5-trans U-46619

Cayman Chemical Item Number 16452

5,6-trans U-46619 (CAS 330796-58-2)

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Description

U-46619 is a TP receptor agonist that exhibits properties similar to Thromboxane A2, inducing platelet aggregation and vascular smooth muscle contraction.1,2 5-trans U-46619 is a minor impurity (2-5%) which is variably present in most commercial preparations of U-46619. The biological activity of 5-trans U-46619 has rarely been tested separately from U-46619 itself. In the only case published to date, 5-trans U-46619 was found to be a about half as potent an inhibitor of Prostaglandin E synthase as the 5-cis version of U-46619.3

1. Liel, N., Mais, D.E., and Halushka, P.V. Binding of a thromboxane A2/prostaglandin H2 agonist [3H]U46619 to washed human platelets. Prostaglandins 33 789-797 (1987).

2. Coleman, R.A., Humphrey, P.P.A., Kennedy, I., et al. Comparison of the actions of U-46619, a prostaglandin H2-analogue, with those of prostaglandin H2 and thromboxane A2 on some isolated smooth muscle preparations. Br J Pharmacol 73 773-778 (1981).

3. Quraishi, O., Mancini, J.A., and Riendeau, D. Inhibition of inducible prostaglandin E2 synthase by 15-deoxy-Δ12,14-prostaglandin J2 and polyunsaturated fatty acids. Biochem Pharmacol 63 1183-1189 (2002).

Synonyms
  • 5,6-trans U-46619
Formal Name 9,​11-​dideoxy-​9α,​11α-​methanoepoxy-​prosta-​5E,​13E-​dien-​1-​oic acid
CAS Number 330796-58-2
Molecular Formula C21H34O4
Formula Weight 350.5
Formulation A solution in methyl acetate
Purity ≥98%
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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CCCCC[C@H]​(O)​/C=C/[C@H]​1C2OCC(C2)​[C@@H]​1C/C=C/CCCC(O)​=O
InCHI Code
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​1S/C21H34O4/c1-2-3-6-9-17(22)​12-13-19-18(16-14-20(19)​25-15-16)​10-7-4-5-8-11-21(23)​24/h4,7,12-13,16-20,22H,2-3,5-6,8-11,14-15H2,1H3,(H,23,24)​/b7-4+,13-12+/t16?,17-,18-,19+,20?/m0/s1
InCHI Key
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LQANGKSBLPMBTJ-YTQMDITASA-N

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5-trans U-46619 is available in the following screening libraries:

Size Price Quantity Subtotal
1 mg $78.00 $0.00
5 mg $351.00 $0.00
10 mg $624.00 $0.00
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U-46619

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