Structure Database (LMSD)

Common Name
methyl 6-hydroperoxy-4,8,11,14,17-eicosapentaenoate
Systematic Name
methyl 6-hydroperoxy-4,8,11,14,17-eicosapentaenoate
Synonyms
LM ID
LMFA03070014
Formula
C21H32O4
Exact Mass
Calculate m/z
348.23006
Sum Composition
FA 21:5;O2
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Eicosanoids [FA03]
Hydroxy/hydroperoxyeicosapentaenoic acids [FA0307]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Fatty esters [FA07]
Short fatty esters [FA0710]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Monohydroperoxides Formed by Autoxidation and Photosensitized Oxidation of Methyl Eicosapentaenoate,
Food Nutrition, 1983

String Representations

InChiKey (Click to copy)
FLFGTTDEJGTDGY-BTMOMFKHSA-N
InChi (Click to copy)
InChI=1S/C21H32O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-17-20(25-23)18-15-16-19-21(22)24-2/h4-5,7-8,10-11,13-15,18,20,23H,3,6,9,12,16-17,19H2,1-2H3/b5-4-,8-7-,11-10-,14-13-,18-15-
SMILES (Click to copy)
C(/C/C=C\C/C=C\C/C=C\CC)=C/CC(OO)/C=C\CCC(=O)OC

Other Databases

CHEBI ID
197271
LIPIDBANK ID
DFA8097
PubChem CID
5283197

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 0
Aromatic Rings 0
Rotatable Bonds 15
Van der Waals Molecular Volume 391.18
Topological Polar Surface Area 55.76
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 6.01
Molar Refractivity 103.59

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Created at
-
Updated at
29th Jan 2024