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The antioxidant activity was assessed using four different techniques. The structure\u2013activity relationship was studied through three primary mechanisms, namely, hydrogen atom transfer (HAT), sequential proton loss electron transfer (SPLET), and SET\u2013PT, using BDE(E0), energy decomposition scheme (ETS)\u2010natural orbitals for chemical valence (NOCV), and BDE. Atoms in molecules (AIM) and key thermodynamic parameters were calculated using DFT. Moreover, the anti\u2010inflammatory potential was evaluated by its ability to inhibit ovalbumin denaturation, along with molecular docking against tumor necrosis factor\u2010alpha (TNF\u2010\u03b1), MAP kinase, cyclooxygenase\u20101 (COX\u20101), and COX\u20102 targets. The molecule demonstrated high antioxidant activity in ferric thiocyanate test (FTC) (82.74%), reducing power (RP) (\n                    <jats:italic>A<\/jats:italic>\n                    <jats:sub>0.5<\/jats:sub>\n                    \u00a0=\u00a015.9\u00a0\u00b5g\/mL), total antioxidant capacity (TAC) (25.88\u00a0\u00b5g EAA\/mg), and cupric reducing antioxidant capacity (CUPRAC) assays (\n                    <jats:italic>A<\/jats:italic>\n                    <jats:sub>0.5<\/jats:sub>\n                    \u00a0=\u00a00.51\u00a0\u00b5g\/mL). This correlation is consistent with theoretical predictions; the HAT mechanism was predominant in nonpolar environments, whereas SPLET was favored in polar solvents. Additionally, Compound (\n                    <jats:bold>1<\/jats:bold>\n                    ) demonstrated a moderate anti\u2010inflammatory effect (34.82% at 1\u00a0mg\/mL) compared to diclofenac (99.42% at 1\u00a0mg\/mL) and has a consistent ability to dock into the binding sites of all selected inflammatory targets, with high binding affinities (\u22127.2 to \u22128.6\u00a0kcal\/mol). Furthermore, the predicted physicochemical and drug\u2010like properties of Compound (\n                    <jats:bold>1<\/jats:bold>\n                    ) showed a favorable absorption, distribution, metabolism, excretion, and toxicity (ADMET) profile with acceptable oral bioavailability. Thus, phloracetophenone 4\u2010\n                    <jats:italic>O<\/jats:italic>\n                    \u2010\u03b2\u2010\n                    <jats:sc>d<\/jats:sc>\n                    \u2010glucopyranoside could constitute a promising and safe therapeutic agent.\n                  <\/jats:p>","DOI":"10.1002\/cbdv.202502772","type":"journal-article","created":{"date-parts":[[2025,12,15]],"date-time":"2025-12-15T17:45:17Z","timestamp":1765820717000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Multi\u2010Target Anti\u2010Inflammatory and Antioxidant Potential of Phloracetophenone 4\u2010\n                    <i>O<\/i>\n                    \u2010\u03b2\u2010\n                    <scp>d<\/scp>\n                    \u2010Glucopyranoside: Experimental Validation and Computational Mechanistic Insights"],"prefix":"10.1002","volume":"23","author":[{"given":"Soumia","family":"Mouffouk","sequence":"first","affiliation":[{"name":"Laboratory of Chemistry and Environmental Chemistry (LCCE), Department of Chemistry, Faculty of Matter Sciences University of Batna 1  Batna Algeria"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Chaima","family":"Mouffouk","sequence":"additional","affiliation":[{"name":"Laboratory of Chemistry and Environmental Chemistry (LCCE), Department of Chemistry, Faculty of Matter Sciences University of Batna 1  Batna Algeria"},{"name":"Department of Pharmacy, Faculty of Medicine University of Batna 2  Batna Algeria"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Abd Elbasset","family":"Tamersit","sequence":"additional","affiliation":[{"name":"Laboratory of Chemistry and Environmental Chemistry (LCCE), Department of Chemistry, Faculty of Matter Sciences University of Batna 1  Batna Algeria"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Salima","family":"Hamadouche","sequence":"additional","affiliation":[{"name":"Common Core Department, Faculty of Natural and Life Sciences University of Batna 2  Batna Algeria"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7979-5007","authenticated-orcid":false,"given":"Hamada","family":"Haba","sequence":"additional","affiliation":[{"name":"Laboratory of Chemistry and Environmental Chemistry (LCCE), Department of Chemistry, Faculty of Matter Sciences University of Batna 1  Batna Algeria"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2025,12,15]]},"reference":[{"key":"e_1_2_9_2_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.freeradbiomed.2010.01.006"},{"key":"e_1_2_9_3_1","doi-asserted-by":"publisher","DOI":"10.3166\/phyto\u20102021\u20100294"},{"key":"e_1_2_9_4_1","doi-asserted-by":"publisher","DOI":"10.1016\/B978-0-12-813278-4.00012-9"},{"key":"e_1_2_9_5_1","doi-asserted-by":"publisher","DOI":"10.3390\/molecules28041731"},{"key":"e_1_2_9_6_1","doi-asserted-by":"publisher","DOI":"10.2174\/9789815039566122010010"},{"key":"e_1_2_9_7_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.molstruc.2020.129496"},{"key":"e_1_2_9_8_1","doi-asserted-by":"publisher","DOI":"10.1007\/s11094\u2010019\u201002086\u2010w"},{"key":"e_1_2_9_9_1","doi-asserted-by":"publisher","DOI":"10.1007\/s10068\u2010024\u201001605\u20100"},{"key":"e_1_2_9_10_1","doi-asserted-by":"publisher","DOI":"10.1177\/0748233793009001\u2010209"},{"key":"e_1_2_9_11_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.foodchem.2014.03.038"},{"key":"e_1_2_9_12_1","doi-asserted-by":"publisher","DOI":"10.1007\/s00044\u2010014\u20101138\u20102"},{"key":"e_1_2_9_13_1","doi-asserted-by":"publisher","DOI":"10.1021\/jp037247d"},{"key":"e_1_2_9_14_1","doi-asserted-by":"publisher","DOI":"10.3390\/molecules25133088"},{"key":"e_1_2_9_15_1","first-page":"2763","article-title":"3, 5\u2010Di\u2010C\u2010\u03b2\u2010D\u2010Glucopyranosyl Phloroacetophenone, a Major Component of Melicope ptelefolia, Suppresses Fibroblast Activation and Alleviates Arthritis in a Mouse Model: Potential Therapeutics for Rheumatoid Arthritis","volume":"42","author":"Kim H. 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