{"id":"17fb3087-dfc6-513a-8a0a-8175da24bc11","stable_key":"31b1baa4-4113-5541-b9e7-fe44a5253a07:acid-base","predicate":"has_conjugate_base","statement":"Shikimate is the carboxylate conjugate base of shikimic acid, with the same stereochemical scaffold.","claim_class":"identity","status":"source_derived_draft","evidence_grade":"ungraded","direction":"neutral","is_public":true,"mechanism_event_id":"0668c30e-bb05-5b60-908e-771289288e28","mechanism_event_label":"Shikimate is the carboxylate conjugate base of shikimic acid, with the same stereochemical scaffold.","subject":{"id":"67ad4a8f-1bf6-59e5-90a6-97b7709024d3","slug":"shikimic-acid","display_name":"Shikimic acid","entity_type_key":"small_molecule"},"object":{"id":"fe7a4dc3-4f06-586b-9457-2dd949e2fa36","slug":"shikimate","display_name":"Shikimate anion","entity_type_key":"small_molecule"},"evidence_count":1,"mechanism_event":{"id":"0668c30e-bb05-5b60-908e-771289288e28","stable_key":"31b1baa4-4113-5541-b9e7-fe44a5253a07:acid-base-event","event_type":"acid_base_identity","label":"Shikimate is the carboxylate conjugate base of shikimic acid, with the same stereochemical scaffold.","description":"**One chemical scaffold, two protonation states.** Shikimic acid is (3R,4S,5R)-3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid, C7H10O5, molecular mass 174.15 g/mol. Its ring is not aromatic, so calling it a phenolic compound is chemically misleading even when a paper does so. Shikimate is its carboxylate conjugate base (C7H9O5−); charge is meaningful, but these must remain connected identities. Neither is oseltamivir, anisatin, triacetylshikimic acid or 3,4-O-isopropylidene shikimic acid. Plants and many microorganisms use the biosynthetic pathway; humans have no complete endogenous shikimate pathway. Absence of that pathway does not mean an ingested molecule cannot be absorbed or metabolized by the host–microbiome system. [PubChem shikimic acid CID 8742 and shikimate CID 7057976](https://pubchem.ncbi.nlm.nih.gov/compound/8742) [The metabolism of shikimate in the rat.](https://pubmed.ncbi.nlm.nih.gov/637841/)","status":"provisional","compartment":null,"participants":[{"entity":{"id":"67ad4a8f-1bf6-59e5-90a6-97b7709024d3","slug":"shikimic-acid","display_name":"Shikimic acid","entity_type_key":"small_molecule"},"role":"tested factor","stoichiometry":null,"state_label":"as reported","sequence_order":0,"notes":""},{"entity":{"id":"fe7a4dc3-4f06-586b-9457-2dd949e2fa36","slug":"shikimate","display_name":"Shikimate anion","entity_type_key":"small_molecule"},"role":"measured outcome","stoichiometry":null,"state_label":"not_reported","sequence_order":1,"notes":""}]},"contexts":[{"dimension":"evidence_access","value_text":"Authoritative chemical identity/property records, PUG REST properties retrieved; not a biological experiment.\nPrimary indexed abstract reviewed; full results, tables and supplements not independently extracted.","comparator":null,"unit":null,"notes":"","entity":null},{"dimension":"experimental_model","value_text":"Chemical identity records; acid-base relation rather than a therapeutic effect.","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":"Interpret only within the recorded preparation, exposure and comparator. The complete source passage retains qualifications; unspecified doses/timing have not been extracted here. No clinical efficacy, nutrient deficiency or unique molecular mediation is inferred.","comparator":null,"unit":null,"notes":"","entity":null},{"dimension":"plain_language","value_text":"Shikimate is the carboxylate conjugate base of shikimic acid, with the same stereochemical scaffold.","comparator":null,"unit":null,"notes":"","entity":null},{"dimension":"primary_references","value_text":"PubChem shikimic acid CID 8742 and shikimate CID 7057976 | 2026 | https://pubchem.ncbi.nlm.nih.gov/compound/8742 | https://pubchem.ncbi.nlm.nih.gov/compound/7057976","comparator":null,"unit":null,"notes":"","entity":null},{"dimension":"primary_references","value_text":"The metabolism of shikimate in the rat. | 1978 | DOI 10.1042/bj1700257 | PMID 637841 | https://pubmed.ncbi.nlm.nih.gov/637841/ | https://doi.org/10.1042/bj1700257 | https://pmc.ncbi.nlm.nih.gov/articles/PMC1183892/","comparator":null,"unit":null,"notes":"","entity":null},{"dimension":"source_locator","value_text":"Reviewed reference lines 5-5; exact primary location described in quoted passage where extracted.","comparator":null,"unit":null,"notes":"","entity":null}],"evidence":[{"id":"9a32ddb8-6df8-5572-b5ba-68ebfc7576c9","evidence_kind":"source_excerpt","locator":"Lines 5-5","start_line":5,"end_line":5,"excerpt":"**One chemical scaffold, two protonation states.** Shikimic acid is (3R,4S,5R)-3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid, C7H10O5, molecular mass 174.15 g/mol. Its ring is not aromatic, so calling it a phenolic compound is chemically misleading even when a paper does so. Shikimate is its carboxylate conjugate base (C7H9O5−); charge is meaningful, but these must remain connected identities. Neither is oseltamivir, anisatin, triacetylshikimic acid or 3,4-O-isopropylidene shikimic acid. Plants and many microorganisms use the biosynthetic pathway; humans have no complete endogenous shikimate pathway. Absence of that pathway does not mean an ingested molecule cannot be absorbed or metabolized by the host–microbiome system. [PubChem shikimic acid CID 8742 and shikimate CID 7057976](https://pubchem.ncbi.nlm.nih.gov/compound/8742) [The metabolism of shikimate in the rat.](https://pubmed.ncbi.nlm.nih.gov/637841/)","model_system":"Chemical identity records; acid-base relation rather than a therapeutic effect.","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. Not a verbatim quotation from a primary paper.","relationship":"supports","weight":1.0,"link_notes":"","source":{"id":"e6ae59de-0369-5c2f-8262-57d91302671c","stable_key":"import-31b1baa4-4113-5541-b9e7-fe44a5253a07","title":"Shikimic acid: detailed mechanisms of action (reviewed 5 October 2026)","document_type":"imported_text","citation_label":"Original AI-assisted review of primary studies and, where relevant, official regulatory records. Access level is retained per claim. Corrections, null results and unresolved questions remain explicit. Not publisher full text or independent replication.","file_path":"","sha256":"95b1f9e9577661312d67f36e156d2e49326b207f296c1c0e801a5b007fd8e283","revision_id":"cd3237f1-131a-557d-84b5-7543259807b0","review_status":"unverified_draft","notes":""}}],"relations":[],"conflicts":[],"corrections":[],"research":null}