Identification | Back Directory | [Name]
15(R)-PROSTAGLANDIN E1 | [CAS]
19313-28-1 | [Synonyms]
PGE0 13,14-dihydro PGE1 Prostaglandin E0 > AlprostadilImpurity5 13,14-Dihydroprostaglandinee1 13,14-DIHYDROPROSTAGLANDIN E1 Prostaglandin E1 Impurity 5 (PGE0) 90% (20% solution in ethyl acetate) 13,14-Dihydro-prostaglandin E1 (PGE0) 9-oxo-11α,15S-dihydroxy-prostan-1-oic acid 9-OXO-11ALPHA,15S-DIHYDROXY-PROSTAN-1-OIC ACID (11R)-11α,15α-Dihydroxy-9-oxoprostan-1-oic acid Prostan-1-oic acid,11,15-dihydroxy-9-oxo-, (11a,15S)- Prostaglandin E0 >90% (20% solution in ethyl acetate) Prostan-1-oic acid, 11,15-dihydroxy-9-oxo-, (11α,15S)- 7-[(1R,2R,3R)-3-hydroxy-2-[(3S)-3-hydroxyoctyl]-5-oxocyclopentyl]heptanoic acid | [Molecular Formula]
C20H36O5 | [MDL Number]
MFCD00135208 | [MOL File]
19313-28-1.mol | [Molecular Weight]
356.5 |
Chemical Properties | Back Directory | [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 |
Hazard Information | Back Directory | [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 Kact 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. | [storage]
Store at -20°C | [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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Energy Chemical
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Enzo Biochem Inc
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Enzo Biochem Inc. 13797054060 |
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www.enzo.com |
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