Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMFA03010217
Common Name15S-hydroperoxy-PGE2
Systematic Name9-oxo-11R-hydroxy-15S-hydroperoxy-5Z,13E-prostadienoic acid
Synonyms15S-Hp-PGE2
Exact Mass
368.2199 (neutral)    Calculate m/z:
FormulaC20H32O6
CategoryFatty Acyls [FA]
Main ClassEicosanoids [FA03]
Sub ClassProstaglandins [FA0301]
AbbrevFA 20:4;O4
PubChem CID6444110
InChIKeyRGQICUMNQVAHES-ARSRFYASSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C20H32O6/c1-2-3-6-9-15(26-25)12-13-17-16(18(21)14-19(17)22)10-7-4-5-8-11-20(23)24/h4,7,12-13,15-17,19,22,25H,2-3,5-6,8-11,14H2,1H3,(H,23,24)/b7-4-,13-12+/t15-,16+,17+,19+/m0/s1
Click to highlight InChI
SMILES
[C@H]1(/C=C/[C@@H](OO)CCCCC)[C@H](O)CC(=O)[C@@H]1C/C=C\CCCC(=O)O
Click to highlight SMILES
StatusActive
ReferencesEnzymes of the Cyclooxygenase Pathways of Prostanoid Biosynthesis
William L. Smith,Yoshihiro Urade and Per-Johan Jakobsson
Chem. Rev. 2011, 111, 5821?5865
Calculated physicochemical properties (?):
 Heavy Atoms26Rings1Aromatic Rings0Rotatable Bonds13
 van der Waals
Molecular Volume
384.38Topological Polar
Surface Area
104.06Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
6
 logP4.49Molar
Refractivity
99.53