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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:p-cresol
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Accession:CHEBI:17847 term browser browse the term
Definition:A cresol that consists of toluene substituted by a hydroxy group at position 4. It is a metabolite of aromatic amino acid metabolism produced by intestinal microflora in humans and animals.
Synonyms:related_synonym: 1-hydroxy-4-methylbenzene;   4-Cresol;   4-Hydroxytoluene;   4-methylphenol;   Formula=C7H8O;   InChI=1S/C7H8O/c1-6-2-4-7(8)5-3-6/h2-5,8H,1H3;   InChIKey=IWDCLRJOBJJRNH-UHFFFAOYSA-N;   SMILES=Cc1ccc(O)cc1;   p-Kresol;   p-methylphenol;   p-tolyl alcohol;   paracresol
 alt_id: CHEBI:11981;   CHEBI:1816;   CHEBI:20352;   CHEBI:44726
 xref: Beilstein:1305151;   CAS:106-44-5;   DrugBank:DB01688;   Gmelin:2779;   HMDB:HMDB0001858;   KEGG:C01468;   KNApSAcK:C00002645
 xref_mesh: MESH:C032538
 xref: MetaCyc:CPD-108;   PDBeChem:PCR;   PMID:12427124;   PMID:17660685;   Reaxys:1305151;   UM-BBD_compID:c0127;   Wikipedia:P-cresol


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p-cresol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Alb albumin affects binding ISO 4-cresol binds to ALB protein CTD PMID:11334365 NCBI chr14:17,607,397...17,622,814
Ensembl chr14:17,607,381...17,622,836 		JBrowse link
G Becn1 beclin 1 increases expression ISO
EXP		 4-cresol results in increased expression of BECN1 protein CTD PMID:25668154 NCBI chr10:86,231,387...86,246,742
Ensembl chr10:86,231,388...86,246,742 		JBrowse link
G Casp3 caspase 3 increases activity ISO 4-cresol results in increased activity of CASP3 protein CTD PMID:25668154 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648 		JBrowse link
G Casp8 caspase 8 multiple interactions
increases cleavage		 ISO SQSTM1 mutant form inhibits the reaction [4-cresol results in increased cleavage of CASP8 protein] CTD PMID:25668154 NCBI chr 9:60,263,863...60,312,542
Ensembl chr 9:60,264,075...60,312,542 		JBrowse link
G Cdh2 cadherin 2 multiple interactions
affects localization		 EXP 4-cresol inhibits the reaction [CTNND1 protein binds to CDH2 protein]; Go 6976 inhibits the reaction [4-cresol affects the localization of CDH2 protein]; Go 6976 inhibits the reaction [4-cresol inhibits the reaction [CTNND1 protein binds to CDH2 protein]] CTD PMID:23466501 NCBI chr18:7,776,704...7,990,934
Ensembl chr18:7,776,704...7,990,167 		JBrowse link
G Ctnnd1 catenin delta 1 multiple interactions EXP 4-cresol affects the localization of and results in decreased phosphorylation of CTNND1 protein; 4-cresol inhibits the reaction [CTNND1 protein binds to CDH2 protein]; Go 6976 inhibits the reaction [4-cresol affects the localization of and results in decreased phosphorylation of CTNND1 protein]; Go 6976 inhibits the reaction [4-cresol inhibits the reaction [CTNND1 protein binds to CDH2 protein]]; PRKCA mutant form inhibits the reaction [4-cresol affects the localization of and results in decreased phosphorylation of CTNND1 protein] CTD PMID:23466501 NCBI chr 3:69,683,328...69,734,550
Ensembl chr 3:69,683,313...69,734,516 		JBrowse link
G Cx3cl1 C-X3-C motif chemokine ligand 1 multiple interactions ISO 4-cresol inhibits the reaction [IL1B protein results in increased expression of CX3CL1 protein] CTD PMID:16954166 NCBI chr19:10,227,337...10,237,826
Ensembl chr19:10,227,340...10,236,833 		JBrowse link
G Cyp1a2 cytochrome P450, family 1, subfamily a, polypeptide 2 increases metabolic processing ISO CYP1A2 protein results in increased metabolism of 4-cresol CTD PMID:16174805 NCBI chr 8:58,075,367...58,082,255
Ensembl chr 8:58,075,367...58,082,312 		JBrowse link
G Cyp2d4 cytochrome P450, family 2, subfamily d, polypeptide 4 increases metabolic processing ISO CYP2D6 protein results in increased metabolism of 4-cresol CTD PMID:16174805 NCBI chr 7:113,882,584...113,891,754
