Structure Database (LMSD)

HO O OH OH O
Common Name
17-phenyl-trinor-PGE2
Systematic Name
9-oxo-11R,15S-dihydroxy-17-phenyl-18,19,20-trinor-5Z,13E-prostadienoic acid
Synonyms
  • 17-phenyl-trinor-Prostaglandin E2
LM ID
LMFA03010067
Formula
C23H30O5
Exact Mass
Calculate m/z
386.209325
Sum Composition
FA 23:8;O3
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)
FOBVMYJQWZOGGJ-XYRJXBATSA-N
InChi (Click to copy)
InChI=1S/C23H30O5/c24-18(13-12-17-8-4-3-5-9-17)14-15-20-19(21(25)16-22(20)26)10-6-1-2-7-11-23(27)28/h1,3-6,8-9,14-15,18-20,22,24,26H,2,7,10-13,16H2,(H,27,28)/b6-1-,15-14+/t18-,19+,20+,22+/m0/s1
SMILES (Click to copy)
[C@H]1(/C=C/[C@@H](O)CCC2C=CC=CC=2)[C@H](O)CC(=O)[C@@H]1C/C=C\CCCC(=O)O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Biological activities of 17-phenyl-18,19,20-trinorprostaglandins.,
Prostaglandins, 1975
Pubmed ID: 806103

Other Databases

HMDB ID
HMDB0062612
CHEBI ID
87820
LIPIDBANK ID
XPR1749
PubChem CID
5283068
Cayman ID
14810
GuidePharm ID
1912

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 2
Aromatic Rings 1
Rotatable Bonds 11
Van der Waals Molecular Volume 396.31
Topological Polar Surface Area 94.83
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 3.88
Molar Refractivity 108.79

Admin

Created at
-
Updated at
29th Mar 2021