ON-013100

• CAT Number: I008408
• CAS Number: 865783-95-5
• Molecular Formula: C19H22O7S
• Molecular Weight: 394.44
• Purity: ≥95%
• Synonyms: ON-013100; ON 013100; ON013100.;(E)-5-(((2,4,6-Trimethoxystyryl)sulfonyl)methyl)-2-methoxyphenol
• Solubility: Soluble in DMSO
• Storage: 0 - 4 °C for short term, or -20 °C for long term
• IUPAC Name: 2-methoxy-5-[[(E)-2-(2,4,6-trimethoxyphenyl)ethenyl]sulfonylmethyl]phenol
• InChI: InChI=1S/C19H22O7S/c1-23-14-10-18(25-3)15(19(11-14)26-4)7-8-27(21,22)12-13-5-6-17(24-2)16(20)9-13/h5-11,20H,12H2,1-4H3/b8-7+
• InChIKey: GHPUSRLWNSTQIK-BQYQJAHWSA-N
• SMILES: COC1=C(C=C(C=C1)CS(=O)(=O)C=CC2=C(C=C(C=C2OC)OC)OC)O

ON-013100（Cat No.:I008408）is a novel small-molecule inhibitor that targets cyclin D1 and disrupts its association with CDK4, leading to the inhibition of cell cycle progression in cancer cells. By preventing the phosphorylation of the retinoblastoma (Rb) protein, ON-013100 induces cell cycle arrest at the G1 phase, halting tumor cell proliferation. It has shown efficacy in preclinical models, particularly in cancers that overexpress cyclin D1, such as certain types of lymphomas and breast cancer. ON-013100 is being studied as a promising therapeutic agent for cancers dependent on dysregulated cell cycle pathways.

Reference

1:J Pharm Biomed Anal. 2013 Mar 5;75:138-44. doi: 10.1016/j.jpba.2012.11.022. Epub 2012 Nov 23. Determination of the glucuronide metabolite of ON 013100, a benzylstyrylsulfone antineoplastic drug, in colon cancer cells using LC/MS/MS.Cho SY,Cosenza SC,Pallela V,Panda G,Reddy MV,Reddy EP,Roboz J, PMID: 23261806 DOI: 10.1016/j.jpba.2012.11.022 Abstract: ON 013100, (E)-2,4,6-trimethoxystyryl-3-hydroxy-4-methoxybenzyl sulfone, is a potent kinase inhibitor whose phosphate form is in Phase I clinical trials in lymphoma and acute lymphoid leukemia. The objectives were to: (a) investigate the possible presence of the glucuronide metabolite of the drug in two representative colon cancer cell lines, a drug resistant (colo-205) and a drug sensitive (colo-320); (b) quantify the glucuronide metabolite and the unchanged drug in the cells after treatment with ON 013100. The glucuronide was synthesized and a selective LC/MS/MS method was developed and validated for the characterization and quantification of the metabolite. The glucuronide metabolite (570.6 Da) was found in the drug-resistant cells upon a 1h incubation with ON 013100 (20 μg/ml). After treatment with the drug, the concentration of the metabolite gradually decreased from 0.84 μg/ml at 0 h through 0.21 μg/ml at 6h to below detection limit of 8.0 ng/ml at 9 h. No glucuronide metabolite was detected in the drug-sensitive cells. The concentrations of intact ON 013100 in the drug-resistant cells gradually decreased from 0.41 μg/ml (0 h) to 0.06 μg/ml (9 h). The corresponding concentrations of the intact drug in the drug-sensitive cells were from 2.88 μg/ml to 0.94 μg/ml.Copyright © 2012 Elsevier B.V. All rights reserved.