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I6783

Isopimaric Acid

Name: Isopimaric Acid
Brand: SIGMA

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

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About This Item

Empirical Formula (Hill Notation):

C₂₀H₃₀O₂

CAS Number:

5835-26-7

Molecular Weight:

302.45

UNSPSC Code:

12352106

PubChem Substance ID:

24724518

NACRES:

NA.77

MDL number:

MFCD04113116

Assay:

≥98% (GC)

Form:

powder

Quality level:

100

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Properties

Product Name

Isopimaric Acid, ≥98% (GC), powder

Quality Level

100

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

Description

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

GHS09

signalword

Warning

hcodes

H400

pcodes

P273

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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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)

The use of primary hepatocytes from brown trout (Salmo trutta lacustris) and the fish cell lines RTH-149 and ZF-L for in vitro screening of (anti)estrogenic activity of wood extractives.

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

New beyerane and isopimarane diterpenoids from Rhizophora mucronata.

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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Global Trade Item Number

SKU	GTIN
I6783-5MG	04061833857922
I6783-25MG	04061832961903