resolvin E1   Click here for help

GtoPdb Ligand ID: 3333

Abbreviated name: RvE1
Synonyms: 5S,12R,18R‐trihydroxy‐6Z,8E,10E,14Z,16E‐eicosapentaenoic acid
Immunopharmacology Ligand
Comment: This is an E-series resolvin.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 4
Rotatable bonds 13
Topological polar surface area 97.99
Molecular weight 350.21
XLogP 2.24
No. Lipinski's rules broken 1
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Isomeric SMILES CC[C@H](/C=C/C=C\C[C@H](/C=C/C=C/C=C\[C@H](CCCC(=O)O)O)O)O
InChI InChI=1S/C20H30O5/c1-2-17(21)11-8-5-9-14-18(22)12-6-3-4-7-13-19(23)15-10-16-20(24)25/h3-9,11-13,17-19,21-23H,2,10,14-16H2,1H3,(H,24,25)/b4-3+,9-5-,11-8+,12-6+,13-7-/t17-,18+,19-/m1/s1
1. Arita M, Bianchini F, Aliberti J, Sher A, Chiang N, Hong S, Yang R, Petasis NA, Serhan CN. (2005)
Stereochemical assignment, antiinflammatory properties, and receptor for the omega-3 lipid mediator resolvin E1.
J Exp Med, 201 (5): 713-22. [PMID:15753205]
2. Arita M, Ohira T, Sun YP, Elangovan S, Chiang N, Serhan CN. (2007)
Resolvin E1 selectively interacts with leukotriene B4 receptor BLT1 and ChemR23 to regulate inflammation.
J Immunol, 178 (6): 3912-7. [PMID:17339491]
3. Fonseca FC, Orlando RM, Turchetti-Maia RM, de Francischi JN. (2017)
Comparative effects of the ω3 polyunsaturated fatty acid derivatives resolvins E1 and D1 and protectin DX in models of inflammation and pain.
J Inflamm Res, 10: 119-133. [PMID:28919798]
4. Jo YY, Lee JY, Park CK. (2016)
Resolvin E1 Inhibits Substance P-Induced Potentiation of TRPV1 in Primary Sensory Neurons.
Mediators Inflamm, 2016: 5259321. [PMID:27738388]
5. Uddin M, Levy BD. (2011)
Resolvins: natural agonists for resolution of pulmonary inflammation.
Prog Lipid Res, 50 (1): 75-88. [PMID:20887750]
6. Xu ZZ, Zhang L, Liu T, Park JY, Berta T, Yang R, Serhan CN, Ji RR. (2010)
Resolvins RvE1 and RvD1 attenuate inflammatory pain via central and peripheral actions.
Nat Med, 16 (5): 592-7, 1p following 597. [PMID:20383154]