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The fatigue life and cutting performance of conical pick is essential for the roadheader machine in the excavation engineering. In rock breaking process, the rock structural conditions has a certain influence on the rock breaking and rock damage with roadheader breaking rock. Established the simulation model of conical pick cutting jointed rock to investigate the influence of the rock joint, rock bedding and confining pressure on the cutting performance and fatigue life of conical pick and rock damage. And the MATLAB is applied to solve the difficulty of rock damage statistical analysis. The research results indicated that the cutting force decreases with the rock joint length increasing, the cutting force increases first and decreases with the rock bedding angle increasing, however, the cutting force decreases first and then increases with the confining pressure increasing. The rock damage has a great relationship with the rock joint, rock bedding and confining pressure. The rock damage increases first and decreases then with the rock joint increasing and the rock bedding angle increasing. However, the influence of confining pressure on rock damage is contrary. Meanwhile, the rock fracture volume is positively correlated with damage value. The research results indicated that the rock structural parameters have an obvious influence on conical pick cutting performance and rock damage. [ABSTRACT FROM AUTHOR]