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Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMFA03110050
Common Nameent-8-D2c-IsoP
Systematic Name8R,12R-dihydroxy-14-oxo-5Z,9E-prostadienoic acid-cyclo[11S,15R]
Synonyms(8R,12R)-8-D2-IsoP[11S,15R]
Exact Mass
352.2250 (neutral)    Calculate m/z:
FormulaC20H32O5
CategoryFatty Acyls [FA]
Main ClassEicosanoids [FA03]
Sub ClassIsoprostanes [FA0311]
AbbrevFA 20:4;O3
PubChem CID52921946
InChIKeyQJADFBZNTPJMDY-KYTOGMRYSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C20H32O5/c1-2-3-6-10-16-17(19(23)14-18(16)22)13-12-15(21)9-7-4-5-8-11-20(24)25/h4,7,12-13,15-17,19,21,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16-,17+,19-/m1/s1
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SMILES
C(CCC/C=C\C[C@@H](O)/C=C/[C@@H]1[C@H](O)CC(=O)[C@@H]1CCCCC)(=O)O
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StatusActive
ReferencesNonenzymatic free radical-catalyzed generation of
15-deoxy-delta-12,14-prostaglandin J2-like compounds(deoxy-J2-isoprostanes) in vivo
Klarissa D. Hardy, Brian E. Cox, Ginger L. Milne,Huiyong Yin, and L. Jackson Roberts II
J. Lipid Res. 2011 52:(1) 113-124
Calculated physicochemical properties (?):
 Heavy Atoms25Rings1Aromatic Rings0Rotatable Bonds12
 van der Waals
Molecular Volume
375.59Topological Polar
Surface Area
94.83Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
5
 logP3.82Molar
Refractivity
98.17