Structure Database (LMSD)

Common Name
20-HEPE
Systematic Name
(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoic acid
Synonyms
  • 20-hydroxy-(5Z,8Z,11Z,14Z,17Z)-Icosapentaenoic acid
LM ID
LMFA01050603
Formula
C20H30O3
Exact Mass
Calculate m/z
318.219495
Sum Composition
FA 20:5;O
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty Acids and Conjugates [FA01]
Hydroxy fatty acids [FA0105]
Unsaturated fatty acids [FA0103]

Reactions

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ⓘ Reactions are shown if the E.C. number of the enzyme catalysing it is annotated in the UniProt database for a species belonging to the selected taxonomic class.
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Reactions graph legend

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Oxygenation of omega-3 fatty acids by human cytochrome P450 4F3B: effect on 20-hydroxyeicosatetraenoic acid production.,
Prostaglandins Leukot Essent Fatty Acids, 2006
Pubmed ID: 16820285

String Representations

InChiKey (Click to copy)
PPMOWWAALQWWLJ-NUKMUHRASA-N
InChi (Click to copy)
InChI=1S/C20H30O3/c21-19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-20(22)23/h1,3-4,6-7,9-10,12-13,15,21H,2,5,8,11,14,16-19H2,(H,22,23)/b3-1-,6-4-,9-7-,12-10-,15-13-
SMILES (Click to copy)
OC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCO

Other Databases

CHEBI ID
76962
PubChem CID
72551579

Calculated Physicochemical Properties

Heavy Atoms 23
Rings
Aromatic Rings
Rotatable Bonds 14
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
25th Oct 2023
Updated at
25th Oct 2023