{"Absorption, Distribution and Excretion":"Nicotine and its proximate metabolite cotinine are eliminated in part by renal clearance. These compounds are filtered, secreted, and reabsorbed, and the resultant renal clearances are quite variable among individuals and are highly influenced by urine pH. In this study of 139 pairs of twins, we have estimated the genetic and environmental contributions to total renal clearance and net secretory/reabsorptive clearance of nicotine and cotinine. At uncontrolled urine pH both nicotine and cotinine undergo net reabsorption. Additive genetic factors were not important contributors to the variation in total renal clearance of nicotine but played a relatively more substantial role in accounting for the variation in total renal clearance of cotinine (43% of variance). Variations in glomerular filtration rate and the net secretory/reabsorptive clearance of nicotine and cotinine were largely influenced by nonadditive genetic influences (41.5-61% of variance). Earlier research has shown that renal secretory clearance of drugs can be highly heritable, presumably related to genetic variation in transporters. Our study suggests that the renal clearance of drugs that undergo extensive renal reabsorption can be substantially influenced by nonadditive genetic and/or shared environmental factors.","Aliases":["Cotinine","Cotinina","Cotininum","S-(-)-Cotinine","(5S)-1-methyl-5-(pyridin-3-yl)pyrrolidin-2-one","Dtxsid1047576","1-Methyl-5-(3-pyridinyl)-2-pyrrolidinone","2-Pyrrolidinone, 1-methyl-5-(3-pyridinyl)-, (5S)-","Chebi:68641","n-methyl-2-(3-pyridyl)-5-pyrrolidone","2-Pyrrolidinone, 1-methyl-5-(3-pyridinyl)-, (S)-","Dtxcid9027576","Scotine","207-634-9","1-methyl-5-(pyridin-3-yl)pyrrolidin-2-one","Mfcd00077696","(5S)-1-methyl-5-(3-pyridyl)pyrrolidin-2-one","Cotinine 100 microg/mL in Acetonitrile","(5~{S})-1-methyl-5-pyridin-3-yl-pyrrolidin-2-one","BRD4010","Nicotine EP Impurity C","BRD-4010","(5S)-1-Methyl-5-(pyridin-3-yl)pyrrolidin-2-one ((-)-Cotinine)","Smr000449278","Sr-01000075768","Unii-k5161x06ll","CCRIS 7625","HSDB 7805","Ncgc00093739-04","(5S)-1-methyl-5-(3-pyridinyl)-2-pyrrolidinone","Cas-486-56-6","Prestwick_134","Einecs 207-634-9","Cotinine;(S)-Cotinine;NIH-10498","NIH 10498","Brn 0083099","1-Methyl-5-(3-pyridyl)-2-pyrrolidinone","Spectrum_001984","Prestwick0_000082","Prestwick1_000082","Prestwick2_000082","Prestwick3_000082","Spectrum3_000700","Spectrum4_001793","Spectrum5_000465","bmse000577","Cotinine, 98%","Epitope ID:2272242","Lopac0_000285","Schembl49060","BSPBio_000004","BSPBio_002459","KBioGR_002368","KBioSS_002550","5-24-02-00504","Mls000758262","Mls001423950","NIH 10498(Cotinine)?","DivK1c_000861","Spectrum1500208","SPBio_001943","Cotinine, \u003e=98%","BPBio1_000006","Chembl578211","MEGxp0_001870","orb1309427","Schembl29404962","ACon1_000202","HY-B1178R","KBio1_000861","KBio2_002541","KBio2_005109","KBio2_007677","KBio3_001679","Ninds_000861","US8609708, 91 Cotinine","HMS1568A06","HMS1920A14","HMS2051A15","HMS2091G22","HMS2095A06","HMS2232F15","HMS3260J12","Pharmakon1600-01500208","Cotinine, analytical standard","HY-B1178","MSK10040","Tox21_111219","Tox21_300615","Tox21_500285","BBL102262","Bdbm50370573","NSC756704","s9339","STL556061","Akos007930814","Tox21_111219_1","Cotinine 1.0 mg/ml in Methanol","CCG-100799","CS-4787","EBC-612610","FC20565","LP00285","NC00049","NSC-756704","Sdccgmls-0066565.p001","Sdccgsbi-0050273.p004","Idi1_000861","NC01 - Nicotine and Cotinine in