Molecular structure of Docosa-4Z,7Z,10Z,13Z,16Z,19Z-hexaenoic Acid (22:6, n-3), CAS Number: 6217-54-5
Docosa-4Z,7Z,10Z,13Z,16Z,19Z-hexaenoic Acid (22:6, n-3) (CAS 6217-54-5)
See product citations (11)
Alternate Names:
DHA; Docosahexaenoic Acid; (4Z,7Z,10Z,13Z,16Z,19Z)-4,7,10,13,16,19-Docosahexaenoic acid
Application:
Docosa-4Z,7Z,10Z,13Z,16Z,19Z-hexaenoic Acid (22:6, n-3) is an anti-inflammatory agent
CAS Number:
6217-54-5
Purity:
≥98%
Molecular Weight:
328.49
Molecular Formula:
C22H32O2
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
Docosa-4Z,7Z,10Z,13Z,16Z,19Z-hexaenoic Acid (22:6, n-3) (DHA), an abundant essential n-3 polyunsaturated fatty acid in the CNS, may act to play a major anti-inflammatory role. This compound has been reported to prevent LPS-induced dendritic cell maturation, characterized by a lack of proinflammatory cytokine production. Mechanistic studies suggest that Docosa-4Z,7Z,10Z,13Z,16Z,19Z-hexaenoic Acid (22:6, n-3) causes a decrease in GATA-3, T-bet, and RORgammat, as well as an increase in p27 which is a cell cycle arresting agent. Additional research suggests that Docosa-4Z,7Z,10Z,13Z,16Z,19Z-hexaenoic Acid (22:6, n-3) also contains the ability to increase nitrite and decrease superoxide production in retinal microvascular endothelial cells. Docosa-4Z,7Z,10Z,13Z,16Z,19Z-hexaenoic Acid (22:6, n-3) is an activator of RXR alpha, RAR beta and RAR gamma.
Docosa-4Z,7Z,10Z,13Z,16Z,19Z-hexaenoic Acid (22:6, n-3) (CAS 6217-54-5) References
- Docosahexaenoic acid improves the nitroso-redox balance and reduces VEGF-mediated angiogenic signaling in microvascular endothelial cells. | Matesanz, N., et al. 2010. Invest Ophthalmol Vis Sci. 51: 6815-25. PMID: 20702831
- Oral administration of docosahexaenoic acid attenuates colitis induced by dextran sulfate sodium in mice. | Cho, JY., et al. 2011. Mol Nutr Food Res. 55: 239-46. PMID: 20824662
- Docosahexaenoic acid prevents dendritic cell maturation, inhibits antigen-specific Th1/Th17 differentiation and suppresses experimental autoimmune encephalomyelitis. | Kong, W., et al. 2011. Brain Behav Immun. 25: 872-82. PMID: 20854895
- One-pot synthesis of polyunsaturated fatty acid amides with anti-proliferative properties. | Tremblay, H., et al. 2014. Bioorg Med Chem Lett. 24: 5635-5638. PMID: 25466189
- Cytotoxic effects on tumour cell lines of fatty acids from the marine sponge Scopalina ruetzleri. | Biegelmeyer, R., et al. 2015. J Pharm Pharmacol. 67: 746-53. PMID: 25560902
- Trans Lipid Library: Synthesis of Docosahexaenoic Acid (DHA) Monotrans Isomers and Regioisomer Identification in DHA-Containing Supplements. | Menounou, G., et al. 2018. Chem Res Toxicol. 31: 191-200. PMID: 29485870
- Characteristic Aroma Components from Dried 'Wakame' Undaria pinnatifida. | Lu, SJ., et al. 2018. J Oleo Sci. 67: 1201-1207. PMID: 30210073
