3-Indoleacrylic acid
3-Indoleacrylic acid (CAS No.: 1204-06-4) is an indole-derived metabolite of tryptophan produced by anaerobic bacteria such as Peptostreptococcus species and is widely utilized as a functional probe in studies of microbial metabolism, host–microbe interactions, and aquatic biology. This compound exhibits pronounced antialgal activity, mechanistically characterized by the induction of intracellular reactive oxygen species and the concomitant suppression of nutrient assimilation pathways, including the downregulation of key photosynthesis- and electron transport-associated genes such as ribulose-1,5-bisphosphate carboxylase/oxygenase II and cytochrome f in marine phytoplankton models. Through these effects, it serves as a valuable tool for investigating oxidative stress responses, photosynthetic regulation, and metabolic gene expression in aquatic organisms. In parallel, 3-indoleacrylic acid has been reported to modulate epithelial barrier integrity and immune cell signaling in vitro, supporting its relevance in studies of mucosal biology and inflammation-related pathways without implying clinical application. Its biological activities are typically observed in the low micromolar to higher concentration ranges depending on the experimental system, and it is commonly employed in cell-based assays, microbial co-culture models, and aquatic organism studies to dissect redox-dependent signaling mechanisms and metabolic regulation.
| Physical Appearance | A solid |
| Storage | -20°C |
| M.Wt | 187.19 |
| Cas No. | 1204-06-4 |
| Formula | C11H9NO2 |
| Solubility | insoluble in H2O; ≥18.7 mg/mL in DMSO |
| Chemical Name | (E)-3-(1H-indol-3-yl)acrylic acid |
| Canonical SMILES | O=C(O)/C=C/C1=CNC2=C1C=CC=C2 |
| 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. |