Urine","Ncgc00093739-08","Ncgc00093739-13","Ncgc00093739-20","Ncgc00254396-01","Ncgc00260970-01","AC-35718","AS-50387","Nicotine impurity c","ST057157","SY075839","Sbi-0050273.p003","EU-0100285","NS00010263","C 5923","P10066","S(-)-1-Methyl-5-(3-pyridyl)-2-pyrrolidone","Ab00053721_08","Nicotine resinate impurity c","Sr-01000075768-1","Sr-01000075768-5","Sr-01000075768-6","1-Methyl-5-(3-pyridiyl)-2-pyrrolidinone","Brd-k94144010-001-04-8","Brd-k94144010-001-05-5","Brd-k94144010-001-09-7","Brd-k94144010-001-13-9","Nicotine ditartrate dihydrate impurity c","U5H"],"Biological Half-Life":"Cotinine levels in infants are higher than in older children or adults exposed to the same reported quantity of environmental tobacco smoke. One hypothesis to explain this difference is that the urinary elimination half-life of cotinine is different between infants and older children. Urine was collected at admission, 12, 24 and 48 hr, cotinine levels were subsequently measured and then standardized by correcting for creatinine excretion. Urinary elimination half-life of cotinine was calculated in 31 infants and 23 older children. The median half-life was 28.3 hr (range 6.3-258.5 hr) in infants, and 27.14 hr (range 9.7-99.42 hr) in older children. A Mann-Whitney U test showed no significant difference in the median half-life of cotinine between the two age groups (P = 0.18). Multivariate linear regression analysis demonstrated no significant relationship between half-life of cotinine and corrected cotinine level (P = 0.24). Our results support the hypothesis that higher cotinine levels in infants is due to greater exposure, rather than slower metabolism of cotinine.","Boiling Point":"210-211 °C at 6 mm Hg","CAS":"486-56-6","Chemical Classes":"Stimulant","ChemicalClasses":["racetam"],"Chirality":"absolute","Color/Form":"Viscous oil","EliminationHalfLife":"20 hours","Esters":[],"European Community (EC) Number":"207-634-9","Formating":[],"Health Effects":"Similarly to nicotine, cotinine binds to, activates, and desensitizes neuronal nicotinic acetylcholine receptors, though at much lower potency in comparison. It has demonstrated nootropic and antipsychotic-like effects in animal models. Direct administration of high levels of cotinine resulted in no significant physiologic, subjective, or performance effects. (Wikipedia)","HeavyAtomCount":13,"Human Drugs":"Pharmaceuticals","Human Toxicity Values":"LD50 Mouse oral 1604 mg/kg","IUPACName":"(5S)-1-methyl-5-pyridin-3-ylpyrrolidin-2-one","InChI":"InChI=1S/C10H12N2O/c1-12-9(4-5-10(12)13)8-3-2-6-11-7-8/h2-3,6-7,9H,4-5H2,1H3/t9-/m0/s1","InChIKey":"UIKROCXWUNQSPJ-VIFPVBQESA-N","MeSH Headers":[{"Id":"M0005249","Link":"https://id.nlm.nih.gov/mesh/M0005249.html","Name":"Cotinine","Ref":91},{"Id":"DescTree","Link":"https://www.nlm.nih.gov/mesh/meshhome.html","Name":"MeSH Tree","Ref":93},{"Id":"PubMed from MeSH","Link":"https://www.nlm.nih.gov/mesh/meshhome.html","Name":null,"Ref":110},{"Id":"M0011226","Link":"https://id.nlm.nih.gov/mesh/M0011226.html","Name":"Indicators and Reagents","Ref":111}],"MeSH Pharmacological Classification":[{"Id":"M0011226","Link":"https://id.nlm.nih.gov/mesh/M0011226.html","Name":"Indicators and Reagent","Ref":111}],"Mechanism of Action":"The nicotine metabolite cotinine is an abundant long-lived bio-active compound that may contribute to the overall physiological effects of tobacco use. Although its mechanism of action in the central nervous system has not been extensively investigated, cotinine