{"Abbreviation":"GHV","Aliases":["4-Hydroxypentanoic acid","4-Hydroxyvaleric acid","4-hydroxy-pentanoic acid","Pentanoic acid, 4-hydroxy-","4-hydroxy-valeric acid","Pentanoic acid,4-hydroxy-","4-Hydroxypentanoicacid","(RS)-4-hydroxyvaleric acid","Valeric acid, 4-hydroxy-","NAA53237"],"CAS":"13532-37-1","ChEBI":"CHEBI:180192","ChEMBL":"CHEMBL169219","ChemicalClasses":["carboxylic acid"],"Chirality":"racemic","Classes":null,"DrugClasses":[],"EINECS":"236-884-1","European Community (EC) Number":"236-884-1","HeavyAtomCount":8,"IUPACName":"4-hydroxypentanoic acid","InChI":"InChI=1S/C5H10O3/c1-4(6)2-3-5(7)8/h4,6H,2-3H2,1H3,(H,7,8)","InChIKey":"FMHKPLXYWVCLME-UHFFFAOYSA-N","MolecularFormula":"C\u003csub\u003e5\u003c/sub\u003eH\u003csub\u003e10\u003c/sub\u003eO\u003csub\u003e3\u003c/sub\u003e","MolecularWeight":"118.13 g/mol","Opticalactivity":"( + / - )","PD":"PD121665","PrevSalts":[],"PubChemId":114539,"Record Description":["4-hydroxy-valeric acid is a hydroxy fatty acid. It is a conjugate acid of a 4-hydroxypentanoate.","4-hydroxy-valeric acid is a hydroxy fatty acid. It is a conjugate acid of a 4-hydroxypentanoate.","Wikipedia|List of designer drugs|Sedatives|GHB analogues"],"RefCount":4,"References":[{"Name":"Wikipedia","Urls":[{"Link":"https://en.wikipedia.org/wiki/γ-Hydroxyvaleric acid","Name":"γ-Hydroxyvaleric acid","Sub":false}]},{"Name":"Wikidata","Urls":[{"Link":"https://www.wikidata.org/wiki/Q5520261","Name":"γ-Hydroxyvaleric acid","Sub":false}]},{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/114539","Name":"γ-Hydroxyvaleric acid","Sub":false}]},{"Name":"ChEMBL","Urls":[{"Link":"https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL169219","Name":"γ-Hydroxyvaleric acid","Sub":false}]},{"Name":"ChEBI","Urls":[{"Link":"https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:180192","Name":"γ-Hydroxyvaleric acid","Sub":false}]},{"Name":"Probes \u0026 Drugs","Urls":[{"Link":"https://www.probes-drugs.org/compound/PD121665","Name":"γ-Hydroxyvaleric acid","Sub":false}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=13532-37-1","Name":"γ-Hydroxyvaleric acid","Sub":false}]},{"Name":"UNII","Urls":[{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/58B139Q3RL","Name":"γ-Hydroxyvaleric acid","Sub":false}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID60928958","Name":"γ-Hydroxyvaleric acid","Sub":false}]}],"Refs":["National Center for Biotechnology Information. PubChem Compound Summary for CID 114539, γ-Hydroxyvaleric acid. Accessed July 3, 2025. \u003ca href=https://pubchem.ncbi.nlm.nih.gov/compound/114539\u003ehttps://pubchem.ncbi.nlm.nih.gov/compound/114539\u003c/a\u003e","U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. γ-Hydroxyvaleric acid. UNII: 58B139Q3RL. Global Substance Registration System. Accessed July 3, 2025. \u003ca href=https://gsrs.ncats.nih.gov/ginas/app/beta/substances/58B139Q3RL\u003ehttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/58B139Q3RL\u003c/a\u003e","GHB and Analogues: Fast Facts. January 1, 2006. Accessed July 3, 2025. \u003ca href=https://www.justice.gov/archive/ndic/pubs4/4532/index.htm\u003ehttps://www.justice.gov/archive/ndic/pubs4/4532/index.htm\u003c/a\u003e"],"SMILES":"CC(CCC(=O)O)O","Scheduling":[{"gov":"United States","ref":["3"],"schedule":"''DEA considers GHV a controlled substance analogue.'' substance"}],"StereoisomerRacemic":"(RS)-γ-Hydroxyvaleric acid","StoreUNII":["58B139Q3RL"],"StructureBase64":"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Effects":null,"Title":"γ-Hydroxyvaleric acid","UNII":"58B139Q3RL","Wikidata":"Q5520261","Wikipedia":"γ-Hydroxyvaleric acid","XLogP":-0.2}