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
Active
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 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 0
Aromatic Rings 0
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