benzoylecgonine benzoylecgonine benzoylecgonine is the main metabolite of cocaine, formed by the liver and excreted in the urine. it is the compound tested for in most cocaine urine drug screens and in wastewater screenings for cocaine use. benzoylecgonine names iupac name 3β-(benzoyloxy)tropane-2β-carboxylic acid systematic iupac name (1r,2r,3s,5s)-3-(benzoyloxy)-8-methyl-8-azabicyclooctane-2-carboxylic acid identifiers cas number 519-09-5 y 3d model (jsmol) interactive image beilstein reference 89637 chebi chebi:41001 y chemspider 395095 y drugbank db01515 y echa infocard 100.007.513 ec number 208-263-5 kegg c10847 y pubchem cid 448223 unii 5353i8i6ys y comptox dashboard (epa) dtxsid7046758 inchi inchi=1s/c16h19no4/c1-17-11-7-8-12(17)14(15(18)19)13(9-11)21-16(20)10-5-3-2-4-6-10/h2-6,11-14h,7-9h2,1h3,(h,18,19)/t11-,12+,13-,14+/m0/s1 ykey: gvgyefkihjtnqz-rfqipjprsa-n yinchi=1/c16h19no4/c1-17-11-7-8-12(17)14(15(18)19)13(9-11)21-16(20)10-5-3-2-4-6-10/h2-6,11-14h,7-9h2,1h3,(h,18,19)/t11-,12+,13-,14+/m0/s1key: gvgyefkihjtnqz-rfqipjprbd smiles cn12cc1((c2)oc(=o)c3ccccc3)c(=o)o properties chemical formula c16h19no4 molar mass 289.331 g·mol−1 hazards ghs labelling: pictograms signal word danger hazard statements h301 precautionary statements p264, p270, p301+p310, p321, p330, p405, p501 except where otherwise noted, data are given for materials in their standard state (at 25 °c , 100 kpa). y verify (what is yn ?) infobox references biochemistry and physiology chemically, benzoylecgonine is the benzoate ester of ecgonine. it is a primary metabolite of cocaine, and is pharmacologically inactive. it is the corresponding carboxylic acid of cocaine, its methyl ester. it is formed in the liver by the metabolism of cocaine by hydrolysis, catalysed by carboxylesterases, and subsequently excreted in the urine. urinalysis benzoylecgonine is the compound tested for in most substantive cocaine drug urinalyses. presence in drinking water benzoylecgonine is sometimes found in drinking water supplies. in 2005, scientists found surprisingly large quantities of benzoylecgonine in italy's po river and used its concentration to estimate the number of cocaine users in the region. in 2006, a similar study was performed in the swiss ski town of saint-moritz using wastewater to estimate the daily cocaine consumption of the population. a study done in the united kingdom found traces of benzoylecgonine in the country's drinking water supply, along with carbamazepine (an anticonvulsant) and ibuprofen (a common non-steroidal anti-inflammatory drug), although the study noted that the amount of each compound present was several orders of magnitude lower than the therapeutic dose and therefore did not pose a risk to the population. preliminary studies on ecological systems show that benzoylecgonine has potential toxicity issues. research is being conducted on degradation options such as advanced oxidation and photocatalysis for this metabolite in an effort to reduce concentrations in waste and surface waters. at environmentally relevant concentrations, benzoylecgonine has been shown to have a negative ecological impact.