Molecular structure of Arachidonic Acid (20:4, n-6), CAS Number: 506-32-1
Arachidonic Acid (20:4, n-6) (CAS 506-32-1)
See product citations (9)
Alternate Names:
Arachidonic Acid (20:4, n-6) is also known as Arachidonate.
Application:
Arachidonic Acid (20:4, n-6) is a protein kinase C activator, essential fatty acid, and a precursor for all prostaglandins, thromboxanes, and leukotrienes.
CAS Number:
506-32-1
Purity:
≥99%
Molecular Weight:
304.47
Molecular Formula:
C20H32O2
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
Arachidonic Acid (20:4, n-6) is an unsaturated fatty acid of cell membrane phospholipids and has been known to serve as a precursor to numerous eicosanoids and prostoglandins as well as other bioactive molecules. Ibuprofin (sc-200534) is known to prevent arachadonic acid from being converted into various prostoglandins by acetylating cyclooxygenases. Experiments have shown that Arachidonic acid can cause activation of PKC. Further studies have demonstrated Arachidonic Acid (20:4, n-6) to cause release of Ca2+ from isolated cardiac and skeletal sarcoplasmic reticulum vesicles. This compound has demonstrated a capacity to directly activate GTP binding protein in the neutrophil plasma membrane and induce superoxide anion generation from intact neutrophils.
Arachidonic Acid (20:4, n-6) (CAS 506-32-1) References
- Arachidonic acid as a second messenger. Interactions with a GTP-binding protein of human neutrophils. | Abramson, SB., et al. 1991. J Immunol. 147: 231-6. PMID: 1646842
- Delta 5-desaturation of dihomogammalinolenic acid (20:3(n-6)) into arachidonic acid (20:4(n-6)) by rat liver microsomes and incorporation of fatty acids in microsome phospholipids. | Blond, JP. and Bézard, J. 1991. Biochim Biophys Acta. 1084: 255-60. PMID: 1888773
- SDD17 desaturase can convert arachidonic acid to eicosapentaenoic acid in mammalian cells. | Chen, Y., et al. 2010. Biochem Biophys Res Commun. 394: 158-62. PMID: 20188069
- Polyunsaturated fatty acids modulate prostaglandin synthesis by ovine amnion cells in vitro. | Kirkup, SE., et al. 2010. Reproduction. 140: 943-51. PMID: 20826537
- Non-enzymatic cyclic oxygenated metabolites of omega-3 polyunsaturated fatty acid: Bioactive drugs? | Roy, J., et al. 2016. Biochimie. 120: 56-61. PMID: 26112019
- Exposure to a Farm Environment During Pregnancy Increases the Proportion of Arachidonic Acid in the Cord Sera of Offspring. | Barman, M., et al. 2019. Nutrients. 11: PMID: 30678238
- Can Bioactive Lipid Arachidonic Acid Prevent and Ameliorate COVID-19? | Das, UN. 2020. Medicina (Kaunas). 56: PMID: 32825011
- Methylmercury displays pro-adipogenic properties in rainbow trout preadipocytes. | Tinant, G., et al. 2021. Chemosphere. 263: 127917. PMID: 33297014
