Fraxinellone

  • CAT Number: R014570
  • CAS Number: 28808-62-0
  • Molecular Formula: C14H16O3
  • Molecular Weight: 232.279
  • Purity: ≥95%
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<br />Triterpenoid<!–C<SUB>14</SUB>H<SUB>16</SUB>O<SUB>3</SUB>–>, isolated from <i>Dictamnus dasycarpus</i> plant</br><p><!–[if gte mso 9]><xml> <o:OfficeDocumentSettings> <o:RelyOnVML /> <o:AllowPNG /> </o:OfficeDocumentSettings> </xml><![endif]–></p><p><!–[if gte mso 9]><xml> <w:WordDocument> <w:View>Normal</w:View> <w:Zoom>0</w:Zoom> <w:TrackMoves /> <w:TrackFormatting /> <w:HyphenationZone>21</w:HyphenationZone> <w:PunctuationKerning /> <w:ValidateAgainstSchemas /> <w:SaveIfXMLInvalid>false</w:SaveIfXMLInvalid> <w:IgnoreMixedContent>false</w:IgnoreMixedContent> <w:AlwaysShowPlaceholderText>false</w:AlwaysShowPlaceholderText> <w:DoNotPromoteQF /> <w:LidThemeOther>EN-AU</w:LidThemeOther> <w:LidThemeAsian>X-NONE</w:LidThemeAsian> <w:LidThemeComplexScript>X-NONE</w:LidThemeComplexScript> <w:Compatibility> <w:BreakWrappedTables /> <w:SnapToGridInCell /> <w:WrapTextWithPunct /> <w:UseAsianBreakRules /> <w:DontGrowAutofit /> <w:SplitPgBreakAndParaMark /> <w:EnableOpenTypeKerning /> 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table.MsoNormalTable{mso-style-name:/Tableau Normal/;mso-tstyle-rowband-size:0;mso-tstyle-colband-size:0;mso-style-noshow:yes;mso-style-priority:99;mso-style-parent://;mso-padding-alt:0cm 5.4pt 0cm 5.4pt;mso-para-margin:0cm;mso-para-margin-bottom:.0001pt;mso-pagination:widow-orphan;font-size:10.0pt;font-family:/Times New Roman/,/serif/;mso-ansi-language:EN-AU;mso-fareast-language:EN-AU;}</style><![endif]–><span style=/mso-bidi-font-weight: normal;/><span style=/font-size: 10.0pt; font-family: &quot;Helvetica&quot;,&quot;sans-serif&quot;; mso-fareast-font-family: &quot;Times New Roman&quot;; mso-bidi-font-family: &quot;Times New Roman&quot;; mso-ansi-language: EN-GB; mso-fareast-language: FR; mso-bidi-language: AR-SA;/ lang=/EN-GB/>It has been reported to possess neuroprotective and vasorelaxing activities</br>

Catalog Number R014570
CAS Number 28808-62-0
Molecular Formula

C14H16O3

Purity 95%
Storage Desiccate at -20C
IUPAC Name (3R,3aR)-3-(furan-3-yl)-3a,7-dimethyl-3,4,5,6-tetrahydro-2-benzofuran-1-one
InChI InChI=1S/C14H16O3/c1-9-4-3-6-14(2)11(9)13(15)17-12(14)10-5-7-16-8-10/h5,7-8,12H,3-4,6H2,1-2H3/t12-,14+/m0/s1
InChIKey XYYAFLHHHZVPRN-GXTWGEPZSA-N
SMILES CC1=C2C(=O)OC(C2(CCC1)C)C3=COC=C3
Reference

</br>1:New Insecticidal Agents from Halogenation/Acylation of the Furyl-Ring of Fraxinellone. Guo Y, Yang R, Xu H.Sci Rep. 2016 Oct 24;6:35321. doi: 10.1038/srep35321. PMID: 27775033 Free PMC Article</br>2:Semisynthesis of Esters of Fraxinellone C4/10-Oxime and Their Pesticidal Activities. Li Q, Huang X, Li S, Ma J, Lv M, Xu H.J Agric Food Chem. 2016 Jul 13;64(27):5472-8. doi: 10.1021/acs.jafc.6b01995. Epub 2016 Jul 5. PMID: 27338830 </br>3:Suppression of NF-κB signaling and NLRP3 inflammasome activation in macrophages is responsible for the amelioration of experimental murine colitis by the natural compound fraxinellone. Wu XF, Ouyang ZJ, Feng LL, Chen G, Guo WJ, Shen Y, Wu XD, Sun Y, Xu Q.Toxicol Appl Pharmacol. 2014 Nov 15;281(1):146-56. doi: 10.1016/j.taap.2014.10.002. Epub 2014 Oct 13. PMID: 25448682 </br>4:Effects of Fraxinellone on the midgut enzyme activities of the 5th Instar Larvae of Oriental Armyworm, Mythimna separata walker. Lv M, Wu W, Liu H.Toxins (Basel). 2014 Sep 11;6(9):2708-18. doi: 10.3390/toxins6092708. PMID: 25216084 Free PMC Article</br>5:Semisynthesis and insecticidal activity of some fraxinellone derivatives modified in the B ring. Guo Y, Qu H, Zhi X, Yu X, Yang C, Xu H.J Agric Food Chem. 2013 Dec 11;61(49):11937-44. doi: 10.1021/jf404195m. Epub 2013 Nov 25. PMID: 24261313 </br>6:Simultaneous determination of limonin, dictamnine, obacunone and fraxinellone in rat plasma by a validated UHPLC-MS/MS and its application to a pharmacokinetic study after oral administration of Cortex Dictamni extract. Wang P, Sun J, Gao E, Zhao Y, Qu W, Yu Z.J Chromatogr B Analyt Technol Biomed Life Sci. 2013 Jun 1;928:44-51. doi: 10.1016/j.jchromb.2013.03.018. Epub 2013 Mar 26. PMID: 23611843 </br>7:Insecticidal and feeding deterrent effects of fraxinellone from Dictamnus dasycarpus against four major pests. Lü M, Wu W, Liu H.Molecules. 2013 Mar 1;18(3):2754-62. doi: 10.3390/molecules18032754. PMID: 23455666 Free Article</br>8:Regioselective synthesis of fraxinellone-based hydrazone derivatives as insecticidal agents. Guo Y, Yan YY, Yang C, Yu X, Zhi XY, Xu H.Bioorg Med Chem Lett. 2012 Sep 1;22(17):5384-7. doi: 10.1016/j.bmcl.2012.07.058. Epub 2012 Jul 21. PMID: 22858136 </br>9:Synthesis and insecticidal activity of some novel fraxinellone-based esters. Guo Y, Yan Y, Yu X, Wang Y, Zhi XY, Hu Y, Xu H.J Agric Food Chem. 2012 Jul 18;60(28):7016-21. doi: 10.1021/jf301734h. Epub 2012 Jul 2. PMID: 22724658 </br>10:Fraxinellone. Gu HM, Xu H, Zhong ZZ, Zhu HL, Li QS.Acta Crystallogr Sect E Struct Rep Online. 2011 Jun 1;67(Pt 6):o1472. doi: 10.1107/S1600536811018393. Epub 2011 May 20. PMID: 21754842 Free PMC Article

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