MedKoo Cat#: 463922 | Name: Panaxadiol
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Description:

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

Panaxadiol is a triterpenoid sapogenin that has been found in P. ginseng and has diverse biological activities. It inhibits the growth of HepG2 human hepatoma, A549 lung, MCF-7 breast, and HCT116 colon cancer cells. Panaxadiol reduces tumor growth in an HCT116 mouse xenograft model. It inhibits hepatitis B virus (HBV) DNA replication in HepG 2.2.15 cells with an IC50 value of 148.15 µM. Panaxadiol also decreases the escape latency in the Morris water maze (MWM) in an APP/PS1 mouse model of Alzheimer's disease.

Chemical Structure

Panaxadiol
Panaxadiol
CAS#19666-76-3

Theoretical Analysis

MedKoo Cat#: 463922

Name: Panaxadiol

CAS#: 19666-76-3

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
5mg USD 375.00 2 Weeks
10mg USD 550.00 2 Weeks
25mg USD 850.00 2 Weeks
50mg USD 1,275.00 2 Weeks
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Synonym
Panaxadiol; NSC 308879; NSC308879; NSC-308879; 20(R)-Panaxadiol; 20(R) Panaxadiol;
IUPAC/Chemical Name
(3S,5R,8R,9R,10R,12R,13R,14R,17S)-4,4,8,10,14-pentamethyl-17-((R)-2,6,6-trimethyltetrahydro-2H-pyran-2-yl)hexadecahydro-1H-cyclopenta[a]phenanthrene-3,12-diol
InChi Key
PVLHOJXLNBFHDX-XHJPDDKBSA-N
InChi Code
InChI=1S/C30H52O3/c1-25(2)13-9-14-30(8,33-25)19-10-16-29(7)24(19)20(31)18-22-27(5)15-12-23(32)26(3,4)21(27)11-17-28(22,29)6/h19-24,31-32H,9-18H2,1-8H3/t19-,20+,21-,22+,23-,24-,27-,28+,29+,30+/m0/s1
SMILES Code
C[C@]12[C@@]3(C)[C@@]([H])([C@]([H])(CC3)[C@]4(C)OC(CCC4)(C)C)[C@H](O)C[C@@]1([C@]5(C)[C@@]([H])(CC2)C([C@@H](O)CC5)(C)C)[H]
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
Biological target:
Panaxadiol (20(R)-Panaxadiol) is an orally active HIF-1α/STAT3 inhibitor.
In vitro activity:
PD (panaxadiol) inhibited DNA synthesis in a dose-dependent manner with IC50 values ranging from 0.8 to 1.2 micro M in SK-HEP-1 cells and HeLa cells. PD-treated cells were arrested at G1/S phase, which coincided well with decreases in Cyclin A-Cdk2 activity, but not in Cyclin E-Cdk2 and Cdc2 activities. The intracellular levels of p21WAF1/CIP1 were significantly and selectively elevated in a dose- and time-dependent manner in PD-treated HeLa cells. Reference: Carcinogenesis. 2003 Nov;24(11):1767-72. https://pubmed.ncbi.nlm.nih.gov/12819186/
In vivo activity:
Structural and functional studies of receptor-ligand interactions reveal the molecular basis for a unique binding mode for panaxadiol in the RORγ ligand-binding pocket. Despite its inverse agonist activity, panaxadiol induced the C-terminal AF-2 helix of RORγ to adopt a canonical active conformation. Interestingly, panaxadiol ameliorates mice from STZ-induced T1D through inhibiting IL-17A production in a RORγ-dependent manner. Reference: Acta Pharmacol Sin. 2023 Jan 17. https://pubmed.ncbi.nlm.nih.gov/36650291/
