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(+/-)-18-Hydroxy-5z,8z,11z,14z,16e-eicosapentaenoic acid

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(+/-)-18-Hydroxy-5z,8z,11z,14z,16e-eicosapentaenoic acid manufacturers

(+/-)-18-Hydroxy-5z,8z,11z,14z,16e-eicosapentaenoic acid Basic information
Product Name:(+/-)-18-Hydroxy-5z,8z,11z,14z,16e-eicosapentaenoic acid
Synonyms:LRWYBGFSVUBWMO-UXNZXXPISA-N;(5Z,8Z,11Z,14Z,16E)-18-Hydroxyicosa-5,8,11,14,16-pentaenoic acid;5,8,11,14,16-Eicosapentaenoic acid, 18-hydroxy-, (5Z,8Z,11Z,14Z,16E)-;Eicosapentaenoic Acid Impurity 11;(5E,8E,11E,14Z,17E)-ethyl icosa-5,8,11,14,17-pentaenoate;18-hydroxy-5(Z),8(Z),11(Z),14(Z),16(E)-EPA;(+/-)18-HEPE;(+/-)-18-Hydroxy-5z,8z,11z,14z,16e-eicosapentaenoic acid
CAS:141110-17-0
MF:C20H30O3
MW:318.45
EINECS:
Product Categories:
Mol File:141110-17-0.mol
(+/-)-18-Hydroxy-5z,8z,11z,14z,16e-eicosapentaenoic acid Structure
(+/-)-18-Hydroxy-5z,8z,11z,14z,16e-eicosapentaenoic acid Chemical Properties
Boiling point 488.0±45.0 °C(Predicted)
density 0.997±0.06 g/cm3(Predicted)
storage temp. Store at -20°C
solubility 0.1 M Na2CO3: 2 mg/ml; DMF: Miscible; DMSO: Miscible; Ethanol: Miscible; PBS (pH 7.2): 0.8 mg/ml
form Liquid
pka4.75±0.10(Predicted)
color Colorless to light yellow
Safety Information
MSDS Information
(+/-)-18-Hydroxy-5z,8z,11z,14z,16e-eicosapentaenoic acid Usage And Synthesis
Description(±)18-HEPE is produced by non-enzymatic oxidation of eicosapentaenoic acid (EPA; Item Nos. 90110 | 90110.1 | 21908). 18-HEPE levels are increased in the plasma and heart, as well as in the supernatant of cultured peritoneal macrophages isolated from fat-1 transgenic mice that are capable of endogenously producing ω-3 fatty acids from ω-6 fatty acids. It reduces increases in cardiac fibrosis and the expression of Nppa, Col1a1, Tgfb1, Cx3cl1, and Adgre1 induced by transverse aortic constriction in a mouse model of cardiac hypertrophy when administered at doses of 1 and 5 μg.
Uses18-Hydroxy-(5Z,8Z,11Z,14Z,16E)-eicosapentaenoic Acid is produced by non-enzymatic oxidation of Eicosapentaenoic Acid (E477800).
DefinitionChEBI: 18-HEPE is a hydroxyicosapentaenoic acid that consists of 5Z,8Z,11Z,14Z,16E-icosapentaenoic acid with the hydroxy group located at position 18. It has a role as a human xenobiotic metabolite. It is a conjugate acid of a 18-HEPE(1-).
References[1] TOSHIHARU ONODERA. Eicosapentaenoic acid and 5-HEPE enhance macrophage-mediated Treg induction in mice.[J]. Scientific Reports, 2017: 4560. DOI: 10.1038/s41598-017-04474-2
[2] JIEPING LI. An omega-3 polyunsaturated fatty acid derivative, 18-HEPE, protects against CXCR4-associated melanoma metastasis.[J]. Carcinogenesis, 2018, 39 11: 1380-1388. DOI: 10.1093/carcin/bgy117
[3] JIN ENDO. 18-HEPE, an n-3 fatty acid metabolite released by macrophages, prevents pressure overload-induced maladaptive cardiac remodeling.[J]. Journal of Experimental Medicine, 2014: 1673-1687. DOI: 10.1084/jem.20132011
[4] KANG J X. Fat-1 transgenic mice: A new model for omega-3 research[J]. Prostaglandins, leukotrienes, and essential fatty acids, 2007, 77 5: Pages 263-267. DOI: 10.1016/j.plefa.2007.10.010
(+/-)-18-Hydroxy-5z,8z,11z,14z,16e-eicosapentaenoic acid Preparation Products And Raw materials
Tag:(+/-)-18-Hydroxy-5z,8z,11z,14z,16e-eicosapentaenoic acid(141110-17-0) Related Product Information
(+/-)-18-Hydroxy-5z,8z,11z,14z,16e-eicosapentaenoic acid (+/-)5-HEPE (+/-)-12-Hydroxy-5z,8z,10e,14z,17z-eicosapentaenoic acid (+/-)-15-Hydroxy-5z,8z,11z,13e,17z-eicosapentaenoic acid (+/-)-9-Hydroxy-5z,7e,11z,14z,17z-eicosapentaenoic acid (+/-)-8-Hydroxy-5z,9e,11z,14z,17z-eicosapentaenoic acid