rimexolone   Click here for help

GtoPdb Ligand ID: 7099

Synonyms: ORG-6216 | Vexol®
Approved drug Immunopharmacology Ligand
rimexolone is an approved drug (FDA (1994))
Compound class: Metabolite
Comment: Rimexolone is a corticosteroid.
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View more information in the IUPHAR Pharmacology Education Project: rimexolone

2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 2
Topological polar surface area 54.37
Molecular weight 370.25
XLogP 4.17
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

SMILES / InChI / InChIKey
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Canonical SMILES CCC(=O)C1(C)C(C)CC2C1(C)CC(O)C1C2CCC2=CC(=O)C=CC12C
Isomeric SMILES CCC(=O)[C@@]1(C)[C@H](C)C[C@@H]2[C@]1(C)C[C@H](O)[C@H]1[C@H]2CCC2=CC(=O)C=C[C@]12C
InChI InChI=1S/C24H34O3/c1-6-20(27)24(5)14(2)11-18-17-8-7-15-12-16(25)9-10-22(15,3)21(17)19(26)13-23(18,24)4/h9-10,12,14,17-19,21,26H,6-8,11,13H2,1-5H3/t14-,17+,18+,19+,21-,22+,23+,24-/m1/s1
InChI Key QTTRZHGPGKRAFB-OOKHYKNYSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Summary of Clinical Use Click here for help
Used to treat inflammation of the eye.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
As an agonist of the glucocorticoid receptor, rimexolone modulates expression of genes containing the glucocorticoid response element (GRE). Although complex, the response appears to include inhibition of the biosynthesis of pro-inflammatory prostaglandins and leukotrienes. However, we have been unable to find affinity data for this drug to substantiate its MMOA.
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