A moderate inhibitor of PGE2 binding
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Isomer(s)
14010Prostaglandin E2
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11β-Prostaglandin E2

Item No. 14510

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9-oxo-11β,15S-dihydroxy-prosta-5Z,13E-dien-1-oic acid
CAS Number
38310-90-6
Synonyms
  • 11β-PGE2
  • 11-epi PGE2
Molecular Formula
C20H32O5
Formula Weight
352.5
Purity
≥98%
Formulation (Request formulation change)
A 5 mg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
DMF: >100 mg/mlDMSO: >100 mg/mlEthanol: >100 mg/mlPBS pH 7.2: 5 mg/ml
SMILES
O=C1[C@H](C/C=C\CCCC(O)=O)[C@@H](/C=C/[C@@H](O)CCCCC)[C@@H](O)C1
InChi Code
InChI=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-YUOXZBOXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    500 µg

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    1 mg

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    Product Description

    11β-PGE2 is the C-11 epimer of PGE2. It is a moderate inhibitor of PGE2 binding to rat hypothalamic membranes with a Ki value of 53 nM.1 11β-PGE2 also stimulates bone resorption in rats at concentrations of 10 to 1,000 nM which is similar to PGE2.2 11β-PGE2 inhibits PGE2 binding to the prostaglandin transporter protein with a Ki of 56 nM.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Dray, F., and Heaulme, M. Prostaglandins of the E series inhibit release of noradrenaline in rat hypothalamus by a mechanism unrelated to classical α2 adrenergic presynaptic inhibition. Neuropharmacology 23, 457-462 (1984).

    2. Raisz, L.G., and Woodiel, F.N. Effect of alterations in the cyclopentane ring on bone resorptive activity of prostaglandin. Prostaglandins 37, 229-235 (1989).

    3. Itoh, S., Lu, R., Bao, Y., et al. Structural determinants of substrates for the prostaglandin transporter PGT. Mol. Pharmacol. 50, 736-742 (1996).

    Product Citations

    Van Anh, T.T., Mostafa, A., Rao, Z., et al. From Vietnamese plants to a biflavonoid that relieves inflammation by triggering the lipid mediator class switch to resolution. Acta Pharm. Sin. B. 11(6), 1629-1647 (2021).