Optoacoustic imaging has great potential for preclinicalr esearch andc linical practice, and designing robust activatable optoacoustic probes for specific diseases is beneficial for its further development. Herein, an activatable probe has been developed for tumor hypoxia imaging. For this probe,i ndole and quinoline were linked on each side of an oxocyclobutenolate core to form an unsymmetrical squaraine. At riarylamine group was incorporated to endow the molecule with the aggregation enhanced emission (AEE) properties. In aqueousm edia, the squaraine chromophore aggregates into the nanoprobe, which specifically responds to nitroreductase andp roduces strong optoacoustics ignals due to its high extinction coefficient, as well as prominent fluorescencee mission as ar esult of its AEE feature. The nanoprobe was used to image tumorm etastasis via the lymphatic system both optoacoustically and fluorescently.M oreover,b oth the fluorescences ignals andt hree-dimensional multispectral optoacoustic tomography signals from the activatedn anoprobe allow us to locatet he tumor site and to map the metastatic route.