- Integrated application of multi-omics provides insights into cold stress responses in pufferfish Takifugu fasciatus. | Wen, X., et al. 2019. BMC Genomics. 20: 563. PMID: 31286856
- Metabolomics analysis of sea cucumber (Apostichopus japonicus) in different geographical origins using UPLC-Q-TOF/MS. | Zhao, G., et al. 2020. Food Chem. 333: 127453. PMID: 32659664
- Metabolomic Analysis of the Ameliorative Effect of Enhanced Proline Metabolism on Hypoxia-Induced Injury in Cardiomyocytes. | Wang, J., et al. 2020. Oxid Med Cell Longev. 2020: 8866946. PMID: 33294127
- New insights into the role of MADS-box transcription factor gene CmANR1 on root and shoot development in chrysanthemum (Chrysanthemum morifolium). | Sun, CH., et al. 2021. BMC Plant Biol. 21: 79. PMID: 33549046
- Untargeted LC-MS based metabolomic profiling of iPAMs to investigate lipid metabolic pathways alternations induced by different Pseudorabies virus strains. | Yao, L., et al. 2021. Vet Microbiol. 256: 109041. PMID: 33813308
- Probiotics Lactobacillus rhamnosus GG ATCC53103 and Lactobacillus plantarum JL01 induce cytokine alterations by the production of TCDA, DHA, and succinic and palmitic acids, and enhance immunity of weaned piglets. | Geng, T., et al. 2021. Res Vet Sci. 137: 56-67. PMID: 33932824
- Metabonomics study on the hepatoprotective effect mechanism of polysaccharides from different processed products of Angelica sinensis on layer chickens based on UPLC-Q/TOF-MS/MS, multivariate statistical analysis and conjoint analysis. | Wu, FL., et al. 2022. Biomed Chromatogr. 36: e5362. PMID: 35393691
- Mass spectral behavior and HPLC of some unusual molecular phospholipid species. | Dasgupta, A., et al. 1986. Chem Phys Lipids. 41: 335-47. PMID: 3815627
Inhibitor of:
β-defensin 128, AMAC1L2, apoA-IV, APOL (Apolipoprotein L), Bpifb9b, C10orf115, C12orf75, C20orf103, C20orf27, C3b, C5L2, C5orf37, Cd59b, Centaurin 5, CFC1B, cHMGCS, DDHD2, DGCR2, DSCD75, LOC55908, MASP-2, PAF acetylhydrolase 2, Peroxin 11α, Pex14p, PM20D1, SLMO1, TAAR8, TNF-IP 8L1, and Tryptase ε.Activator of:
α-defensin 4, β-defensin 1, β-defensin 109, β-defensin 115, β-defensin 116, β-defensin 118, β-defensin 129, γ-sarcoglycan, 1300014I06Rik, 15-LO2, 17β-HSD12, 2210016F16Rik, 4833423E24Rik, AADACL3, Abin-1, ACAD-11, ACOT11, ACOT4, ACOT7, ACSM5, ACSS2, ACSVL6, ACT, ADAM22, ALS2CR11, apoA-I, apoAL, apoB48R, apoC-II, apoE, apoM, APPL1, APRIL, ASAHL, ASB-14, atrophin-1, Aytl1b, B-FABP, BAT4, BBS1, BC048943, BCAT2, C1s, C8orf40, C8orf46, C8orf48, C8orf5, C8orf58, C8orf68, C8orf74, Carnitine Acetyltransferase, CASPR, caveolin-3, CD300C, CD300LD, CD75, Cdc50A, Ces1c, ChemR23, CIDE-B, claudin-1, claudin-5, CLK2, COQ10B, COX3, cPKC γ, CRALBP, CRALBPL, CRB1, CRBP I, CTRP7, CYP4A1, CYP4A11, CYP4A22, CYP4B1, CYP4F22, CYP4F3, CYP4X1, cystatin 