Structure Database (LMSD)

O OH OH O OH
Common Name
5S-Hp-18S-HEPE
Systematic Name
5S-hydroperoxy-18S-hydroxy-6E,8Z,11Z,14Z,16E-eicosapentaenoic acid
Synonyms
LM ID
LMFA03070039
Formula
C20H30O5
Exact Mass
Calculate m/z
350.209325
Sum Composition
FA 20:5;O3
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Eicosanoids [FA03]
Hydroxy/hydroperoxyeicosapentaenoic acids [FA0307]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Hydroxy fatty acids [FA0105]

String Representations

InChiKey (Click to copy)
JIOJPWROWDJRKM-SFHVADPASA-N
InChi (Click to copy)
InChI=1S/C20H30O5/c1-2-18(21)14-11-9-7-5-3-4-6-8-10-12-15-19(25-24)16-13-17-20(22)23/h3-4,7-12,14-15,18-19,21,24H,2,5-6,13,16-17H2,1H3,(H,22,23)/b4-3-,9-7-,10-8-,14-11+,15-12+/t18-,19+/m0/s1
SMILES (Click to copy)
C(CCC[C@H](OO)/C=C/C=C\C/C=C\C/C=C\C=C\[C@@H](O)CC)(=O)O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Pro-resolving actions and stereoselective biosynthesis of 18S E-series resolvins in human leukocytes and murine inflammation.,
J Clin Invest, 2011
Pubmed ID: 21206090

Other Databases

CHEBI ID
132802
PubChem CID
52921894
SwissLipids ID
SLM:000501481

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 0
Aromatic Rings 0
Rotatable Bonds 14
Van der Waals Molecular Volume 382.67
Topological Polar Surface Area 86.99
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 5.17
Molar Refractivity 101.11

Admin

Created at
-
Updated at
14th Jun 2021