Introduction: There is a pressing need for methods to assess the healthfulness of grain foods to promote consumer awareness, evidence-informed industry reformulations, and policy efforts such as guidelines, labeling, and health claims. In this sense, the presence per 10 g of carbohydrate of at least 1 g of fiber (≤10:1-ratio) has been proposed as a pragmatic metric to identify healthier grain products. Objective: To investigate the application of the ≤10:1-ratio to identify healthful grain foods, and its association with cardiometabolic risk factors, to evaluate trends and determinants of this intake, as well as to estimate the potential nutritional impact of strategies to increase the consumption of these foods in São Paulo population. Methods: Data came from the population-based study Health Survey of São Paulo (2003, 2008 and 2015). This is a cross-sectional, population-based study including a probabilistic sample of urban residents in São Paulo. Participants aged 12+ years answered a structured questionnaire, at least one 24-h dietary recall, had blood sample, anthropometric and blood pressure measurements collected. The nutritional value of grain foods meeting the ≤10:1-ratio was compared to grain foods not meeting this criterion using univariate linear regressions with robust variance. The association between the intake of grain foods meeting the ≤10:1ratio and cardiometabolic risk factors was assessed by multivariable linear regression models (First manuscript). The consumption of grain foods meeting the ≤10:1-ratio from 2003 to 2015 was investigated using linear regression models. Determinants of these intakes and prediction of the prevalence of intake for the next years were estimated using multivariable logistic regression models (Second manuscript). We estimated the potential nutritional impact of replacing white rice and white bread with healthful equivalent options in mean change of healthful grain foods, energy and nutrients intake (Third manuscript). Results: Foods meeting the ≤10:1-ratio had lower available carbohydrate (-3.0 g/serving), total sugar (-7.4 g/serving), added sugar (-7.2 g/serving) and saturated fatty acids (-0.7 g/serving), as well as more dietary fiber (+3.5 g/serving), protein (+2.1 g/serving), potassium (+100.1 mg/serving), iron (+0.9 mg/serving), selenium (+4.2 µg/serving), magnesium (+38.7 mg/serving) and zinc (+1.1 mg/serving). Each increase in 1% of energy (E) of these foods was associated with lower levels of blood triacylglycerol (-10.7%), the triacylglycerol/HDL-c ratio (-14.9%), fasting insulin (-13.6%), and HOMA-IR (-14.0%). From 2003 to 2015, a growing trend in the intake of grain foods meeting the ≤10:1-ratio (from 0.9 %E to 1.5%E) was observed. Also, the proportion of the population consuming at least one-grain food meeting the ≤10:1-ratio increased from 8,7% in 2003 to 15,8% in 2015, and 19,9% of the population would be consuming some kind of healthful gain food by 2030. Older individuals (+78%), females (+28%), those with higher education (+137%), and higher family ...