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A7236

Sigma-Aldrich

Anacardic acid

Sinônimo(s):

2-Hydroxy-6-pentadecylbenzoic acid, 22:0-Anacardic acid, 6-Pentadecylsalicylic acid

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About This Item

Fórmula empírica (Notação de Hill):
C22H36O3
Número CAS:
16611-84-0
Peso molecular:
348.52
Número MDL:
MFCD07368254
Código UNSPSC:
12352106
ID de substância PubChem:
329770923
NACRES:
NA.77

Formulário

powder

Nível de qualidade

100

condição de armazenamento

protect from light

cor

white to beige

solubilidade

DMSO: ≥20 mg/mL

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

CCCCCCCCCCCCCCCc1cccc(O)c1C(O)=O

InChI

1S/C22H36O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19-17-15-18-20(23)21(19)22(24)25/h15,17-18,23H,2-14,16H2,1H3,(H,24,25)

chave InChI

ADFWQBGTDJIESE-UHFFFAOYSA-N

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Aplicação

Anacardic acid has been used:
  • as a histone acetylase (HAT) inhibitor to study its effects on rat cortical neurons
  • as a positive control in acetylation assay in vitro
  • as an acetylase inhibitor to study its effects on the ribonucleic acid export 1 (Rae-1) protein acetylation that was transfected in human embryonic kidney cells

Ações bioquímicas/fisiológicas

Anacardic acid is a HAT (Histone Acetyltransferase) inhibitor.
Anacardic acid is a natural bioactive compound derived from the nutshell of Anacardium occidentale. It possesses anti-fungal, anti-bacterial, anti-termite, and molluscicidales activities. Anacardic acid acts as a therapeutic agent against obesity, cancer, inflammatory disorders, and oxidative damage. It functions as an inhibitor of various enzymes such as lipoxygenase (LOX-1), xanthine oxidase, nuclear factor κ B (NFκB) kinase, tyrosinase, and ureases.

Características e benefícios

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

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Certificados de análise (COA)

Lot/Batch Number
037M4741V
116M4707V
105M4750V
035M4742V
122M4732V

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Mingxi Li et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 877(30), 3885-3892 (2009-10-16)
Global histone modifications and their putative relevance to short and long term cellular programming have drawn substantial interest in the study of chromatin. Here we describe the use of reverse-phase liquid chromatography coupled to Linear Ion Trap-Fourier Transform Mass Spectrometry
B Devipriya et al.
Journal of molecular graphics & modelling, 34, 57-66 (2012-02-07)
A charge density analysis has been performed on gas phase and docked forms of anacardic acid molecule to understand its charge density distribution, electrostatic moments and the conformation in the active site of p300 enzyme. Here, we report the binding
Mahadevappa Hemshekhar et al.
Basic & clinical pharmacology & toxicology, 110(2), 122-132 (2011-11-23)
Anacardic acid (AA) is a bioactive phytochemical found in nutshell of Anacardium occidentale. Chemically, it is a mixture of several closely related organic compounds, each consisting of salicylic acid substituted with an alkyl chain. The traditional Ayurveda depicts nutshell oil
Emerging Roles of Anacardic Acid and Its Derivatives: A Pharmacological Overview
Hemshekhar, M., et al.
Basic and Clinical Pharmacology and Toxicology, doi: 10-doi: 10 (2011)
Massimo Ghizzoni et al.
European journal of medicinal chemistry, 47(1), 337-344 (2011-11-22)
Histone acetyltransferases are important enzymes that regulate various cellular functions, such as epigenetic control of DNA transcription. Development of HAT inhibitors with high selectivity and potency will provide powerful mechanistic tools for the elucidation of the biological functions of HATs
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