Ensembl chr 7:113,881,618...113,891,759 		JBrowse link
G Cyp2e1 cytochrome P450, family 2, subfamily e, polypeptide 1 increases metabolic processing ISO CYP2E1 protein results in increased metabolism of 4-cresol CTD PMID:16174805 NCBI chr 1:195,840,330...195,850,728
Ensembl chr 1:195,840,058...195,864,023 		JBrowse link
G F11r F11 receptor decreases expression ISO 4-cresol results in decreased expression of F11R protein CTD PMID:16954166 NCBI chr13:83,873,797...83,897,388
Ensembl chr13:83,873,797...83,897,402 		JBrowse link
G Gja1 gap junction protein, alpha 1 multiple interactions
decreases phosphorylation		 EXP 1,2-bis(2-aminophenoxy)ethane N,N,N',N'-tetraacetic acid acetoxymethyl ester inhibits the reaction [4-cresol results in decreased phosphorylation of GJA1 protein]; PRKCA mutant form inhibits the reaction [4-cresol results in decreased phosphorylation of GJA1 protein] CTD PMID:22813906 NCBI chr20:35,756,007...35,768,481
Ensembl chr20:35,755,991...35,768,582 		JBrowse link
G Hmox1 heme oxygenase 1 increases expression ISO 4-cresol results in increased expression of HMOX1 mRNA CTD PMID:29214717 NCBI chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079 		JBrowse link
G Icam1 intercellular adhesion molecule 1 multiple interactions ISO 4-cresol inhibits the reaction [IL1B protein results in increased expression of ICAM1 mRNA]; 4-cresol inhibits the reaction [IL1B protein results in increased expression of ICAM1 protein]; 4-cresol inhibits the reaction [TNF protein results in increased expression of ICAM1 mRNA]; 4-cresol inhibits the reaction [TNF protein results in increased expression of ICAM1 protein] CTD PMID:12427124 NCBI chr 8:19,553,063...19,565,438
Ensembl chr 8:19,553,645...19,565,438 		JBrowse link
G Il1b interleukin 1 beta multiple interactions ISO 4-cresol inhibits the reaction [IL1B protein results in increased expression of CX3CL1 protein]; 4-cresol inhibits the reaction [IL1B protein results in increased expression of ICAM1 mRNA]; 4-cresol inhibits the reaction [IL1B protein results in increased expression of ICAM1 protein]; 4-cresol inhibits the reaction [IL1B protein results in increased expression of VCAM1 mRNA]; 4-cresol inhibits the reaction [IL1B protein results in increased expression of VCAM1 protein] CTD PMID:12427124 PMID:16954166 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415 		JBrowse link
G Jun Jun proto-oncogene, AP-1 transcription factor subunit increases phosphorylation ISO 4-cresol results in increased phosphorylation of JUN protein CTD PMID:25668154 NCBI chr 5:109,894,175...109,897,268
Ensembl chr 5:109,893,145...109,897,656 		JBrowse link
G Mir139 microRNA 139 increases expression ISO 4-cresol results in increased expression of MIR139 mRNA CTD PMID:32105654 NCBI chr 1:155,878,828...155,878,895
Ensembl chr 1:155,878,825...155,878,902 		JBrowse link
G Mir144 microRNA 144 decreases expression ISO 4-cresol results in decreased expression of MIR144 mRNA CTD PMID:32105654 NCBI chr10:62,961,348...62,961,430
Ensembl chr10:62,961,348...62,961,430 		JBrowse link
G Mir186 microRNA 186 increases expression ISO 4-cresol results in increased expression of MIR186 mRNA CTD PMID:32105654 NCBI chr 2:246,582,806...246,582,891
Ensembl chr 2:246,582,806...246,582,891 		JBrowse link
G Mir188 microRNA 188 increases expression ISO 4-cresol results in increased expression of MIR188 mRNA CTD PMID:32105654 NCBI chr  X:15,247,715...15,247,794
Ensembl chr  X:15,247,715...15,247,794 		JBrowse link
G Mir190b microRNA 190b increases expression ISO 4-cresol results in increased expression of MIR190B mRNA CTD PMID:32105654 NCBI chr 2:175,514,800...175,514,877
Ensembl chr 2:175,514,800...175,514,877 		JBrowse link
G Mir196b microRNA 196b decreases expression ISO 4-cresol results in decreased expression of MIR196B mRNA CTD PMID:32105654 NCBI chr 4:81,330,487...81,330,571
Ensembl chr 4:81,330,487...81,330,571 		JBrowse link
