CHEBI ONTOLOGY - ANNOTATIONS
The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/ . The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/ ). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.
Term: (-)-cotinine
Accession: CHEBI:68641
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Definition: An N-alkylpyrrolidine that consists of N-methylpyrrolidinone bearing a pyridin-3-yl substituent at position C-5 (the 5S-enantiomer). It is an alkaloid commonly found in Nicotiana tabacum.
Synonyms: exact_synonym: (5S)-1-methyl-5-(pyridin-3-yl)pyrrolidin-2-one
related_synonym: (S)-1-Methyl-5-(3-pyridinyl)-2-pyrrolidinone; (S)-Cotinine; Formula=C10H12N2O; 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; SMILES=[H][C@]1(CCC(=O)N1C)c1cccnc1; cotinina; cotininum
xref: CAS:486-56-6; Drug_Central:737; HMDB:HMDB0001046; KNApSAcK:C00034470; LINCS:LSM-5986
xref_mesh: MESH:D003367
xref: MetaCyc:CPD-2742; PMID:14700346; PMID:21655912; PMID:21953524; PMID:22027507; PMID:22137886; PMID:22169225; PMID:22180597; PMID:22200307; PMID:22244928; PMID:22253001; PMID:22434216; PMID:22460317; PMID:22487419; PMID:22489581; PMID:22574797; PMID:22608097; PMID:22678157; PMID:22687995; PMID:22770225; PMID:22809871; PMID:22871902; PMID:22878732; PMID:22899265; PMID:22919158; PMID:23000417; PMID:23011941; PMID:23087643; Reaxys:5736575; Reaxys:83099; Wikipedia:Cotinine
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Ager
advanced glycosylation end product-specific receptor
multiple interactions
ISO
[Tobacco Smoke Pollution results in increased abundance of Cotinine] which affects the methylation of AGER gene
CTD
PMID:34009014
NCBI chr20:4,152,758...4,155,956
Ensembl chr20:4,147,890...4,151,078
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Ahrr
aryl-hydrocarbon receptor repressor
affects methylation
ISO
Cotinine affects the methylation of AHRR gene
CTD
PMID:22851337
NCBI chr 1:30,822,219...30,917,251
Ensembl chr 1:28,993,634...29,088,673
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Akt1
AKT serine/threonine kinase 1
increases phosphorylation multiple interactions
ISO
Cotinine results in increased phosphorylation of AKT1 protein 2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one inhibits the reaction [Cotinine results in increased phosphorylation of AKT1 protein]
CTD
PMID:22687995
NCBI chr 6:137,534,810...137,555,131
Ensembl chr 6:131,713,720...131,733,921
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Bsg
basigin
multiple interactions
ISO
[Tobacco Smoke Pollution results in increased abundance of Cotinine] which affects the methylation of BSG gene
CTD
PMID:34009014
NCBI chr 7:10,643,788...10,651,005
Ensembl chr 7:9,993,170...10,000,387
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Casp3
caspase 3
multiple interactions
ISO
Cotinine inhibits the reaction [Doxorubicin results in increased activity of CASP3 protein]
CTD
PMID:22687995
NCBI chr16:52,395,539...52,413,794
Ensembl chr16:45,662,910...45,684,648
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Casp7
caspase 7
multiple interactions
ISO
Cotinine inhibits the reaction [Doxorubicin results in increased activity of CASP7 protein]
CTD
PMID:22687995
NCBI chr 1:265,442,647...265,481,938
Ensembl chr 1:255,437,172...255,476,729
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Ccnd1
cyclin D1
increases expression
ISO
Cotinine results in increased expression of CCND1 protein
CTD
PMID:31678612
NCBI chr 1:209,518,288...209,527,986
Ensembl chr 1:200,089,002...200,098,602
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Cd68
Cd68 molecule
multiple interactions
EXP
[Nicotine results in increased abundance of Cotinine] which results in increased expression of CD68 mRNA
CTD
PMID:29617909
NCBI chr10:54,880,562...54,882,441
Ensembl chr10:54,381,815...54,383,697
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Cebpa
CCAAT/enhancer binding protein alpha
multiple interactions
EXP
[Nicotine results in increased abundance of Cotinine] which results in increased expression of CEBPA protein
CTD
PMID:29617909
NCBI chr 1:96,896,584...96,899,256
Ensembl chr 1:87,759,433...87,762,412
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Cebpb
CCAAT/enhancer binding protein beta
multiple interactions
EXP
[Nicotine results in increased abundance of Cotinine] which results in increased expression of CEBPB mRNA
CTD
PMID:29617909
NCBI chr 3:176,817,005...176,818,436
Ensembl chr 3:156,397,052...156,399,473
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Chrna7
cholinergic receptor nicotinic alpha 7 subunit
increases response to substance multiple interactions
ISO
CHRNA7 protein mutant form results in increased susceptibility to Cotinine Cotinine binds to and results in increased activity of CHRNA7 protein
CTD
PMID:10082212
NCBI chr 1:126,123,425...126,249,181
Ensembl chr 1:116,714,711...116,837,240
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Cntnap2
contactin associated protein 2
affects methylation
ISO
Cotinine affects the methylation of CNTNAP2 gene