is known to evoke dopamine release in the nigrostriatal pathway through an interaction at nicotinic receptors (nAChRs). Because considerable evidence now demonstrates the presence of multiple nAChRs in the striatum, the present experiments were done to determine the subtypes through which cotinine exerts its effects in monkeys, a species that expresses similar densities of striatal alpha4beta2* (nAChR containing the alpha4 and beta2 subunits, but not alpha3 or alpha6) and alpha3/alpha6beta2* (nAChR composed of the alpha3 or alpha6 subunits and beta2) nAChRs. Competition binding studies showed that cotinine interacts with both alpha4beta2* and alpha3/alpha6beta2* nAChR subtypes in the caudate, with cotinine IC(50) values for inhibition of 5-[(125) I]iodo-3-[2(S)-azetinylmethoxy]pyridine-2HCl ([(125)I]A-85380) and (125)I-alpha-conotoxinMII binding in the micromolar range. This interaction at the receptor level is of functional significance because cotinine stimulated both alpha4beta2* and alpha3/alpha6beta2* nAChR [(3)H]dopamine release from caudate synaptosomes. Our results unexpectedly showed that nicotine evokes [(3)H]dopamine release from two alpha3/alpha6beta2* nAChR populations, one of which was sensitive to cotinine and the other was not. This cotinine-insensitive subtype was only present in the medial caudate and was preferentially lost with 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine-induced nigrostriatal damage. In contrast, cotinine and nicotine elicited equivalent levels of alpha4beta2* nAChR-mediated dopamine release. These data demonstrate that cotinine functionally discriminates between two alpha3/alpha6beta2* nAChRs in monkey striatum, with the cotinine-insensitive alpha3/alpha6beta2* nAChR preferentially vulnerable to nigrostriatal damage.","Metabolism/Metabolites":"Nicotine and its primary oxidative metabolites are metabolized in part by glucuronidation. Genetic variation in UGT isoenzymes that catalyze glucuronidation activity suggests that variation in glucuronidation rate is in part genetically determined. The relative contribution of genetic and environmental sources to individual differences in the rate of glucuronidation of nicotine, cotinine, and trans-3'-hydroxycotinine was estimated in a twin study of nicotine pharmacokinetics. Glucuronidation rate was defined using measures that either accounted for variability in renal clearance or assumed the same relative renal clearance of parent drug and glucuronide conjugate across individuals. The former definition resulted in highly correlated nicotine and cotinine glucuronidation measures that were substantially influenced by the combined effect of additive (heritable) and non-additive (dominant and epistatic) genetic effects. These findings suggest that genetic variation in UGT isoenzymes that act in additive and interactive ways is an important determinant of individual variability in nicotine and cotinine metabolism via glucuronidation pathways.","MolecularFormula":"C\u003csub\u003e10\u003c/sub\u003eH\u003csub\u003e12\u003c/sub\u003eN\u003csub\u003e2\u003c/sub\u003eO","MolecularWeight":"176.21 