Structure Database (LMSD)

OH O HO O OH O
Common Name
15S-hydroperoxy-PGE2
Systematic Name
9-oxo-11R-hydroxy-15S-hydroperoxy-5Z,13E-prostadienoic acid
Synonyms
  • 15S-Hp-PGE2
LM ID
LMFA03010217
Formula
C20H32O6
Exact Mass
Calculate m/z
368.21989
Sum Composition
FA 20:4;O4
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Eicosanoids [FA03]
Prostaglandins [FA0301]

String Representations

InChiKey (Click to copy)
RGQICUMNQVAHES-ARSRFYASSA-N
InChi (Click to copy)
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
SMILES (Click to copy)
[C@H]1(/C=C/[C@@H](OO)CCCCC)[C@H](O)CC(=O)[C@@H]1C/C=C\CCCC(=O)O

References

Reference
Enzymes of the Cyclooxygenase Pathways of Prostanoid Biosynthesis
William L. Smith,Yoshihiro Urade and Per-Johan Jakobsson
Chem. Rev. 2011, 111, 5821?5865

Other Databases

CHEBI ID
185979
PubChem CID
6444110

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 1
Aromatic Rings 0
Rotatable Bonds 13
Van der Waals Molecular Volume 384.38
Topological Polar Surface Area 104.06
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 4.49
Molar Refractivity 99.53

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Updated at
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