Structure database (LMSD)

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LM IDLMFA04000078
Common Name4,5-epoxy-17R-HDHA
Systematic Name4,5-epoxy-17R-hydroxy-6E,8E,10Z,13Z,15E,19Z-docosahexaenoic acid
Synonyms-
Exact Mass
358.2144 (neutral)    Calculate m/z:
FormulaC22H30O4
CategoryFatty Acyls [FA]
Main ClassDocosanoids [FA04]
Sub ClassOther Docosanoids [FA0400]
Alternative ClassesUnsaturated fatty acids[FA0103], Hydroxy fatty acids[FA0105], Epoxy fatty acids[FA0107]
PubChem CID53477506
InChIKeyJQSJFHDWAHTRSL-NMDACHMWSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C22H30O4/c1-2-3-11-14-19(23)15-12-9-7-5-4-6-8-10-13-16-20-21(26-20)17-1
8-22(24)25/h3-4,6-13,15-16,19-21,23H,2,5,14,17-18H2,1H3,(H,24,25)/b6-4-,9-7-,10-
8+,11-3-,15-12+,16-13+/t19-,20?,21?/m1/s1
SMILESC(CCC1OC1/C=C/C=C/C=C\C/C=C\C=C\[C@H](O)C/C=C\CC)(=O)O
StatusActive
ReferencesResolvins and Protectins in Inflammation Resolution
Charles N. Serhan and Nicos A. Petasi
Chem. Rev. 2011, 111, 5922-594
Calculated physicochemical properties (?):
 Heavy Atoms26Rings1Aromatic Rings0Rotatable Bonds13
 van der Waals
Molecular Volume
393.48Topological Polar
Surface Area
70.06Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
4
 logP5.37Molar
Refractivity
107.44