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MedKoo Cat#: 565619 | Name: Panduratin A

Description:

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

Panduratin A is a biochemical.

Chemical Structure

Panduratin A
Panduratin A
CAS#89837-52-5

Theoretical Analysis

MedKoo Cat#: 565619

Name: Panduratin A

CAS#: 89837-52-5

Chemical Formula: C26H30O4

Exact Mass: 406.2144

Molecular Weight: 406.52

Elemental Analysis: C, 76.82; H, 7.44; O, 15.74

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
Panduratin A
IUPAC/Chemical Name
rel-(2,6-Dihydroxy-4-methoxyphenyl)-[(1R,2S,6R)-3-methyl-2-(3-methylbut-2-enyl)-6-phenylcyclohex-3-en-1-yl]methanone
InChi Key
LYDZCXVWCFJAKQ-ZFGGDYGUSA-N
InChi Code
InChI=1S/C26H30O4/c1-16(2)10-12-20-17(3)11-13-21(18-8-6-5-7-9-18)24(20)26(29)25-22(27)14-19(30-4)15-23(25)28/h5-11,14-15,20-21,24,27-28H,12-13H2,1-4H3/t20-,21+,24-/m1/s1
SMILES Code
O=C(C1=C(O)C=C(OC)C=C1O)[C@@H]2[C@H](C/C=C(C)\C)C(C)=CC[C@H]2C3=CC=CC=C3
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
>3 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 406.52 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: Hariono M, Choi SB, Roslim RF, Nawi MS, Tan ML, Kamarulzaman EE, Mohamed N, Yusof R, Othman S, Abd Rahman N, Othman R, Wahab HA. Thioguanine-based DENV-2 NS2B/NS3 protease inhibitors: Virtual screening, synthesis, biological evaluation and molecular modelling. PLoS One. 2019 Jan 24;14(1):e0210869. doi: 10.1371/journal.pone.0210869. eCollection 2019. PubMed PMID: 30677071; PubMed Central PMCID: PMC6345492. 2: Kim H, Kim C, Kook KE, Yanti, Choi S, Kang W, Hwang JK. Inhibitory Effects of Standardized Boesenbergia pandurata Extract and Its Active Compound Panduratin A on Lipopolysaccharide-Induced Periodontal Inflammation and Alveolar Bone Loss in Rats. J Med Food. 2018 Oct;21(10):961-970. doi: 10.1089/jmf.2017.4155. Epub 2018 Aug 8. PubMed PMID: 30088980. 3: Salama SM, Ibrahim IAA, Shahzad N, Al-Ghamdi S, Ayoub N, AlRashdi AS, Abdulla MA, Salehen N, Bilgen M. Hepatoprotectivity of Panduratin A against liver damage: In vivo demonstration with a rat model of cirrhosis induced by thioacetamide. APMIS. 2018 Sep;126(9):710-721. doi: 10.1111/apm.12878. Epub 2018 Jul 29. PubMed PMID: 30058214. 4: Lai SL, Mustafa MR, Wong PF. Panduratin A induces protective autophagy in melanoma via the AMPK and mTOR pathway. Phytomedicine. 2018 Mar 15;42:144-151. doi: 10.1016/j.phymed.2018.03.027. Epub 2018 Mar 15. PubMed PMID: 29655680. 5: Liu Q, Cao Y, Zhou P, Gui S, Wu X, Xia Y, Tu J. Panduratin A Inhibits Cell Proliferation by Inducing G0/G1 Phase Cell Cycle Arrest and Induces Apoptosis in Breast Cancer Cells. Biomol Ther (Seoul). 2018 May 1;26(3):328-334. doi: 10.4062/biomolther.2017.042. PubMed PMID: 29301388; PubMed Central PMCID: PMC5933901. 6: Kim H, Kim C, Kim DU, Chung HC, Hwang JK. Inhibitory Effects of Boesenbergia pandurata on Age-Related Periodontal Inflammation and Alveolar Bone Loss in Fischer 344 Rats. J Microbiol Biotechnol. 2018 Mar 28;28(3):357-366. doi: 10.4014/jmb.1711.11034. PubMed PMID: 29212295. 7: Parida P, Yadav RNS, Dehury B, Ghosh D, Mahapatra N, Mitra A, Mohanta TK. Novel Insights into the Molecular Interaction of a Panduratin A Derivative with the Non Structural Protein (NS3) of Dengue Serotypes: A Molecular Dynamics Study. Curr Pharm Biotechnol. 2017;18(9):769-782. doi: 10.2174/1389201018666171122122338. PubMed PMID: 29173158. 8: Kim H, Kim MB, Kim C, Hwang JK. Inhibitory Effects of Panduratin A on Periodontitis-Induced Inflammation and Osteoclastogenesis through Inhibition of MAPK Pathways In Vitro. J Microbiol Biotechnol. 2018 Feb 28;28(2):190-198. doi: 10.4014/jmb.1707.07042. PubMed PMID: 29061028. 