Large language models generate text through probabilistic sampling from high-dimensional distributions, yet how this process reshapes the structural statistical organization of language remains incompletely characterized. Here we show that lossless compression provides a simple, model-agnostic measure of statistical regularity that differentiates generative regimes directly from surface text. We analyze compression behavior across three progressively more complex information ecosystems: controlled human-LLM continuations, generative mediation of a knowledge infrastructure (Wikipedia vs. Grokipedia), and fully synthetic social interaction environments (Moltbook vs. Reddit). Across settings, compression reveals a persistent structural signature of probabilistic generation. In controlled and mediated contexts, LLM-produced language exhibits higher structural regularity and compressibility than human-written text, consistent with a concentration of output within highly recurrent statistical patterns. However, this signature shows scale dependence: in fragmented interaction environments the separation attenuates, suggesting a fundamental limit to surface-level distinguishability at small scales. This compressibility-based separation emerges consistently across models, tasks, and domains and can be observed directly from surface text without relying on model internals or semantic evaluation. Overall, our findings introduce a simple and robust framework for quantifying how generative systems reshape textual production, offering a structural perspective on the evolving complexity of communication.