{"schemaVersion":"cwiki-fiche-1.0","identifiers":{"inchiKey":"RCRCTBLIHCHWDZ-DOFZRALJSA-N","prefName":"2-Araquidonoilglicerol","symbol":"2-AG","iupacName":"1,3-dihydroxypropan-2-yl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate","aliases":["2-Arachidonoylglycerol","Sn-2-AG"],"cas":"53847-30-6","pubchemCid":"5282280","chebiId":null,"smiles":"CCCCC/C=C\\C/C=C\\C/C=C\\C/C=C\\CCCC(=O)OC(CO)CO","molecularFormula":"C23H38O4","molecularWeight":378.55,"xrefs":{"pubchem":"https://pubchem.ncbi.nlm.nih.gov/compound/5282280"}},"classification":{"family":"endocannabinoide","familyLabel":"Endocannabinoide","origin":"natural","originLabel":"Naturel","structuralClassFr":null},"originSynthesis":{"heading":"Vía biosintética (in vivo)","summaryFr":"Hidrolizado a demanda a partir del DAG de membrana por las diacilglicerol lipasas α/β (DAGLα/β), degradado principalmente por la MAGL (~85%) y accesoriamente por ABHD6/ABHD12","originNote":"Endocannabinoide","discovered":"1995"},"pharmacology":{"summaryFr":"El 2-AG (2-araquidonoilglicerol) es el endocannabinoide más abundante del cerebro (≈ 200× la concentración de AEA). Sutton et al. (1995) y Mechoulam et al. (1995) lo caracterizaron de forma independiente. A diferencia de la anandamida, es un agonista completo - no parcial - de CB1, lo que lo convierte en el mensajero principal de la depresión retrógrada de la neurotransmisión a nivel sináptico. Degradado por la MAGL; los inhibidores de la MAGL (KML29, MJN110, ABX-1431) están en desarrollo clínico para el dolor crónico y el síndrome de Tourette.","receptorSummaryFr":"Agonista completo CB1 (Ki ≈ 472 nM) y CB2 (Ki ≈ 1400 nM) - eficacia superior a la de la AEA, en particular sobre la señalización Gi/o","binding":[{"target":"CB1","efficacy":"full_agonist","relativeActivity":90,"reported":"Ki ≈ 472 nM (Sugiura 1995)","confidence":"medium"},{"target":"CB2","efficacy":"full_agonist","relativeActivity":70,"reported":"Ki ≈ 1400 nM","confidence":"medium"}],"references":[{"label":"Sugiura · BBRC 1995","pmid":"7575630","doi":null,"url":"https://pubmed.ncbi.nlm.nih.gov/7575630/"},{"label":"Mechoulam · Biochem Pharmacol 1995","pmid":"7605349","doi":null,"url":"https://pubmed.ncbi.nlm.nih.gov/7605349/"}]},"pharmacokinetics":null,"metabolism":null,"detection":null,"subjectiveEffects":{"profile":[{"key":"calm","label":"Calma","description":"Relajación del cuerpo y de la mente; menos ruido mental, sin somnolencia marcada.","intensity":65},{"key":"focus","label":"Claridad","description":"Atención sostenida y pensamiento claro; lucidez funcional, sin euforia.","intensity":60},{"key":"sleep","label":"Sueño","description":"Efecto sedante: favorece la conciliación del sueño y la continuidad del sueño profundo.","intensity":45},{"key":"appetite","label":"Apetito","description":"Estimulación del hambre y de la apreciación gustativa (efecto «munchies»).","intensity":70},{"key":"uplift","label":"High","description":"Euforia e intensidad sensorial; percepción del tiempo y del espacio modificada.","intensity":60}],"doseRanges":null,"humanDataCharacterised":true},"indications":{"approvedMedicines":[]},"harmProfile":{"unstudiedBanner":false,"bannerTextFr":null,"toxicologyFr":null},"legal":{"scheduleStatus":"endogenous","scheduleLabel":"Endógeno","frScheduleStatus":null,"tiers":[{"jurisdiction":"international","jurisdictionLabel":"International","label":null,"reference":null,"url":null,"effectiveDate":null,"lastVerified":"2026-05-01","supersededBy":null},{"jurisdiction":"eu","jurisdictionLabel":"Union européenne","label":"Endógeno, no regulado","reference":null,"url":null,"effectiveDate":null,"lastVerified":"2026-05-01","supersededBy":null},{"jurisdiction":"fr","jurisdictionLabel":"France","label":"Endógeno, no regulado","reference":null,"url":null,"effectiveDate":null,"lastVerified":"2026-05-01","supersededBy":null}],"sourcesFr":"EUR-Lex, UNODC, CND, ANSM, IUPHAR/BPS, ChEBI, EUDA."},"references":[{"label":"Sugiura · BBRC 1995","pmid":"7575630","doi":null,"url":"https://pubmed.ncbi.nlm.nih.gov/7575630/"},{"label":"Mechoulam · Biochem Pharmacol 1995","pmid":"7605349","doi":null,"url":"https://pubmed.ncbi.nlm.nih.gov/7605349/"}],"meta":{"slug":"2-ag","url":"https://es.phytogrammes.com/wiki/2-ag","lastVerified":"2026-05-01","dataUpdatedAt":"2026-05-01","confidence":"medium","dataCompletenessPct":80,"disclaimerFr":"Contenu éditorial informatif, sans valeur d'avis médical ni juridique. Sources primaires citées par fiche. Réservé aux adultes."}}