Structure Database (LMSD)

HO O N OH HO
Common Name
PGF2alpha dimethyl amide
Systematic Name
N,N-dimethyl-9S,11R,15S-trihydroxy-5Z,13E-prostadien-1-amide
Synonyms
  • Prostaglandin F2alpha dimethyl amide
LM ID
LMFA03010074
Formula
C22H39NO4
Exact Mass
Calculate m/z
381.287909
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
QGAWKBHDDFBNMX-GWSKAPOCSA-N
InChi (Click to copy)
InChI=1S/C22H39NO4/c1-4-5-8-11-17(24)14-15-19-18(20(25)16-21(19)26)12-9-6-7-10-13-22(27)23(2)3/h6,9,14-15,17-21,24-26H,4-5,7-8,10-13,16H2,1-3H3/b9-6-,15-14+/t17-,18+,19+,20-,21+/m0/s1
SMILES (Click to copy)
[C@H]1(/C=C/[C@@H](O)CCCCC)[C@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)N(C)C

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Amide and i-amino derivatives of F prostaglandins as prostaglandin antagonists.,
Nature, 1978
Pubmed ID: 661964

Other Databases

CHEBI ID
186655
LIPIDBANK ID
XPR1756
PubChem CID
5283075
Cayman ID
16032

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 1
Aromatic Rings 0
Rotatable Bonds 12
Van der Waals Molecular Volume 415.04
Topological Polar Surface Area 81.00
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 3.91
Molar Refractivity 110.74

Admin

Created at
-
Updated at
3rd Jun 2021