Structure Database (LMSD)

HO O O OH HO
Common Name
PGF2alpha isopropyl ester
Systematic Name
isopropyl 9S,11R,15S-trihydroxy-5Z,13E-prostadienoate
Synonyms
  • Prostaglandin F2alpha isopropyl ester
LM ID
LMFA03010076
Formula
C23H40O5
Exact Mass
Calculate m/z
396.287575
Sum Composition
FA 23:3;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)
FPABVZYYTCHNMK-YNRDDPJXSA-N
InChi (Click to copy)
InChI=1S/C23H40O5/c1-4-5-8-11-18(24)14-15-20-19(21(25)16-22(20)26)12-9-6-7-10-13-23(27)28-17(2)3/h6,9,14-15,17-22,24-26H,4-5,7-8,10-13,16H2,1-3H3/b9-6-,15-14+/t18-,19+,20+,21-,22+/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)OC(C)C

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Dose-related effects of prostaglandin F2 alpha isopropylester on intraocular pressure, refraction, and pupil diameter in monkeys.,
Invest Ophthalmol Vis Sci, 1991
Pubmed ID: 1878020

Other Databases

CHEBI ID
165336
LIPIDBANK ID
XPR1758
PubChem CID
5283077
Cayman ID
16030

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 1
Aromatic Rings 0
Rotatable Bonds 14
Van der Waals Molecular Volume 430.13
Topological Polar Surface Area 86.99
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 5.06
Molar Refractivity 113.78

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Updated at
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