17(R)-Resolvin D1 methyl ester

17(R)-Resolvin D1 (17(R)-RvD1) is an aspirin-triggered epimer of RvD1 (Cay-10012554) that reduces human polymorphonuclear leukocyte transendothelial migration, the earliest event in acute inflammation, with equipotency to RvD1 (EC50 = ~30 nM). 17(R)-RvD1 exhibits a dose-dependent reduction in leukocyte infiltration in a mouse model of peritonitis with maximal inhibition of ~35% at a 100 ng dose. In contrast to RvD1, the aspirin-triggered form resists rapid inactivation by eicosanoid oxidoreductases. 17(R)-RvD1 methyl ester is a methyl ester version of the free acid which may act as a lipophilic prodrug form that will alter its distribution and pharmacokinetic properties. The methyl ester moiety is susceptible to cleavage by intracellular esterases, leaving the free acid.Formal Name: 7S,8R,17R-trihydroxy-4Z,9E,11E,13Z,15E,19Z-docosahexaenoic acid, methyl ester. CAS Number: 937738-64-2. Synonyms: Aspirin-triggered-Resolvin D1 methyl ester, AT-RvD1 methyl ester, 17-epi-Resolvin D1 methyl ester, 17(R)-RvD1 methyl ester. Molecular Formula: C23H34O5. Formula Weight: 390.5. Purity: >95%. Formulation: (Request formulation change), A solution in ethanol. Solubility: DMF: 50 mg/ml, Ethanol: 50 mg/ml, PBS (pH 7.2): 0.05 mg/ml. lambdamax: 302 nm. SMILES: CC/C=C\C[C@@H](O)/C=C/C=C\C=C\C=C\[C@@H](O)[C@@H](O)C/C=C\CCC(OC)=O. InChi Code: InChI=1S/C23H34O5/c1-3-4-10-15-20(24)16-11-7-5-6-8-12-17-21(25)22(26)18-13-9-14-19-23(27)28-2/h4-13,16-17,20-22,24-26H,3,14-15,18-19H2,1-2H3/b7-5-,8-6+,10-4-,13-9-,16-11+,17-12+/t20-,21-,22+/m1/s1. InChi Key: WUKVAFWBFGABJN-PFYFFMTHSA-N.