g/mol","Opticalactivity":"UNSPECIFIED","PubChemId":854019,"Records":{"UNII":{"Impurities":[]}},"RefChem":"128208","RefCount":3,"RefCur":"","References":[{"Name":"Wikipedia","Urls":[{"Link":"https://en.wikipedia.org/wiki/Cotinine","Name":"Cotinine","Sub":false}]},{"Name":"Wikidata","Urls":[{"Link":"https://www.wikidata.org/wiki/Q421177","Name":"Cotinine","Sub":false}]},{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/854019","Name":"Cotinine","Sub":false}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=486-56-6","Name":"Cotinine","Sub":false}]},{"Name":"UNII","Urls":[{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/K5161X06LL","Name":"Cotinine","Sub":false}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID1047576","Name":"Cotinine","Sub":false}]}],"Refs":["National Center for Biotechnology Information. PubChem Compound Summary for CID 854019, Cotinine. Accessed April 20, 2026. \u003ca href=https://pubchem.ncbi.nlm.nih.gov/compound/854019\u003ehttps://pubchem.ncbi.nlm.nih.gov/compound/854019\u003c/a\u003e","U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Cotinine. UNII: K5161X06LL. Global Substance Registration System. Accessed April 20, 2026. \u003ca href=https://gsrs.ncats.nih.gov/ginas/app/beta/substances/K5161X06LL\u003ehttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/K5161X06LL\u003c/a\u003e"],"SMILES":"CN1[C@@H](CCC1=O)C2=CN=CC=C2","SaltData":[{"AcidCount":1,"Amine":"Cotinine","AmineCount":2,"Formula":"C(=C/C(=O)O)\\C(=O)O","Name":"hemifumarate","RName":"fumarate","Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 181.842 45.129\"\u003e\u003crect width=\"100%\" height=\"100%\" fill=\"#fff\"/\u003e\u003cdesc\u003eGenerated by the Chemistry Development Kit (http://github.com/cdk)\u003c/desc\u003e\u003cg fill=\"#ff0d0d\" stroke=\"#000\" stroke-linecap=\"round\" stroke-linejoin=\"round\" stroke-width=\".7\"\u003e\u003cpath fill=\"#fff\" stroke=\"none\" d=\"M0 0h182v46H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath d=\"M58.288 41.175V29.784M55.219 23.678l-9.225-6.786M45.994 16.892l4.674-14.427M50.668 2.465h15.24M65.908 2.465l4.673 14.427M61.356 23.678l9.225-6.786\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m70.118 15.462 11.751 3.786M69.37 17.783l11.751 3.786\"/\u003e\u003cpath stroke=\"#ff0d0d\" d=\"m81.869 19.248-5.876-1.893M81.121 21.569l-5.876-1.893\" class=\"hi\"/\u003e\u003c/g\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m46.101 17.225-.214-.666M44.106 18.131l-.368-1.142M42.11 19.037l-.521-1.619M40.115 19.942l-.675-2.094M38.119 20.848l-.828-2.57M36.123 21.753l-.981-3.046M34.128 22.659l-1.135-3.522M32.132 23.565l-1.288-3.999\"/\u003e\u003c/g\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M31.488 21.566 20.186 11.342M28.808 22.429l-9.213-8.334\"/\u003e\u003c/g\u003e\u003cpath d=\"M20.186 11.342 8.948 14.968\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M4.853 19.843 2.465 30.931M7.236 20.356l-2.091 9.712\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m4.853 19.843-1.194 5.544M7.236 20.356l-1.045 4.856\" class=\"hi\"/\u003e\u003c/g\u003e\u003cpath d=\"m2.465 30.931 11.302 10.224\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m13.767 41.155 14.511-4.683M14.358 38.402l11.833-3.818\"/\u003e\u003c/g\u003e\u003cpath d=\"m31.488 21.566-3.21 14.906\" class=\"bond\"/\u003e\u003cpath fill=\"#3050f8\" stroke=\"none\" d=\"M60.228 28.384h-.72l-2.619-4.066h-.03l.03.596q.023.357.023.732v2.738h-.565v-4.899h.714l2.608 4.054h.029l-.017-.327-.024-.477q-.006-.262-.006-.482v-2.768h.577z\" class=\"atom\"/\u003e\u003cpath stroke=\"none\" d=\"M87.346 21.563q0 .756-.256 1.327-.256.566-.756.881t-1.244.316q-.756 0-1.262-.316-.506-.315-.756-.887-.244-.571-.244-1.333 0-.75.244-1.31.25-.566.756-.881t1.274-.316q.732 0 1.232.316.5.309.756.875t.256 1.328m-3.863 0q0 .922.387 1.458.392.53 1.22.53.839 