Structure Database (LMSD)

Common Name
14,15-epoxy,16-HETE
Systematic Name
14,15-epoxy-16-hydroxy-5Z,8Z,11Z,17Z-eicosapentaenoic acid
Synonyms
  • 16,14-HepETE
LM ID
LMFA03060115
Formula
C20H30O4
Exact Mass
Calculate m/z
334.21441
Sum Composition
FA 20:5;O2
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Eicosanoids [FA03]
Hydroxy/hydroperoxyeicosatetraenoic acids [FA0306]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Chaetoceros affinis (#426623)
Coscinodiscophyceae (#33836)
LOX-induced lipid peroxidation mechanism responsible for the detrimental effect of marine diatoms on zooplankton grazers.,
Chembiochem, 2007
Pubmed ID: 17886321

String Representations

InChiKey (Click to copy)
XLNZQNDISSCYFM-USAVYAABSA-N
InChi (Click to copy)
InChI=1S/C20H30O4/c1-2-3-14-17(21)20-18(24-20)15-12-10-8-6-4-5-7-9-11-13-16-19(22)23/h3-4,6-7,9-10,12,14,17-18,20-21H,2,5,8,11,13,15-16H2,1H3,(H,22,23)/b6-4-,9-7-,12-10-,14-3-
SMILES (Click to copy)
C(CCC/C=C\C/C=C\C/C=C\CC1OC1C(O)/C=C\CC)(=O)O

Other Databases

PubChem CID
171118783

Calculated Physicochemical Properties

Heavy Atoms 24
Rings 1
Aromatic Rings 0
Rotatable Bonds 13
Van der Waals Molecular Volume 364.16
Topological Polar Surface Area 70.06
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 5.03
Molar Refractivity 98.39

Admin

Created at
19th May 2020
Updated at
3rd Feb 2021