9: Sa BK, Kim C, Kim MB, Hwang JK. Panduratin A Prevents Tumor Necrosis Factor-Alpha-Induced Muscle Atrophy in L6 Rat Skeletal Muscle Cells. J Med Food. 2017 Nov;20(11):1047-1054. doi: 10.1089/jmf.2017.3970. Epub 2017 Sep 21. PubMed PMID: 28933980. 10: Osman H, Idris NH, Kamarulzaman EE, Wahab HA, Hassan MZ. 3,5-Bis(arylidene)-4-piperidones as potential dengue protease inhibitors. Acta Pharm Sin B. 2017 Jul;7(4):479-484. doi: 10.1016/j.apsb.2017.04.009. Epub 2017 May 4. PubMed PMID: 28752033; PubMed Central PMCID: PMC5518655. 11: Kim DU, Chung HC, Kim C, Hwang JK. Oral intake of Boesenbergia pandurata extract improves skin hydration, gloss, and wrinkling: A randomized, double-blind, and placebo-controlled study. J Cosmet Dermatol. 2017 Dec;16(4):512-519. doi: 10.1111/jocd.12343. Epub 2017 Apr 18. PubMed PMID: 28421656. 12: Kim M, Choi S, Noh K, Kim C, Kim E, Hwang JK, Kang W. Determination of panduratin A in rat plasma by HPLC-MS/MS and its application to a pharmacokinetic study. J Pharm Biomed Anal. 2017 Apr 15;137:151-154. doi: 10.1016/j.jpba.2017.01.027. Epub 2017 Jan 16. PubMed PMID: 28119213. 13: Tan BC, Tan SK, Wong SM, Ata N, Rahman NA, Khalid N. Distribution of Flavonoids and Cyclohexenyl Chalcone Derivatives in Conventional Propagated and In Vitro-Derived Field-Grown Boesenbergia rotunda (L.) Mansf. Evid Based Complement Alternat Med. 2015;2015:451870. doi: 10.1155/2015/451870. Epub 2015 Apr 7. PubMed PMID: 25883671; PubMed Central PMCID: PMC4391327. 14: Woo SW, Rhim DB, Kim C, Hwang JK. Effect of Standardized Boesenbergia pandurata Extract and Its Active Compound Panduratin A on Skin Hydration and Barrier Function in Human Epidermal Keratinocytes. Prev Nutr Food Sci. 2015 Mar;20(1):15-21. doi: 10.3746/pnf.2015.20.1.15. Epub 2015 Mar 31. PubMed PMID: 25866745; PubMed Central PMCID: PMC4391536. 15: Lai SL, Wong PF, Lim TK, Lin Q, Mustafa MR. iTRAQ-based proteomic identification of proteins involved in anti-angiogenic effects of Panduratin A on HUVECs. Phytomedicine. 2015 Jan 15;22(1):203-12. doi: 10.1016/j.phymed.2014.11.016. Epub 2014 Dec 3. PubMed PMID: 25636890. 16: Yogiara, Hwang SJ, Park S, Hwang JK, Pan JG. Food-grade antimicrobials potentiate the antibacterial activity of 1,2-hexanediol. Lett Appl Microbiol. 2015 May;60(5):431-9. doi: 10.1111/lam.12398. Epub 2015 Mar 12. PubMed PMID: 25631558. 17: Lai SL, Wong PF, Lim TK, Lin Q, Mustafa MR. Cytotoxic mechanisms of panduratin A on A375 melanoma cells: A quantitative and temporal proteomics analysis. Proteomics. 2015 May;15(9):1608-21. doi: 10.1002/pmic.201400039. Epub 2015 Mar 30. PubMed PMID: 25594392. 18: Md-Mustafa ND, Khalid N, Gao H, Peng Z, Alimin MF, Bujang N, Ming WS, Mohd-Yusuf Y, Harikrishna JA, Othman RY. Transcriptome profiling shows gene regulation patterns in a flavonoid pathway in response to exogenous phenylalanine in Boesenbergia rotunda cell culture. BMC Genomics. 2014 Nov 18;15:984. doi: 10.1186/1471-2164-15-984. PubMed PMID: 25407215; PubMed Central PMCID: PMC4289260. 19: Kim MS, Pyun HB, Hwang JK. Panduratin A, an activator of PPAR-α/δ, suppresses the development of oxazolone-induced atopic dermatitis-like symptoms in hairless mice. Life Sci. 2014 Mar 28;100(1):45-54. doi: 10.1016/j.lfs.2014.01.076. Epub 2014 Feb 11. PubMed PMID: 24530874. 20: Salama SM, AlRashdi AS, Abdulla MA, Hassandarvish P, Bilgen M. Protective activity of Panduratin A against thioacetamide-induced oxidative damage: demonstration with in vitro experiments using WRL-68 liver cell line. BMC Complement Altern Med. 2013 Oct 24;13:279. doi: 10.1186/1472-6882-13-279. PubMed PMID: 24156366; PubMed Central PMCID: PMC3874749.