- FADS1 gene polymorphism(s) and fatty acid composition of serum lipids in adolescents. | Metelcová, T., et al. 2021. Lipids. 56: 499-508. PMID: 34189740
- Arachidonic acid and free fatty acids as second messengers and the role of protein kinase C. | Khan, WA., et al. 1995. Cell Signal. 7: 171-84. PMID: 7662506
- Role of fatty acids in signal transduction: modulators and messengers. | Sumida, C., et al. 1993. Prostaglandins Leukot Essent Fatty Acids. 48: 117-22. PMID: 7678706
- Arachidonic acid-induced Ca2+ release from isolated sarcoplasmic reticulum. | Dettbarn, C. and Palade, P. 1993. Biochem Pharmacol. 45: 1301-9. PMID: 7682075
- Docosahexanoic acid (22:6, n-3) but not eicosapentaenoic acid (20:5, n-3) can induce neutrophil-mediated injury of cultured endothelial cells: involvement of neutrophil elastase. | Bates, EJ., et al. 1993. J Leukoc Biol. 54: 590-8. PMID: 8245712
- Phospholipid molecular species with eicosapentaenoic acid (20:5(n-3)) are less stable than species with arachidonic acid (20:4(n-6)) in isolated rat liver cells. | Woldseth, B., et al. 1995. Scand J Clin Lab Invest. 55: 513-22. PMID: 8571081
- Incorporation of delta 5 desaturase substrate (dihomogammalinolenic acid, 20:3 n-6) and product (arachidonic acid 20:4 n-6) into rat liver cell nuclei. | Ves Losada, A. and Brenner, RR. 1998. Prostaglandins Leukot Essent Fatty Acids. 59: 39-47. PMID: 9758206
Inhibitor of:
BAM32, FA2H, FADS1, HRSP12, L-FABP, LENG4, Peroxin 11α, Pex13p, PM20D1, Rap1GAP, and TMPRSS11C.Activator of:
β thromboglobulin, γ-FR, γ-taxilin, 12-LO, 15-LO, 15-LO2, 17β-HSD12, 1810030N24Rik, 2310033E01Rik, 2610005M20Rik, 2900097C17Rik, 3BP1, 4833423E24Rik, 4931417E11Rik, 9130011J15Rik, 9130014G24Rik, 9430007A20Rik, A-FABP, ABHD12B, ABHD2, ABHD9, ACBD5, ACSL4, ACSVL1, ACSVL2, ACSVL6, ACT, AFAP-1L2, ALOXE3, Annexin VI, Annexin XI, ANXA8L1, ANXA8L2, AP1, AP1S2, apoAL, ARA55, ASAHL, ATP9B, Aytl1b, AZI1, Bcl-rambo, C10orf67, C1s, C230096C10Rik, C4a, C6, C8γ, Cabin-1, CAPS1, CCL27, CD300LD, CD30L, CD42a, CD42b, CD42c, CD42d, Cd59b, CD62L ligand, Cdk6, CEACAM3, CGRP2, CLEC-2L, CMV gB, connexin 31, connexin 31.1, COX1, cPKC βI, cPKC γ, CYP2J2, CYP2J9, CYP4A, CYP4A1, CYP4A11, CYP4A14, CYP4A22, CYP4B1, Cyp4f13, CYP4F2, CYP4F22, CYP4F3, Cyp4f37, CYP4X1, CysLT1 Receptor, Dbil5, DCAF15, DCNP1, DDHD1, DDHD2, DGAT1, DGAT2, DGK-γ, DGK-ι, DGK-κ, DGK-θ, DGK-ζ, DP2_CRTH2, DSCR 5, EAAT1, EG432838, EG627009, EG667512, ELOVL4, ELOVL5, Endophilin II, Epidermis-type 12-LO, epsin2, FAAH2, FABP12, Factor V, Factor VII, Factor XIII A, Factor XIII B, FADS3, FAM57A, FAPP2, FBF1, FBL8, FBLIM1, Fbxo12, FBXO17, FHR-1, ficolin