Structure Database (LMSD)

Common Name
13S,14S-epoxy-Maresin
Systematic Name
13S,14S-epoxy-4Z,7Z,9E,11E,16Z,19Z- docosahexaenoic acid
Synonyms
  • 13,14-epoxy-maresin
  • 13,14-eMaR
LM ID
LMFA04050002
Formula
C22H30O3
Exact Mass
Calculate m/z
342.219495
Sum Composition
FA 22:7;O
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Docosanoids [FA04]
Maresins [FA0405]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Epoxy fatty acids [FA0107]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
The novel 13S,14S-epoxy-maresin is converted by human macrophages to maresin 1 (MaR1), inhibits leukotriene A4 hydrolase (LTA4H), and shifts macrophage phenotype.,
FASEB J, 2013
Pubmed ID: 23504711

String Representations

InChiKey (Click to copy)
FFAHMRSFNLJTHE-WGHUZSCTSA-N
InChi (Click to copy)
InChI=1S/C22H30O3/c1-2-3-4-5-11-14-17-20-21(25-20)18-15-12-9-7-6-8-10-13-16-19-22(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
SMILES (Click to copy)
C(CC/C=C\C/C=C\C=C\C=C\[C@@H]1O[C@H]1C/C=C\C/C=C\CC)(=O)O

Other Databases

CHEBI ID
132228
PubChem CID
72204813

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 1
Aromatic Rings 0
Rotatable Bonds 13
Van der Waals Molecular Volume 384.69
Topological Polar Surface Area 49.83
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 6.11
Molar Refractivity 105.54

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Updated at
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