9-deoxy-9-methylene-16,16-dimethyl Prostaglandin E2

Cayman Chemical Item Number 14420

9-deoxy-9-methylene-16,16-dimethyl PGE2; Meteneprost (CAS 61263-35-2)

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Description

Meteneprost is a potent analog of prostaglandin E2 (PGE2) 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

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

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

Synonyms
  • 9-deoxy-9-methylene-16,16-dimethyl PGE2
  • Meteneprost
Formal Name 9-​methylene-​11α,​15R-​dihydroxy-​16,​16-​dimethyl-​prosta-​5Z,​13E-​dien-​1-​oic acid
CAS Number 61263-35-2
Molecular Formula C23H38O4
Formula Weight 378.6
Formulation A solution in methyl acetate
Purity >98%
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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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
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​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
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WMLGLMGSFIXSGO-KTXJXPLISA-N

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9-deoxy-9-methylene-16,16-dimethyl Prostaglandin E2 is available in the following screening library:

Size Price Quantity Subtotal
500 µg $37.00 $0.00
1 mg $70.00 $0.00
5 mg $296.00 $0.00
10 mg $518.00 $0.00
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