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Merck

A7236

Anacardic acid

Histone Acetyl transferase (HAT) inhibitor, powder

Sinónimos:

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

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Fórmula empírica (notación de Hill):
C22H36O3
Número CAS:
Peso molecular:
348.52
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Form:
powder
Quality level:
Storage condition:
protect from light
Servicio técnico
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Nombre del producto

Anacardic acid,

form

powder

Quality Level

storage condition

protect from light

color

white to beige

solubility

DMSO: ≥20 mg/mL

storage temp.

−20°C

SMILES string

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)

InChI key

ADFWQBGTDJIESE-UHFFFAOYSA-N

Application

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

Biochem/physiol Actions

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.

Features and Benefits

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.


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Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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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
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
ZhenHua Ni et al.
Respiratory research, 12, 47-47 (2011-04-15)
"Phosphatase and tensin homolog deleted on chromosome 10" (PTEN) is mostly considered to be a cancer-related gene, and has been suggested to be a new pathway of pathogenesis of asthma. The purpose of this study was to investigate the effects