0 1.22-.53.387-.536.387-1.458 0-.929-.387-1.453-.381-.524-1.208-.524-.834 0-1.227.524-.392.524-.392 1.453\" class=\"atom\"/\u003e\u003cpath fill=\"#3050f8\" stroke=\"none\" d=\"M7.616 18.474h-.721l-2.619-4.066h-.03l.03.596q.024.357.024.732v2.738h-.566v-4.899h.714l2.608 4.054h.03l-.018-.328-.024-.476q-.006-.262-.006-.482v-2.768h.578z\" class=\"atom\"/\u003e\u003cpath fill=\"none\" d=\"M3.303 43.08H.56V.56h2.743m83.205 42.52h2.743V.56h-2.743\"/\u003e\u003cpath fill=\"#000\" stroke=\"none\" d=\"M92.966 44.569h-1.943v-.3l.771-.779q.222-.221.372-.393.153-.175.232-.339.079-.168.079-.364 0-.243-.147-.368-.143-.129-.371-.129-.215 0-.379.075-.161.075-.329.207l-.192-.242q.171-.147.392-.247.225-.1.508-.1.41 0 .65.207.239.207.239.575 0 .229-.096.433-.093.2-.265.396-.168.196-.393.418l-.614.604v.017h1.486z\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"M58.288 29.784v5.696M55.219 23.678l-4.613-3.393M61.356 23.678l4.613-3.393M8.948 14.968l5.619-1.813\" class=\"hi\"/\u003e\u003c/g\u003e\u003cg class=\"mol\"\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m139.428 18.755 13.198 7.62M139.428 21.57l10.76 6.212\"/\u003e\u003c/g\u003e\u003cpath d=\"m152.626 26.375 13.198-7.62\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m165.824 17.347 10.524 6.076M164.605 19.458l10.524 6.076\"/\u003e\u003cpath stroke=\"#ff0d0d\" d=\"m176.348 23.423-5.262-3.038M175.129 25.534l-5.262-3.038\" class=\"hi\"/\u003e\u003c/g\u003e\u003cpath d=\"M165.824 18.755V7.436M139.428 18.755l-13.198 7.62\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M127.449 25.671v12.022M125.01 25.671v12.022\"/\u003e\u003cpath stroke=\"#ff0d0d\" d=\"M127.449 37.693v-6.011M125.01 37.693v-6.011\" class=\"hi\"/\u003e\u003c/g\u003e\u003cpath d=\"m126.23 26.375-9.923-5.729\" class=\"bond\"/\u003e\u003cpath stroke=\"none\" d=\"M181.282 26.372q0 .756-.256 1.327-.256.566-.756.881t-1.245.316q-.756 0-1.262-.316-.506-.315-.756-.887-.244-.571-.244-1.333 0-.75.244-1.31.25-.566.756-.881t1.274-.316q.733 0 1.233.316.5.309.756.875t.256 1.328m-3.864 0q0 .922.387 1.458.393.53 1.22.53.84 0 1.221-.53.387-.536.387-1.458 0-.929-.387-1.453-.381-.524-1.209-.524-.833 0-1.226.524t-.393 1.453\" class=\"atom\"/\u003e\u003cg stroke=\"none\" class=\"atom\"\u003e\u003cpath d=\"M168.083 3.512q0 .756-.256 1.327-.256.566-.756.881t-1.244.316q-.756 0-1.262-.316-.506-.315-.756-.887-.244-.571-.244-1.333 0-.75.244-1.31.25-.566.756-.881t1.274-.316q.732 0 1.232.316.5.309.756.875t.256 1.328m-3.863 0q0 .922.387 1.458.393.53 1.22.53.84 0 1.221-.53.387-.536.387-1.458 0-.929-.387-1.453-.381-.524-1.209-.524-.833 0-1.226.524t-.393 1.453M172.39 5.964h-.62V3.678h-2.512v2.286h-.613V1.065h.613v2.072h2.512V1.065h.62z\"/\u003e\u003c/g\u003e\u003cpath stroke=\"none\" d=\"M128.489 41.612q0 .756-.256 1.327-.256.566-.756.881t-1.244.316q-.757 0-1.263-.316-.506-.315-.756-.887-.244-.571-.244-1.333 0-.75.244-1.31.25-.566.756-.881t1.274-.316q.733 0 1.233.316.5.309.756.875t.256 1.328m-3.864 0q0 .922.387 1.458.393.53 1.221.53.839 0 1.22-.53.387-.536.387-1.458 0-.929-.387-1.453-.381-.524-1.209-.524-.833 0-1.226.524t-.393 1.453\" class=\"atom\"/\u003e\u003cg stroke=\"none\" class=\"atom\"\u003e\u003cpath d=\"M115.291 18.752q0 .756-.256 1.327-.256.566-.757.881-.5.316-1.244.316-.756 0-1.262-.316-.506-.315-.756-.887-.244-.571-.244-1.333 0-.75.244-1.31.25-.566.756-.881t1.274-.316q.732 0 1.232.316.501.309.757.875t.256 1.328m-3.864 0q0 .922.387 1.458.393.53 1.22.53.84 0 1.221-.53.387-.536.387-1.458 0-.929-.387-1.453-.381-.524-1.209-.524-.833 