Structure database (LMSD)

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LM IDLMFA04050002
Common Name13S,14S-epoxy-Maresin
Systematic Name13S,14S-epoxy-4Z,7Z,9E,11E,16Z,19Z- docosahexaenoic acid
Synonyms13,14-epoxy-maresin; 13,14-eMaR
Exact Mass
342.2195 (neutral)    Calculate m/z:
FormulaC22H30O3
CategoryFatty Acyls [FA]
Main ClassDocosanoids [FA04]
Sub ClassMaresins [FA0405]
Alternative ClassesUnsaturated fatty acids[FA0103], Epoxy fatty acids[FA0107]
PubChem CID72204813
InChIKeyFFAHMRSFNLJTHE-WGHUZSCTSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C22H30O3/c1-2-3-4-5-11-14-17-20-21(25-20)18-15-12-9-7-6-8-10-13-16-19-2
2(23)24/h3-4,6-7,9-15,18,20-21H,2,5,8,16-17,19H2,1H3,(H,23,24)/b4-3-,7-6-,12-9+,
13-10-,14-11-,18-15+/t20-,21-/m0/s1
SMILESC(CC/C=C\C/C=C\C=C\C=C\[C@@H]1O[C@H]1C/C=C\C/C=C\CC)(=O)O
StatusActive
ReferencesThe novel 13S,14S-epoxy-maresin is converted by human macrophages to maresin 1 (MaR1), inhibits leukotriene A4 hydrolase (LTA4H), and shifts macrophage phenotype.
Dalli J, Zhu M, Vlasenko NA, Deng B, Haeggstrom JZ, Petasis NA, Serhan CN.
FASEB J. 2013 Jul;27(7):2573-83. doi: 10.1096/fj.13-227728.
Calculated physicochemical properties (?):
 Heavy Atoms25Rings1Aromatic Rings0Rotatable Bonds13
 van der Waals
Molecular Volume
384.69Topological Polar
Surface Area
49.83Hydrogen
Bond Donors
1Hydrogen
Bond Acceptors
3
 logP6.11Molar
Refractivity
105.54