A7236
Anacardic acid
Histone Acetyl transferase (HAT) inhibitor, powder
Synonym(s):
2-Hydroxy-6-pentadecylbenzoic acid, 22:0-Anacardic acid, 6-Pentadecylsalicylic acid
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About This Item
Empirical Formula (Hill Notation):
C22H36O3
CAS Number:
Molecular Weight:
348.52
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Product Name
Anacardic acid,
SMILES string
CCCCCCCCCCCCCCCc1cccc(O)c1C(O)=O
InChI key
ADFWQBGTDJIESE-UHFFFAOYSA-N
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)
form
powder
storage condition
protect from light
color
white to beige
solubility
DMSO: ≥20 mg/mL
storage temp.
−20°C
Quality Level
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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.
Storage Class
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
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
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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