CAS 363-23-5

13,14-Dihydro-15-keto-PGE2

Description:

13,14-Dihydro-15-keto-PGE2, with the CAS number 363-23-5, is a prostaglandin derivative that plays a role in various physiological processes. This compound is characterized by its structural modifications, including the reduction of the double bond between carbons 13 and 14 and the presence of a keto group at carbon 15. These modifications influence its biological activity and receptor interactions. Prostaglandins, including this specific derivative, are known for their involvement in inflammation, pain modulation, and regulation of various bodily functions such as blood flow and smooth muscle contraction. 13,14-Dihydro-15-keto-PGE2 is typically studied in the context of its pharmacological effects and potential therapeutic applications. Its stability, solubility, and reactivity can vary based on environmental conditions, making it important to handle this compound with care in laboratory settings. Overall, this substance is significant in biochemistry and pharmacology, contributing to our understanding of prostaglandin biology and its implications in health and disease.

Formula: C₂₀H₃₂O₅

InChI: InChI=1S/C20H32O5/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/h4,7,16-17,19,23H,2-3,5-6,8-14H2,1H3,(H,24,25)/b7-4-/t16-,17-,19-/m1/s1

InChI key: InChIKey=CUJMXIQZWPZMNQ-XYYGWQPLSA-N

SMILES: C(/C=C\CCCC(O)=O)[C@@H]1[C@@H](CCC(CCCCC)=O)[C@H](O)CC1=O

Synonyms:

• (5Z,11alpha)-11-hydroxy-9,15-dioxoprost-5-en-1-oic acid
• (5Z,11α)-11-Hydroxy-9,15-dioxoprost-5-en-1-oic acid
• 11-Hydroxy-9,15-Dioxoprost-5-En-1-Oic Acid
• 11α-Hydroxy-9,15-diketoprost-5-enoic acid
• 11α-Hydroxy-9,15-dioxoprost-5-enoic acid
• 13,14-Dihydro-15-dehydro-PGE₂
• 13,14-Dihydro-15-keto-PGE2
• 13,14-Dihydro-15-keto-PGE₂
• 13,14-Dihydro-15-keto-PGE₂(I)
• 13,14-Dihydro-15-ketoprostaglandin E₂
• 13,14-Dihydro-15-oxo-PGE₂
• 13,14-Dihydro-15-oxoprostaglandin E₂
• 15-Keto-13,14-dihydro-PGE2
• 15-Keto-13,14-dihydroprostaglandin E2
• 15-Oxo-13,14-dihydro-PGE₂
• 15-Oxo-13,14-dihydroprostaglandin E₂
• 5-Heptenoic acid, 7-[3-hydroxy-5-oxo-2-(3-oxooctyl)cyclopentyl]-
• DKE₂
• DhkPGE₂
• Kh(2)Pge(2)
• Pgem
• Prost-5-en-1-oic acid, 11-hydroxy-9,15-dioxo-, (5Z,11alpha)-
• Prost-5-en-1-oic acid, 11-hydroxy-9,15-dioxo-, (5Z,11α)-
• Prostaglandin EM

13,14-Dihydro-15-ketoPGE2

Controlled Product

CAS: 363-23-5

Formula: C₂₀H₃₂O₅

Color and Shape: Neat

Molecular weight: 352.465

Ref: TR-D303025

13,14-dihydro-15-keto Prostaglandin E2

CAS: 363-23-5

13,14-dihydro-15-keto Prostaglandin E2 (13,14-dihydro-15-keto PGE2) serves as the predominant metabolite of PGE2 in plasma, created through a 15-keto PGE2 intermediate by the action of 15-oxo-PG Δ13 reductase. Unlike its precursor PGE2, this compound exhibits poor binding affinity towards EP2 and EP4 PGE2 receptors (Ki values of 12 and 57 µM, respectively) in CHO cells and fails to stimulate adenylate cyclase activity therein (EC50s >18 and >38 µM, respectively). Concentrations of 13,14-dihydro-15-keto PGE2 are notably higher in the plasma of pregnant women during their third trimester and at labor and delivery stages, whereas its levels are found to be reduced in the tumor tissues of patients with non-small cell lung cancer (NSCLC) compared to adjacent healthy tissue.

Formula: C₂₀H₃₂O₅

Color and Shape: Solid

Molecular weight: 352.5

Ref: TM-T84586