CONTACT US
Home > Reference Standards> > Pimaric Acid (> 75%)
Pimaric Acid (> 75%)

Pimaric Acid (> 75%)

  • CAT Number: R052024
  • CAS Number: 127-27-5
  • Molecular Formula: C20H30O2
  • Molecular Weight: 302.458
  • Purity: ≥95%
Inquiry Now

<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>

Request a Quote

Contact Us at MuseChem

We are committed to providing you with reliable, cost-effective solutions for your chemical needs, while ensuring your safety and comfort. Our team of experts is always available to answer your questions and help you navigate the complexities of the chemical industry.

Whether you're looking for a specific product or need help with a custom synthesis project, we're here to help you discover a new world of chemical possibilities. Contact us today to learn more about how we can assist you with all of your chemical needs.

Our goal is to make the process of ordering chemicals as seamless and hassle-free as possible. Let us know how we can assist you, and we'll get back to you as soon as possible. We look forward to hearing from you!