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127-27-5-Pimaric Acid (> 75%) Pimaric Acid (> 75%)

Pimaric Acid (> 75%)

For research use only. Not for therapeutic Use.

  • CAT Number: R052024
  • CAS Number: 127-27-5
  • Molecular Formula: C20H30O2
  • Molecular Weight: 302.458
  • Purity: ≥95%
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<span style=”color:#000000;”><span style=”font-family:arial,helvetica,sans-serif;”><span style=”font-size:12px;”>Pimaric Acid (CAS&nbsp;127-27-5)&nbsp;<span style=”font-variant-ligatures: normal; orphans: 2; widows: 2;”>is a resin acid that has been found in A. cordata&nbsp;</span><span style=”font-variant-ligatures: normal; orphans: 2; widows: 2;”>and various pines.</span><span style=”font-variant-ligatures: normal; orphans: 2; widows: 2;”>It reduces mRNA expression, protein levels, and promoter activity of matrix metalloproteinase-9 (MMP-9) in TNF-&alpha;-stimulated human aortic smooth muscle cells (HASMCs) in a concentration-dependent manner when used at concentrations ranging from 5 to 20 &mu;M.</span><span style=”font-variant-ligatures: normal; orphans: 2; widows: 2;”>Pimaric acid (10-20 &mu;M) reduces nuclear expression and binding of the transcription factors NF-&kappa;B and AP-1 to the MMP-9 promoter in HASMCs. Pimaric acid also reduces TNF-&alpha;-induced HASMC migration to control levels when used at a concentration of 20 &mu;g/ml.</span></span></span></span>


Catalog Number R052024
CAS Number 127-27-5
Synonyms

(1R,4aR,4bS,7S,10aR)-7-Ethenyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-1,4a,7-trimethyl-1-phenanthrenecarboxylic Acid; 13α-Methyl-13-vinylpodocarp-8(14)-en-15-oic acid; 8(14),15-Pimaradien-18-oic Acid; Dextropimaric Acid; NSC 2956; Pimara-8(14),15-d

Molecular Formula C20H30O2
Purity ≥95%
IUPAC Name (1R,4aR,4bS,7S,10aR)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid
InChI InChI=1S/C20H30O2/c1-5-18(2)12-9-15-14(13-18)7-8-16-19(15,3)10-6-11-20(16,4)17(21)22/h5,13,15-16H,1,6-12H2,2-4H3,(H,21,22)/t15-,16+,18+,19+,20+/m0/s1
InChIKey MHVJRKBZMUDEEV-APQLOABGSA-N
SMILES CC1(CCC2C(=C1)CCC3C2(CCCC3(C)C(=O)O)C)C=C
Reference

<p class=”reference” data-reference=”43600″ data-reference-type=”Journal Article” style=”font-size: 16px; box-sizing: border-box; margin-top: 0px; margin-bottom: 1rem; font-family: Lato, &quot;Lucida Grande&quot;, &quot;Lucida Sans Unicode&quot;, &quot;Lucida Sans&quot;, Geneva, Verdana, sans-serif; font-variant-ligatures: normal; orphans: 2; widows: 2;”>
<span style=”color:#000000;”><span style=”font-size:12px;”><span style=”font-family:arial,helvetica,sans-serif;”><span style=”box-sizing: border-box;”>1.&nbsp;</span><span class=”authors” data-text=”Suh, S.-J., Kwak, C.-H., Chung, T.-W., et al.” style=”box-sizing: border-box;”>Suh, S.-<wbr style=”box-sizing: border-box;” />J., Kwak, C.-<wbr style=”box-sizing: border-box;” />H., Chung, T.-<wbr style=”box-sizing: border-box;” />W.,&nbsp;<span class=”foreign” style=”box-sizing: border-box; font-style: italic;”>et al</span>.</span><span class=”title” data-text=”Pimaric acid from Aralia cordata has an inhibitory effect on TNF-α-induced MMP-9 production and HASMC migration via down-regulated NF-κB and AP-1″ style=”box-sizing: border-box;”>&nbsp;<span style=”box-sizing: border-box;”><span class=”scientificMarkup” style=”box-sizing: border-box;”>Pimaric acid from Aralia cordata has an inhibitory effect on TNF-<wbr style=”box-sizing: border-box;” />&alpha;-<wbr style=”box-sizing: border-box;” />induced MMP-<wbr style=”box-sizing: border-box;” />9 production and HASMC migration&nbsp;<span class=”foreign” style=”box-sizing: border-box; font-style: italic;”>via</span>&nbsp;down-<wbr style=”box-sizing: border-box;” />regulated NF-<wbr style=”box-sizing: border-box;” />&kappa;B and AP-<wbr style=”box-sizing: border-box;” />1</span></span>.</span><span class=”journal” style=”box-sizing: border-box; font-style: italic;”>&nbsp;Chem. Biol. Interact.</span><span class=”number” style=”box-sizing: border-box; font-weight: 700;”>&nbsp;</span><span class=”pagerange” style=”box-sizing: border-box;”>199(2),112-119</span><span class=”year” style=”box-sizing: border-box;”>&nbsp;(2012)</span>.</span></span></span><br />
<span style=”font-family: arial, helvetica, sans-serif; font-size: 12px; color: rgb(0, 0, 0); box-sizing: border-box;”>2.&nbsp;</span><span class=”authors” data-text=”Joye, N.M., Jr., and Lawrence, R.V.” style=”font-family: arial, helvetica, sans-serif; font-size: 12px; color: rgb(0, 0, 0); box-sizing: border-box;”>Joye, N.M., Jr., and Lawrence, R.V.</span><span class=”title” data-text=”Resin acid composition of pine oleoresins” style=”font-family: arial, helvetica, sans-serif; font-size: 12px; color: rgb(0, 0, 0); box-sizing: border-box;”>&nbsp;<span style=”box-sizing: border-box;”><span class=”scientificMarkup” style=”box-sizing: border-box;”>Resin acid composition of pine oleoresins</span></span>.</span><span class=”journal” style=”font-family: arial, helvetica, sans-serif; font-size: 12px; color: rgb(0, 0, 0); box-sizing: border-box; font-style: italic;”>&nbsp;J. Chem. Eng. Data</span><span class=”number” style=”font-family: arial, helvetica, sans-serif; font-size: 12px; color: rgb(0, 0, 0); box-sizing: border-box; font-weight: 700;”>&nbsp;</span><span class=”pagerange” style=”font-family: arial, helvetica, sans-serif; font-size: 12px; color: rgb(0, 0, 0); box-sizing: border-box;”>12(2), 279-282</span><span class=”year” style=”font-family: arial, helvetica, sans-serif; font-size: 12px; color: rgb(0, 0, 0); box-sizing: border-box;”>&nbsp;(1967)</span><span style=”font-family: arial, helvetica, sans-serif; font-size: 12px; color: rgb(0, 0, 0);”>.</span></p>

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