11-DEOXY-11-METHYLENE PROSTAGLANDIN D2

Prostaglandin D2 (PGD2; ) is one of the five primary enzymatic prostaglandins derived directly from PGH2 . PGD2 is produced abundantly in the CSF by the lipocalin-type PGD synthase, and in the periphery by myeloid cells including mast cells and basophils by a second, leukocyte-type PGD synthase. PGD2 is chemically unstable, and its use and analysis is complicated by its short in vivo half-life.11-deoxy-11-methylene PGD2 is a novel, chemically stable, isosteric analog of PGD2 wherein the 11-keto group is replaced by an exocyclic methylene. In the PGE series, the analogous modification leads to a stable, somewhat less potent agonist which embodies the same uterine stimulant and cervical ripening activities as the parent prostaglandin. However, 11-deoxy-11-methylene PGD2 has been reported by one group to be essentially without agonist activity on human platelets, a DP1 receptor assay. The CRTH2-receptor actions of 11-deoxy-11-methylene PGD2 are not yet reported.

Molecular Weight:350.5
XLogP3:3.7
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:12
Exact Mass:350.24570956
Monoisotopic Mass:350.24570956
Topological Polar Surface Area:77.8
Heavy Atom Count:25
Complexity:467
Defined Atom Stereocenter Count:4
Defined Bond Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes