yingweiwo

PPD

Alias: PPD 20(S)-Protopanoxadiol
Cat No.:V27742 Purity: ≥98%
(20R)-Protopanaxadiol (PPD), an AMPKα2β1γ1 activator,is a triterpenoid saponin metabolite of 20(R)-ginsenoside Rg3 in black ginseng.
PPD
PPD Chemical Structure CAS No.: 7755-01-3
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
10mg
25mg
50mg
100mg
250mg
500mg
Other Sizes
Official Supplier of:
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text

 

  • Business Relationship with 5000+ Clients Globally
  • Major Universities, Research Institutions, Biotech & Pharma
  • Citations by Top Journals: Nature, Cell, Science, etc.
Top Publications Citing lnvivochem Products
Product Description
(20R)-Protopanaxadiol (PPD), an AMPKα2β1γ1 activator, is a triterpenoid saponin metabolite of 20(R)-ginsenoside Rg3 in black ginseng. (20R)-Protopanaxadiol exhibits anti-tumor activity and cytotoxicity, and potently inhibits the growth of Helicobacter pylori.
PPD (CAS#: 7755-01-3), also known as (20R)-Protopanaxadiol, is a tetracyclic triterpenoid dammarane-type sapogenin representing the aglycone backbone of protopanaxadiol-type ginsenosides found in Panax ginseng and Panax notoginseng. With a molecular formula of C30H52O3 and molecular weight of 460.73 g/mol, PPD is an AMPKα2β1γ1 activator and a triterpenoid saponin metabolite of 20(R)-ginsenoside Rg3 in black ginseng. The compound exhibits anti-tumor activity, cytotoxicity, and potently inhibits the growth of Helicobacter pylori. It has been extensively studied for various biological activities including anti-inflammatory, anti-cancer, anti-oxidant, and neuroprotective effects.
Biological Activity I Assay Protocols (From Reference)
Targets
AMPKα2β1γ1 (activator). The compound is a triterpenoid saponin metabolite with multiple biological activities. It exhibits anti-tumor activity and cytotoxicity, and potently inhibits the growth of Helicobacter pylori. It also antagonizes ATP-binding cassette subfamily B member 1 (ABCB1) transporter function, overcoming multi-drug resistance.
ln Vitro
PPD exhibits anti-tumor activity and cytotoxicity against various cancer cell lines. It potently inhibits the growth of Helicobacter pylori. As an AMPK activator, it modulates cellular energy metabolism. The compound has been shown to overcome multi-drug resistance by antagonizing ABCB1 transporter function. Additional biological activities include anti-inflammatory, anti-oxidant, and neuroprotective effects. The compound demonstrates activity in various in vitro models of cancer, inflammation, and neurodegeneration.
ln Vivo
In vivo, PPD exhibits anti-tumor activity in various cancer models. Its AMPK activating properties suggest potential metabolic benefits. The compound's ability to overcome multi-drug resistance by antagonizing ABCB1 transporter function has been demonstrated. As a ginseng metabolite, it may contribute to the pharmacological effects of ginseng preparations. Studies have shown anti-inflammatory and neuroprotective effects in animal models. The compound is being investigated for its potential in cancer therapy and as a chemosensitizer.
Enzyme Assay
AMPK activation assays are performed using recombinant AMPK enzyme complexes (α2β1γ1) expressed in mammalian cells. The enzyme is incubated with the substrate (SAMS peptide or ACC peptide) and [γ-32P]ATP or fluorescently labeled ATP in kinase buffer (50 mM HEPES pH 7.5, 10 mM MgCl2, 1 mM DTT). The reaction is incubated at 30°C for 30 minutes. Phosphorylated substrate is quantified by scintillation counting or fluorescence polarization. Test compounds are serially diluted and added to the reaction mixture. EC50 values are determined by non-linear regression. ABCB1 transporter inhibition is assessed using fluorescent substrate accumulation assays.
Cell Assay
Cellular activity is evaluated in cancer cell lines (e.g., MCF-7, HeLa, A549) and cells expressing ABCB1 transporters. Cells are cultured in appropriate media at 37°C with 5% CO2 and treated with PPD at various concentrations (0.1-100 μM) for 24-72 hours. Cell viability is assessed using MTT, CCK-8, or CellTiter-Glo assays. AMPK phosphorylation (Thr172) and downstream targets (ACC, mTOR) are measured by Western blotting. For multi-drug resistance studies, intracellular accumulation of fluorescent substrates (e.g., rhodamine 123, doxorubicin) is measured by flow cytometry or fluorescence microscopy. Apoptosis is assessed by Annexin V/PI staining and caspase activity assays.
Animal Protocol
In vivo efficacy is evaluated in xenograft mouse models using human cancer cell lines. PPD is administered orally or intraperitoneally at doses typically ranging from 10-100 mg/kg. Tumor growth is monitored by caliper measurements. At study endpoint, tumors are harvested for histopathological analysis, immunohistochemistry, and biochemical assays. For anti-inflammatory studies, animal models such as carrageenan-induced paw edema or DSS-induced colitis are used. Neuroprotective effects are evaluated in models of neurodegeneration or cerebral ischemia. Body weight, clinical signs, and organ weights are monitored. Sample sizes typically range from 6-10 animals per group.
ADME/Pharmacokinetics
Solubility: soluble in chloroform, dichloromethane, ethyl acetate, DMSO, acetone, and methanol. Density: 1.036 g/cm3. Boiling point: 559.5±40.0°C. LogP: 6.5. Storage: powder at -20°C for up to 3 years. The compound is a white powder. Bioavailability is limited by poor aqueous solubility, typical of triterpenoid compounds. Formulation strategies include use of surfactants, lipid-based delivery systems, or cyclodextrin complexes to enhance oral absorption.
Toxicity/Toxicokinetics
Limited toxicology data are publicly available. PPD is a natural product-derived compound with a long history of use in traditional medicine as part of ginseng preparations. It is generally considered to have low toxicity at moderate doses. Standard toxicology studies would include acute, subchronic, and chronic toxicity assessments, genotoxicity screening, and reproductive toxicity evaluation. The compound's ability to modulate ABCB1 function suggests potential drug-drug interaction risks. No clinical trials for PPD as a single agent have been reported.
References

