Send us a Message



Submit Data |  Help |  Video Tutorials |  News |  Publications |  Download |  REST API |  Citing RGD |  Contact   

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:tolbutamide
go back to main search page
Accession:CHEBI:27999 term browser browse the term
Definition:An N-sulfonylurea that consists of 1-butylurea having a tosyl group attached at the 3-position.
Synonyms:exact_synonym: N-[(butylamino)carbonyl]-4-methylbenzenesulfonamide
 related_synonym: 1-Butyl-3-(p-methylphenylsulfonyl)urea;   1-Butyl-3-(p-tolylsulfonyl)urea;   1-Butyl-3-tosylurea;   1-p-Toluenesulfonyl-3-butylurea;   3-(p-Tolyl-4-sulfonyl)-1-butylurea;   Formula=C12H18N2O3S;   InChI=1S/C12H18N2O3S/c1-3-4-9-13-12(15)14-18(16,17)11-7-5-10(2)6-8-11/h5-8H,3-4,9H2,1-2H3,(H2,13,14,15);   InChIKey=JLRGJRBPOGGCBT-UHFFFAOYSA-N;   N-(4-Methylbenzenesulfonyl)-N'-butylurea;   N-(4-Methylphenylsulfonyl)-N'-butylurea;   N-(Sulfonyl-p-methylbenzene)-N'-N-butylurea;   N-(p-Methylbenzenesulfonyl)-N'-butylurea;   N-Butyl-N'-(4-methylphenylsulfonyl)urea;   N-Butyl-N'-(p-tolylsulfonyl)urea;   N-Butyl-N'-p-toluenesulfonylurea;   N-n-Butyl-N'-tosylurea;   Orinase (TN);   SMILES=CCCCNC(=O)NS(=O)(=O)c1ccc(C)cc1;   Tolylsulfonylbutylurea;   tolbutamida;   tolbutamidum
 alt_id: CHEBI:27019;   CHEBI:9616
 xref: CAS:64-77-7;   DrugBank:DB01124;   Drug_Central:2696;   KEGG:C07148;   KEGG:D00380;   LINCS:LSM-3907
 xref_mesh: MESH:D014044
 xref: PMID:11835228;   PMID:11840346;   PMID:11911494;   PMID:12042355;   PMID:12355256;   PMID:15207658;   PMID:15317941;   PMID:15620874;   PMID:15655519;   PMID:16290322;   PMID:16426753;   PMID:19059420;   PMID:20880646;   PMID:21178111;   PMID:21193530;   PMID:21471135;   PMID:21535124;   PMID:21712613;   PMID:21757329;   PMID:21827497;   PMID:21831467;   PMID:22028182;   PMID:22079696;   Patent:DE1066575;   Patent:GB808071;   Patent:US2968158;   Reaxys:1984428;   Wikipedia:Tolbutamide



show annotations for term's descendants           Sort by:
 
tolbutamide term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcb1a ATP binding cassette subfamily B member 1A multiple interactions
decreases activity
ISO Tolbutamide inhibits the reaction [ABCB1 protein results in increased uptake of quinidinium]
Tolbutamide results in decreased activity of ABCB1 protein
CTD PMID:32305507 NCBI chr 4:25,357,467...25,529,941
Ensembl chr 4:25,158,362...25,442,709
JBrowse link
G Abcc8 ATP binding cassette subfamily C member 8 multiple interactions ISO [KCNJ11 mutant form co-treated with ABCC8 mutant form] results in decreased susceptibility to Tolbutamide; ABCC8 gene SNP inhibits the reaction [Tolbutamide results in increased secretion of INS protein]; Tolbutamide inhibits the reaction [ABCC8 protein mutant form results in increased activity of KCNJ11 protein] CTD PMID:9568693 PMID:18025464 PMID:22209866 NCBI chr 1:96,598,663...96,679,495
Ensembl chr 1:96,598,647...96,679,510
JBrowse link
G Alb albumin affects binding ISO Tolbutamide binds to ALB protein CTD PMID:19596536 PMID:20435530 PMID:20956006 PMID:20974553 NCBI chr14:17,607,397...17,622,814
Ensembl chr14:17,607,381...17,622,836
JBrowse link
G Ccnd1 cyclin D1 increases expression EXP Tolbutamide results in increased expression of CCND1 protein CTD PMID:16718685 NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602
JBrowse link
G Ccnd3 cyclin D3 increases expression EXP Tolbutamide results in increased expression of CCND3 protein CTD PMID:16718685 NCBI chr 9:13,394,161...13,400,341
Ensembl chr 9:13,394,169...13,489,371
JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A multiple interactions
