An EP1 and EP3 receptor agonist
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19(R)-hydroxy Prostaglandin E1

Item No. 13910

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9-oxo-11α,15S,19R-trihydroxy-prost-13E-en-1-oic acid
CAS Number
64625-55-4
Synonyms
  • 19(R)-hydroxy PGE1
Molecular Formula
C20H34O6
Formula Weight
370.5
Purity
≥95%
Formulation
A 500 µg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: >100 mg/ml (from PGE1)DMSO: >50 mg/ml (from PGE1)Ethanol: >50 mg/ml (from PGE1)PBS pH 7.2: >1.6 mg/ml (from PGE1)
SMILES
O[C@H]1[C@H](/C=C/[C@@H](O)CCC[C@H](O)C)[C@@H](CCCCCCC(O)=O)C(C1)=O
InChi Code
InChI=1S/C20H34O6/c1-14(21)7-6-8-15(22)11-12-17-16(18(23)13-19(17)24)9-4-2-3-5-10-20(25)26/h11-12,14-17,19,21-22,24H,2-10,13H2,1H3,(H,25,26)/b12-11+/t14-,15+,16-,17-,19-/m1/s1
InChi Key
QVVXWHIDRKRPMO-VOSXNNSYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    50 µg

    $63

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    100 µg

    $118

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    500 µg

    $481

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    Product 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

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    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(5551), 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(4), 371-383 (1993).

    Product Citations

    Allain, E.P., Rouleau, M., Le, T., et al. In activation of prostaglandin E2 as a mechanism for UGT2B17-mediated adverse effects in chronic lymphocytic leukemia. Front. Oncol. 9:606, (2019).

    Fujino, H., and Regan, J.W. EP4 prostanoid receptor coupling to a pertussis toxin-sensitive inhibitory G protein. Mol. Pharm. 69(1), 5-10 (2006).