metabolism of (20S)-Protopanaxatriol following oral administration by ultra-performance liquid chromatography coupled with electrospray ionization quadrupole time-of-flight tandem mass spectrometry (UPLC-Q/TOF-MS) and nuclear magnetic resonance (NMR) spectroscopy. The structures of the metabolites were identified based on the characteristics of their MS data, MS(2) data, and chromatographic retention times. A total of 22 metabolites, including 17 phase I and 5 phase II metabolites, were found and tentatively identified by comparing their mass spectrometry profiles with those of (20S)-Protopanaxatriol. Two new monooxygenation metabolites, (20S,24S)-epoxy-dammarane-3,6,12,25-tetraol and (20S,24R)-epoxy-dammarane-3,6,12,25-tetraol, were chemicallly synthesized and unambiguously characterized according to the NMR spectroscopic data. The metabolic pathways of (20S)-Protopanaxatriol were proposed accordingly for the first time. Results revealed that oxidation of (1) double bonds at Δ((24,25)) to form 24,25-epoxides, followed by rearrangement to yield 20,24-oxide forms; and (2) vinyl-methyl at C-26/27 to form corresponding carboxylic acid were the predominant metabolic pathways. Phase II metabolic pathways were proven for the first time to consist of glucuronidation and cysteine conjugation. This study provides valuable and new information on the metabolism of (20S)-Protopanaxatriol, which is indispensable for understanding the safety and efficacy of (20S)-Protopanaxatriol, as well as its corresponding ginsenosides.

Effect of 20(S)-protopanaxatriol and its epimeric derivatives on myocardial injury induced by isoproterenol.[Pubmed: 21528638]


OBJECTIVE: It was reported Panax ginseng had diverse components and multifaceted pharmacological functions. This study aims to investigate the effect of (20S)-Protopanaxatriol (PT, CAS 179799-20-3) and its epimeric derivatives (20S, 24R-epoxy-dammarane-3beta, 6alpha, 12beta, 25-tetraol, PTD1 and 20S, 24S-epoxy-dammarane-3beta, 6alpha, 12beta, 25-tetraol, PTD2) on myocardial injury induced by isoproterenol in rats. METHODS: Male Wistar rats were administered orally (20S)-Protopanaxatriol or its epimeric derivatives for 7 days. Four days after treatment, all rats, except those in the control group, were subcutaneously injected with isoproterenol (20 mg/kg) for 3 consecutive days. Two hours after the last isoproterenol injection, the rats were anaesthetized and sacrificed. The biochemical parameters were assayed and pathological examination of the heart tissues was performed. RESULTS: Administration of (20S)-Protopanaxatriol and PTD1 resulted in a reduction in creatine kinase and lactate dehydrogenase. (20S)-Protopanaxatriol and PTD1 Inhibited not only the elevation of malondialdehyde content, but also the reduction of superoxide dismutase activity, glutathione peroxidase and total antioxIdant capacity. The pathohistological changes induced by isoproterenol were also ameliorated by (20S)-Protopanaxatriol and PTD1. CONCLUSION: The present findings suggest that (20S)-Protopanaxatriol and PTD1 exerted cardioprotective effects against myocardial ischemic injury by enhancing the anti-free-radical actions of heart tissues. Furthermore the results indicated that the configuration of C-24 of the funan ring was involved in the phannacological action of the epimeric derivatives of (20S)-Protopanaxatriol.

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(20S)-Protopanaxatriol ,34080-08-5,Nature Products, supplier, inhibitor,Antagonist,Blocker,Modulator,Agonist, activators, activates, potent, BioCrick

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