N6-(Δ2-Isopentenyl)adenosine
N6-(Δ2-Isopentenyl)adenosine (CAS No.: 7724-76-7) is a naturally occurring modified nucleoside belonging to the class of isoprenoid-derived adenosine analogs, widely recognized as a component of cytokinin-related metabolism and as a post-transcriptional modification in specific transfer RNAs that enhances translational fidelity and efficiency. Biogenetically linked to the mevalonate pathway, this compound serves as a precursor to cytokinin biosynthesis in plants, contributing to the formation of bioactive hormones such as isopentenyladenine and its derivatives that regulate cell division, differentiation, and developmental processes. In mammalian systems, N6-(Δ2-Isopentenyl)adenosine has been shown to modulate post-transcriptional regulation, influencing cellular proliferation and apoptosis, and is associated with inhibition of autophagic processes, positioning it as a molecule of interest in oncology research, including studies of melanoma models. Its biological activity is typically observed in the nanomolar to low micromolar range in cell-based assays, although precise potency depends on the experimental context and cellular system. The compound has also been explored in preclinical and clinical research settings related to nausea and surgical site infection, reflecting broader pharmacological potential. In drug discovery and mechanistic studies, it is commonly utilized to investigate RNA modifications, translational control, autophagy pathways, and cytokinin-related signaling, with experimental concentrations or dosing regimens adjusted according to specific study designs in both in vitro and in vivo models.
| Physical Appearance | A solid |
| Storage | -20°C |
| M.Wt | 335.36 |
| Cas No. | 7724-76-7 |
| Formula | C15H21N5O4 |
| Synonyms | 2-iPA; Isopentenyladenosine; N 6 -Isopentenyladenine riboside; N 6 -Isopentenyladenosine; N 6 -(2-Isopentenyl)adenosine; NSC 105546; Riboprine; SQ 22,558 |
| Solubility | insoluble in H2O; ≥41.6 mg/mL in DMSO; ≥8.38 mg/mL in EtOH |
| Chemical Name | (2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-((3-methylbut-2-en-1-yl)amino)-9H-purin-9-yl)tetrahydrofuran-3,4-diol |
| Canonical SMILES | O=C(CCCCCCCCCCCCCCCCCC)OC |
| Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
| General tips | We do not recommend long-term storage for the solution, please use it up soon. |







