Structure database (LMSD)

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LM IDLMFA03100025
Common Name12-epi-12-iso-LGD2
Systematic Name(5S,9R)-6,7-seco-6,8-dioxo-12R-hydroxy-10E,14Z-prostadienoic acid
Synonyms(5S,6R,7E,9R,11Z)-6-acetyl-5-formyl-9-hydroxyheptadeca-7,11-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 CID52921924
InChIKeyOIDBZKONWRAKKZ-GJXUSZJUSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C20H32O5/c1-3-4-5-6-7-8-11-18(23)13-14-19(16(2)22)17(15-21)10-9-12-20(24)25/h7-8,13-15,17-19,23H,3-6,9-12H2,1-2H3,(H,24,25)/b8-7-,14-13+/t17-,18-,19+/m1/s1
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SMILES
C(CCC[C@H](C=O)[C@@H](/C=C/[C@H](O)C/C=C\CCCCC)C(=O)C)(=O)O
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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