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(20S)-Protopanaxatriol (Synonyms: 20(S)-APPT, 20(S)-PPT)

Katalog-Nr.GC34965

Ein aktiver Ginsenosid-Metabolit

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(20S)-Protopanaxatriol Chemische Struktur

Cas No.: 34080-08-5

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10mM (in 1mL DMSO)
44,00 $
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5mg
40,00 $
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10mg
58,00 $
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50mg
160,00 $
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100mg
259,00 $
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Sample solution is provided at 25 µL, 10mM.

Description of (20S)-Protopanaxatriol

(20S)-Protopanaxatriol is a metabolite derived from ginsenosides, possessing diverse biological activities and pharmacological effects[1]. (20S)-Protopanaxatriol functions by binding to glucocorticoid receptors and estrogen receptors, and can inhibit the activity of liver X receptor alpha[2]. (20S)-Protopanaxatriol is capable of modulating cellular glycolysis levels[3], and exhibits significant anti-cancer properties by effectively suppressing cancer progression[4].

In vitro, treatment of triple-negative breast cancer cell lines SUM-159-PT and MDA-MB-231 with (20S)-Protopanaxatriol (20-60μM) for 24-48 hours significantly inhibited cell proliferation and migration, while inducing non-protective autophagy and apoptosis[5]. When differentiating 3T3-L1 preadipocytes were treated with (20S)-Protopanaxatriol (10μM) for 7 days, (20S)-Protopanaxatriol markedly promoted adipocyte differentiation and lipid accumulation, concurrently activating the transcriptional activity of peroxisome proliferator-activated receptor gamma[6].

In vivo, oral administration of (20S)-Protopanaxatriol (10mg/kg and 20mg/kg) once daily for three consecutive days in TNBS-induced colitis mice significantly suppressed colon shortening and myeloperoxidase activity, while reducing the expression of pro-inflammatory cytokines[7]. In tumor-bearing mice inoculated with H1975-luc cells, daily intraperitoneal injection of (20S)-Protopanaxatriol (1mg/kg/day) in combination with Gefitinib (50mg/kg/day) resulted in significant inhibition of tumor growth and reversal of EGFR-TKI resistance[8].

References:
[1] Sun H, Ye Y, Pan Y. Immunological-adjuvant saponins from the roots of Panax notoginseng. Chem Biodivers. 2005 Apr;2(4):510-5.
[2] Oh GS, Yoon J, Lee GG, et al. 20(S)-protopanaxatriol inhibits liver X receptor α-mediated expression of lipogenic genes in hepatocytes. J Pharmacol Sci. 2015 Jun;128(2):71-7.
[3] Li J, Liu T, Zhao L, et al. Ginsenoside 20(S)‑Rg3 inhibits the Warburg effect through STAT3 pathways in ovarian cancer cells. Int J Oncol. 2015 Feb;46(2):775-81.
[4] Saw CL, Yang AY, Cheng DC, et al. Pharmacodynamics of ginsenosides: antioxidant activities, activation of Nrf2, and potential synergistic effects of combinations. Chem Res Toxicol. 2012 Aug 20;25(8):1574-80.
[5] Li Y, Wang P, Zou Z, et al. Ginsenoside (20S)-protopanaxatriol induces non-protective autophagy and apoptosis by inhibiting Akt/mTOR signaling pathway in triple-negative breast cancer cells. Biochem Biophys Res Commun. 2021 Dec 17;583:184-191.
[6] Liu Y, Guo X, Wu L, et al. Lipid rafts promote liver cancer cell proliferation and migration by up-regulation of TLR7 expression. Oncotarget. 2016 Sep 27;7(39):63856-63869.
[7] Lee SY, Jeong JJ, Eun SH, et al. Anti-inflammatory effects of ginsenoside Rg1 and its metabolites ginsenoside Rh1 and 20(S)-protopanaxatriol in mice with TNBS-induced colitis. Eur J Pharmacol. 2015 Sep 5;762:333-43.
[8] Huang Q, Wang Q, Li D, et al. Co-administration of 20(S)-protopanaxatriol (g-PPT) and EGFR-TKI overcomes EGFR-TKI resistance by decreasing SCD1 induced lipid accumulation in non-small cell lung cancer. J Exp Clin Cancer Res. 2019 Mar 15;38(1):129.

Protocol of (20S)-Protopanaxatriol

Cell experiment [1]:

Cell lines

SUM-159-PT and MDA-MB-231 cells (human triple-negative breast cancer cell lines)

Preparation Method

TNBC cells were maintained in RPMI 1640 medium supplemented with 10% fetal bovine serum (FBS) at 37°C, 5% CO₂. Cells were treated with (20S)-Protopanaxatriol at concentrations of 20-60µM for 24 hours.

Reaction Conditions

20-60μM; 24h

Applications

(20S)-Protopanaxatriol significantly inhibited cell viability and clonogenic capacity in a dose-dependent manner, with an IC₅₀ of 60µM. (20S)-Protopanaxatriol also markedly suppressed cell migration ability.

Animal experiment [2]:

Animal models

Female nude mice bearing MDA-MB-231 xenograft tumors

Preparation Method

Mice were intragastrically administered (20S)-Protopanaxatriol at 20mg/kg once every other day for a total of 7 times over 14 consecutive days. Tumor volume and weight were measured, and tissues were collected for histological analysis.

Dosage form

20mg/kg; i.g.

Applications

(20S)-Protopanaxatriol significantly inhibited tumor growth and reduced tumor volume and weight compared to the control group. Histological examination showed no significant cytotoxic effects on major organs.

References:
[1] Li Y, Wang P, Zou Z, et al. Ginsenoside (20S)-protopanaxatriol induces non-protective autophagy and apoptosis by inhibiting Akt/mTOR signaling pathway in triple-negative breast cancer cells. Biochem Biophys Res Commun. 2021 Dec 17;583:184-191.
[2] Huang Q, Wang Q, Li D, et al. Co-administration of 20(S)-protopanaxatriol (g-PPT) and EGFR-TKI overcomes EGFR-TKI resistance by decreasing SCD1 induced lipid accumulation in non-small cell lung cancer. J Exp Clin Cancer Res. 2019 Mar 15;38(1):129.

Chemical Properties of (20S)-Protopanaxatriol

Cas No. 34080-08-5 SDF
Überlieferungen 20(S)-APPT, 20(S)-PPT
Canonical SMILES C[C@]([C@@](C[C@H]1O)([H])[C@]2(CC[C@@H]3O)C)(C[C@H](O)[C@@]2([H])C3(C)C)[C@]4([C@@]1([H])[C@]([C@@](C)(O)CC/C=C(C)/C)([H])CC4)C
Formula C30H52O4 M.Wt 476.73
Löslichkeit DMSO: 100 mg/mL (209.76 mM) Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of (20S)-Protopanaxatriol

Prepare stock solution
1 mg 5 mg 10 mg
1 mM 2.0976 mL 10.4881 mL 20.9762 mL
5 mM 419.5 μL 2.0976 mL 4.1952 mL
10 mM 209.8 μL 1.0488 mL 2.0976 mL
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