MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 563001 | Name: PPD
Featured

Description:

WARNING: This product is for research use only, not for human or veterinary use.

PPD is a class of AMPKα2β1γ1 activator.

Chemical Structure

PPD
PPD
CAS#7755-01-3

Theoretical Analysis

MedKoo Cat#: 563001

Name: PPD

CAS#: 7755-01-3

Chemical Formula: C30H52O3

Exact Mass: 460.3916

Molecular Weight: 460.74

Elemental Analysis: C, 78.21; H, 11.38; O, 10.42

Price and Availability

Size Price Availability Quantity
10mg USD 450.00
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
No Data
Synonym
PPD; 20(S)-Protopanoxadiol;
IUPAC/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
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
SMILES Code
O[C@H]1CC[C@]2(C)[C@@]3([H])C[C@@H](O)[C@]4([H])[C@@H]([C@](CC/C=C(C)\C)(O)C)CC[C@@]4(C)[C@]3(C)CC[C@@]2([H])C1(C)C
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
(20R)-Protopanaxadiol 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.
In vitro activity:
The cytotoxicity assay shows that PPT(S), PPT(R), and PPD(S) can inhibit cell proliferation while PPD(R) does not suppress cell growth at available concentration. Further analysis of transactivation and transrepression activities indicates that PPD(R) can repress the transcription of GR target transrepressed gene without activating the expression of the GR target transactivated gene. Results of molecular docking suggest that PPD(R) yields more hydrogen bond interactions and a lower binding energy than its counterparts, resulting in tighter binding between PPD(R) and GR. Reference: Food Chem Toxicol. 2019 Sep;131:110642. https://pubmed.ncbi.nlm.nih.gov/31247261/
In vivo activity:
Among ginsenoside Rg3 and its metabolites, 20(S)-protopanaxadiol and 20(S)-ginsenoside Rh2 exhibited the most potent cytotoxicity against tumor cell lines, 20(S)- and 20(R)-protopanaxadiols potently inhibited the growth of Helicobacter pylori, and 20(S)-ginsenoside Rh2 inhibited H+/K+ ATPase of rat stomach. Reference: Biol Pharm Bull. 2002 Jan;25(1):58-63. https://pubmed.ncbi.nlm.nih.gov/11824558/
Solvent mg/mL mM comments
Solubility
DMF 2.0 4.34
DMSO 13.3 28.94
DMSO:PBS (pH 7.2) (1:1) 0.5 1.08
Ethanol 2.0 4.34
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 460.74 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Zhang T, Liang Y, Zuo P, Yan M, Jing S, Li T, Wang Y, Zhang J, Wei Z. Identification of 20(R, S)-protopanaxadiol and 20(R, S)-protopanaxatriol for potential selective modulation of glucocorticoid receptor. Food Chem Toxicol. 2019 Sep;131:110642. doi: 10.1016/j.fct.2019.110642. Epub 2019 Jun 25. PMID: 31247261. 2. Zhang J, Zhang Q, Xu Y, Li H, Zhao F, Wang C, Liu Z, Liu P, Liu Y, Meng Q, Zhao F. Synthesis and In Vitro Anti-inflammatory Activity of C20 Epimeric Ocotillol-Type Triterpenes and Protopanaxadiol. Planta Med. 2019 Mar;85(4):292-301. doi: 10.1055/a-0770-0994. Epub 2018 Oct 31. PMID: 30380571. 3. Bae EA, Han MJ, Choo MK, Park SY, Kim DH. Metabolism of 20(S)- and 20(R)-ginsenoside Rg3 by human intestinal bacteria and its relation to in vitro biological activities. Biol Pharm Bull. 2002 Jan;25(1):58-63. doi: 10.1248/bpb.25.58. PMID: 11824558.
