Structure Database (LMSD)

HO O OH OH HO
Common Name
17-phenyl-trinor-PGF2alpha
Systematic Name
9S,11R,15S-trihydroxy-17-phenyl-18,19,20-trinor-5Z,13E-prostadienoic acid
Synonyms
  • 17-phenyl-trinor-Prostaglandin F2alpha
LM ID
LMFA03010081
Formula
C23H32O5
Exact Mass
Calculate m/z
388.224975
Sum Composition
FA 23:7;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)
YFHHIZGZVLHBQZ-KDACTHKWSA-N
InChi (Click to copy)
InChI=1S/C23H32O5/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/h1,3-6,8-9,14-15,18-22,24-26H,2,7,10-13,16H2,(H,27,28)/b6-1-,15-14+/t18-,19+,20+,21-,22+/m0/s1
SMILES (Click to copy)
[C@H]1(/C=C/[C@@H](O)CCC2C=CC=CC=2)[C@H](O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Elevation of plasma noradrenaline levels in urethane-anaesthetized rats by activation of central prostanoid EP3 receptors.,
Br J Pharmacol, 1995
Pubmed ID: 7582489

Other Databases

CHEBI ID
73773
LIPIDBANK ID
XPR1763
PubChem CID
5283081
Cayman ID
16810
GuidePharm ID
1959

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 2
Aromatic Rings 1
Rotatable Bonds 11
Van der Waals Molecular Volume 398.95
Topological Polar Surface Area 97.99
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 3.95
Molar Refractivity 110.30

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Created at
-
Updated at
29th Mar 2021