8, cytohesin-2, Dbil5, DDHD2, DECR2, DGAT1, DRD1a, DRP2, eIF1, Elastase-1, ELOVL1, ELOVL4, ELOVL5, encephalopsin, Epidermis-type 12-LO, epsin2, FAAH2, FABP12, FADS1, FADS3, FADS6, FAM57A, FBF1, FGF-14, FGF-16, ficolin A, FIT2, FLAD1, FLJ34931_BC027072, G2A, GAD-25, GADD 45, GDAP1, GDAP1L1, GLTPD1, Glycophorin A, GML, GNPAT, GPC3, GPR120, GPR40, GPR56, GPR84, GRAMD1C, group IID sPLA2, group III sPLA2, HEI-C, Hepatic Lipase, Hepsin, HGFL α, HM74A, HM74B, HNF-3α, HoxB9, HPS-1, HtrA2, IκB-ε, IgA, IGLON5, IGSF4D, IL-15, IL-15Rα, IL-27Rα, Insulin II, Integrin β7, IQSEC2, KCC2a, KCNE1, KCNG3, KCNH8, KCNMB4, Ksr-2, KVβ.3, KV4.3, KV9.3, Laminin β-3, LARP6, LBP, LCAT, LEP503, LERK-3, LGA, Lipin-2, Lipocalin-13, LOC100039801, LOC55908, LOC622307, LOC643008, LPCAT1, LPCAT2, LPGAT1, LPL, LRAT, LRP130, LSECtin, Lubricin, LXR beta, Ly-49A, LYPLAL1, M6A, MAdCAM-1, Matrilin-3, MBOAT4, MBOAT5, MCCA, MCP-2, MEF-2D, MOP-3, MrgB4, MrgB5, MrgB8, MrgH, Mucin 3A, Munc13-2, MYH14, myomesin-2, N-myristoyltransferase 2, Na+/K+-ATPase α1, NaBC1, NALP10, NALP4C, NAPE-PLD, NDUFAF1, NDUFB10, neugrin, neurexin II, Nir3, Nopp140, Npcd, NR2E3, NrCAM, ORP-7_Osbpl7, OTTMUSG00000018260, PC-LKC, PC-TP, PCDH21_Pcdh21, PCDHGC, PCMTD1, PEMT, Per 2, peropsin, Peroxin 10, Peroxin 11γ, Peroxin 12, Peroxin 13, Peroxin 14, Peroxin 2, Peroxin 5, Peroxin 5R, Peroxisome 26, PHYH, PIG-V, PLA2R, PLGLB1, PLSCR2, PMCA1, Pmp24, PP2A-B55-γ, PP2A-B56-β, PPAR alpha, PRCD, PRELI, PSD-95, PTPLB, Pxmp2, RAR beta, RAR gamma, RDH10, RDH14, RDH5, RDH9, RDHE2, retinitis pigmentosa 1, Retinoschisin, RGR, rhodopsin, RIP5, RLBP1L2, RLD-1, RNH1, ROM-K, RORα, RP1, RP1L1, RPE, RPE65, RPGR, Rtn-1, RXR alpha, Sarcospan, SCD, SCD1, SCD5, SCP-2, Sec5, SHISA6, SLAMF9, SLC17A3, SMAP1L, SMTNL2, SNX27, SPCS2, Spot 14, SREB1, SREBP-2, Stabilin-1, StARD10, Stat, SUSD1, Synaptotagmin VIII, Synaptotagmin XV, T-FABP, T-Plastin, TBR-1, Tctex1, TEPP, TFPI, TFPI-2, TIG2, TIM-2, TMEM141, TMEM195, TMEM245, TMPRSS11E, TRAAK, TRBP2, Trp5, TSCOT, TSTD2, TTLL6, TULP1, TULP2, TUSC1, TWIK-1, ULBP2, UPIa, v-SNARE Ykt6p, X11, XRCC2, YDJC, YPEL1, ZADH1, ZBTB34, ZBTB5, ZCCHC2, ZCCHC7, ZFP41, ZFY, ZNF16, ZNF197, ZNF198, ZNF250, ZNF251, ZNF337, ZNF34, ZNF341, ZNF343, ZNF395, ZNF445, ZNF502, ZNF508, ZNF519, ZNF532, ZNF572, ZNF619, ZNF621, ZNF623, ZNF662, ZNF696, ZNF7, ZNF707, ZNF831, and ZNF852.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Docosa-4Z,7Z,10Z,13Z,16Z,19Z-hexaenoic Acid (22:6, n-3), 100 mg | sc-200768 | 100 mg | $92.00 | |||
Docosa-4Z,7Z,10Z,13Z,16Z,19Z-hexaenoic Acid (22:6, n-3), 1 g | sc-200768A | 1 g | $206.00 | |||
Docosa-4Z,7Z,10Z,13Z,16Z,19Z-hexaenoic Acid (22:6, n-3), 10 g | sc-200768B | 10 g | $1744.00 | |||
Docosa-4Z,7Z,10Z,13Z,16Z,19Z-hexaenoic Acid (22:6, n-3), 50 g | sc-200768C | 50 g | $7864.00 | |||
Docosa-4Z,7Z,10Z,13Z,16Z,19Z-hexaenoic Acid (22:6, n-3), 100 g | sc-200768D | 100 g | $16330.00 |