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    Anacardic Acid (Hydroginkgolic acid)
    Anacardic Acid (Hydroginkgolic acid)

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    This product is for research use only, not for human use. We do not sell to patients.
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    InvivoChem Cat #: V2522
    CAS #: 16611-84-0Purity ≥98%

    Description: Anacardic Acid (Hydroginkgolic acid), a natural product isolated from cashew nut shell liquid, is a potent inhibitor of p300 and p300/CBP-associated factor histone acetyltranferases, which also has antibacterial activity, antimicrobial activity, prostaglandin synthase inhibition, and tyrosinase and lipoxygenase inhibition. Anacardic acid regulates the activity and expression of several other crucial enzymes including NFκB kinase, lipoxygenase (LOX-1), xanthine oxidase, tyrosinase and ureases. Therefore, this compound exerts anti-oxidation, anti-inflammation and anti-tumor activities in vitro and in vivo. 

    References: J Biol Chem. 2003 May 23;278(21):19134-40; FEBS Lett. 2006 Aug 7;580(18):4353-6; PLoS One. 2014 Aug 7;9(8):e104135. 

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    Molecular Weight (MW)348.52
    FormulaC22H36O3
    CAS No.16611-84-0
    Storage-20℃ for 3 years in powder form
    -80℃ for 2 years in solvent
    Solubility (In vitro)DMSO: 69 mg/mL (198 mM)
    Water: <1 mg/mL
    Ethanol: N/A
    Other info

    Chemical Name: 2-Hydroxy-6-pentadecyl-benzoic acid

    InChi Key: ADFWQBGTDJIESE-UHFFFAOYSA-N

    InChi Code: 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)

    SMILES Code: O=C(O)C1=C(CCCCCCCCCCCCCCC)C=CC=C1O

    Synonyms 6-pentadecylsalicylic Acid


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    In Vitro

    In vitro activity: Anacardic acid is found to be a common inhibitor of several clinically targeted enzymes such as NFkB kinase, histone acetyltransferase (HATs), lipoxygenase (LOX-1), xanthine oxidase, tyrosinase and ureases. Anacardic acid is also an efficient inhibitor of Tip60 in vitro.It inhibits the Tip60-dependent acetylation and activation of the ATM protein kinase in HeLa cells, and sensitizes the cells to the cytotoxic effects of radiation. Anacardic acid can effectively prevent cell damage induced by H2O2 because this can be converted to ROS, hydroxyl radicals, in the presence of metal ions


    Kinase Assay: After homogenization of cardiac tissues, nucleoproteins are extracted using a Nuclear Extract Kit according to the manufacturer's instructions. HAT and HDAC activities of the nuclear protein extracts are determined using a colorimetric assay included in the HAT and HDAC assay kits.


    Cell Assay: HeLa and 293T cells are grown in Dulbecco’s modified Eagle’s medium/10% fetal calf serum. SQ20B and SCC35 squamous cell carcinoma cell lines are cultured in modified eagles medium/10% fetal calf serum.For anacardic acid (EMD Biosciences, CA) exposure, cells are preincubated with anacardic acid for 40 min, irradiated, then allowed to recover for 4 h. Cells are then switched to fresh media and allowed to grow for 10 days.

    In VivoAnacardic acid attenuates over-expression of Gata4, α-MHC and cTnT in fetal mouse hearts exposed to ethanol. Anacardic acid inhibits binding of P300, PCAF to the promoter of Gata4
    Animal model Kunming mice
    Formulation & Dosage Dissolved in DMSO and co-injected with ethanol; 0, 1.25, 2.5, 5, 10 mg/kg; i.p. injection
    References

    J Biol Chem. 2003 May 23;278(21):19134-40; FEBS Lett. 2006 Aug 7;580(18):4353-6; PLoS One. 2014 Aug 7;9(8):e104135. 


    These protocols are for reference only. InvivoChem does not independently validate these methods.

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