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About This Item
Empirical Formula (Hill Notation):
C20H30O2
CAS Number:
Molecular Weight:
302.45
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Product Name
Isopimaric Acid, ≥98% (GC), powder
Quality Level
SMILES string
[H][C@]12CC[C@@](C)(CC1=CC[C@@]3([H])[C@@](C)(CCC[C@]23C)C(O)=O)C=C
InChI key
MXYATHGRPJZBNA-KRFUXDQASA-N
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
assay
≥98% (GC)
form
powder
color
white
solubility
DMSO: 25 mg/mL
storage temp.
−20°C
Related Categories
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.
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Eileen Smith et al.
Phytotherapy research : PTR, 19(6), 538-542 (2005-08-23)
The diterpene isopimaric acid was extracted from the immature cones of Pinus nigra (Arnold) using bioassay-guided fractionation of a crude hexane extract. Isopimaric acid was assayed against multidrug-resistant (MDR) and methicillin-resistant Staphylococcus aureus (MRSA). The minimum inhibitory concentrations (MIC) were
Neil C Henney et al.
American journal of physiology. Cell physiology, 297(6), C1397-C1408 (2009-09-25)
The pharmacology of the large-conductance K(+) (BK) channel in human osteoblasts is not well defined, and its role in bone is speculative. Here we assess BK channel properties in MG63 cells and primary human osteoblasts and determine whether pharmacological modulation
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)
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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