Abstract: The aim of this study was to analyze the changes in myelination of the brain on ageing under normal and pathological conditions. The human brain is an embodiment of a huge number of subsystems that interact spatially and/or temporally with stochastical attributes which are viewed in terms of its anatomical and physio/neurological activities in spatial and temporal domains. The physical and functional aspects of the brain complex significantly changes with age. Specifically, the cerebral white matter undergoes degenerative changes in its physical and functional stochastic with aging process. In this study a method has been indicated, using parameters of structural morphology observed in the CWM (and measured via Diffusion Tensor Magnetic Resonance Imaging, (DTMRI)) using statistical technique and relating such parametric attributes to ageing via. an Artificial Neural Network (ANN). Clinical DTMRI data from subjects of different age groups under normal and neurological pathology is used to study the efficacy in the ANN predictions on the aging process. The obtained results suggest the morphological changes in CWM on normal ageing and also its changes on specific conditions like infarct and HIV+. The proposed method could be useful for the physician in understanding the micro-structural changes in CWM and hence reasons for cognitive impairment specifically among neurologically affected subjects.