Isopimaric Acid

• CAT Number: R052021
• CAS Number: 5835-26-7
• Molecular Formula: C20H30O2
• Molecular Weight: 302.458
• Purity: ≥95%
• Synonyms: (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; (-)-13β-Methyl-13-vinylpodocarp-7-en-15-oic Acid; (+)-Isopimaric Acid; 7,15-Isopimaradien-18-oic Acid; Δ7,15-Isopimaric Acid
• Target: Potassium Channel
• Storage: -20°C
• IUPAC Name: (1R,4aR,4bS,7S,10aR)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,8,10,10a-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/h5,7,15-16H,1,6,8-13H2,2-4H3,(H,21,22)/t15-,16+,18-,19+,20+/m0/s1
• InChIKey: MXYATHGRPJZBNA-KRFUXDQASA-N
• SMILES: CC1(CCC2C(=CCC3C2(CCCC3(C)C(=O)O)C)C1)C=C

Isopimaric Acid (CAS 5835-26-7; IPA) is a toxin which acts as a large conductance Ca2+-activated K+ channel (BK channel opener. IPA interaction with the BK channel enhances Ca2+ and / or voltage sensitivity of the α subunit of BK channels without affecting the channel conductance.

Reference

1.Kaczorowski, Gregory J., et al. "High-conductance calcium-activated potassium channels; structure, pharmacology, and function." Journal of bioenergetics and biomembranes 28.3 (1996): 255-267.
2.Imaizumi, Yuji, et al. "Molecular basis of pimarane compounds as novel activators of large-conductance Ca2+-activated K+ channel α-subunit." Molecular Pharmacology 62.4 (2002): 836-846.