Structure Database (LMSD)

Common Name
20-ethyl PGF2alpha
Systematic Name
9S,11R,15S-trihydroxy-20a,20b-dihomo-5Z,13E-prostadienoic acid
Synonyms
  • 20-ethyl Prostaglandin F2alpha
  • ICI 74205
LM ID
LMFA03010120
Formula
C22H38O5
Exact Mass
Calculate m/z
382.271925
Sum Composition
FA 22:3;O3
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)
New antifertility agent--an orally active prostaglandin--ICI 74,205.,
Nature, 1972
Pubmed ID: 4559585

String Representations

InChiKey (Click to copy)
XSDVSOQSNGGUFY-GWSKAPOCSA-N
InChi (Click to copy)
InChI=1S/C22H38O5/c1-2-3-4-5-8-11-17(23)14-15-19-18(20(24)16-21(19)25)12-9-6-7-10-13-22(26)27/h6,9,14-15,17-21,23-25H,2-5,7-8,10-13,16H2,1H3,(H,26,27)/b9-6-,15-14+/t17-,18+,19+,20-,21+/m0/s1
SMILES (Click to copy)
[C@H]1(/C=C/[C@@H](O)CCCCCCC)[C@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O

Other Databases

CHEBI ID
186979
LIPIDBANK ID
XPR1791
PubChem CID
5283103
Cayman ID
16940

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 1
Aromatic Rings 0
Rotatable Bonds 14
Van der Waals Molecular Volume 412.83
Topological Polar Surface Area 97.99
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 4.68
Molar Refractivity 108.91

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Created at
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Updated at
5th Apr 2022