CTD
PMID:22851337
NCBI chr 4:75,109,358...77,366,258
Ensembl chr 4:74,109,472...76,362,027
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Cyp1a1
cytochrome P450, family 1, subfamily a, polypeptide 1
affects methylation
ISO
Cotinine affects the methylation of CYP1A1 gene
CTD
PMID:22851337
NCBI chr 8:66,991,940...66,998,014
Ensembl chr 8:58,096,077...58,102,125
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Cyp1a2
cytochrome P450, family 1, subfamily a, polypeptide 2
increases activity decreases activity
ISO
Cotinine results in increased activity of CYP1A2 protein Cotinine results in decreased activity of CYP1A2 protein
CTD
PMID:15916432 PMID:16203240
NCBI chr 8:66,971,261...66,978,149
Ensembl chr 8:58,075,367...58,082,312
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Cyp2b1
cytochrome P450, family 2, subfamily b, polypeptide 1
increases abundance multiple interactions
EXP
CYP2B1 protein results in increased abundance of Cotinine [Nicotine results in increased expression of CYP2B1 protein] which results in increased abundance of Cotinine
CTD
PMID:10799646
NCBI chr 1:90,646,098...90,669,762
Ensembl chr 1:81,518,408...81,542,052
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Cyp2b3
cytochrome P450, family 2, subfamily b, polypeptide 3
increases chemical synthesis
ISO
CYP2B6 protein results in increased chemical synthesis of Cotinine
CTD
PMID:12488541
NCBI chr 1:90,780,468...90,859,852
Ensembl chr 1:81,652,787...81,732,143
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Dcx
doublecortin
multiple interactions
ISO
[diethyl phosphate co-treated with Cotinine co-treated with bis(2,3,3,3-tetrachloropropyl) ether co-treated with Mercury co-treated with Selenium] results in increased expression of DCX mRNA
CTD
PMID:37914285
NCBI chr X:112,227,455...112,370,291
Ensembl chr X:107,430,767...107,507,476
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Dlgap2
DLG associated protein 2
multiple interactions
ISO
[Tobacco Smoke Pollution results in increased abundance of Cotinine] which affects the methylation of DLGAP2 gene
CTD
PMID:34009014
NCBI chr16:81,489,059...82,198,693
Ensembl chr16:74,791,509...75,496,407
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Ext1
exostosin glycosyltransferase 1
affects methylation
ISO
Cotinine affects the methylation of EXT1 gene
CTD
PMID:22851337
NCBI chr 7:86,265,651...86,544,488
Ensembl chr 7:84,375,784...84,655,357
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Fhit
fragile histidine triad diadenosine triphosphatase
multiple interactions
ISO
[Tobacco Smoke Pollution results in increased abundance of Cotinine] which affects the methylation of FHIT gene
CTD
PMID:34009014
NCBI chr15:16,365,401...17,872,901
Ensembl chr15:13,934,995...15,442,340
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Gfi1
growth factor independent 1 transcriptional repressor
affects methylation
ISO
Cotinine affects the methylation of GFI1 gene
CTD
PMID:22851337
NCBI chr14:2,185,489...2,204,191
Ensembl chr14:2,042,434...2,051,814
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Il1b
interleukin 1 beta
multiple interactions
EXP
[Nicotine results in increased abundance of Cotinine] which results in increased expression of IL1B mRNA
CTD
PMID:29617909
NCBI chr 3:137,030,200...137,036,581
Ensembl chr 3:116,577,010...116,583,415
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Il6
interleukin 6
multiple interactions
EXP
[Nicotine results in increased abundance of Cotinine] which results in increased expression of IL6 mRNA
CTD
PMID:29617909
NCBI chr 4:5,889,999...5,894,575
Ensembl chr 4:5,213,394...5,219,178
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Map2
microtubule-associated protein 2
multiple interactions
ISO
[diethyl phosphate co-treated with Cotinine co-treated with bis(2,3,3,3-tetrachloropropyl) ether co-treated with Mercury co-treated with Selenium] results in increased expression of MAP2 mRNA
CTD
PMID:37914285
NCBI chr 9:75,173,038...75,431,606
Ensembl chr 9:67,723,371...67,979,809
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Mapk1
mitogen activated protein kinase 1
decreases phosphorylation
ISO
Cotinine results in decreased phosphorylation of MAPK1 protein
CTD
PMID:31678612
NCBI chr11:97,462,025...97,529,193
Ensembl chr11:83,957,813...84,023,616
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Mapk3
mitogen activated protein kinase 3
decreases phosphorylation
ISO
Cotinine results in decreased phosphorylation of MAPK3 protein
CTD
PMID:31678612
NCBI chr 1:190,797,189...190,803,411
Ensembl chr 1:181,366,637...181,372,863
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Mki67
marker of proliferation Ki-67
increases expression
EXP
Cotinine results in increased expression of MKI67 protein
CTD
PMID:31678612
NCBI chr 1:199,926,150...199,952,847
Ensembl chr 1:190,496,319...190,522,762
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Myo1g
myosin IG
affects methylation
ISO
Cotinine affects the methylation of MYO1G gene
