Structure Database (LMSD)

Common Name
12-epi-12-iso-LGE2
Systematic Name
(5S,9R)-7,8-seco-6,8-dioxo-12R-hydroxy-10E,14Z-prostadienoic acid
Synonyms
  • (5S,6R,7E,9R,11Z)-5-acetyl-6-formyl-9-hydroxyheptadeca-7,11-dienoic acid
LM ID
LMFA03100009
Formula
C20H32O5
Exact Mass
Calculate m/z
352.224975
Sum Composition
FA 20:4;O3
Status
Active (generated by computational methods)
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Eicosanoids [FA03]
Levuglandins [FA0310]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Oxo fatty acids [FA0106]
Hydroxy fatty acids [FA0105]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Isolevuglandin-protein adducts in oxidized low density lipoprotein and human plasma: a strong connection with cardiovascular disease.,
Trends Cardiovasc Med, 2000
Pubmed ID: 11150730

String Representations

InChiKey (Click to copy)
GBEDJTHHSCZHJV-KFODYRDWSA-N
InChi (Click to copy)
InChI=1S/C20H32O5/c1-3-4-5-6-7-8-10-18(23)14-13-17(15-21)19(16(2)22)11-9-12-20(24)25/h7-8,13-15,17-19,23H,3-6,9-12H2,1-2H3,(H,24,25)/b8-7-,14-13+/t17-,18+,19+/m0/s1
SMILES (Click to copy)
C(CCC[C@H](C(=O)C)[C@@H](/C=C/[C@H](O)C/C=C\CCCCC)C=O)(=O)O

Other Databases

PubChem CID
52921909

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 0
Aromatic Rings 0
Rotatable Bonds 15
Van der Waals Molecular Volume 385.31
Topological Polar Surface Area 91.67
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 3.99
Molar Refractivity 98.77

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Created at
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Updated at
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