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MedKoo Cat#: 558147 | Name: Ponicidin

Description:

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

Ponicidin is a diterpenoid extracted from the Chinese herb Isodon adenolomus, which has been reported as a therapeutic cytotoxic drug that may be used to treat various types of human cancer.

Chemical Structure

Ponicidin
Ponicidin
CAS#52617-37-5

Theoretical Analysis

MedKoo Cat#: 558147

Name: Ponicidin

CAS#: 52617-37-5

Chemical Formula: C20H26O6

Exact Mass: 362.1700

Molecular Weight: 362.42

Elemental Analysis: C, 66.28; H, 7.23; O, 26.49

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Rubescensin B;
IUPAC/Chemical Name
Kaur-16-en-15-one, 7,20:14,20-diepoxy-1,6,7-trihydroxy-, (1-alpha,6-beta,7-alpha,14S,20S)-
InChi Key
WHRDRHNMTIXZNY-ISUYKJBHSA-N
InChi Code
InChI=1S/C20H26O6/c1-8-9-4-5-10-18-11(21)6-7-17(2,3)12(18)14(23)20(24)19(10,13(8)22)15(9)25-16(18)26-20/h9-12,14-16,21,23-24H,1,4-7H2,2-3H3/t9-,10-,11-,12+,14-,15-,16-,18-,19-,20+/m0/s1
SMILES Code
C=C1C([C@@]23[C@](O)(O4)[C@@H](O)[C@]5([H])C(C)(C)CC[C@H](O)[C@@]5([C@@]4([H])O[C@@]3([H])[C@H]1CC6)[C@@]26[H])=O
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

