Molecular structure of Anacardic Acid, CAS Number: 16611-84-0
Anacardic Acid (CAS 16611-84-0)
See product citations (13)
Alternate Names:
6-Pentadecylsalicylic acid
Application:
Anacardic Acid is shown to potently inhibit HAT-dependent transcription and SUMOylation
CAS Number:
16611-84-0
Purity:
≥95%
Molecular Weight:
348.52
Molecular Formula:
C22H36O3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Anacardic Acid is a pentadecane aliphatic chain containing hydroxylcarboxylic acid. The acid is an effective inhibitor of the activities of p300, p300/CBP associated factor histone acetyltransferase, prostaglandin synthase (PTGS2 or Cox-2), tyrosinase, urease-α and -β, lipoxygenase (LO), and xanthine oxidase. Additionally, it may act to potently inhibit HAT-dependent transcription and SUMOylation, as well as decrease expression of NF-kappaB regulated gene products at high concentrations. Research suggests that anacardic acid is a potent activator of ARK-1 (Aurora kinase A) mediated phosphorylation of histone H3 while leaving ARK-2 unaffected in vitro. Anacardic acid has demonstrated bactericidal activity against methicillin-resistant Staphylococcus aureus (MRSA).
Anacardic Acid (CAS 16611-84-0) References
- Synthesis of sildenafil analogues from anacardic acid and their phosphodiesterase-5 inhibition. | Paramashivappa, R., et al. 2002. J Agric Food Chem. 50: 7709-13. PMID: 12475293
- Small molecule modulators of histone acetyltransferase p300. | Balasubramanyam, K., et al. 2003. J Biol Chem. 278: 19134-40. PMID: 12624111
- Inhibition of histone acetyltransferase activity by anacardic acid sensitizes tumor cells to ionizing radiation. | Sun, Y., et al. 2006. FEBS Lett. 580: 4353-6. PMID: 16844118
- Specific small-molecule activator of Aurora kinase A induces autophosphorylation in a cell-free system. | Kishore, AH., et al. 2008. J Med Chem. 51: 792-7. PMID: 18215015
- Anacardic acid (6-nonadecyl salicylic acid), an inhibitor of histone acetyltransferase, suppresses expression of nuclear factor-kappaB-regulated gene products involved in cell survival, proliferation, invasion, and inflammation through inhibition of the inhibitory subunit of nuclear factor-kappaBalpha kinase, leading to potentiation of apoptosis. | Sung, B., et al. 2008. Blood. 111: 4880-91. PMID: 18349320
- Histone acetyltransferase inhibitor anacardic acid causes changes in global gene expression during in vitro Plasmodium falciparum development. | Cui, L., et al. 2008. Eukaryot Cell. 7: 1200-10. PMID: 18487348
- Ginkgolic acid inhibits protein SUMOylation by blocking formation of the E1-SUMO intermediate. | Fukuda, I., et al. 2009. Chem Biol. 16: 133-40. PMID: 19246003
- Anacardic acid induces caspase-independent apoptosis and radiosensitizes pituitary adenoma cells. | Sukumari-Ramesh, S., et al. 2011. J Neurosurg. 114: 1681-90. PMID: 21275565
- Anacardic acid inhibits the catalytic activity of matrix metalloproteinase-2 and matrix metalloproteinase-9. | Omanakuttan, A., et al. 2012. Mol Pharmacol. 82: 614-22. PMID: 22745359
- Anacardic acid (6-pentadecylsalicylic acid) induces apoptosis of prostate cancer cells through inhibition of androgen receptor and activation of p53 signaling. | Tan, J., et al. 2012. Chin J Cancer Res. 24: 275-83. PMID: 23359208
- Induction of the endoplasmic reticulum stress and autophagy in human lung carcinoma A549 cells by anacardic acid. | Seong, YA., et al. 2014. Cell Biochem Biophys. 68: 369-77. PMID: 23955513
- Anacardic acid induces cell apoptosis of prostatic cancer through autophagy by ER stress/DAPK3/Akt signaling pathway. | Tan, J., et al. 2017. Oncol Rep. 38: 1373-1382. PMID: 28731173
- Transcriptomic response of breast cancer cells to anacardic acid. | Schultz, DJ., et al. 2018. Sci Rep. 8: 8063. PMID: 29795261
