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Chemical Structure| 16611-84-0 Chemical Structure| 16611-84-0

Structure of Anacardic Acid
CAS No.: 16611-84-0

Chemical Structure| 16611-84-0

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Anacardic acid 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.

Synonyms: Ginkgolic Acid C15:0; Hydroginkgolic acid; 6-pentadecylsalicylic Acid

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Product Details of Anacardic Acid

CAS No. :16611-84-0
Formula : C22H36O3
M.W : 348.52
SMILES Code : O=C(O)C1=C(CCCCCCCCCCCCCCC)C=CC=C1O
Synonyms :
Ginkgolic Acid C15:0; Hydroginkgolic acid; 6-pentadecylsalicylic Acid
MDL No. :MFCD07368254
InChI Key :ADFWQBGTDJIESE-UHFFFAOYSA-N
Pubchem ID :167551

Safety of Anacardic Acid

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Related Pathways of Anacardic Acid

epigenetics

Isoform Comparison

Biological Activity

Target
  • p300/CBP

    PCAF, IC50:5 μM

    p300/CBP, IC50:8.5 μM

In Vitro:

Cell Line
Concentration Treated Time Description References
LNCaP cells 0, 5, 25, 125 μM 0, 4, 24, 48 hours To investigate the effects of AA on LNCaP cell proliferation, it was found that AA significantly inhibited LNCaP cell proliferation, with the optimal concentration being 125 μmol/L and the optimal exposure time being 24 hours. PMC3551327
A375 0.2 to 50 µM 48 and 72 hours To evaluate the cytotoxicity of Anacardic Acid on melanoma cell lines, results showed that Anacardic Acid significantly enhanced the cytotoxicity of liposomal Mitoxantrone. PMC3904835
Hs294T 0.2 to 50 µM 48 and 72 hours To evaluate the cytotoxicity of Anacardic Acid on melanoma cell lines, results showed that Anacardic Acid significantly enhanced the cytotoxicity of liposomal Mitoxantrone. PMC3904835
NHDF 0.2 to 50 µM 48 and 72 hours To evaluate the cytotoxicity of Anacardic Acid on normal cells, results showed that vitamin C had a protective effect on normal cells. PMC3904835
MCF-7 1 nM – 100 µM 48 h To evaluate the inhibitory effect of AnAc 24:1ω5 on the proliferation of MCF-7 cells PMC2837512
LCC9 1 nM – 100 µM 48 h To evaluate the inhibitory effect of AnAc 24:1ω5 on the proliferation of LCC9 cells PMC2837512
LY2 1 nM – 100 µM 48 h To evaluate the inhibitory effect of AnAc 24:1ω5 on the proliferation of LY2 cells PMC2837512
MCF-10A 1 nM – 100 µM 48 h To evaluate the inhibitory effect of AnAc 24:1ω5 on the proliferation of MCF-10A cells PMC2837512
MDA-MB-231 1 nM – 100 µM 48 h To evaluate the inhibitory effect of AnAc 24:1ω5 on the proliferation of MDA-MB-231 cells PMC2837512
Vero-E6 cells 15 µM 48 hours To evaluate the antiviral potency of Anacardic Acid against SARS-CoV-2 in vitro, the results showed significant reduction in virus plaque formation at non-toxic concentrations. PMC7914117
Rat oligodendrocyte precursor cells (OPCs) 10 μM Anacardic acid induced the expression of myelin basic protein (MBP) and increased the expression of genes involved in the transcription of myelin proteins. PMC7474623
Rat oligodendrocyte precursor cells (OPCs) 5.0 μM Anacardic acid increased the mRNA expression of Mbp, Sp1, Sox10, and Purα. PMC7474623
Rat oligodendrocyte precursor cells (OPCs) 2.5 μM Anacardic acid increased the mRNA expression of IL-33. PMC7474623

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
C57/B6 mice Experimental allergic encephalitis (EAE) and cuprizone-induced demyelination model 0.025 mg/kg to 2.5 mg/kg Daily administration for 9 weeks Anacardic acid improved pathological scores in EAE and cuprizone models and promoted remyelination. PMC7474623

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

2.87mL

0.57mL

0.29mL

14.35mL

2.87mL

1.43mL

28.69mL

5.74mL

2.87mL

References

 

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