8-iso Prostaglandin E1

Cayman Chemical Item Number 13360

8-epi PGE1; 8-iso PGE1; Ovinonic acid (CAS 21003-46-3)

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Description

Isoprostanes are a family of prostanoid molecules of non-cyclooxygenase origin.1 8-iso Prostaglandin E1 (8-iso PGE1) is an isoprostane which is found in human semen at levels of 7 µg/ml.2 It is a pulmonary vasoconstrictor in anesthetized dogs with a potency similar to PGF.3

1. Morrow, J.D., Hill, K.E., Burk, R.F., et al. A series of prostaglandin F2-like compounds are produced in vivo in humans by a non-cyclooxygenase, free radical-catalyzed mechanism. Proc Natl Acad Sci USA 87 9383-9387 (1990).

2. Taylor, P.L. The 8-isoprostaglandins: Evidence for eight compounds in human semen. Prostaglandins 17 259-267 (1979).

3. Nakano, J., and Kessinger, J.M. Effects of 8-isoprostaglandin E1 on the systemic and pulmonary circulations in dogs. Proc Soc Exp Biol Med 133 1314-1317 (1970).

Synonyms
  • 8-epi PGE1
  • 8-iso PGE1
  • Ovinonic acid
Formal Name 9-​oxo-​11α,​15S-​dihydroxy-​(8β)-​prost-​13E-​en-​1-​oic acid
CAS Number 21003-46-3
Molecular Formula C20H34O5
Formula Weight 354.5
Formulation A light yellow crystalline solid
Purity >98%
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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O=C1[C@@H]​(CCCCCCC(O)​=O)​[C@@H]​(/C=C/[C@@H]​(O)​CCCCC)​[C@H]​(O)​C1
InCHI Code
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​1S/C20H34O5/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/h12-13,15-17,19,21,23H,2-11,14H2,1H3,(H,24,25)​/b13-12+/t15-,16-,17+,19+/m0/s1
InCHI Key
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GMVPRGQOIOIIMI-JCPCGATGSA-N

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8-iso Prostaglandin E1 is available in the following screening libraries:

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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Related Products

8-iso Prostaglandin F
Prostaglandin E1
Prostaglandin F

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