Structure Database (LMSD)

OH OH OH O OH
Systematic Name
16R,17S,18R-trihydroxy-5Z,8Z,11Z,14Z-eicosatetraenoic acid
Synonyms
LM ID
LMFA03000031
Formula
C20H32O5
Exact Mass
Calculate m/z
352.224975
Sum Composition
FA 20:4;O3
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Eicosanoids [FA03]
Other Eicosanoids [FA0300]
Hydroxy/hydroperoxyeicosatetraenoic acids [FA0306]
Fatty Acids and Conjugates [FA01]
Hydroxy fatty acids [FA0105]
Unsaturated fatty acids [FA0103]

String Representations

InChiKey (Click to copy)
SDBLVSVMLTWSEM-ZOEOKULSSA-N
InChi (Click to copy)
InChI=1S/C20H32O5/c1-2-17(21)20(25)18(22)15-13-11-9-7-5-3-4-6-8-10-12-14-16-19(23)24/h3-4,7-10,13,15,17-18,20-22,25H,2,5-6,11-12,14,16H2,1H3,(H,23,24)/b4-3-,9-7-,10-8-,15-13-/t17-,18-,20+/m1/s1
SMILES (Click to copy)
C(CCC/C=C\C/C=C\C/C=C\C/C=C\[C@@H](O)[C@@H](O)[C@H](O)CC)(=O)O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Cylindrotheca closterium (#2856)
Bacillariophyceae (#33849)
Identification and structure determination of novel anti-inflammatory mediator resolvin E3, 17,18-dihydroxyeicosapentaenoic acid.,
J Biol Chem, 2012
Pubmed ID: 22275352

Other Databases

PubChem CID
171118579

Calculated Physicochemical Properties

Heavy Atoms 25
Rings
Aromatic Rings
Rotatable Bonds 14
Van der Waals Molecular Volume 385.31
Topological Polar Surface Area 97.99
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 3.99
Molar Refractivity 101.75

Admin

Created at
18th Jul 2021
Updated at
29th Jul 2021