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I6783

Sigma-Aldrich

Isopimaric Acid

≥98% (GC), powder

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About This Item

Fórmula empírica (notación de Hill):
C20H30O2
Número de CAS:
5835-26-7
Peso molecular:
302.45
MDL number:
MFCD04113116
UNSPSC Code:
12352106
PubChem Substance ID:
24724518
NACRES:
NA.77

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.

pictograms

Environment
GHS09

signalword

Warning

hcodes

H400

pcodes

P273

Hazard Classifications

Aquatic Acute 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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 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
Ammanamanchi S R Anjaneyulu et al.
Journal of Asian natural products research, 4(1), 53-61 (2002-05-07)
Chemical examination of the ethyl acetate extract of the roots of Rhizophora mucronata collected from Mangalore Coast resulted in the isolation of three more new diterpenoids, rhizophorins C-E (1-3) in addition to the two, rhizophorin A, (6R,11S,13S)-6,11,13-trihydroxy-2,3-seco-14-labden-2,8-olid-3-oic acid, and rhizophorin
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