Structure Database (LMSD)

Common Name
12-deoxy-J2-IsoP
Systematic Name
8-oxo-6,9E,11E,14Z-prostatetraenoic acid-cyclo[5S,9]
Synonyms
LM ID
LMFA03110090
Formula
C20H28O3
Exact Mass
Calculate m/z
316.203845
Sum Composition
FA 20:6;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

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

String Representations

InChiKey (Click to copy)
ZLXLLWHVBPUBML-MNOHRBOLSA-N
InChi (Click to copy)
InChI=1S/C20H28O3/c1-2-3-4-5-6-7-8-9-10-13-18-17(15-16-19(18)21)12-11-14-20(22)23/h6-7,9-10,13,15-17H,2-5,8,11-12,14H2,1H3,(H,22,23)/b7-6-,10-9+,18-13+/t17-/m0/s1
SMILES (Click to copy)
C(CCC[C@H]1C=CC(=O)/C/1=C/C=C/C/C=C\CCCCC)(=O)O

Other Databases

CHEBI ID
192961
PubChem CID
52921986

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 1
Aromatic Rings 0
Rotatable Bonds 11
Van der Waals Molecular Volume 352.73
Topological Polar Surface Area 54.37
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 5.01
Molar Refractivity 94.25

Admin

Created at
-
Updated at
-