- Ginkgolic acid and anacardic acid are specific covalent inhibitors of SARS-CoV-2 cysteine proteases. | Chen, Z., et al. 2021. Cell Biosci. 11: 45. PMID: 33640032
- Antibacterial activity of anacardic acid and totarol, alone and in combination with methicillin, against methicillin-resistant Staphylococcus aureus. | Muroi, H. and Kubo, I. 1996. J Appl Bacteriol. 80: 387-94. PMID: 8849640
Inhibitor of:
κB-Ras1, 1200013P24Rik, 2810474O19Rik, 3110043O21Rik, 4632411B12Rik, 4732471D19Rik, 4930444G20Rik, AOS-1, ASMTL, BAZ2B, Bdf1, Blood Group M antigen, C1orf156, C5orf25, C5orf35, CA150, CD92, CHRAC15, EFO1, EG408191, Elongin C, ELP4, Esa1, ESCO1, ESET, FNDC1, FOXD4L3, Gbp10, GCN5, GSDMC3, H2al3, HAT1, HBO1, HEMK2, Hemoglobin δ, HIRA, Histone cluster 1 H1D, Histone cluster 1 H2AA4, Histone cluster 1 H3G, Histone cluster 1 H3J, Histone cluster 1 H4I, Histone cluster 2 H2AA1, Histone cluster 2 H2AB, Histone H2A.Bbd, Histone H2A.Z, Histone H2B.S, Histone H3F3C, Histone Z, IKIP, IL-32, ING5, KCNMB4, KRT222P, LAGE-2A, Lce1l, LO, LOC100041004, lysine, MacroH2A2, METTL9, MGC50559_4833442J19Rik, MOF, MORF, MOZ, Mps1, MYBBP1A, NAA (N-alpha-acetyltransferase), NAP1L3, NAT-10, NAT-11, NAT-13, NAT-3, NDUFB11, NP220, NSBP1, OTTMUSG00000016779, p300, p400, PAI-1, PARP-6, parvalbumin β, PBEF, PCAF, PCDHGB6, PIASy, PLAG1, PRDM9, PSG8, RAI15, RbAp46, RbAp48, RG9MTD1, SENP (SUMO specific peptidase), SENP2, Set2, SET8, SETD2, Smt3, SMYD1, SPT3, SRCAP, SUMF1, SUMO-1, SUMO-2, SUMO-3, T6BP, TADA2L, TAF II p28, TAF6L, TIF1α, TLF, TM6SF2, TMEM103, TMEM108, TRRAP, Tup1, Tyrosinase, Urease alpha, Urease beta, Vangl2, ZDHHC21, and Zfp868.Activator of:
1700001O22Rik, 1700081L11Rik, 4632411B12Rik, 4732471D19Rik, 4930444G20Rik, ACTR6, ADA3, ARK-1, ASCL2, ASH2L, ATAD2, ATXN7L2, BAHD1, BAZ1A, BAZ2A, Brpf1, BRPF3, C11orf41_D430041D05Rik, C20orf135, C6orf89, CBP (CREB Binding Protein), CCDC101, CCDC76, CD40L, CD48, CDY, CECR2, Centaurin β5, CHRAC17, CRSP150_CRSP2, Cruz Tag 09TM, Daxx, E(z), EHMT1, Elongin A3, EPC1, ephrin-B1, Eso-1, FAM188B2, FAM44A, GAS41, Gm71, GTF3A, H1T2, H2-Aa, H2BFWT, H3.Y histone 1, H3.Y histone 2, HAT1, HBO1, HDA2, Histone cluster 1 H2AF, Histone cluster 1 H2AH, Histone cluster 1 H2AM, Histone cluster 1 H2BD, Histone cluster 1 H2BI, Histone cluster 1 H3A, Histone cluster 1 H3B, Histone cluster 1 H3D, Histone cluster 1 H3E, Histone cluster 1 H3I, Histone cluster 1 H4F, Histone cluster 1 H4G, Histone cluster 1 H4L, Histone cluster 2 H2AA3, Histone cluster 2 H2AC, Histone cluster 2 H3B, Histone cluster 2 H3C, Histone cluster 2 H3C1, Histone cluster 2 H3C2, Histone cluster 2 H3D, Histone cluster 4 H4, Histone H1, Histone H10, Histone H2B.S, Histone H2BM, Histone H3, Histone H4, HKDC1, HMG20A, HMGI-C, hnRNP UL2, ING4, INO80B, INTS7, JMJD2D, KAT III, Khdc1b, L3MBTL4, LIN-53, LOC100041179, LOC100041244, LOC100041254, LOC644248, LOC646817, LRRC4B, LSG1, LUZP1, MAGE-L2, MDFIC, MEAF6, MIER2, MLL, Mnk1, MORF4L1, MPc2, MRG15, MSL3L1, NAA25, NAP1L2, NAP1L5, NAT-12, NAT-9, NELF-E, NKRF, NOL10, OR2L8, OTTMUSG00000018481, p300, PABPC4, pan-Acetyl, PCGF6, PHF12, PHF16, PHF23, Pin1, POLR2J3, PRDM10, PRDM9, PRR14, PRX V, PWWP2B, Rent1, RIOK2, RNF4, SAP 30L, SAPK4, SBNO1, SEI-1, SENP5, SENP8, SETMAR, Sp1, Sp110, SP140L, spectrin β II, Spt7, StIP1, SUMO-4, SUSP4, SUV39H1, Swi1, TAB3, TAF II p130, TAF II p135, TAF5L, TAF9A, TBL1Y, THOC3, TIP60, TNFα, TNFα-IP 8L3, TRAP100, TRIM46, TRIM64B, TSPYL4, TSPYL6, UBA2, UBL4B, UXT, VSIG8, WDSUB1, WIZ, YAF2, ZBTB4, ZC3HAV1L, ZDHHC5, ZNF322A, ZNF486, ZNF579, ZNF768, and ZSCAN18.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Anacardic Acid, 5 mg | sc-202463 | 5 mg | $100.00 | |||
Anacardic Acid, 25 mg | sc-202463A | 25 mg | $200.00 |