Structure Database (LMSD)

Common Name
14-HEPE
Systematic Name
14-hydroxy-5Z,8Z,11Z,15E,17Z-eicosapentaenoic acid
Synonyms
LM ID
LMFA03070055
Status
Active
Exact Mass
Calculate m/z
318.219495
Formula
C20H30O3
Abbrev
FA 20:5;O
Show lipids differing only in stereochemistry/bond geometry
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Main

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Eicosanoids [FA03]
Hydroxy/hydroperoxyeicosapentaenoic acids [FA0307]

String Representations

InChiKey (Click to copy)
QMOSHXZFUNVXRH-JGGDOZJASA-N
InChi (Click to copy)
InChI=1S/C20H30O3/c1-2-3-4-13-16-19(21)17-14-11-9-7-5-6-8-10-12-15-18-20(22)23/h3-5,7-8,10-11,13-14,16,19,21H,2,6,9,12,15,17-18H2,1H3,(H,22,23)/b4-3-,7-5-,10-8-,14-11-,16-13+
SMILES (Click to copy)
C(CCC/C=C\C/C=C\C/C=C\CC(O)/C=C/C=C\CC)(=O)O

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

Other Databases

PubChem CID
101718205

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 0
Aromatic Rings 0
Rotatable Bonds 13
Van der Waals Molecular Volume 365.09
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 5.25
Molar Refractivity 97.85

Admin

Created at
19th May 2020
Updated at
19th May 2020