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19(R)-hydroxy Prostaglandin E1

Cayman Chemical Item Number 13910

19(R)-hydroxy PGE1 (CAS 64625-55-4)

19(R)-hydroxy Prostaglandin E1 (CAS 64625-55-4)

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Description

19(R)-hydroxy PGE1 is the major prostaglandin found in the semen of primates, including man. It is an agonist for the EP1 and EP3 receptor subtypes, and exhibits contractile activity on smooth muscle preparations.1,2 It has an EC50 of 320 nM for contracting guinea pig ileum, which express EP1 receptors, and an EC50 of 80 nM for contracting chick ileum, which express EP3 receptors.2

1 Kelly, R.W., Taylor, P.L., Hearn, J.P., et al. 19-Hydroxyprostaglandin E1 as a major component of the semen of primates. Nature 260 544-545 (1976).

2 Woodward, D.F., Protzman, C.E., Krauss, A.H.P., et al. Identification of 19(R)-OH prostaglandin E2 as a selective prostanoid EP2-receptor agonist. Prostaglandins 46 371-383 (1993).

Synonyms
  • 19(R)-hydroxy PGE1
Formal Name 9-​oxo-​11α,​15S,​19R-​trihydroxy-​prost-​13E-​en-​1-​oic acid
CAS Number 64625-55-4
Molecular Formula C20H34O6
Formula Weight 370.5
Formulation A solution in ethanol
Purity ≥95%
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
Copy SMILES to clipboard
O[C@H]​1[C@H]​(/C=C/[C@@H]​(O)​CCC[C@H]​(O)​C)​[C@@H]​(CCCCCCC(O)​=O)​C(C1)​=O

Background Reading

Taylor, P.L., and Kelly, R.W. 19-Hydroxylated E prostaglandins as the major prostaglandins of human semen. Nature 250 665-667 (1974).

Taylor, P.L. The 8-isoprostaglandins: Evidence for eight compounds in human semen. Prostaglandins 17 259-267 (1979).

Woodward, D.F., Protzman, C.E., Krauss, A.H.P., et al. Identification of 19(R)-OH prostaglandin E2 as a selective prostanoid EP2-receptor agonist. Prostaglandins 46 371-383 (1993).

Oliw, E.H. Observations on the substrate specificity of prostaglandin hydroxylases of monkey seminal vesicles and sheep vesicular glands. Biochim Biophys Acta 1001 107-110 (1989).

Kelly, R.W., Taylor, P.L., Hearn, J.P., et al. 19-Hydroxyprostaglandin E1 as a major component of the semen of primates. Nature 260 544-545 (1976).

Skakkebaek, N.E., Kelly, R.W., and Corker, C.S. Prostaglandin concentrations in the semen of hypogonadal men during treatment with testosterone. J Reprod Fertil 47 119-121 (1976).

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19(R)-hydroxy Prostaglandin E1 is available in the following screening library:

Size Price Quantity Subtotal
50 µg $41.00 $0.00
100 µg $78.00 $0.00
500 µg $328.00 $0.00
5 mg $2,460.00 $0.00
Bulk Contact
Cart Total $0.00

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Pricing updated 2012-05-26. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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