Structure Database (LMSD)

Common Name
5-deoxy-J2-IsoP
Systematic Name
11-oxo-5E,7E,9,14Z-prostatetraenoic acid-cyclo[8,12S]
Synonyms
LM ID
LMFA03110075
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)
YSKQXUAGHQCEPJ-PRBCLIIHSA-N
InChi (Click to copy)
InChI=1S/C20H28O3/c1-2-3-4-5-6-10-13-18-17(15-16-19(18)21)12-9-7-8-11-14-20(22)23/h6-7,9-10,12,15-16,18H,2-5,8,11,13-14H2,1H3,(H,22,23)/b9-7+,10-6-,17-12-/t18-/m0/s1
SMILES (Click to copy)
C(CCC/C=C/C=C1/C=CC(=O)[C@H]/1C/C=C\CCCCC)(=O)O

Other Databases

PubChem CID
52921971

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

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Updated at
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