increases expression
EXP GJA1 promotes the reaction [Tolbutamide results in increased expression of CDKN1A protein] CTD PMID:16718685 NCBI chr20:7,149,177...7,159,727
Ensembl chr20:7,149,217...7,159,585
JBrowse link
G Cdkn1b cyclin-dependent kinase inhibitor 1B increases expression EXP Tolbutamide results in increased expression of CDKN1B protein CTD PMID:16718685 NCBI chr 4:167,760,067...167,765,177
Ensembl chr 4:167,760,181...167,764,982
JBrowse link
G Cyp2c24 cytochrome P450, family 2, subfamily c, polypeptide 24 increases metabolic processing
multiple interactions
ISO CYP2C18 results in increased metabolism of Tolbutamide
[CYP2C55 protein results in increased metabolism of Tolbutamide] which results in increased chemical synthesis of 4'-hydroxytolbutamide
CTD PMID:15301741 PMID:30503582 NCBI chr 1:236,873,967...236,936,238
Ensembl chr 1:236,873,967...236,936,238
JBrowse link
G Cyp2c6v1 cytochrome P450, family 2, subfamily C, polypeptide 6, variant 1 increases metabolic processing
multiple interactions
increases hydroxylation
ISO CYP2C19 protein results in increased metabolism of Tolbutamide
[CYP2C19 protein results in increased hydroxylation of Tolbutamide] which results in increased chemical synthesis of 4'-hydroxytolbutamide
CTD PMID:18511451 PMID:30500380 NCBI chr 1:237,938,521...237,976,238
Ensembl chr 1:237,693,094...238,057,596
JBrowse link
G Cyp2c79 cytochrome P450, family 2, subfamily c, polypeptide 79 increases hydroxylation ISO CYP2C8 protein results in increased hydroxylation of Tolbutamide CTD PMID:15843491
G Gcg glucagon increases secretion EXP Tolbutamide results in increased secretion of GCG protein CTD PMID:15919803 NCBI chr 3:47,113,914...47,122,929
Ensembl chr 3:47,113,914...47,122,929
JBrowse link
G Gja1 gap junction protein, alpha 1 multiple interactions
increases expression
EXP GJA1 promotes the reaction [Tolbutamide results in increased expression of CDKN1A protein]; Tolbutamide promotes the reaction [Bucladesine results in increased expression of GJA1 protein]
Tolbutamide results in increased expression of GJA1 protein
CTD PMID:11741589 PMID:16718685 NCBI chr20:35,756,007...35,768,481
Ensembl chr20:35,755,991...35,768,582
JBrowse link
G Hk1 hexokinase 1 increases expression ISO Tolbutamide results in increased expression of HK1 protein CTD PMID:11835228 NCBI chr20:30,230,488...30,332,161
Ensembl chr20:30,230,486...30,332,131
JBrowse link
G Ins2 insulin 2 multiple interactions
increases secretion
ISO ABCC8 gene SNP inhibits the reaction [Tolbutamide results in increased secretion of INS protein] CTD PMID:9032110 PMID:9568693 NCBI chr 1:197,843,277...197,992,522
Ensembl chr 1:197,843,281...197,864,775
JBrowse link
G Kcnj11 potassium inwardly-rectifying channel, subfamily J, member 11 multiple interactions
decreases activity
ISO [KCNJ11 mutant form co-treated with ABCC8 mutant form] results in decreased susceptibility to Tolbutamide; Tolbutamide inhibits the reaction [ABCC8 protein mutant form results in increased activity of KCNJ11 protein]
Tolbutamide results in decreased activity of KCNJ11 protein
CTD PMID:18025464 PMID:22209866 NCBI chr 1:96,591,048...96,594,574
Ensembl chr 1:96,591,049...96,594,082
JBrowse link
G Mki67 marker of proliferation Ki-67 decreases expression EXP Tolbutamide results in decreased expression of MKI67 protein CTD PMID:16718685 NCBI chr 1:190,496,319...190,522,983
Ensembl chr 1:190,496,319...190,522,762
JBrowse link
G Pdcd4 programmed cell death 4 decreases expression
increases expression
ISO Tolbutamide results in decreased expression of PDCD4 mRNA
