Structure Database (LMSD)

Common Name
PGF2alpha-1,11-lactone
Systematic Name
9S,15S-dihydroxy-5Z,13E-prostadienoic acid-1,11R-lactone
Synonyms
  • Prostaglandin F2alpha-1,11-lactone
LM ID
LMFA03010071
Formula
C20H32O4
Exact Mass
Calculate m/z
336.23006
Sum Composition
FA 20:4;O2
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Synthesis and biological activity of prostaglandin lactones.,
J Med Chem, 1983
Pubmed ID: 6876076

String Representations

InChiKey (Click to copy)
KBFCVOAVUKWCPS-YNNPMVKQSA-N
InChi (Click to copy)
InChI=1S/C20H32O4/c1-2-3-6-9-15(21)12-13-17-16-10-7-4-5-8-11-20(23)24-19(17)14-18(16)22/h4,7,12-13,15-19,21-22H,2-3,5-6,8-11,14H2,1H3/b7-4-,13-12+/t15-,16+,17+,18-,19+/m0/s1
SMILES (Click to copy)
[C@H]1(/C=C/[C@@H](O)CCCCC)[C@@H]2OC(=O)CCCC=CC[C@H]1[C@@H](O)C2

Other Databases

CHEBI ID
167814
LIPIDBANK ID
XPR1753
PubChem CID
5771740
Cayman ID
16110

Calculated Physicochemical Properties

Heavy Atoms 24
Rings 2
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 357.08
Topological Polar Surface Area 68.83
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 4.38
Molar Refractivity 95.92

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Created at
-
Updated at
3rd Jun 2021