0-1.226.524t-.393 1.453M110.21 21.204h-.619v-2.286h-2.512v2.286h-.613v-4.899h.613v2.072h2.512v-2.072h.619z\"/\u003e\u003c/g\u003e\u003cpath stroke=\"#ff0d0d\" d=\"M165.824 7.436v5.659M165.824 7.436v5.659M116.307 20.646l4.962 2.865M116.307 20.646l4.962 2.865\" class=\"hi\"/\u003e\u003c/g\u003e\u003c/g\u003e\u003c/svg\u003e","Title":"Cotinine hemifumarate","UNII":"6ZAF060BHS"},{"AcidCount":1,"Amine":"Cotinine","AmineCount":1,"Formula":"O=C(O)C(O)C(O)C(=O)O","Name":"tartrate","RName":"tartrate","Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 161.613 67.122\"\u003e\u003crect width=\"100%\" height=\"100%\" fill=\"#fff\"/\u003e\u003cdesc\u003eGenerated by the Chemistry Development Kit (http://github.com/cdk)\u003c/desc\u003e\u003cg fill=\"#ff0d0d\" stroke=\"#000\" stroke-linecap=\"round\" stroke-linejoin=\"round\" stroke-width=\".7\"\u003e\u003cpath fill=\"#fff\" stroke=\"none\" d=\"M0 0h162v68H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath d=\"M56.877 52.899v-11.39M53.808 35.402l-9.225-6.786M44.583 28.616l4.674-14.427M49.257 14.189h15.24M64.497 14.189l4.674 14.427M59.946 35.402l9.225-6.786\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m68.707 27.186 11.751 3.786M67.96 29.507l11.751 3.786\"/\u003e\u003cpath stroke=\"#ff0d0d\" d=\"m80.458 30.972-5.876-1.893M79.711 33.293 73.835 31.4\" class=\"hi\"/\u003e\u003c/g\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m44.691 28.95-.215-.667M42.695 29.855l-.368-1.142M40.7 30.761l-.522-1.618M38.704 31.666l-.675-2.094M36.708 32.572l-.828-2.57M34.713 33.478l-.982-3.047M32.717 34.383l-1.135-3.522M30.722 35.289l-1.288-3.998\"/\u003e\u003c/g\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M30.078 33.29 18.776 23.066M27.397 34.153l-9.213-8.334\"/\u003e\u003c/g\u003e\u003cpath d=\"M18.776 23.066 7.537 26.693\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M3.442 31.567 1.054 42.656M5.826 32.081l-2.091 9.711\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m3.442 31.567-1.194 5.544M5.826 32.081 4.78 36.937\" class=\"hi\"/\u003e\u003c/g\u003e\u003cpath d=\"m1.054 42.656 11.302 10.223\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m12.356 52.879 14.512-4.682M12.948 50.126l11.832-3.818\"/\u003e\u003c/g\u003e\u003cpath d=\"m30.078 33.29-3.21 14.907\" class=\"bond\"/\u003e\u003cpath fill=\"#3050f8\" stroke=\"none\" d=\"M58.818 40.109h-.721l-2.619-4.066h-.03l.03.595q.024.357.024.732v2.739h-.566v-4.9h.715l2.607 4.054h.03l-.018-.327-.024-.476q-.006-.262-.006-.483v-2.768h.578z\" class=\"atom\"/\u003e\u003cpath stroke=\"none\" d=\"M85.936 33.287q0 .756-.256 1.327-.256.566-.756.881-.501.316-1.245.316-.756 0-1.262-.316-.506-.315-.756-.887-.244-.571-.244-1.333 0-.75.244-1.31.25-.565.756-.881.506-.315 1.274-.315.732 0 1.233.315.5.31.756.875.256.566.256 1.328m-3.864 0q0 .923.387 1.458.393.53 1.22.53.84 0 1.221-.53.387-.535.387-1.458 0-.929-.387-1.453-.381-.524-1.209-.524-.833 0-1.226.524t-.393 1.453\" class=\"atom\"/\u003e\u003cpath fill=\"#3050f8\" stroke=\"none\" d=\"M6.205 30.198h-.72l-2.62-4.065h-.029l.029.595q.024.357.024.732v2.738h-.565v-4.899h.714l2.607 4.054h.03l-.018-.327-.024-.477q-.005-.261-.005-.482v-2.768h.577z\" class=\"atom\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"M56.877 41.509v5.695M53.808 35.402l-4.613-3.393M59.946 35.402l4.613-3.393M7.537 26.693l5.619-1.813\" class=\"hi\"/\u003e\u003c/g\u003e\u003cg class=\"mol\"\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M140.07 60.12V48.097M142.509 60.12V48.097\"/\u003e\u003cpath