15(R)-PROSTAGLANDIN E1 Chemical Properties

Boiling point:

541.4±35.0 °C(Predicted)

Density 

1.075±0.06 g/cm3(Predicted)

storage temp. 

Refrigerator, under inert atmosphere

solubility 

Ethyl Acetate, Methanol, Tetrahydrofuran

form 

Colorless to pale yellow oil

pka

4.77±0.10(Predicted)

Stability:

Volatile

15(R)-PROSTAGLANDIN E1 Usage And Synthesis

Description

13,14-dihydro Prostaglandin E₁ (13,14-dihydro PGE₁) is a biologically active metabolite of PGE₁ with comparable potency to the parent compound. It is an inhibitor of ADP-induced platelet aggregation in human PRP and washed platelets with IC₅₀ values of 31 and 21 nM, respectively. 13,14-dihydro PGE₁ is a slightly more potent inhibitor of ADP-induced human platelet aggregation than PGE₁ which has an IC₅₀ value of 40 nM. Also, 13,14-dihydro PGE₁ was shown to activate adenylate cyclase in NCB-20 hybrid cells with a K_act value of 668 nM.

Uses

Prostaglandin E0 is a metabolite of Prostaglandin E1 (P838600) and can inhibit aggregation, ATP release, and thromboxane generation by human platelets. Prostaglandin E0 can also decrease the formation of cyclooxygenase (COX) metabolites by inhibiting the induction of COX-2 protein by LPS.

Definition

ChEBI: 13,14-Dihydro PGE1 is a prostanoid.

References

[1] [1]? ?NGG?RD E. The Biological Activities of Three Metabolites of Prostaglandin E1[J]. Acta Physiologica, 1966, 66 4: 509-510. DOI: 10.1111/j.1748-1716.1966.tb03231.x
[2] M. HAMBERG B S. On the Metabolism of Prostaglandins E1 and E2 in Man[J]. Journal of Biological Chemistry, 1971, 246 1: 6713-6721. DOI: 10.1016/s0021-9258(19)45905-x
[3] G. KOBZAR. Comparison of the inhibitory effect of E-prostaglandins in human and rabbit platelet-rich plasma and washed platelets[J]. Comparative Biochemistry and Physiology Part C: Pharmacology, Toxicology and Endocrinology, 1993, 106 2: Pages 489-494. DOI: 10.1016/0742-8413(93)90168-k
[4] I. J?RVING. ANTIAGGREGATING POTENCY OF E-TYPE PROSTAGLANDINS IN HUMAN AND RABBIT PLATELETS[J]. Proceedings of the Estonian Academy of Sciences. Chemistry, 1991, 32 1. DOI: 10.3176/chem.1991.3.09
[5] I.A. BLAIR  J. M  C N HENSBY. PROSTACYCLIN-DEPENDENT ACTIVATION OF ADENYLATE CYCLASE IN A NEURONAL SOMATIC CELL HYBRID: PROSTANOID STRUCTURE-ACTIVITY RELATIONSHIPS[J]. British Journal of Pharmacology, 1980, 69 3: 519-525. DOI: 10.1111/j.1476-5381.1980.tb07043.x

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