In vitro protocol:
1. Zhang T, Liang Y, Zuo P, Yan M, Jing S, Li T, Wang Y, Zhang J, Wei Z. Identification of 20(R, S)-protopanaxadiol and 20(R, S)-protopanaxatriol for potential selective modulation of glucocorticoid receptor. Food Chem Toxicol. 2019 Sep;131:110642. doi: 10.1016/j.fct.2019.110642. Epub 2019 Jun 25. PMID: 31247261. 2. Zhang J, Zhang Q, Xu Y, Li H, Zhao F, Wang C, Liu Z, Liu P, Liu Y, Meng Q, Zhao F. Synthesis and In Vitro Anti-inflammatory Activity of C20 Epimeric Ocotillol-Type Triterpenes and Protopanaxadiol. Planta Med. 2019 Mar;85(4):292-301. doi: 10.1055/a-0770-0994. Epub 2018 Oct 31. PMID: 30380571.
In vivo protocol:
1. Bae EA, Han MJ, Choo MK, Park SY, Kim DH. Metabolism of 20(S)- and 20(R)-ginsenoside Rg3 by human intestinal bacteria and its relation to in vitro biological activities. Biol Pharm Bull. 2002 Jan;25(1):58-63. doi: 10.1248/bpb.25.58. PMID: 11824558.
1: Chen G, Liu J, Chen W, Xu Q, Xiao M, Hu L, Mao L, Wang X. 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. 2: Lv D, Cao Y, Dong X, Chen X, Lou Z, Chai Y. Analysis and pharmacokinetic study of curdione in Rhizoma Curcumae by UPLC/QTOF/MS. Biomed Chromatogr. 2014 Jun;28(6):782-7. doi: 10.1002/bmc.3118. PubMed PMID: 24861744. 3: Liu J, Chen D, Liu P, He M, Li J, Li J, Hu L. Discovery, synthesis, and structure-activity relationships of 20(S)-protopanaxadiol (PPD) derivatives as a novel class of AMPKα2β1γ1 activators. Eur J Med Chem. 2014 May 22;79:340-9. doi: 10.1016/j.ejmech.2014.04.010. Epub 2014 Apr 4. PubMed PMID: 24747289. 4: Liu J, Wang X, Liu P, Deng R, Lei M, Chen W, Hu L. 20(S)-Protopanaxadiol (PPD) analogues chemosensitize multidrug-resistant cancer cells to clinical anticancer drugs. Bioorg Med Chem. 2013 Jul 15;21(14):4279-87. doi: 10.1016/j.bmc.2013.04.067. Epub 2013 May 3. PubMed PMID: 23683834. 5: Sun L, Wang Q, Liu X, Brons NH, Wang N, Steinmetz A, Lv Y, Liao Y, Zheng H. Anti-cancer effects of 20(S)-protopanoxadiol on human acute lymphoblastic leukemia cell lines Reh and RS4;11. Med Oncol. 2011 Sep;28(3):813-21. doi: 10.1007/s12032-010-9508-1. Epub 2010 Mar 31. PubMed PMID: 20354814. 6: Ren HC, Sun JG, Wang GJ, A JY, Xie HT, Zha WB, Yan B, Sun FZ, Hao HP, Gu SH, Sheng LS, Shao F, Shi J, Zhou F. Sensitive determination of 20(S)-protopanaxadiol in rat plasma using HPLC-APCI-MS: application of pharmacokinetic study in rats. J Pharm Biomed Anal. 2008 Dec 15;48(5):1476-80. doi: 10.1016/j.jpba.2008.09.045. Epub 2008 Oct 8. PubMed PMID: 19022601. 7: Han Y, Hu XM, Jiang BH, Zhao YQ. [Optimization of biotransformation conditions of active component in Panax notoginseng stalks and leaves by Fusarium sacchari]. Ying Yong Sheng Tai Xue Bao. 2007 Dec;18(12):2801-6. Chinese. PubMed PMID: 18333458.

View History

Ppc-1

Ppc-1