Coals and terrigenous sediments with suberinite dominant in organic macerals have been reported to generate certain amount of low mature and high waxy oils. Evolution and mechanism of the generation, however, is not well constrained due to difficult separation and enrichment of the suberinite from geological samples. This issue was addressed in this paper, by using periderm cork tissues of modern angiosperm Quercus Suberus-a bio-precursor of the suberinite-in bacterial degradation and hydrous thermal simulation experiments. It is showed that the suberin has a multi-stage hydrocarbon generation history. Chemical composition, structure and thermal stability heterogeneity of molecules in the suberin is fundamentally responsible for the multi-stage thermal degradation and hydrocarbon generation.