Paramethasone

Paramethasone
Clinical data
Other names	(6S,8S,9S,10R,11S,13S,14S,16R,17R)-6-fluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one
AHFS/Drugs.com	International Drug Names
ATC code	H02AB05 (WHO) ;
Identifiers
	IUPAC name (6α,11β,16α)-6-fluoro-11,17,21-trihydroxy-16-methylpregna-1,4-diene-3,20-dione;
CAS Number	53-33-8 ;
PubChem CID	5875;
DrugBank	DB01384 ;
ChemSpider	5664 ;
UNII	VFC6ZX3584;
KEGG	C07413 ;
ChEMBL	ChEMBL1579 ;
CompTox Dashboard (EPA)	DTXSID3023421 ;
ECHA InfoCard	100.000.155
Chemical and physical data
Formula	C22H29FO5
Molar mass	392.467 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C\1\C=C/[C@]4(/C(=C/1)[C@@H](F)C[C@@H]2[C@@H]4[C@@H](O)C[C@@]3([C@@](O)(C(=O)CO)[C@@H](C[C@@H]23)C)C)C;
	InChI InChI=1S/C22H29FO5/c1-11-6-14-13-8-16(23)15-7-12(25)4-5-20(15,2)19(13)17(26)9-21(14,3)22(11,28)18(27)10-24/h4-5,7,11,13-14,16-17,19,24,26,28H,6,8-10H2,1-3H3/t11-,13+,14+,16+,17+,19-,20+,21+,22+/m1/s1 ; Key:MKPDWECBUAZOHP-AFYJWTTESA-N ;
	(verify)

Paramethasone is a fluorinated glucocorticoid with anti-inflammatory and immunosuppressant properties.^[1]

References

Wershil BK, Furuta GT, Lavigne JA, Choudhury AR, Wang ZS, Galli SJ (1995). "Dexamethasone and cyclosporin A suppress mast cell-leukocyte cytokine cascades by multiple mechanisms". International Archives of Allergy and Immunology. 107 (1–3): 323–4. doi:10.1159/000237015. PMID 7613160.
Riccardi C, Cifone MG, Migliorati G (December 1999). "Glucocorticoid hormone-induced modulation of gene expression and regulation of T-cell death: role of GITR and GILZ, two dexamethasone-induced genes". Cell Death and Differentiation. 6 (12): 1182–9. doi:10.1038/sj.cdd.4400609. PMID 10637434.
Lavista Llanos S, Roldán A (April 1999). "Effect of dexamethasone on nitric oxide (NO.) production by cultured astrocytes". Biocell. 23 (1): 29–35. PMID 10904533.