Structure Database (LMSD)

Systematic Name
17R,18R-dihydroxy-14S-methoxy-5Z,8Z,11Z,15E-eicosatetraenoic acid
Synonyms
LM ID
LMFA03000034
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

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]

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

String Representations

InChiKey (Click to copy)
PIFDTERTJHPZEL-VPPWSTSLSA-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+/m0/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

Other Databases

PubChem CID
171118582

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 0
Aromatic Rings 0
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