A, FLAP, FMVB12B, G2A, GAL3ST2, GDE1, GDPD3, Glycophorin A, GNA1, GNPAT, GOLGA8R, gp91-phox, gp91phox, GPAT2, GPR18, GPR68, GPR84, GPVI, GRO1, group II sPLA2, group IIC sPLA2, group IID sPLA2, group III sPLA2, group IVB sPLA2, group IVC sPLA2, group IVD sPLA2, group IVE sPLA2, group V PLA2, group X sPLA2, group XIIA sPLA2, group XIIB sPLA2, Hantavirus, Harmonin, HCC-4, HemT-1, Hep C E2, Hep C NS4a, HHV-8 K8.1A, HM74B, IgA chain C, IgG2b, IgG4, IGLON5, IL-1RAcP, Influenza A m1, INPP5J, Integrin αIIb, iPLA2γ, IQSEC2, JAB1, JAMP, JMJD7-PLA2G4B, KCNG3, Keratin 25, Keratin 40, KIR2.2, KIR3.1, KIR5.1, KLKb11, KLRG2, KRTAP19, KRTAP19-7, KRTAP4-2, KRTAP5-4, KV9.2, Lamellipodin, LAR, LCE2A, LGALS9, LHFPL3, Lipin-2, Lipocalin-11, LITAF, LPAAT-β, LPAAT-ε, LPAAT-ζ, LPCAT1, LPCAT2, LPL, LPLUNC1, LRAT, LRRC8A, LRRC8E, LTC4 synthase, Ly6G5c, LYG2, LYPD6, LYPLA2, LYPLA3, LYRM2, LYRM5, Mast Cell Protease 7, MAST1, MBOAT5, MIPP, MLK2, MOSPD2, MRGX, MRGX3, MRVI1a, MS4A18, Multimerin-2, murinoglobulin 1, Myl12a, Mylc2b, MYO15B, Myosin Ib, Myosin IXb, NAPE-PLD, NCK2, Nir1, NK-2R, NKG2-I, Nlk, Nox3, NPP6, NrCAM, Nucling, OAT5, Olr1111, OR4C16, Orai2, ORP-1, ORP-6, ORP-8, OTRPC4, OTTMUSG00000012042, p38β, p40-phox, PAcP, PAF acetylhydrolase 2, PAP-2c, PAP-2d, PATE2, PC-PLD2, PC-PLD3, PC-PLD5, PCYT2, Pex5p, PF-4, PF4V1, PGD synthase, PGD2 synthase, PGE synthase 2, PI 3-kinase p101, PI 4-kinase α, PI 4-kinase II α, PI 4-kinase II β, PIEZO1, PIG-V, Pilt, PIP2, PITP, PKC delta, Pkc1, PKN, PLA1A, PLA2G4B, PLA2R, Plb1, PLC β4, PLC η2, PLCδ1, PLSCR3, PNPLA7, PP11, PP2A-δ, PP2A-B72/B130, PPAPDC3, PPIL6, PQLC3, PRB2, PRB4, Profilin-4, PRSS51, PRX IV, Pseudo, Psg22, PspA, PSS2, PTPLB, Rab 15, Rab40B, rabphilin-3A, RDH14, RDHE2, Retinoschisin, RILPL2, Ripply2, RNF103, Rotavirus, RP11-307F22.3, Rtn-1, SAMD8, SAP-1, SCAP, SCD, SCD1, SCD2, SCD5, SCP2, SEC14L2, sEH, SERINC1, SERINC4, Shaker, Sialosyl Lewis a, Siglec-G, Slap, SLC22A14, SMAP1L, SMS2, SNAP 23, SOAT1, sorcin, SPCS2, sPLA2, SREBP-1, StARD13, suprabasin, Synaptotagmin VIII, Synaptotagmin XVII, Syndecan-4, Syntaxin 1B, T-FABP, TACE, TASK-1, TASK-2, TASK-5, TBC1D2, TBC1D22B, TCL-1B2, TDE2L, Tesmin, TGE Virus, THIK-1, THIK-2, TIP-1, TMEM154, TMEM16F, TMEM41B, TRAAK, TREK-1, TREK-2 (KCNK10), TRPC1, TRPC2, TRPC7, TTP-α, TWIK-1, TXA synthase, TXA2R, UCP2, UGT8, UNC-13, UNC119B, Unc79, Uqcr, Vmn2r13, VPS13A, VPS13C, VR1, VSIG6, XK, Ypk1, ZADH1, ZDHHC25, ZDHHC7, ZDHHC8, and ZNF230.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Arachidonic Acid (20:4, n-6), 100 mg | sc-200770 | 100 mg | $92.00 | |||
Arachidonic Acid (20:4, n-6), 1 g | sc-200770A | 1 g | $240.00 | |||
Arachidonic Acid (20:4, n-6), 25 g | sc-200770B | 25 g | $4328.00 |