stroke=\"#ff0d0d\" d=\"M140.07 60.12v-6.012M142.509 60.12v-6.012\" class=\"hi\"/\u003e\u003c/g\u003e\u003cpath d=\"m141.289 48.801 9.918-5.726M141.289 48.801l-13.198-7.62M128.091 41.181l-9.92 5.727M128.091 41.181v-15.24M128.091 25.941l9.918-5.726M128.091 25.941l-13.198-7.62\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m116.112 19.025-10.529 6.079M114.893 16.913l-10.53 6.08\"/\u003e\u003cpath stroke=\"#ff0d0d\" d=\"m105.583 25.104 5.264-3.04M104.363 22.993l5.265-3.04\" class=\"hi\"/\u003e\u003c/g\u003e\u003cpath d=\"M114.893 18.321V7.002\" class=\"bond\"/\u003e\u003cpath stroke=\"none\" d=\"M143.549 64.038q0 .756-.256 1.328-.256.565-.756.881-.5.315-1.245.315-.756 0-1.262-.315-.506-.316-.756-.887-.244-.572-.244-1.334 0-.75.244-1.309.25-.566.756-.881t1.274-.316q.733 0 1.233.316.5.309.756.875.256.565.256 1.327m-3.864 0q0 .923.387 1.459.393.53 1.22.53.84 0 1.221-.53.387-.536.387-1.459 0-.929-.387-1.452-.381-.524-1.209-.524-.833 0-1.226.524-.393.523-.393 1.452\" class=\"atom\"/\u003e\u003cg stroke=\"none\" class=\"atom\"\u003e\u003cpath d=\"M156.747 41.178q0 .756-.256 1.328-.256.565-.756.881-.5.315-1.244.315-.756 0-1.262-.315-.506-.316-.756-.887-.245-.572-.245-1.334 0-.75.245-1.309.25-.566.756-.881t1.274-.316q.732 0 1.232.316.5.309.756.875.256.565.256 1.327m-3.864 0q0 .923.387 1.459.393.53 1.221.53.839 0 1.22-.53.387-.536.387-1.459 0-.929-.387-1.452-.381-.524-1.208-.524-.834 0-1.227.524-.393.523-.393 1.452M161.053 43.631h-.619v-2.286h-2.512v2.286h-.613v-4.9h.613v2.072h2.512v-2.072h.619z\"/\u003e\u003c/g\u003e\u003cg stroke=\"none\" class=\"atom\"\u003e\u003cpath d=\"M117.152 48.798q0 .756-.256 1.328-.256.565-.756.881-.5.315-1.244.315-.756 0-1.262-.315-.506-.316-.756-.887-.244-.572-.244-1.334 0-.75.244-1.309.25-.566.756-.881t1.274-.316q.732 0 1.232.316.5.309.756.875.256.565.256 1.327m-3.863 0q0 .923.387 1.459.392.53 1.22.53.839 0 1.22-.53.387-.536.387-1.459 0-.929-.387-1.452-.381-.524-1.208-.524-.834 0-1.226.524-.393.523-.393 1.452M112.072 51.251h-.619v-2.286h-2.512v2.286h-.613v-4.9h.613v2.072h2.512v-2.072h.619z\"/\u003e\u003c/g\u003e\u003cg stroke=\"none\" class=\"atom\"\u003e\u003cpath d=\"M143.549 18.318q0 .756-.256 1.328-.256.565-.756.881-.5.315-1.245.315-.756 0-1.262-.315-.506-.316-.756-.887-.244-.572-.244-1.334 0-.75.244-1.309.25-.566.756-.881t1.274-.316q.733 0 1.233.316.5.309.756.875.256.565.256 1.327m-3.864 0q0 .923.387 1.459.393.53 1.22.53.84 0 1.221-.53.387-.536.387-1.459 0-.929-.387-1.452-.381-.524-1.209-.524-.833 0-1.226.524-.393.523-.393 1.452M147.855 20.771h-.619v-2.286h-2.512v2.286h-.614v-4.9h.614v2.072h2.512v-2.072h.619z\"/\u003e\u003c/g\u003e\u003cpath stroke=\"none\" d=\"M103.954 25.938q0 .756-.256 1.328-.256.565-.756.881-.5.315-1.244.315-.756 0-1.262-.315-.506-.316-.756-.887-.244-.572-.244-1.334 0-.75.244-1.309.25-.566.756-.881t1.274-.316q.732 0 1.232.316.5.309.756.875.256.565.256 1.327m-3.864 0q0 .923.387 1.459.393.53 1.221.53.839 0 1.22-.53.387-.536.387-1.459 0-.929-.387-1.452-.381-.524-1.208-.524-.834 0-1.227.524-.393.523-.393 1.452\" class=\"atom\"/\u003e\u003cg stroke=\"none\" class=\"atom\"\u003e\u003cpath d=\"M117.152 3.078q0 .756-.256 1.328-.256.565-.756.881-.5.315-1.244.315-.756 0-1.262-.315-.506-.316-.756-.887-.244-.572-.244-1.334 0-.75.244-1.309.25-.566.756-.881t1.274-.316q.732 0 1.232.316.5.309.756.875.256.565.256 1.327m-3.863 0q0 .923.387 1.459.392.53 1.22.53.839 0 1.22-.53.387-.536.387-1.459 0-.929-.387-1.452-.381-.524-1.208-.524-.834 0-1.226.524-.393.523-.393 1.452M121.458 