A lipid soluble PGE2 analog
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Prostaglandin E2 methyl ester

Item No. 14011

Technical Information
Formal Name
9-oxo-11α,15S-dihydroxy-prosta-5Z,13E-dien-1-oic acid, methyl ester
CAS Number
31753-17-0
Synonyms
  • Dinoprostone methyl ester
  • PGE2 methyl ester
Molecular Formula
C21H34O5
Formula Weight
Purity
≥98%
A 5 mg/ml solution in methyl acetate
DMF: 25 mg/mlDMSO: 30 mg/mlEthanol: 50 mg/mlPBS (pH 7.2): 150 µg/ml
SMILES
O=C1[C@H](C/C=C\CCCC(OC)=O)[C@@H](/C=C/[C@@H](O)CCCCC)[C@H](O)C1
InChi Code
InChI=1S/C21H34O5/c1-3-4-7-10-16(22)13-14-18-17(19(23)15-20(18)24)11-8-5-6-9-12-21(25)26-2/h5,8,13-14,16-18,20,22,24H,3-4,6-7,9-12,15H2,1-2H3/b8-5-,14-13+/t16-,17+,18+,20+/m0/s1
InChi Key
WGCXTGBZBFBQPP-ZYONDNFOSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Prostaglandin E2 methyl ester (PGE2 methyl ester) is an analog of PGE2 (Item No. 14010) with enhanced lipid solubility. PGE2 is one of the primary cyclooxygenase products of arachidonic acid (Item No. 90010) and one of the most widely investigated PGs. Its activity influences inflammation, fertility and parturition, gastric mucosal integrity, and immune modulation.1,2,3,4 The effects of PGE2 are transduced by at least four distinct receptors designated EP1, EP2, EP3, and EP4.5 Affinity constants (Kd) values of PGE2 for these receptors range from 1-10 nM depending on the receptor subtype and tissue.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Willis, A.L., and Cornelsen, M. Repeated injection of prostaglandin E2 in rat paws induces chronic swelling and a marked decrease in pain threshold. Prostaglandins 3(3), 353-357 (1973).

    2. Jackson, G.M., Sharp, H.T., and Varner, M.W. Cervical ripening before induction of labor: A randomized trial of prostaglandin E2 gel versus low-dose oxytocin. Am. J. Obstet. Gynecol. 171(4), 1092-1096 (1994).

    3. Robert, A., Schultz, J.R., Nezamis, J.E., et alGastric antisecretory and antiulcer properties of PGE2, 15-methyl PGE2, and 16,16-dimethyl PGE2. Intravenous, oral and intrajejunal administration. Gastroenterology 70(3), 359-370 (1976).

    4. Arvind, P., Papavassiliou, E.D., Tsioulias, G.J., et alProstaglandin E2 down-regulates the expression of HLA-DR antigen in human colon adenocarcinoma cell lines. Biochemistry 34(16), 5604-5609 (1995).

    5. Coleman, R.A., Smith, W.L., and Narumiya, S. International Union of Pharmacology classification of prostanoid receptors: Properties, distribution, and structure of the receptors and their subtypes. Pharmacol. Rev. 46(2), 205-229 (1994).