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172050

Sigma-Aldrich

Anacardic Acid

The Anacardic Acid, also referenced under CAS 16611-84-0, modulates the biological activity of Anacardic. This small molecule/inhibitor is primarily used for Cell Structure applications.

Synonym(s):

Anacardic Acid, AA, 2-Hydroxy-6-pentadecylbenzoic Acid, 6-Pentadecylsalicylic Acid, Aurora Kinase A Activator, Histone Acetyltransferase Inhibitor III, SUMOylation Inhibitor II, HAT Inhibitor III, p300/CBP Inhibitor III, PCAF Inhibitor I

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100 MG
CA$259.00

CA$259.00


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100 MG
CA$259.00

About This Item

Empirical Formula (Hill Notation):
C22H36O3
CAS Number:
Molecular Weight:
348.52
MDL number:
UNSPSC Code:
12352106
NACRES:
NA.77

CA$259.00


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Quality Level

Assay

≥95% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

white

solubility

DMSO: 10 mg/mL
ethanol: 10 mg/mL
methanol: 10 mg/mL

shipped in

ambient

storage temp.

2-8°C

SMILES string

Oc1c(c(ccc1)CCCCCCCCCCCCCCC)C(=O)O

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This Item
S356W30040368417
Aldicarb certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

68417

Aldicarb

grade

certified reference material, TraceCERT®

grade

reagent grade

grade

FG, Fragrance grade, Halal, Kosher

grade

certified reference material, TraceCERT®

vapor density

4.2 (vs air)

vapor density

4.2 (vs air)

vapor density

4.2 (vs air)

vapor density

-

vapor pressure

1 mmHg ( 33 °C)

vapor pressure

1 mmHg ( 33 °C)

vapor pressure

1 mmHg ( 33 °C)

vapor pressure

-

product line

TraceCERT®

product line

-

product line

-

product line

TraceCERT®

shelf life

limited shelf life, expiry date on the label

shelf life

-

shelf life

-

shelf life

limited shelf life, expiry date on the label

manufacturer/tradename

Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

manufacturer/tradename

-

manufacturer/tradename

-

manufacturer/tradename

Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

General description

A cell-permeable ginkgolic acid (Cat. No. 345887) analog that inhibits protein SUMO (Cat. Nos. 662037, 662039, and 662042) modification (IC50 = 2.2 µM using RanGAP1-C2 as substrate) in an ATP-dependent manner by selectively targeting SUMO-activating enzyme E1 (Cat. Nos. 662073 and 662074) and interfering with E1-SUMO intermediate formation. Both anacardic acid and ginkgolic acid are shown to effectively decrease overall SUMOylation of 293T cellular proteins in a dose-dependent manner, while neither compound is effective in affecting overall cellular protein ubiquitination or histone H4K8 acetylation in 293T cultures, although anacardic acid is shown to inhibit p300 (Cat. No. 506200) and PCAF (Cat. No. 124026) histone acetyltransferase activities in cell-free acetylase assays (by 82% and 86%, respectively, at 10 µM). Also reported to inhibit the activity of prostaglandin synthase, tyrosinase, and lipoxygenase, as well as to enhance Aurora kinase A (Cat. No. 481413), but not Aurora kinase B, autophosphorylation and kinase activity by inducing conformation change and enhancing ATP binding.

Biochem/physiol Actions

Cell permeable: yes
Primary Target
HAT
Product competes with ATP.
Reversible: no
Target IC50: 5 µM against HAT; 8.5 µM against PCAF; 2.2 µM inhibiting protein SUMO modification using RanGAP1-C2 as substrate

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Fukuda, I., et al. 2009. Chem. Biol.16, 133.
Kishore, A.H. 2008. J. Med. Chem.51, 792.
Balasubramanyam, K., et al. 2003. J. Biol. Chem.278, 19134.
Paramashivappa, R., et al. 2002. J. Agric. Food Chem.50, 7709.

Legal Information

Sold under license of U.S. Patent 7,332,629 and related patents.
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

11 - Combustible Solids

WGK

WGK 3


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