Solvent mg/mL mM
Solubility
DMSO 75.0 162.78
Chloroform 10.0 21.70
Ethanol 14.1 30.57
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. Li J, Wang L, Yu X, Guan Y, Wang X. Panaxadiol targeting IL2 inducible T cell kinase promotes T cell immunity in radiotherapy. Anticancer Drugs. 2022 Nov 18. doi: 10.1097/CAD.0000000000001448. Epub ahead of print. PMID: 36730497. 2. Jin YH, Choi J, Shin S, Lee KY, Park JH, Lee SK. Panaxadiol selectively inhibits cyclin A-associated Cdk2 activity by elevating p21WAF1/CIP1 protein levels in mammalian cells. Carcinogenesis. 2003 Nov;24(11):1767-72. doi: 10.1093/carcin/bgg097. Epub 2003 Jun 19. PMID: 12819186. 3. Tian SY, Chen SM, Feng YY, He JL, Li Y. Ginseng-derived panaxadiol ameliorates STZ-induced type 1 diabetes through inhibiting RORγ/IL-17A axis. Acta Pharmacol Sin. 2023 Jan 17. doi: 10.1038/s41401-022-01042-x. Epub ahead of print. PMID: 36650291. 4. Wang Z, Li MY, Zhang ZH, Zuo HX, Wang JY, Xing Y, Ri M, Jin HL, Jin CH, Xu GH, Piao LX, Jiang CG, Ma J, Jin X. Panaxadiol inhibits programmed cell death-ligand 1 expression and tumour proliferation via hypoxia-inducible factor (HIF)-1α and STAT3 in human colon cancer cells. Pharmacol Res. 2020 May;155:104727. doi: 10.1016/j.phrs.2020.104727. Epub 2020 Feb 27. PMID: 32113874.
In vitro protocol:
1. Li J, Wang L, Yu X, Guan Y, Wang X. Panaxadiol targeting IL2 inducible T cell kinase promotes T cell immunity in radiotherapy. Anticancer Drugs. 2022 Nov 18. doi: 10.1097/CAD.0000000000001448. Epub ahead of print. PMID: 36730497. 2. Jin YH, Choi J, Shin S, Lee KY, Park JH, Lee SK. Panaxadiol selectively inhibits cyclin A-associated Cdk2 activity by elevating p21WAF1/CIP1 protein levels in mammalian cells. Carcinogenesis. 2003 Nov;24(11):1767-72. doi: 10.1093/carcin/bgg097. Epub 2003 Jun 19. PMID: 12819186.
In vivo protocol:
1. Tian SY, Chen SM, Feng YY, He JL, Li Y. Ginseng-derived panaxadiol ameliorates STZ-induced type 1 diabetes through inhibiting RORγ/IL-17A axis. Acta Pharmacol Sin. 2023 Jan 17. doi: 10.1038/s41401-022-01042-x. Epub ahead of print. PMID: 36650291. 2. Wang Z, Li MY, Zhang ZH, Zuo HX, Wang JY, Xing Y, Ri M, Jin HL, Jin CH, Xu GH, Piao LX, Jiang CG, Ma J, Jin X. Panaxadiol inhibits programmed cell death-ligand 1 expression and tumour proliferation via hypoxia-inducible factor (HIF)-1α and STAT3 in human colon cancer cells. Pharmacol Res. 2020 May;155:104727. doi: 10.1016/j.phrs.2020.104727. Epub 2020 Feb 27. PMID: 32113874.
