(±)8(9)-EE-14(Z)-E


CAS No. :

(±)8(9)-EE-14(Z)-E,
Product Details
Cat No:R065709
Synonyms:(±)8,9-Epoxyeicosa-14(Z)-enoic Acid
Molecular Formula:C20H36O3
Molecular Weight:324.5
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Cat No:R065709
Product-Name:(±)8(9)-EE-14(Z)-E
InChI:InChI=1S/C20H36O3/c1-2-3-4-5-6-7-8-9-12-15-18-19(23-18)16-13-10-11-14-17-20(21)22/h6-7,18-19H,2-5,8-17H2,1H3,(H,21,22)/b7-6-/t18-,19+/m1/s1
InChIKey:ZJBYWYMWLGWVKS-MGBKSAOESA-N
SMILES:CCCCC/C=CCCCC[C@@H](O1)[C@@H]1CCCCCCC(O)=O
(±)14(15)-EE-8(Z)-E (Item No. 10010486) is a potent vasodilator in bovine coronary arteries. The synthesis of this analog involves the formation of the epoxide at the 14,15-double bond, however, epoxidation can also occur at the 8,9-double bond. (±)8(9)-EE-14(Z)-E is a minor product from the synthesis of (±)14(15)-EE-8(Z)-E. This compound has not been reported in the literature, and its biological activity is not known. It may serve as a tool to verify that the parent compound, (±)14(15)-EE-8(Z)-E, is pure and does not contain the 8,9-epoxy regioisomer.
1.Gauthier, K.M.,Falck, J.R.,Reddy, L.M., et al. 14,15-EET analogs: Characterization of structural requirements for agonist and antagonist activity in bovine coronary arteries. Pharmacological Research 49, 515-524 (2004).
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