[1]. Liu\nL, et al. Enzymatic preparation of 20(S, R)-protopanaxadiol by\ntransformation of 20(S, R)-Rg3 from black ginseng. Phytochemistry. 2010\nSep;71(13):1514-20.

[2]. Bae\nEA, et al. Metabolism of 20(S)- and 20(R)-ginsenoside Rg3 by human\nintestinal bacteria and its relation to in vitro biological activities.\nBiol Pharm Bull. 2002 Jan;25(1):58-63.

[3]. Hasegawa\nH, et al. Inhibitory effect of some triterpenoid saponins on glucose\ntransport in tumor cells and its application to in vitro cytotoxic and\nantiviral activities. Planta Med. 1994 Jun;60(3):240-3.

[4]. A 20(S)-protopanoxadiol derivative overcomes multi-drug resistance by antagonizing ATP-binding cassette subfamily B member 1 transporter function. Oncotarget. 2016 Feb 23;7(8):9388-403. doi: 10.18632/oncotarget.7011. PubMed PMID: 26824187; PubMed Central PMCID: PMC4891047.

Additional Infomation
(20R)-Protopanaxadiol is a diastereomer of protopanaxadiol, in which a 20-hydroxyl substituent is introduced at the pro-R position. It has been reported that ginseng contains 20(R)-protopanaxadiol, and relevant data are available for reference.
PPD is also known as (20R)-Protopanaxadiol and 20(R)-ginsenoside Rg3 metabolite. It is a diastereomer of protopanaxadiol with a 20-hydroxyl substituent at the pro-R position. The compound is derived from ginseng and has been studied for its various biological activities including anti-tumor, anti-inflammatory, anti-oxidant, and neuroprotective effects. It overcomes multi-drug resistance by antagonizing ABCB1 transporter function. No clinical trials or regulatory approvals have been reported.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C30H52O3
Molecular Weight
460.7321
Exact Mass
460.392
CAS #
7755-01-3
PubChem CID
9920281
Appearance
White to off-white solid powder
Density
1.036 g/cm3
Boiling Point
559.5ºC at 760 mmHg
Flash Point
226.1ºC
Index of Refraction
1.528
LogP
6.5
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
4
Heavy Atom Count
33
Complexity
783
Defined Atom Stereocenter Count
10
SMILES
CC(=CCC[C@](C)([C@H]1CC[C@@]2([C@@H]1[C@@H](C[C@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)C)O)C)O)C
InChi Key
PYXFVCFISTUSOO-HKUCOEKDSA-N
InChi Code
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
Chemical Name
(3S,5R,8R,9R,10R,12R,13R,14R,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-3,12-diol
Synonyms
PPD 20(S)-Protopanoxadiol
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: This product requires protection from light (avoid light exposure) during transportation and storage.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~20 mg/mL (~43.41 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 2 mg/mL (4.34 mM) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: 2 mg/mL (4.34 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

View More

Solubility in Formulation 3: ≥ 2 mg/mL (4.34 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.1705 mL 10.8523 mL 21.7047 mL
5 mM 0.4341 mL 2.1705 mL 4.3409 mL
10 mM 0.2170 mL 1.0852 mL 2.1705 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
/

Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
+
+
+

Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Contact Us