CTD
PMID:22851337
NCBI chr14:85,600,619...85,615,760
Ensembl chr14:81,386,701...81,401,843
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Nat1
N-acetyltransferase 1
multiple interactions affects abundance
ISO
[NAT1 gene SNP affects the susceptibility to Tobacco Smoke Pollution] which results in increased abundance of Cotinine; NAT1 gene polymorphism affects the reaction [Tobacco Smoke Pollution results in increased abundance of Cotinine] NAT1 gene polymorphism affects the abundance of Cotinine
CTD
PMID:25156213 PMID:31809667
NCBI chr16:26,984,882...27,005,194
Ensembl chr16:22,208,194...22,238,520
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Pax6
paired box 6
multiple interactions
ISO
[diethyl phosphate co-treated with Cotinine co-treated with bis(2,3,3,3-tetrachloropropyl) ether co-treated with Mercury co-treated with Selenium] results in increased expression of PAX6 mRNA
CTD
PMID:37914285
NCBI chr 3:112,590,034...112,611,771
Ensembl chr 3:92,135,637...92,157,014
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Pnpla2
patatin-like phospholipase domain containing 2
multiple interactions
EXP
[Nicotine results in increased abundance of Cotinine] which results in increased expression of PNPLA2 mRNA; [Nicotine results in increased abundance of Cotinine] which results in increased expression of PNPLA2 protein
CTD
PMID:29617909
NCBI chr 1:205,982,279...205,987,361
Ensembl chr 1:196,552,723...196,557,805
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Prkg1
protein kinase cGMP-dependent 1
multiple interactions
ISO
[Tobacco Smoke Pollution results in increased abundance of Cotinine] which affects the methylation of PRKG1 gene
CTD
PMID:34009014
NCBI chr 1:237,818,950...239,052,184
Ensembl chr 1:228,408,947...229,639,080
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Rbfox3
RNA binding fox-1 homolog 3
multiple interactions
ISO
[diethyl phosphate co-treated with Cotinine co-treated with bis(2,3,3,3-tetrachloropropyl) ether co-treated with Mercury co-treated with Selenium] results in increased expression of RBFOX3 mRNA
CTD
PMID:37914285
NCBI chr10:104,218,940...104,655,863
Ensembl chr10:103,720,636...104,156,935
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Runx1
RUNX family transcription factor 1
affects methylation
ISO
Cotinine affects the methylation of RUNX1 gene
CTD
PMID:22851337
NCBI chr11:45,325,778...45,560,300
Ensembl chr11:31,843,764...32,074,542
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Sod1
superoxide dismutase 1
multiple interactions
EXP
[Nicotine results in increased abundance of Cotinine] which results in increased expression of SOD1 mRNA; [Nicotine results in increased abundance of Cotinine] which results in increased expression of SOD1 protein
CTD
PMID:29617909
NCBI chr11:42,942,742...42,948,399
Ensembl chr11:29,456,558...29,462,249
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Sod2
superoxide dismutase 2
multiple interactions
EXP
[Nicotine results in increased abundance of Cotinine] which results in increased expression of SOD2 protein
CTD
PMID:29617909
NCBI chr 1:50,043,323...50,050,168
Ensembl chr 1:47,636,528...47,645,189
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Srebf1
sterol regulatory element binding transcription factor 1
multiple interactions
EXP
[Nicotine results in increased abundance of Cotinine] which results in increased expression of SREBF1 mRNA
CTD
PMID:29617909
NCBI chr10:45,507,152...45,529,164
Ensembl chr10:45,007,637...45,029,650
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Stat3
signal transducer and activator of transcription 3
increases phosphorylation
ISO
Cotinine results in increased phosphorylation of STAT3 protein
CTD
PMID:31678612
NCBI chr10:86,311,528...86,363,513
Ensembl chr10:85,811,218...85,863,057
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Tnf
tumor necrosis factor
multiple interactions
EXP
[Nicotine results in increased abundance of Cotinine] which results in increased expression of TNF mRNA
CTD
PMID:29617909
NCBI chr20:3,626,685...3,629,303
Ensembl chr20:3,622,011...3,624,629
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Ttc7b
tetratricopeptide repeat domain 7B
affects methylation
ISO
Cotinine affects the methylation of TTC7B gene
CTD
PMID:22851337
NCBI chr 6:125,317,011...125,528,843
Ensembl chr 6:119,587,390...119,799,330
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Ugt1a5
UDP glucuronosyltransferase family 1 member A5
increases glucuronidation
ISO
UGT1A4 protein results in increased glucuronidation of Cotinine
CTD
PMID:14570768 PMID:16141602
NCBI chr 9:96,210,053...96,256,264
Ensembl chr 9:88,713,184...88,808,465
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Ugt1a9
UDP glucuronosyltransferase family 1 member A9
increases glucuronidation
ISO
UGT1A9 protein results in increased glucuronidation of Cotinine
CTD
PMID:16141602
NCBI chr 9:96,144,786...96,256,264
Ensembl chr 9:88,713,184...88,808,465
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