Structure Database (LMSD)

O O O H OH
Common Name
bicyclo-PGE2
Systematic Name
9,15-dioxo-5Z-prostaenoic acid-cyclo[11S,16]
Synonyms
  • bicyclo-Prostaglandin E2
LM ID
LMFA03010034
Formula
C20H30O4
Exact Mass
Calculate m/z
334.21441
Sum Composition
FA 20:5;O2
Status
Active
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Main

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Eicosanoids [FA03]
Prostaglandins [FA0301]

String Representations

InChiKey (Click to copy)
CGCZPIJMGKLVTQ-PAJBVNRRSA-N
InChi (Click to copy)
InChI=1S/C20H30O4/c1-2-3-8-16-17-13-19(22)15(14(17)11-12-18(16)21)9-6-4-5-7-10-20(23)24/h4,6,14-17H,2-3,5,7-13H2,1H3,(H,23,24)/b6-4-/t14-,15-,16?,17+/m1/s1
SMILES (Click to copy)
[C@H]12CC(=O)[C@H](C/C=C\CCCC(=O)O)[C@H]1CCC(=O)C2([H])CCCC

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Lipidomics reveals a remarkable diversity of lipids in human plasma,
J Lipid Res, 2010
Pubmed ID: 20671299

Other Databases

HMDB ID
HMDB0060054
CHEBI ID
89568
PubChem CID
5283043
Cayman ID
14530

Calculated Physicochemical Properties

Heavy Atoms 24
Rings 2
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 354.44
Topological Polar Surface Area 71.44
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 4.18
Molar Refractivity 92.59

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Created at
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Updated at
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