ChemicalBook--->CAS DataBase List--->327610-87-7

327610-87-7

327610-87-7 Structure

327610-87-7 Structure
IdentificationBack Directory
[Name]

NO-prednisolone
[CAS]

327610-87-7
[Synonyms]

NCX-1015
NO-prednisolone
Pregna-1,4-diene-3,20-dione, 11,17-dihydroxy-21-[[4-[(nitrooxy)methyl]benzoyl]oxy]-, (11β)-
[2-[(8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-10,13-dimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] 4-(nitrooxymethyl)benzoate
[Molecular Formula]

C29H33NO9
[MOL File]

327610-87-7.mol
[Molecular Weight]

539.57
Chemical PropertiesBack Directory
[Boiling point ]

736.2±60.0 °C(Predicted)
[density ]

1.39±0.1 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[solubility ]

Soluble in DMSO
[form ]

Solid
[pka]

12.30±0.70(Predicted)
[color ]

White to yellow
Hazard InformationBack Directory
[Uses]

NO-prednisolone is a nitric oxide (NO)-releasing derivative of Prednisolone. NO-prednisolone potently stimulates IL-10 production in vivo.
[in vivo]

In vivo treatment with NO-prednisolone (NCX-1015) potently stimulates IL-10 production, suggesting that the NO steroid induces a regulatory subset of T cells that negatively modulates intestinal inflammation. The two doses of NO-prednisolone tested, 0.5 and 5 mg/kg/day (equivalent to 0.33 and 3.3 mg/kg/day prednisone, respectively) effectively attenuates the severity of the wasting syndrome, ameliorates the colitis score, and reduces the colonic myeloperoxidase (MPO) activity. NO-prednisolone administration also reduces the colonic mRNA and protein content of tumor necrosis factor-α, IL-12, and IFN-γ. NO-prednisolone also reduces the expression of inducible NO synthase and cyclooxygenase-2 but in contrast does not inhibit colonic expression of IL-10 mRNA or protein. In fact, IL-10 expression is enhanced in mice treated with NO-prednisolone[1].

[IC 50]

IL-10
[References]

[1] Fiorucci S, et al. NCX-1015, a nitric-oxide derivative of prednisolone, enhances regulatory T cells in the lamina propria and protects against 2,4,6-trinitrobenzene sulfonic acid-induced colitis in mice. Proc Natl Acad Sci U S A. 2002 Nov 26;99(24):15770-5. DOI:10.1073/pnas.232583599
[2] Paul-Clark M, et al. 21-NO-prednisolone is a novel nitric oxide-releasing derivative of prednisolone with enhanced anti-inflammatory properties. Br J Pharmacol. 2000 Dec;131(7):1345-54. DOI:10.1038/sj.bjp.0703704
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