Preparing Stock Solutions

The following data is based on the product molecular weight 362.42 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
1: Du J, Chen C, Sun Y, Zheng L, Wang W. Ponicidin suppresses HT29 cell growth via the induction of G1 cell cycle arrest and apoptosis. Mol Med Rep. 2015 Oct;12(4):5816-20. doi: 10.3892/mmr.2015.4150. Epub 2015 Jul 29. PubMed PMID: 26239027; PubMed Central PMCID: PMC4581821. 2: Liu YF, Lu YM, Qu GQ, Liu Y, Chen WX, Liao XH, Kong WM. Ponicidin induces apoptosis via JAK2 and STAT3 signaling pathways in gastric carcinoma. Int J Mol Sci. 2015 Jan 12;16(1):1576-89. doi: 10.3390/ijms16011576. PubMed PMID: 25588213; PubMed Central PMCID: PMC4307321. 3: Li X, Chu Y, Du B, Wang L, Yu T. LC-MS-MS for the determination of ponicidin in dog plasma. J Chromatogr Sci. 2014 Mar;52(3):211-7. doi: 10.1093/chromsci/bmt013. Epub 2013 Mar 15. PubMed PMID: 23505290. 4: Ma B, Wang Y, Zhang Q, Liu Y, Li J, Xu Q, Ying H. Simultaneous determination of oridonin, ponicidin and rosmarinic acid from Herba Isodi Rubescentis extract by LC-MS-MS in rat plasma. J Chromatogr Sci. 2013 Nov-Dec;51(10):910-8. doi: 10.1093/chromsci/bms189. Epub 2013 Jan 27. PubMed PMID: 23357046. 5: Xu X, Ke Y, Zhang Q, Qi X, Liu H. DNA binding and cleavage properties of ponicidin. Tumori. 2009 May-Jun;95(3):348-51. PubMed PMID: 19688975. 6: Zhang JF, Liu PQ, Chen GH, Lu MQ, Cai CJ, Yang Y, Li H. Ponicidin inhibits cell growth on hepatocellular carcinoma cells by induction of apoptosis. Dig Liver Dis. 2007 Feb;39(2):160-6. Epub 2006 Oct 17. PubMed PMID: 17049940. 7: Li X, Hou W, Song J, Liu H, Song S, Zhang L, Shi Y. A simple and sensitive HPLC-UV method for the determination of ponicidin in rat plasma and its application in a pharmacokinetic study. Biomed Chromatogr. 2011 Mar;25(3):362-6. doi: 10.1002/bmc.1456. PubMed PMID: 21110387. 8: Liu JJ, Huang RW, Lin DJ, Peng J, Zhang M, Pan X, Hou M, Wu XY, Lin Q, Chen F. Ponicidin, an ent-kaurane diterpenoid derived from a constituent of the herbal supplement PC-SPES, Rabdosia rubescens, induces apoptosis by activation of caspase-3 and mitochondrial events in lung cancer cells in vitro. Cancer Invest. 2006 Mar;24(2):136-48. PubMed PMID: 16537182. 9: Hayashi K, Hayashi T, Sun HD, Takeda Y. Potentiation of ganciclovir toxicity in the herpes simplex virus thymidine kinase/ganciclovir administration system by ponicidin. Cancer Gene Ther. 2000 Jan;7(1):45-52. PubMed PMID: 10678355. 10: Liu X, Liu W, Xu Y, Liu P, Wang C, Lin D, Huang H, Wu C, Xiao R, Huang R, Liu J. [Apoptosis inducing effect of ponicidin in leukemia K562 cells and its mechanisms of action]. Zhongguo Zhong Yao Za Zhi. 2010 Aug;35(16):2161-5. Chinese. PubMed PMID: 21046753. 11: Hsieh TC, Wijeratne EK, Liang JY, Gunatilaka AL, Wu JM. Differential control of growth, cell cycle progression, and expression of NF-kappaB in human breast cancer cells MCF-7, MCF-10A, and MDA-MB-231 by ponicidin and oridonin, diterpenoids from the chinese herb Rabdosia rubescens. Biochem Biophys Res Commun. 2005 Nov 11;337(1):224-31. PubMed PMID: 16176802. 12: Liu JJ, Zhang Y, Guang WB, Yang HZ, Lin DJ, Xiao RZ. Ponicidin inhibits monocytic leukemia cell growth by induction of apoptosis. Int J Mol Sci. 2008 Nov;9(11):2265-77. doi: 10.3390/ijms9112265. Epub 2008 Nov 19. PubMed PMID: 19330074; PubMed Central PMCID: PMC2635634. 13: Liu JJ, Huang RW, Lin DJ, Wu XY, Lin Q, Peng J, Pan X, Song YQ, Zhang MH, Hou M, Chen F. Antiproliferation effects of ponicidin on human myeloid leukemia cells in vitro. Oncol Rep. 2005 Apr;13(4):653-7. PubMed PMID: 15756438. 14: Meade-Tollin LC, Wijeratne EM, Cooper D, Guild M, Jon E, Fritz A, Zhou GX, Whitesell L, Liang JY, Gunatilaka AA. Ponicidin and oridonin are responsible for the antiangiogenic activity of Rabdosia rubescens, a constituent of the herbal supplement PC SPES. J Nat Prod. 2004 Jan;67(1):2-4. PubMed PMID: 14738375. 15: Lu Y, Sun C, Liu R, Pan Y. Effective two-dimensional counter-current chromatographic method for simultaneous isolation and purification of oridonin and ponicidin from the crude extract of Rabdosia rubescens. J Chromatogr A. 2007 Mar 30;1146(1):125-30. Epub 2007 Feb 16. PubMed PMID: 17328904. 16: Hayashi K, Hayashi T, Sun HD, Takeda Y. Contribution of a combination of ponicidin and acyclovir/ganciclovir to the antitumor efficacy of the herpes simplex virus thymidine kinase gene therapy system. Hum Gene Ther. 2002 Feb 10;13(3):415-23. PubMed PMID: 11860708. 17: Xie W, Jin Y, Hou L, Ma Y, Xu H, Zhang K, Zhang L, Du Y. A practical strategy for the characterization of ponicidin metabolites in vivo and in vitro by UHPLC-Q-TOF-MS based on nontargeted SWATH data acquisition. J Pharm Biomed Anal. 2017 Oct 25;145:865-878. doi: 10.1016/j.jpba.2017.08.003. Epub 2017 Aug 11. PubMed PMID: 28830062. 18: Du Y, Liu P, Shi X, Jin Y, Wang Q, Zhang X, Sheng X, Zhang L. A novel analysis method for diterpenoids in rat plasma by liquid chromatography-electrospray ionization mass spectrometry. Anal Biochem. 2010 Dec 1;407(1):111-9. doi: 10.1016/j.ab.2010.07.009. Epub 2010 Jul 17. PubMed PMID: 20643094. 19: Zhang CL, Wu LJ, Tashiro S, Onodera S, Ikejima T. Oridonin induced A375-S2 cell apoptosis via bax-regulated caspase pathway activation, dependent on the cytochrome c/caspase-9 apoptosome. J Asian Nat Prod Res. 2004 Jun;6(2):127-38. PubMed PMID: 15008459. 20: Liu HM, Yan X, Kiuchi F, Liu Z. A new diterpene glycoside from Rabdosia rubescens. Chem Pharm Bull (Tokyo). 2000 Jan;48(1):148-9. PubMed PMID: 10705493.

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