{"id":"018180d4-175c-59a4-bc8c-86c3a1e057f4","stable_key":"35ec55a7-323c-5c28-979e-3bdafe9d5769:medium-instability","predicate":"context_dependent_observation","statement":"Anthocyanin structure changes parent stability during DMEM incubation at pH 7.4, 37 C and 5% CO2.","claim_class":"mechanistic","status":"source_derived_draft","evidence_grade":"ungraded","direction":"context_dependent","is_public":true,"mechanism_event_id":"f4902099-2fcc-5c12-9bb7-c490fb9e1925","mechanism_event_label":"Anthocyanin structure changes parent stability during DMEM incubation at pH 7.4, 37 C and 5% CO2.","subject":{"id":"75149db0-02f7-5d32-8c7a-5c111d90d8ee","slug":"cyanidin-3-glucoside","display_name":"Cyanidin 3-O-beta-D-glucopyranoside","entity_type_key":"small_molecule"},"object":{"id":"f18b3815-8abd-51ab-9d5e-7efef9d3c8a0","slug":"anthocyanin-medium-degradation","display_name":"Anthocyanin parent loss during culture-medium incubation","entity_type_key":"cellular_process"},"evidence_count":1,"mechanism_event":{"id":"f4902099-2fcc-5c12-9bb7-c490fb9e1925","stable_key":"35ec55a7-323c-5c28-979e-3bdafe9d5769:medium-instability-event","event_type":"biochemical_relationship","label":"Anthocyanin structure changes parent stability during DMEM incubation at pH 7.4, 37 C and 5% CO2.","description":"**Culture medium changes the exposure.** A ten-compound study in DMEM at 37 °C, pH 7.4 and 5% CO2 found structure-dependent losses: glycosylation and B-ring methylation generally improved stability, while additional B-ring hydroxylation reduced it. Water and DMEM were not interchangeable. A nominal parent-compound dose maintained for hours may become a changing mixture; chemical measurements should accompany the biological assay. A flavylium charge under acidic conditions also does not establish selective mitochondrial delivery in living humans. [Zhang and colleagues, 2018](https://pubmed.ncbi.nlm.nih.gov/30160540/).","status":"provisional","compartment":null,"participants":[{"entity":{"id":"75149db0-02f7-5d32-8c7a-5c111d90d8ee","slug":"cyanidin-3-glucoside","display_name":"Cyanidin 3-O-beta-D-glucopyranoside","entity_type_key":"small_molecule"},"role":"tested factor","stoichiometry":null,"state_label":"as reported","sequence_order":0,"notes":""},{"entity":{"id":"f18b3815-8abd-51ab-9d5e-7efef9d3c8a0","slug":"anthocyanin-medium-degradation","display_name":"Anthocyanin parent loss during culture-medium incubation","entity_type_key":"cellular_process"},"role":"measured outcome","stoichiometry":null,"state_label":"mixed","sequence_order":1,"notes":""}]},"contexts":[{"dimension":"evidence_access","value_text":"Primary indexed abstract reviewed; full methods, figures, exact doses or endpoint-specific species assignments may remain unextracted.","comparator":null,"unit":null,"notes":"","entity":null},{"dimension":"experimental_model","value_text":"Ten-compound chemical stability study in DMEM and water.","comparator":null,"unit":null,"notes":"","entity":null},{"dimension":"interpretation_status","value_text":"Source-derived extraction of a fact-checked reference; access is explicit, not independent raw-data verification.","comparator":null,"unit":null,"notes":"","entity":null},{"dimension":"limitations","value_text":"Relative structural trends; no common plasma half-life or exact intracellular exposure inferred.","comparator":null,"unit":null,"notes":"","entity":null},{"dimension":"plain_language","value_text":"Anthocyanin structure changes parent stability during DMEM incubation at pH 7.4, 37 C and 5% CO2.","comparator":null,"unit":null,"notes":"","entity":null},{"dimension":"primary_references","value_text":"Structure-stability relationship of anthocyanins under cell culture condition. | 2019 | DOI 10.1080/09637486.2018.1506753 | PMID 30160540 | https://pubmed.ncbi.nlm.nih.gov/30160540/ | https://doi.org/10.1080/09637486.2018.1506753","comparator":null,"unit":null,"notes":"","entity":null},{"dimension":"source_locator","value_text":"Reviewed reference lines 13-13; exact primary location described in quoted passage where extracted.","comparator":null,"unit":null,"notes":"","entity":null}],"evidence":[{"id":"b9029449-8330-505d-a582-22ebace4840f","evidence_kind":"source_excerpt","locator":"Lines 13-13","start_line":13,"end_line":13,"excerpt":"**Culture medium changes the exposure.** A ten-compound study in DMEM at 37 °C, pH 7.4 and 5% CO2 found structure-dependent losses: glycosylation and B-ring methylation generally improved stability, while additional B-ring hydroxylation reduced it. Water and DMEM were not interchangeable. A nominal parent-compound dose maintained for hours may become a changing mixture; chemical measurements should accompany the biological assay. A flavylium charge under acidic conditions also does not establish selective mitochondrial delivery in living humans. [Zhang and colleagues, 2018](https://pubmed.ncbi.nlm.nih.gov/30160540/).","model_system":"Ten-compound chemical stability study in DMEM and water.","directness":"reported_statement","verification_status":"source_derived_draft","notes":"Exact excerpt of the retained AI-assisted reviewed reference; primary sources are cited in primary_references and access scope is retained. 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