1: Prabhavathi H, Dasegowda KR, Renukananda KH, Karunakar P, Lingaraju K, Raja Naika H. Molecular docking and dynamic simulation to identify potential phytocompound inhibitors for EGFR and HER2 as anti-breast cancer agents. J Biomol Struct Dyn. 2020 Dec 21:1-12. doi: 10.1080/07391102.2020.1861982. Epub ahead of print. PMID: 33345701. 2: Wang DY, Li YW, Zhang LH, Lv LY, Zhao YQ, Jin XJ, Piao HR. Synthesis and evaluation of HIF-1α inhibitory activities of novel panaxadiol derivatives. Bioorg Med Chem Lett. 2020 Dec 15;30(24):127652. doi: 10.1016/j.bmcl.2020.127652. Epub 2020 Oct 29. PMID: 33130293. 3: Cheng Y, Li R, Lin Z, Chen F, Dai J, Zhu Z, Chen L, Zhao Y. Structure- activity relationship analysis of dammarane-type natural products as muscle-type creatine kinase activators. Bioorg Med Chem Lett. 2020 Sep 1;30(17):127364. doi: 10.1016/j.bmcl.2020.127364. Epub 2020 Jun 24. PMID: 32738969. 4: Xiao S, Wang X, Xu L, Li T, Cao J, Zhao Y. Novel panaxadiol triazole derivatives induce apoptosis in HepG-2 cells through the mitochondrial pathway. Bioorg Chem. 2020 Sep;102:104078. doi: 10.1016/j.bioorg.2020.104078. Epub 2020 Jul 7. PMID: 32702511. 5: Liu S, Wang X, Zhang R, Song M, Zhang N, Li W, Wang Y, Xu Y, Zhang L. Amino acid, fatty acid, and carbohydrate metabolomic profiles with ginsenoside-induced insecticidal efficacy against Ostrinia furnacalis (Guenee). J Ginseng Res. 2020 Jul;44(4):544-551. doi: 10.1016/j.jgr.2019.04.006. Epub 2019 Apr 29. PMID: 32617034; PMCID: PMC7322809. 6: Jiang S, Wu X, Wang Y, Zou J, Zhao X. The potential DPP-4 inhibitors from Xiao-Ke-An improve the glucolipid metabolism via the activation of AKT/GSK-3β pathway. Eur J Pharmacol. 2020 Sep 5;882:173272. doi: 10.1016/j.ejphar.2020.173272. Epub 2020 Jun 11. PMID: 32535096. 7: Zheng Q, Wang R, Zhang N, Wang C, Li P. In vivo pharmacokinetics, distribution, and excretion of an anticancer agent isolated from red ginseng, in rat. Xenobiotica. 2020 Nov;50(11):1323-1331. doi: 10.1080/00498254.2020.1765265. Epub 2020 May 14. PMID: 32369406. 8: Liu S, Xu Y, Gao Y, Zhao Y, Zhang A, Zang L, Wu C, Zhang L. Panaxadiol saponins treatment caused the subtle variations in the global transcriptional state of Asiatic corn borer, Ostrinia furnacalis. J Ginseng Res. 2020 Jan;44(1):123-134. doi: 10.1016/j.jgr.2017.12.002. Epub 2018 Feb 13. PMID: 32148395; PMCID: PMC7033338. 9: Wang Z, Li MY, Zhang ZH, Zuo HX, Wang JY, Xing Y, Ri M, Jin HL, Jin CH, Xu GH, Piao LX, Jiang CG, Ma J, Jin X. Panaxadiol inhibits programmed cell death- ligand 1 expression and tumour proliferation via hypoxia-inducible factor (HIF)-1α and STAT3 in human colon cancer cells. Pharmacol Res. 2020 May;155:104727. doi: 10.1016/j.phrs.2020.104727. Epub 2020 Feb 27. PMID: 32113874. 10: Guo WQ, Chen YG, Shi RZ, He K, Wang JF, Shao JH, Wan JB, Gao JL. 20(S)-Protopanaxdiol Suppresses the Abnormal Granule-Monocyte Differentiation of Hematopoietic Stem Cells in 4T1 Breast Cancer-Bearing Mouse. Evid Based Complement Alternat Med. 2020 Jan 3;2020:8747023. doi: 10.1155/2020/8747023. PMID: 32015754; PMCID: PMC6982358. 