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15-keto Prostaglandin E2

Names

[ CAS No. ]:
26441-05-4

[ Name ]:
15-keto Prostaglandin E2

[Synonym ]:
Prosta-5,13-dien-1-oic acid, 11-hydroxy-9,15-dioxo-, (5Z,11α,13E)-
15-KetoPGE2
15-keto-prostaglandin E2
9,15-DIOXO-11ALPHA-HYDROXY-PROSTA-5Z,13E-DIEN-1-OIC ACID
15-Oxoprostaglandin E2
(5Z,11α,13E)-11-Hydroxy-9,15-dioxoprosta-5,13-dien-1-oic acid
15-KETO PROSTAGLANDIN E2
15-keto Prostaglandin E2 Lipid Maps MS Standard

Biological Activity

[Description]:

15-keto-Prostaglandin E2 is an endogenous metabolite. 15-keto-Prostaglandin E2 inhibits STAT3 activation by binding to its Cys259 residue. 15-keto-Prostaglandin E2 can bind and stabilize EP2 and EP4 receptor. 15-keto-Prostaglandin E2 inhibits breast cancer cell growth and progression. 15-keto-Prostaglandin E2 activates PPAR-γ and promotes fungal growth[1][2][3].

[Related Catalog]:

Signaling Pathways >> Stem Cell/Wnt >> STAT
Research Areas >> Cancer
Signaling Pathways >> JAK/STAT Signaling >> STAT
Signaling Pathways >> GPCR/G Protein >> Prostaglandin Receptor
Signaling Pathways >> Cell Cycle/DNA Damage >> PPAR

[References]

[1]. Lee EJ, et al. 15-Keto prostaglandin E2 suppresses STAT3 signaling and inhibits breast cancer cell growth and progression. Redox Biol. 2019 May;23:101175.  

[2]. Kourpa A, et al. 15-keto-Prostaglandin E2 exhibits bioactive role by modulating glomerular cytoarchitecture through EP2/EP4 receptors. Life Sci. 2022 Dec 1;310:121114.  

[3]. Evans RJ, et al. 15-keto-prostaglandin E2 activates host peroxisome proliferator-activated receptor gamma (PPAR-γ) to promote Cryptococcus neoformans growth during infection. PLoS Pathog. 2019 Mar 28;15(3):e1007597.  

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
534.4±50.0 °C at 760 mmHg

[ Molecular Formula ]:
C20H30O5

[ Molecular Weight ]:
350.45

[ Flash Point ]:
291.1±26.6 °C

[ Exact Mass ]:
350.209320

[ PSA ]:
91.67000

[ LogP ]:
1.74

[ Vapour Pressure ]:
0.0±3.2 mmHg at 25°C

[ Index of Refraction ]:
1.552

Related Compounds