All Photos(1)
About This Item
Empirical Formula (Hill Notation):
C20H30O2
CAS Number:
Molecular Weight:
302.45
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.77
Recommended Products
Quality Level
assay
≥98% (GC)
form
powder
color
white
solubility
DMSO: 25 mg/mL
storage temp.
−20°C
SMILES string
[H][C@]12CC[C@@](C)(CC1=CC[C@@]3([H])[C@@](C)(CCC[C@]23C)C(O)=O)C=C
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
General description
Isopimaric acid, a resin acid produced by conifer trees, is a tricyclic diterpene compound. High levels of isopimaric acid in the hepatocytes of the rainbow trout may impair calcium signalling machinery. Isopimaric acid is a potential big potassium (BK) channel opener.
Biochem/physiol Actions
Potent opener of large conductance calcium activated K+ (BK) channels.
Features and Benefits
This compound is featured on the Potassium Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
Certificates of Analysis (COA)
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Enzyme cytochemical responses of mussels (Mytilus edulis) to resin acid constituents of pulp mill effluents.
G E Fâhraeus-Van Ree et al.
Bulletin of environmental contamination and toxicology, 63(4), 430-437 (1999-09-29)
The resin acids dehydroabietic acid and isopimaric acid release calcium from intracellular stores in rainbow trout hepatocytes.
Raabergh C, et al.
Aquatic Toxicology (Amsterdam, Netherlands), 46(1), 55-65 (1999)
Yuji Imaizumi et al.
Molecular pharmacology, 62(4), 836-846 (2002-09-19)
Effects of pimaric acid (PiMA) and eight closely related compounds on large-conductance K(+) (BK) channels were examined using human embryonic kidney (HEK) 293 cells, in which either the alpha subunit of BK channel (HEKBKalpha) or both alpha and beta1 (HEKBKalphabeta1)
Isolation and characterization of isopimaric acid-degrading bacteria from a sequencing batch reactor.
Wilson AE, et al.
Applied and Environmental Microbiology, 62(9), 3146-3151 (1996)
Dawn E Hall et al.
Plant physiology, 161(2), 600-616 (2013-02-02)
Diterpene resin acids (DRAs) are major components of pine (Pinus spp.) oleoresin. They play critical roles in conifer defense against insects and pathogens and as a renewable resource for industrial bioproducts. The core structures of DRAs are formed in secondary
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