Structure Database (LMSD)

Common Name
16,17S-DHA-epoxide
Systematic Name
16,17S-epoxy-4Z,7Z,10Z,12E,14E,19Z-docosahexaenoic acid
Synonyms
LM ID
LMFA04000052
Formula
C22H30O3
Exact Mass
Calculate m/z
342.219495
Sum Composition
FA 22:7;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Docosanoids [FA04]
Other Docosanoids [FA0400]
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)
Synthesis of the 16S,17S-Epoxyprotectin Intermediate in the Biosynthesis of Protectins by Human Macrophages.,
J Nat Prod, 2015
Pubmed ID: 26580578

String Representations

InChiKey (Click to copy)
XLYRHVKBJYDBOS-JTFGAIIUSA-N
InChi (Click to copy)
InChI=1S/C22H30O3/c1-2-3-14-17-20-21(25-20)18-15-12-10-8-6-4-5-7-9-11-13-16-19-22(23)24/h3,5-8,10-15,18,20-21H,2,4,9,16-17,19H2,1H3,(H,23,24)/b7-5-,8-6-,12-10+,13-11-,14-3-,18-15+/t20-,21-/m0/s1
SMILES (Click to copy)
C(CC/C=C\C/C=C\C/C=C\C=C\C=C\[C@@H]1O[C@H]1C/C=C\CC)(=O)O

Other Databases

CHEBI ID
140225
PubChem CID
88956918

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

Admin

Created at
-
Updated at
8th Apr 2022