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CAS 38315-44-5

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16-Phenyl-17,18,19,20-tetranorprostaglandin E2

Description:
16-Phenyl-17,18,19,20-tetranorprostaglandin E2, identified by its CAS number 38315-44-5, is a synthetic derivative of prostaglandin E2 (PGE2), which is a bioactive lipid involved in various physiological processes. This compound features a phenyl group substitution at the 16-position and lacks the typical five-membered ring structure found in natural prostaglandins, as indicated by the "tetranor" designation. Its structural modifications contribute to altered biological activity and receptor interactions compared to its parent compound. The compound is primarily studied for its potential therapeutic applications, particularly in the fields of inflammation and reproductive biology, where prostaglandins play crucial roles. Additionally, its unique structure allows for the exploration of its pharmacological properties, including effects on smooth muscle contraction and modulation of immune responses. As with many prostaglandin analogs, understanding its mechanism of action and biological effects is essential for evaluating its potential in clinical settings.
Formula:C22H28O5
InChI:InChI=1S/C22H28O5/c23-17(14-16-8-4-3-5-9-16)12-13-19-18(20(24)15-21(19)25)10-6-1-2-7-11-22(26)27/h1,3-6,8-9,12-13,17-19,21,23,25H,2,7,10-11,14-15H2,(H,26,27)/b6-1-,13-12+/t17-,18-,19-,21-/m1/s1
InChI key:InChIKey=DXWJXQSQVUJRNS-YYWARMNLSA-N
SMILES:C(/C=C\CCCC(O)=O)[C@@H]1[C@@H](/C=C/[C@H](CC2=CC=CC=C2)O)[C@H](O)CC1=O
Synonyms:
  • (5Z)-7-[(1R,2R,3R)-3-Hydroxy-2-[(1E,3S)-3-hydroxy-4-phenyl-1-buten-1-yl]-5-oxocyclopentyl]-5-heptenoic acid
  • 16-Phenyl-17,18,19,20-tetranorprostaglandin E2
  • 5-Heptenoic acid, 7-[3-hydroxy-2-(3-hydroxy-4-phenyl-1-butenyl)-5-oxocyclopentyl]-, [1R-[1α(Z),2β(1E,3S*),3α]]-
  • 5-Heptenoic acid, 7-[(1R,2R,3R)-3-hydroxy-2-[(1E,3S)-3-hydroxy-4-phenyl-1-buten-1-yl]-5-oxocyclopentyl]-, (5Z)-
  • 9-OXO-11ALPHA-15S-DIHYDROXY-16-PHENYL-17,18,19,20-TETRANOR-PROSTA-5Z,13E-DIEN-1-OIC ACID
  • 16-PHENYL TETRANOR PROSTAGLANDIN E2
  • DXWJXQSQVUJRNS-YYWARMNLSA-N
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