SML0573

Ro 41-5253

≥98% (HPLC)

• Synonym(s): 4-(2-(7-(Heptyloxy)-3,4-dihydro-4,4-dimethyl-2H-1-benzothiopyran-6-yl)-1-propenyl)-Benzoic acid, S,S-dioxide, 4-[(1E)-2-[7-(Heptyloxy)-3,4-dihydro-4,4-dimethyl-1,1-dioxido-2H-1-benzothiopyran-6-yl]-1-propen-1-yl]-benzoic acid, 4-[2-(7-Heptoxy-4,4-dimethyl-1,1-dioxo-2,3-dihydrothiochromen-6-yl)prop-1-enyl]benzoic acid, GR110, LG-629, RO 415253, Ro41-5253
• Empirical Formula (Hill Notation): C₂₈H₃₆O₅S
• CAS Number: 144092-31-9
• Molecular Weight: 484.65
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Quality Level: 100
• Assay: ≥98% (HPLC)
• form: powder
• color: white to beige
• solubility: DMSO: 20 mg/mL, clear
• storage temp.: −20°C
• SMILES string: [S]1(=O)(=O)CCC(c2c1cc(c(c2)\C(=C\c3ccc(cc3)C(=O)O)\C)OCCCCCCC)(C)C
• InChI: 1S/C28H36O5S/c1-5-6-7-8-9-15-33-25-19-26-24(28(3,4)14-16-34(26,31)32)18-23(25)20(2)17-21-10-12-22(13-11-21)27(29)30/h10-13,17-19H,5-9,14-16H2,1-4H3,(H,29,30)/b20-17+
• InChI key: JEIWQRITHXYGIF-LVZFUZTISA-N

Description

Application

Ro 41-5253 has been used as a retinoic acid receptor-α (RAR-α) antagonist to study its effect on hepatitis B virus (HBV) infection.

Biochem/physiol Actions

Ro 41-5253 ( GR110) is a potent (IC₅₀ = 16 nM) and selective retinoic acid receptor-α (RARα) antagonist, with some recently discovered activity as a PPARγ agonist at 50-fold higher concentrations (EC₅₀ = 810 nM). Ro 41-5253 inhibited differentiation and prevented the loss of human HSCs that otherwise occurs in short-term culture.

Ro 41-5253 is a member of an interesting class of retinoids with anti-proliferative properties. It can repress the activity of retinoic acid receptor-α (RAR-α) in rat embryonic gonad culture. Ro 41-5253 can decrease the expression stimulated by the retinoic acid gene 8 (STRA8) gene. It can prevent multiplication and stimulate apoptosis in breast cancer cell lines.

Features and Benefits

This compound is featured on the Nuclear Receptors (Non-Steroids) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable