A DFT-based reactivity descriptor, the nuclear stiffness, is related to the Raman scattering intensity, which is experimentally accessible. The application of this new relationship obtained within certain approximations has been checked in two different sets of molecules. First, we study a favorable case, where the contribution of the anisotropy to the Raman intensity is zero (symmetric stretching mode in 15 tetrahedral molecules). Second, we consider a "worst" case scenario, where the anisotropy contribution can be expected to be important (stretching mode in 32 diatomic molecules). The numerical results clearly show a relationship between stiffness and Raman intensity reflecting the expected anisotropy influence.