Isopimaric Acid

Isopimaric acid is a diterpenoid resin acid that has been found in P. nigra and has diverse biological activities. It is active against clinical isolates of epidemic methicillin-resistant S. aureus (EMRSA, MICs = 32-64 µg/ml). Isopimaric acid is an agonist of retinoid X receptor alpha (RXRalpha), RXRbeta, and RXRgamma in a reporter assay using HEK293T cells expressing human receptors (EC50s = 26, 32, and 33 µM, respectively). It opens large conductance calcium-activated potassium channels (BKCa1.1/KCa1.1) in HEK293 cells expressing recombinant channels and the activating beta1 regulatory subunit when used at a concentration of 10 µM. Isopimaric acid potentiates reductions in field excitatory postsynaptic potential (fEPSP) slopes in hippocampal slices and decreases escape latency in the Morris water maze in a 3xTg mouse model of Alzheimer's disease. It has been found as an environmental contaminant in pulp and paper mill effluent.Formal Name: (1R,4aR,4bS,7S,10aR)-7-ethenyl-1,2,3,4,4a,4b,5,6,7,8,10,10a-dodecahydro-1,4a,7-trimethyl-1-phenanthrenecarboxylic acid. CAS Number: 5835-26-7. Synonyms: 7,15-Isopimaradien-18-oic Acid, (+)-Isopimaric Acid. Molecular Formula: C20H30O2. Formula Weight: 302.5. Purity: >95%. Formulation: (Request formulation change), A solid. Solubility: Chloroform: slightly soluble, Methanol: slightly soluble. SMILES: C[C@@]12[C@](CC=C3[C@]2([H])CC[C@@](C)(C3)C=C)([H])[C@@](C)(CCC1)C(O)=O. InChi Code: 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/h5,7,15-16H,1,6,8-13H2,2-4H3,(H,21,22)/t15-,16+,18-,19+,20+/m0/s1. InChi Key: MXYATHGRPJZBNA-KRFUXDQASA-N. Origin: Synthetic.