Paradol

• CAT Number: I002929
• CAS Number: 27113-22-0
• Molecular Formula: C17H26O3
• Molecular Weight: 278.39
• Purity: ≥95%
• Target: DNA Synthesis
• Solubility: 10 mM in DMSO
• Storage: Room Temperature
• IUPAC Name: 1-(4-hydroxy-3-methoxyphenyl)decan-3-one
• InChI: InChI=1S/C17H26O3/c1-3-4-5-6-7-8-15(18)11-9-14-10-12-16(19)17(13-14)20-2/h10,12-13,19H,3-9,11H2,1-2H3
• InChIKey: CZNLTCTYLMYLHL-UHFFFAOYSA-N
• SMILES: CCCCCCCC(=O)CCC1=CC(=C(C=C1)O)OC

Paradol (Cat No.: I002929) is an organic synthesis intermediate and pharmaceutical intermediate, mainly used in laboratory research and development process and chemical pharmaceutical synthesis process. Paradol is a stimulant phenolic compound found in the Zingiberaceae plant. In mouse skin carcinogenesis, Paradol binds to the cyclooxygenase (COX-2) active site and effectively inhibits tumor development.

Reference

1:Effects of 6-paradol, an unsaturated ketone from gingers, on cytochrome P450-mediated drug metabolism. Kim HJ, Kim IS, Rehman SU, Ha SK, Nakamura K, Yoo HH.Bioorg Med Chem Lett. 2017 Apr 15;27(8):1826-1830. doi: 10.1016/j.bmcl.2017.02.047. Epub 2017 Feb 20. PMID: 28274629 2:6-Paradol and 6-Shogaol, the Pungent Compounds of Ginger, Promote Glucose Utilization in Adipocytes and Myotubes, and 6-Paradol Reduces Blood Glucose in High-Fat Diet-Fed Mice. Wei CK, Tsai YH, Korinek M, Hung PH, El-Shazly M, Cheng YB, Wu YC, Hsieh TJ, Chang FR.Int J Mol Sci. 2017 Jan 17;18(1). pii: E168. doi: 10.3390/ijms18010168. PMID: 28106738 Free PMC Article3:Pharmacokinetics of Paradol Analogues Orally Administered to Rats. Setoguchi S, Watase D, Nagata-Akaho N, Haratake A, Matsunaga K, Takata J.J Agric Food Chem. 2016 Mar 9;64(9):1932-7. doi: 10.1021/acs.jafc.5b05615. Epub 2016 Feb 24. PMID: 26868188 4:Neuroprotective effect of 6-paradol in focal cerebral ischemia involves the attenuation of neuroinflammatory responses in activated microglia. Gaire BP, Kwon OW, Park SH, Chun KH, Kim SY, Shin DY, Choi JW.PLoS One. 2015 Mar 19;10(3):e0120203. doi: 10.1371/journal.pone.0120203. eCollection 2015. PMID: 25789481 Free PMC Article5:Relationship between the acyl chain length of paradol analogues and their antiobesity activity following oral ingestion. Haratake A, Watase D, Setoguchi S, Terada K, Matsunaga K, Takata J.J Agric Food Chem. 2014 Jul 2;62(26):6166-74. doi: 10.1021/jf500873a. Epub 2014 Jun 18. PMID: 24909840 6:Protective effects of [6]-paradol on histological lesions and immunohistochemical gene expression in DMBA induced hamster buccal pouch carcinogenesis. Mariadoss AV, Kathiresan S, Muthusamy R, Kathiresan S.Asian Pac J Cancer Prev. 2013;14(5):3123-9. PMID: 23803090 Free Article7:Chemopreventive and antioxidant efficacy of (6)-paradol in 7,12-dimethylbenz(a)anthracene induced hamster buccal pouch carcinogenesis. Suresh K, Manoharan S, Vijayaanand MA, Sugunadevi G.Pharmacol Rep. 2010 Nov-Dec;62(6):1178-85. PMID: 21273675 Free Article8:Extract of grains of paradise and its active principle 6-paradol trigger thermogenesis of brown adipose tissue in rats. Iwami M, Mahmoud FA, Shiina T, Hirayama H, Shima T, Sugita J, Shimizu Y.Auton Neurosci. 2011 Apr 26;161(1-2):63-7. doi: 10.1016/j.autneu.2010.11.012. Epub 2010 Dec 23. PMID: 21185236 9:Induction of apoptosis and caspase-3 activation by chemopreventive [6]-paradol and structurally related compounds in KB cells. Keum YS, Kim J, Lee KH, Park KK, Surh YJ, Lee JM, Lee SS, Yoon JH, Joo SY, Cha IH, Yook JI.Cancer Lett. 2002 Mar 8;177(1):41-7. PMID: 11809529 10:Antioxidative and antitumor promoting effects of [6]-paradol and its homologs. Chung WY, Jung YJ, Surh YJ, Lee SS, Park KK.Mutat Res. 2001 Sep 20;496(1-2):199-206. PMID: 11551496