A potent PGE2 analog
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9-deoxy-9-methylene-16,16-dimethyl Prostaglandin E2

Item No. 14420

Technical Information
Formal Name
11α,15R-dihydroxy-16,16-dimethyl-9-methylene-prosta-5Z,13E-dien-1-oic acid
CAS Number
61263-35-2
Synonyms
  • Meteneprost
  • 9-deoxy-9-methylene-16,16-dimethyl PGE2
Molecular Formula
C23H38O4
Formula Weight
Purity
≥98%
A 5 mg/ml solution in methyl acetate
DMF: >100 mg/mlDMSO: >100 mg/mlEthanol: >100 mg/mlPBS (pH 7.2): >5 mg/ml
SMILES
CCCCC(C)(C)[C@H](O)/C=C/[C@@H]1[C@@H](C/C=C\CCCC(O)=O)C(C[C@H]1O)=C
InChi Code
InChI=1S/C23H38O4/c1-5-6-15-23(3,4)21(25)14-13-19-18(17(2)16-20(19)24)11-9-7-8-10-12-22(26)27/h7,9,13-14,18-21,24-25H,2,5-6,8,10-12,15-16H2,1,3-4H3,(H,26,27)/b9-7-,14-13+/t18-,19+,20+,21+/m0/s1
InChi Key
WMLGLMGSFIXSGO-KTXJXPLISA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    9-deoxy-9-methylene-16,16-dimethyl Prostaglandin E2 (Meteneprost) is a potent analog of prostaglandin E2 (PGE2; Item No. 14010) with an extended half-life in vivo. In combination with various other prostaglandin derivatives, it results in the termination of first trimester pregnancy in monkeys. A single intramuscular injection containing 0.5 mg of meteneprost and 7.5 mg of 17-phenyl trinor PGF is very effective in terminating early pregnancy.1 This prostaglandin mixture is ineffective on monkeys in their third trimester of pregnancy.1 Meteneprost, when compared to PGE2 and PGF, in monkey and rat, does not result in unwanted side effects such as fever or gastrointestinal problems.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wilks, J.W. Pregnancy interception with a combination of prostaglandins: Studies in monkeys. Science 221(4618), 1407-1409 (1983).

    2. Bundy, G.L., Kimball, F.A., Robert, A., et alSynthesis and biological activity of 9-deoxo-9-methylene and related prostaglandins. Adv. Prostaglandin Thromboxane Res. 6, 355-363 (1980).