11: Wang M, Li H, Liu W, Cao H, Hu X, Gao X, Xu F, Li Z, Hua H, Li D. Dammarane- type leads panaxadiol and protopanaxadiol for drug discovery: Biological activity and structural modification. Eur J Med Chem. 2020 Mar 1;189:112087. doi: 10.1016/j.ejmech.2020.112087. Epub 2020 Jan 25. PMID: 32007667. 12: Zhu S, Zheng Z, Peng H, Sun J, Zhao XE, Liu H. Quadruplex stable isotope derivatization strategy for the determination of panaxadiol and panaxatriol in foodstuffs and medicinal materials using ultra high performance liquid chromatography tandem mass spectrometry. J Chromatogr A. 2020 Apr 12;1616:460794. doi: 10.1016/j.chroma.2019.460794. Epub 2019 Dec 16. PMID: 31870574. 13: Zheng ZY, Yu XL, Dai TY, Yin LM, Zhao YN, Xu M, Zhuang HF, Chong BH, Gao RL. Panaxdiol Saponins Component Promotes Hematopoiesis and Modulates T Lymphocyte Dysregulation in Aplastic Anemia Model Mice. Chin J Integr Med. 2019 Dec;25(12):902-910. doi: 10.1007/s11655-019-3049-z. Epub 2019 Dec 4. PMID: 31802424. 14: Xiao S, Lin Z, Wang X, Lu J, Zhao Y. Synthesis and Cytotoxicity Evaluation of Panaxadiol Derivatives. Chem Biodivers. 2020 Jan;17(1):e1900516. doi: 10.1002/cbdv.201900516. Epub 2020 Jan 7. PMID: 31725193. 15: Wang Z, Ding M, Lin Z, He C, Zhao Y. Esterified Derivatives of Panaxadiol and Their Inhibitory Effect on HL-60, THP-1, and PC-3 Cell Lines. Chem Biodivers. 2019 Aug;16(8):e1900188. doi: 10.1002/cbdv.201900188. Epub 2019 Jul 12. PMID: 31298488. 16: Liang X, Yao Y, Lin Y, Kong L, Xiao H, Shi Y, Yang J. Corrigendum to "Panaxadiol inhibits synaptic dysfunction in Alzheimer's disease and targets the Fyn protein in APP/PS1 mice and APP-SH-SY5Y cells" [Life Sci. 221 (2019) 35-46]. Life Sci. 2019 May 1;224:274. doi: 10.1016/j.lfs.2019.03.070. Epub 2019 Apr 2. Erratum for: Life Sci. 2019 Mar 15;221:35-46. PMID: 30952465. 17: Liang X, Yao Y, Lin Y, Kong L, Xiao H, Shi Y, Yang J. Panaxadiol inhibits synaptic dysfunction in Alzheimer's disease and targets the Fyn protein in APP/PS1 mice and APP-SH-SY5Y cells. Life Sci. 2019 Mar 15;221:35-46. doi: 10.1016/j.lfs.2019.02.012. Epub 2019 Feb 5. Erratum in: Life Sci. 2019 May 1;224:274. PMID: 30735733. 18: Zhang Y, Yuan W, Wang X, Zhang H, Sun Y, Zhang X, Zhao Y. Synthesis, characterization and cytotoxic activity evaluation of ginsengdiol oxidation and nitrogen hybrid derivatives. Medchemcomm. 2018 Oct 18;9(11):1910-1919. doi: 10.1039/c8md00387d. PMID: 30568759; PMCID: PMC6256354. 19: Saba E, Jeong D, Irfan M, Lee YY, Park SJ, Park CK, Rhee MH. Anti- Inflammatory Activity of Rg3-Enriched Korean Red Ginseng Extract in Murine Model of Sepsis. Evid Based Complement Alternat Med. 2018 Oct 11;2018:6874692. doi: 10.1155/2018/6874692. PMID: 30405742; PMCID: PMC6201491. 20: Fu Y. Biotransformation of ginsenoside Rb1 to Gyp-XVII and minor ginsenoside Rg3 by endophytic bacterium Flavobacterium sp. GE 32 isolated from Panax ginseng. Lett Appl Microbiol. 2019 Feb;68(2):134-141. doi: 10.1111/lam.13090. Epub 2019 Jan 6. PMID: 30362617.