Structure Database (LMSD)

O OH HO O O
Common Name
15R-hydroxy-12S,14R-dioxolane-5Z,8Z,10E-eicosatrienoic acid
Systematic Name
15R-hydroxy-12S,14R-dioxolane-5Z,8Z,10E-eicosatrienoic acid
Synonyms
  • 15R-hydroxy-12S,14R-endoperoxy-5Z,8Z,10E-eicosatrienoic acid
LM ID
LMFA03150002
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]
Eicosa-1,2-dioxolanes [FA0315]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Hydroxy fatty acids [FA0105]

String Representations

InChiKey (Click to copy)
CDWJBOQZSFGMHZ-RWGFGENBSA-N
InChi (Click to copy)
InChI=1S/C20H32O5/c1-2-3-10-14-18(21)19-16-17(24-25-19)13-11-8-6-4-5-7-9-12-15-20(22)23/h5-8,11,13,17-19,21H,2-4,9-10,12,14-16H2,1H3,(H,22,23)/b7-5-,8-6-,13-11+/t17-,18-,19-/m1/s1
SMILES (Click to copy)
[C@H]1(/C=C/C=C\C/C=C\CCCC(=O)O)OO[C@@H]([C@H](O)CCCCC)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Lipoxygenase-catalyzed transformation of epoxy fatty acids to hydroxy-endoperoxides: a potential P450 and lipoxygenase interaction.,
J Lipid Res, 2014
Pubmed ID: 25293588

Other Databases

PubChem CID
131840329

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 1
Aromatic Rings 0
Rotatable Bonds 13
Van der Waals Molecular Volume 375.59
Topological Polar Surface Area 80.13
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 5.19
Molar Refractivity 99.57

Admin

Created at
-
Updated at
19th Jul 2021