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Merck
CN

I6783

Isopimaric Acid

≥98% (GC), potassium (BK) channel oepner, powder

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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:
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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.

pictograms

Environment

signalword

Warning

hcodes

pcodes

Hazard Classifications

Aquatic Acute 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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I Christianson-Heiska et al.
Toxicology in vitro : an international journal published in association with BIBRA, 22(3), 589-597 (2008-01-22)
Wood extractives are constituents of wood present in pulp and paper mill effluents, which may cause reproductive disturbances in fish. In the present study, we examined three cellular in vitro bioassays in order to assess (anti)estrogenic potencies of the wood
Suresh Awale et al.
Chemical & pharmaceutical bulletin, 51(3), 268-275 (2003-03-04)
From the methanolic extract of Indonesian Orthosiphon stamineus, nine new highly-oxygenated isopimarane-type diterpenes [7-O-deacetylorthosiphol B (1), 6-hydroxyorthosiphol B (2), 3-O-deacetylorthosiphol I (3), 2-O-deacetylorthosiphol J (4), siphonols A-E (5-9)] have been isolated together with nine known diterpenes [orthosiphols H (10), K
Sohag N Saleh et al.
The Journal of pharmacology and experimental therapeutics, 321(3), 1075-1084 (2007-03-10)
Because chloride (Cl(-)) channel blockers such as niflumic acid enhance large-conductance Ca(2+)-activated potassium channels (BK(Ca)), the aim of this study was to determine whether there is a reciprocal modification of Ca(2+)-activated chloride Cl(-) currents (I(ClCa)) by two selective activators of
Molecular basis of pimarane compounds as novel activators of large-conductance Ca2+-activated K+ channel alpha-subunit.
Imaizumi Y, et al.
Molecular Pharmacology, 62(4), 836-846 (2002)
I Kononenko et al.
Environmental science and pollution research international, 24(3), 2160-2165 (2016-07-29)
The chemical composition of sandarac resin was investigated qualitatively and quantitatively by gas chromatography-mass spectrometry (GC-MS). Six compounds with labdane and pimarane skeletons were identified in the resin. The obtained mass spectra were interpreted and the mass spectrometric behaviour of

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