Structure Database (LMSD)

OH OH O O OH
Systematic Name
17R,18R-dihydroxy-14R-methoxy-5Z,8Z,11Z,15E-eicosatetraenoic acid
Synonyms
LM ID
LMFA03000033
Formula
C21H34O5
Exact Mass
Calculate m/z
366.240625
Sum Composition
FA 21:4;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]
Methoxy fatty acids [FA0108]
Unsaturated fatty acids [FA0103]

String Representations

InChiKey (Click to copy)
PIFDTERTJHPZEL-BNZUYOTNSA-N
InChi (Click to copy)
InChI=1S/C21H34O5/c1-3-19(22)20(23)17-16-18(26-2)14-12-10-8-6-4-5-7-9-11-13-15-21(24)25/h4,6-7,9-10,12,16-20,22-23H,3,5,8,11,13-15H2,1-2H3,(H,24,25)/b6-4-,9-7-,12-10-,17-16+/t18-,19-,20-/m1/s1
SMILES (Click to copy)
C(CCC/C=C\C/C=C\C/C=C\C[C@@H](OC)/C=C/[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
171118581

Calculated Physicochemical Properties

Heavy Atoms 26
Rings
Aromatic Rings
Rotatable Bonds 15
Van der Waals Molecular Volume 402.61
Topological Polar Surface Area 86.99
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 4.64
Molar Refractivity 106.54

Admin

Created at
18th Jul 2021
Updated at
19th Jul 2021