Structure Database (LMSD)

O OH O OH
Common Name
ent-5-epi-5-J2-IsoP
Systematic Name
5S-hydroxy-11-oxo-6E,14Z,12-prostatrienoic acid-cyclo[8S,12R]
Synonyms
  • (5S)-5-J2-IsoP[8S,12R]
LM ID
LMFA03110074
Formula
C20H30O4
Exact Mass
Calculate m/z
334.21441
Sum Composition
FA 20:5;O2
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Eicosanoids [FA03]
Isoprostanes [FA0311]

String Representations

InChiKey (Click to copy)
CDKUBBLBBNPSIE-SEIRXARCSA-N
InChi (Click to copy)
InChI=1S/C20H30O4/c1-2-3-4-5-6-7-10-18-16(13-15-19(18)22)12-14-17(21)9-8-11-20(23)24/h6-7,12-18,21H,2-5,8-11H2,1H3,(H,23,24)/b7-6-,14-12+/t16-,17+,18-/m1/s1
SMILES (Click to copy)
C(CCC[C@H](O)/C=C/[C@@H]1C=CC(=O)[C@@H]1C/C=C\CCCCC)(=O)O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Rattus norvegicus (#10116)
Mammalia (#40674)
Nonenzymatic free radical-catalyzed generation of 15-deoxy-Δ(12,14)-prostaglandin J₂-like compounds (deoxy-J₂-isoprostanes) in vivo.,
J Lipid Res, 2011
Pubmed ID: 20944061

Other Databases

PubChem CID
52921970

Calculated Physicochemical Properties

Heavy Atoms 24
Rings 1
Aromatic Rings 0
Rotatable Bonds 12
Van der Waals Molecular Volume 364.16
Topological Polar Surface Area 74.60
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 4.34
Molar Refractivity 96.17

Admin

Created at
-
Updated at
-