During their service life, due to external loading (mechanical and/or thermal, environmental, etc.), concrete structures may undergo cracking in a diffuse manner (microcracking) and/or localized cracking (macrocracking). Those degradations may directly affect the durability of the structure. Structural permeability is even a service criterion for structures with a tightness role such as confinement vessels of nuclear power plant. Therefore, the estimation/prediction of the evolution of transfer properties in such a cracked structure based on numerical modelling is a key issue for structural durability analysis. However, estimation of the transfer property evolution of cracked structures is not possible before understanding the physics behind the means of experiments performed at the material scale. Three different regimes of radial permeability evolution are seen during a compression test applied on hollow concrete cylinders [1]. A first regime exhibiting a slight permeability increase due to the presence of microcracks spreads out in the material [2]. In this diffuse regime, coupling between permeability and microcracking modelled by a damage variable