5-trans Prostaglandin E2 • 5,6-<wbr/><em>trans</em> PGE<sub>2</sub>; <em>trans</em>-<wbr/>Dinoprostone (CAS 36150-00-2) (Inchi key XEYBRNLFEZDVAW-BRNHSORCSA-N) || Cayman Chemical | Supplier
5-trans Prostaglandin E2
Item № 14210
CAS № 36150-00-2
Purity >98%
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1 mg $51.00 $0.00
5 mg $230.00 $0.00
10 mg $408.00 $0.00

Pricing updated 2015-08-31. Prices are subject to change without notice.

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Description
Synonyms
  • 5,6-trans PGE2
  • trans-Dinoprostone

5-trans PGE2 occurs naturally in some gorgonian corals and is a common impurity in commercial lots of PGE1.1 It is 18 times more potent than PGE2 in activating adenylate cyclase in NCB-20 cell homogenates.2 5-trans PGE2 accelerates fibrinolysis by enhancing plasminogen activation mediated by tissue-type plasminogen activator.3 It also inhibits platelet aggregation in human PRP with an IC50 of 180 nM.4

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Technical Information
Formal Name 9-​oxo-​11α,​15S-​dihydroxy-​prosta-​5E,​13E-​dien-​1-​oic acid
CAS Number 36150-00-2
Synonyms
  • 5,6-trans PGE2
  • trans-Dinoprostone
Molecular Formula C20H32O5
Formula Weight 352.5
Purity >98%
Formulation A crystalline solid
SMILES CCCCCC(O)​/C=C/[C@H]​1C(O)​CC(=O)​C1C\C=C\CCCC(=O)​O
InChI Code ​1S/C20H32O5/c1-2-3-6-9-15(21)​12-13-17-16(18(22)​14-19(17)​23)​10-7-4-5-8-11-20(24)​25/h4,7,12-13,15-17,19,21,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)​/b7-4+,13-12+/t15-,16+,17+,19+/m0/s1
InChI Key XEYBRNLFEZDVAW-BRNHSORCSA-N

WARNING - This product is not for human or veterinary use.

Shipping & Storage
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
Stability 2 years
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Download Product Insert 133 Kb PDF

Download Safety Data Sheet (SDS) 25 Kb PDF

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Additional Information

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References & Background Reading
Product Description References

1. Bundy, G.L., Schneider, W.P., Lincoln, F.H., et al. Isolation of a new naturally occurring prostaglandin, 5-trans-PGA2. Synthesis of 5-trans-PGE2 and 5-trans-PGF. J Am Chem Soc 94 2124 (1972).

2. Hensby, C.N., and MacDermot, J. Structure-activity relationships of prostanoids that activate adenylate cyclase of neuronal hybrid cells. Biochem Soc Trans 7 1302-1304 (1979).

3. Shimokawa, M., Urano, T., and Kinoshita, T. trans-5-Prostaglandin E2 stimulates plasminogen activation by tissue-type plasminogen activator. Biochim Biophys Acta 1137 317-320 (1992).

4. Kobzar, G., Mardla, V., Järving, I., et al. Comparison of the inhibitory effect of E-prostaglandins in human and rabbit platelet-rich plasma and washed platelets. Comp Biochem Physiol 106(2) 489-494 (1993).

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