Structure Database (LMSD)

Common Name
8-D2c-IsoP
Systematic Name
8S,12S-dihydroxy-14-oxo-5Z,9E-prostadienoic acid-cyclo[11R,15S]
Synonyms
  • (8S,12S)-8-D2-IsoP[11R,15S]
LM ID
LMFA03110051
Formula
C20H32O5
Exact Mass
Calculate m/z
352.224975
Sum Composition
FA 20:4;O3
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)
QJADFBZNTPJMDY-MEWMNREUSA-N
InChi (Click to copy)
InChI=1S/C20H32O5/c1-2-3-6-10-16-17(19(23)14-18(16)22)13-12-15(21)9-7-4-5-8-11-20(24)25/h4,7,12-13,15-17,19,21,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16-,17+,19-/m0/s1
SMILES (Click to copy)
C(CCC/C=C\C[C@H](O)/C=C/[C@H]1[C@@H](O)CC(=O)[C@H]1CCCCC)(=O)O

Other Databases

PubChem CID
52921947

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 1
Aromatic Rings 0
Rotatable Bonds 12
Van der Waals Molecular Volume 375.59
Topological Polar Surface Area 94.83
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 3.82
Molar Refractivity 98.17

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Updated at
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