5.531h-.619V3.245h-2.512v2.286h-.613v-4.9h.613v2.072h2.512V.631h.619z\"/\u003e\u003c/g\u003e\u003cpath stroke=\"#ff0d0d\" d=\"m151.207 43.075-4.959 2.863M118.171 46.908l4.96-2.864M118.171 46.908l4.96-2.864M138.009 20.215l-4.959 2.863M114.893 7.002v5.66M114.893 7.002v5.66\" class=\"hi\"/\u003e\u003c/g\u003e\u003c/g\u003e\u003c/svg\u003e","Title":"Cotinine tartrate","UNII":"FQ7X51Z02G"}],"Salts":["hemifumarate","tartrate"],"Scheduling":[],"StereoisomerData":[],"Stereoisomers":[],"Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 86.496 40.746\"\u003e\u003crect width=\"100%\" height=\"100%\" fill=\"#fff\"/\u003e\u003cdesc\u003eGenerated by the Chemistry Development Kit (http://github.com/cdk)\u003c/desc\u003e\u003cg fill=\"#3050f8\" stroke=\"#000\" stroke-linecap=\"round\" stroke-linejoin=\"round\" stroke-width=\".7\"\u003e\u003cpath fill=\"#fff\" stroke=\"none\" d=\"M0 0h87v41H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath d=\"M56.877 39.71V28.32M53.808 22.213l-9.225-6.785M44.583 15.428l4.674-14.427M49.257 1.001h15.24M64.497 1.001l4.674 14.427M59.946 22.213l9.225-6.785\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m68.707 13.998 11.751 3.786M67.96 16.319l11.751 3.786\"/\u003e\u003cpath stroke=\"#ff0d0d\" d=\"m80.458 17.784-5.876-1.893M79.711 20.105l-5.876-1.893\" class=\"hi\"/\u003e\u003c/g\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m44.691 15.761-.215-.666M42.695 16.667l-.368-1.142M40.7 17.572l-.522-1.618M38.704 18.478l-.675-2.094M36.708 19.384l-.828-2.571M34.713 20.289l-.982-3.046M32.717 21.195l-1.135-3.522M30.722 22.1l-1.288-3.998\"/\u003e\u003c/g\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M30.078 20.101 18.776 9.878M27.397 20.965l-9.213-8.334\"/\u003e\u003c/g\u003e\u003cpath d=\"M18.776 9.878 7.537 13.504\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M3.442 18.379 1.054 29.467M5.826 18.892l-2.091 9.712\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m3.442 18.379-1.194 5.544M5.826 18.892 4.78 23.748\" class=\"hi\"/\u003e\u003c/g\u003e\u003cpath d=\"m1.054 29.467 11.302 10.224\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m12.356 39.691 14.512-4.683M12.948 36.938 24.78 33.12\"/\u003e\u003c/g\u003e\u003cpath d=\"m30.078 20.101-3.21 14.907\" class=\"bond\"/\u003e\u003cpath stroke=\"none\" d=\"M58.818 26.92h-.721l-2.619-4.066h-.03l.03.596q.024.357.024.732v2.738h-.566v-4.899h.715l2.607 4.054h.03l-.018-.328-.024-.476q-.006-.262-.006-.482v-2.768h.578z\" class=\"atom\"/\u003e\u003cpath fill=\"#ff0d0d\" stroke=\"none\" d=\"M85.936 20.098q0 .756-.256 1.328-.256.566-.756.881-.501.316-1.245.316-.756 0-1.262-.316-.506-.315-.756-.887-.244-.571-.244-1.333 0-.751.244-1.31.25-.566.756-.881t1.274-.316q.732 0 1.233.316.5.309.756.875.256.565.256 1.327m-3.864 0q0 .923.387 1.459.393.53 1.22.53.84 0 1.221-.53.387-.536.387-1.459 0-.928-.387-1.452-.381-.524-1.209-.524-.833 0-1.226.524t-.393 1.452\" class=\"atom\"/\u003e\u003cpath stroke=\"none\" d=\"M6.205 17.01h-.72l-2.62-4.066h-.029l.029.595q.024.358.024.733v2.738h-.565v-4.899h.714l2.607 4.054h.03l-.018-.328-.024-.476q-.005-.262-.005-.482v-2.768h.577z\" class=\"atom\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"M56.877 28.32v5.695M53.808 22.213l-4.613-3.392M59.946 22.213l4.613-3.392M7.537 13.504l5.619-1.813\" class=\"hi\"/\u003e\u003c/g\u003e\u003c/g\u003e\u003c/svg\u003e","Therapeutic Uses":"Therapeutic Category:  Antidepressant. /Experimental Therapy/","Title":"Cotinine","UNII":"K5161X06LL","Wikidata":"Q421177","Wikipedia":"Cotinine","XLogP":-0.3}