Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMFA03100007
Common Nameent-15-iso-LGE2
Systematic Name(8R,12S)-10,11-seco-9,11-dioxo-15R-hydroxy-5Z,13E-prostadienoic acid
Synonyms(5Z,8R,9S,10E,12R)-8-acetyl-9-formyl-12-hydroxyheptadeca-5,10-dienoic acid
Exact Mass
352.2250 (neutral)    Calculate m/z:
FormulaC20H32O5
CategoryFatty Acyls [FA]
Main ClassEicosanoids [FA03]
Sub ClassLevuglandins [FA0310]
Alternative ClassesUnsaturated fatty acids[FA0103], Oxo fatty acids[FA0106], Hydroxy fatty acids[FA0105]
PubChem CID52921908
InChIKeyWJWAORNTZNRHBP-FLLQPNGZSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C20H32O5/c1-3-4-7-10-18(23)14-13-17(15-21)19(16(2)22)11-8-5-6-9-12-20(24)25/h5,8,13-15,17-19,23H,3-4,6-7,9-12H2,1-2H3,(H,24,25)/b8-5-,14-13+/t17-,18-,19+/m1/s1
Click to highlight InChI
SMILES
C(CCC/C=C\C[C@@H](C(=O)C)[C@H](/C=C/[C@H](O)CCCCC)C=O)(=O)O
Click to highlight SMILES
StatusActive (generated by computational methods)
ReferencesIsolevuglandin-protein Adducts in Oxidized Low Density Lipoprotein and Human Plasma:
A Strong Connection with Cardiovascular Disease
Robert G. Salomon, Kamaljit Kaur and Eugenia Batyreva
Trends in Cardiovascular Medicine
Volume 10, Issue 2, February 2000, Pages 53-59
Calculated physicochemical properties (?):
 Heavy Atoms25Rings0Aromatic Rings0Rotatable Bonds15
 van der Waals
Molecular Volume
385.31Topological Polar
Surface Area
91.67Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
5
 logP3.99Molar
Refractivity
98.77