Verse 9 of Surah Al-Isra, describing the Quran with the superlative adjective "Aqwam" (most upright/stable), serves as a pivotal proposition in defining the Quran's guiding role, sparking diverse interpretations over time. The primary problem of this research is to analyze how the semantic implication of this concept has evolved throughout the history of exegesis, shifting from individualistic to structural connotations. Using "qualitative content analysis" and "comparative typology," this study examines exegetical data from the 2nd to the 15th century AH. The findings reveal three macro-paradigms in interpreting this verse: 1) The "Abstract Theological" paradigm (Classical), interpreting "Aqwam" as doctrinal correctness and otherworldly reward; 2) The "Narrative-Esoteric" paradigm, which embodies guidance in the institution of "Wilayah and Imamah"; and 3) The "Civilizational System-Building" paradigm (Contemporary), emerging as a response to the challenges of modernity. The results indicate that in the third approach, social exegetes, moving beyond reductionist views, have extended the concept of "Aqwam" to the realms of "political management," "economic justice," "scientific rationality," and "international law." This discursive shift elevates the Quran from a purely devotional text to a "civilization-building constitution," claiming to offer a superior model of governance and anti-arrogance resistance against human-made ideologies.