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| | DXOYQVHGIODESM-LZXKBWHHSA-N Basic information |
| | DXOYQVHGIODESM-LZXKBWHHSA-N Chemical Properties |
| solubility | DMF: 50 mg/ml
DMSO: 50 mg/ml
Ethanol: 50 mg/mlPBS pH 7.2: 1 mg/ml | | form | Liquid | | color | Colorless to light yellow |
| | DXOYQVHGIODESM-LZXKBWHHSA-N Usage And Synthesis |
| Uses | (±)11(12)-EET is a NLRP3 inflammasome inhibitor. (±)11(12)-EET can be used for the research of anti-inflammatory, angiogenic and cardioprotective[1][2][3][4][6]. | | Definition | ChEBI: (11R,12S)-EET is an 11,12-EET in which the epoxy moiety has 11R,12S-configuration. It has a role as a rat metabolite. It is a conjugate acid of an (11R,12S)-EET(1-). It is an enantiomer of an (11S,12R)-EET. | | in vivo | (±)11(12)-EET increases adhesion of isolated peripheral blood leukocytes in a chamber coated with P-selectin and ICAM-1 in 50 μg/kg[5]. | | IC 50 | NLRP3 inflammasome | | References | [1] Luo XQ, et al. Epoxyeicosatrienoic acids inhibit the activation of NLRP3 inflammasome in murine macrophages. J Cell Physiol. 2020;235(12):9910-9921. DOI:10.1002/jcp.29806
[2] Chacos N, et al. Novel epoxides formed during the liver cytochrome P-450 oxidation of arachidonic acid. Biochem Biophys Res Commun. 1982;104(3):916-922. DOI:10.1016/0006-291x(82)91336-5
[3] Oliw EH, et al. Oxygenation of arachidonic acid by hepatic monooxygenases. Isolation and metabolism of four epoxide intermediates. J Biol Chem. 1982;257(7):3771-3781. PMID:6801052
[4] Capdevila JH, et al. Cytochrome P450 and arachidonic acid bioactivation. Molecular and functional properties of the arachidonate monooxygenase. J Lipid Res. 2000;41(2):163-181. PMID:10681399
[5] Wang Z, et al. Arachidonic acid inhibits basolateral K channels in the cortical collecting duct via cytochrome P-450 epoxygenase-dependent metabolic pathways. Am J Physiol Renal Physiol. 2008;294(6):F1441-F1447. DOI:10.1152/ajprenal.00038.2008
[6] Spector AA. Arachidonic acid cytochrome P450 epoxygenase pathway. J Lipid Res. 2009;50 Suppl(Suppl):S52-S56. DOI:10.1194/jlr.R800038-JLR200
[7] M N GRABER D L G A Alfonso. Recovery of Ca2+ pools and growth in Ca2+ pool-depleted cells is mediated by specific epoxyeicosatrienoic acids derived from arachidonic acid.[J]. The Journal of Biological Chemistry, 1997, 272 47: 29546-29553. DOI: 10.1074/jbc.272.47.29546
[8] EIICHI HASEGAWA. Cytochrome P450 monooxygenase lipid metabolites are significant second messengers in the resolution of choroidal neovascularization.[J]. ACS Catalysis , 2017: E7545-E7553. DOI: 10.1073/pnas.1620898114
[9] FADUMO A. ISSE . Quantification of Epoxyeicosatrienoic acids Enantiomers: The development of reliable and practical liquid chromatography mass Spectrometry assay[J]. Journal of Chromatography B, 2024, 1247: Article 124346. DOI: 10.1016/j.jchromb.2024.124346
[10] ZONGYUAN WU, FANG WEI* Analytical Strategy for Oxylipin Annotation by Combining Chemical Derivatization-Based Retention Index Algorithm and Feature Tandem Mass Spectrometric Fragmentation as a Biomarker Discovery Tool[J]. Analytical Chemistry, 2023, 95 43: 15933-15942. DOI: 10.1021/acs.analchem.3c02789
[11] JAMIE L LAHVIC. Specific oxylipins enhance vertebrate hematopoiesis via the receptor GPR132.[J]. Proceedings of the National Academy of Sciences of the United States of America, 2018, 115 37: 9252-9257. DOI: 10.1073/pnas.1806077115
[12] REUT LEVI-ROSENZVIG . 5,6-δ-DHTL, a stable metabolite of arachidonic acid, is a potential EDHF that mediates microvascular dilation[J]. Free Radical Biology and Medicine, 2017, 103: Pages 87-94. DOI: 10.1016/j.freeradbiomed.2016.12.022
[13] REBECA CAIRES. Omega-3 Fatty Acids Modulate TRPV4 Function through Plasma Membrane Remodeling.[J]. Cell reports, 2017, 21 1: 246-258. DOI: 10.1016/j.celrep.2017.09.029
[14] YINDI DING. The biological actions of 11,12-epoxyeicosatrienoic acid in endothelial cells are specific to the R/S-enantiomer and require the G(s) protein.[J]. Journal of Pharmacology and Experimental Therapeutics, 2014, 350 1: 14-21. DOI: 10.1124/jpet.114.214254
[15] PENG SUN. High potassium intake enhances the inhibitory effect of 11,12-EET on ENaC.[J]. Journal of The American Society of Nephrology, 2010, 21 10: 1667-1677. DOI: 10.1681/asn.2009111110 |
| | DXOYQVHGIODESM-LZXKBWHHSA-N Preparation Products And Raw materials |
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