Tolbutamide results in increased expression of PDCD4 mRNA
CTD PMID:21873647 NCBI chr 1:252,921,342...252,944,278
Ensembl chr 1:252,921,392...252,944,275
JBrowse link
G Rb1 RB transcriptional corepressor 1 decreases phosphorylation EXP Tolbutamide results in decreased phosphorylation of RB1 protein CTD PMID:16718685 NCBI chr15:48,371,295...48,502,473
Ensembl chr15:48,371,296...48,502,302
JBrowse link
G Slc2a1 solute carrier family 2 member 1 increases expression ISO Tolbutamide results in increased expression of SLC2A1 mRNA; Tolbutamide results in increased expression of SLC2A1 protein CTD PMID:2682625 PMID:11835228 NCBI chr 5:132,717,196...132,745,416
Ensembl chr 5:132,717,196...132,745,416
JBrowse link
G Tmprss2 transmembrane serine protease 2 increases expression ISO Tolbutamide results in increased expression of TMPRSS2 mRNA CTD PMID:32808185 NCBI chr11:36,934,306...36,973,779
Ensembl chr11:36,934,306...36,973,715
JBrowse link
G Tnfaip3 TNF alpha induced protein 3 decreases expression ISO Tolbutamide results in decreased expression of TNFAIP3 mRNA CTD PMID:21873647 NCBI chr 1:13,709,211...13,724,291
Ensembl chr 1:13,709,206...13,725,282
JBrowse link
G Tp53 tumor protein p53 increases expression EXP Tolbutamide results in increased expression of TP53 mRNA CTD PMID:16426753 NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524
JBrowse link
G Tpd52 tumor protein D52 decreases expression
increases expression
ISO Tolbutamide results in decreased expression of TPD52 mRNA
Tolbutamide results in increased expression of TPD52 mRNA
CTD PMID:21873647 NCBI chr 2:92,735,246...92,816,079
Ensembl chr 2:92,735,620...92,816,622
JBrowse link
G Ugdh UDP-glucose 6-dehydrogenase decreases expression EXP Tolbutamide results in decreased expression of UGDH protein CTD PMID:4270849 NCBI chr14:42,848,704...42,872,351
Ensembl chr14:42,848,854...42,872,354
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19800
    role 19751
      application 19498
        pharmaceutical 19356
          drug 19356
            hypoglycemic agent 4141
              tolbutamide 24
Path 2
Term Annotations click to browse term
  CHEBI ontology 19800
    subatomic particle 19799
      composite particle 19799
        hadron 19799
          baryon 19799
            nucleon 19799
              atomic nucleus 19799
                atom 19799
                  main group element atom 19698
                    p-block element atom 19698
                      carbon group element atom 19619
                        carbon atom 19609
                          organic molecular entity 19609
                            organic group 18718
                              organic divalent group 18702
                                organodiyl group 18702
                                  carbonyl group 18651
                                    carbonyl compound 18651
                                      carboxylic acid 18346
                                        carboacyl group 17469
                                          univalent carboacyl group 17469
                                            carbamoyl group 17285
                                              carboxamide 17285
                                                monocarboxylic acid amide 15010
                                                  urea 5115
                                                    ureas 5112
                                                      N-sulfonylurea 124
                                                        tolbutamide 24
paths to the root