G Mir196c microRNA 196c decreases expression ISO 4-cresol results in decreased expression of MIR196A-1 mRNA CTD PMID:32105654 NCBI chr10:81,231,006...81,231,085
Ensembl chr10:81,231,006...81,231,085 		JBrowse link
G Mir200b microRNA 200b decreases expression ISO 4-cresol results in decreased expression of MIR200B mRNA CTD PMID:32105654 NCBI chr 5:166,649,272...166,649,366
Ensembl chr 5:166,649,272...166,649,366 		JBrowse link
G Mir204 microRNA 204 increases expression ISO 4-cresol results in increased expression of MIR204 mRNA CTD PMID:32105654 NCBI chr 1:220,316,931...220,317,040
Ensembl chr 1:220,316,931...220,317,040 		JBrowse link
G Mir20a microRNA 20a increases expression ISO 4-cresol results in increased expression of MIR20A mRNA CTD PMID:32105654 NCBI chr15:92,181,084...92,181,168
Ensembl chr15:92,181,084...92,181,168 		JBrowse link
G Mir324 microRNA 324 increases expression ISO 4-cresol results in increased expression of MIR324 mRNA CTD PMID:32105654 NCBI chr10:54,734,680...54,734,762
Ensembl chr10:54,734,678...54,734,766 		JBrowse link
G Mir331 microRNA 331 increases expression ISO 4-cresol results in increased expression of MIR331 mRNA CTD PMID:32105654 NCBI chr 7:28,527,390...28,527,485
Ensembl chr 7:28,527,390...28,527,485 		JBrowse link
G Mir410 microRNA 410 increases expression ISO 4-cresol results in increased expression of MIR410 mRNA CTD PMID:32105654 NCBI chr 6:128,758,358...128,758,433
Ensembl chr 6:128,758,354...128,758,434 		JBrowse link
G Mir488 microRNA 488 increases expression ISO 4-cresol results in increased expression of MIR488 mRNA CTD PMID:32105654 NCBI chr13:70,683,064...70,683,142
Ensembl chr13:70,683,064...70,683,142 		JBrowse link
G Mir494 microRNA 494 increases expression ISO 4-cresol results in increased expression of MIR494 mRNA CTD PMID:32105654 NCBI chr 6:128,728,710...128,728,792
Ensembl chr 6:128,728,709...128,728,793 		JBrowse link
G Mir541 microRNA 541 increases expression ISO 4-cresol results in increased expression of MIR541 mRNA CTD PMID:32105654 NCBI chr 6:128,757,016...128,757,105
Ensembl chr 6:128,757,016...128,757,105 		JBrowse link
G Mir542 microRNA 542 decreases expression ISO 4-cresol results in decreased expression of MIR542 mRNA CTD PMID:32105654 NCBI chr  X:132,802,623...132,802,701
Ensembl chr  X:132,802,623...132,802,701 		JBrowse link
G Mir877 microRNA 877 increases expression ISO 4-cresol results in increased expression of MIR877 mRNA CTD PMID:32105654 NCBI chr20:2,811,476...2,811,560
Ensembl chr20:2,811,476...2,811,560 		JBrowse link
G Mmp2 matrix metallopeptidase 2 increases activity ISO 4-cresol results in increased activity of MMP2 protein CTD PMID:30910523 NCBI chr19:14,154,657...14,182,870
Ensembl chr19:14,154,657...14,182,870 		JBrowse link
G Mmp9 matrix metallopeptidase 9 multiple interactions ISO 4-cresol results in increased expression of and results in increased activity of MMP9 protein; Everolimus inhibits the reaction [4-cresol results in increased expression of MMP9 protein]; Y 27632 inhibits the reaction [4-cresol results in increased expression of MMP9 protein] CTD PMID:30910523 NCBI chr 3:153,684,158...153,692,118
Ensembl chr 3:153,683,858...153,692,120 		JBrowse link
G Mtor mechanistic target of rapamycin kinase multiple interactions
increases phosphorylation		 ISO [Everolimus co-treated with Y 27632] inhibits the reaction [4-cresol results in increased phosphorylation of MTOR protein]; Everolimus inhibits the reaction [4-cresol results in increased phosphorylation of MTOR protein]; Y 27632 inhibits the reaction [4-cresol results in increased phosphorylation of MTOR protein] CTD PMID:30910523 NCBI chr 5:158,884,856...158,994,311
Ensembl chr 5:158,884,804...158,994,311 		JBrowse link
G Nfe2l2 NFE2 like bZIP transcription factor 2 increases expression ISO 4-cresol results in increased expression of NFE2L2 mRNA CTD PMID:29214717 NCBI chr 3:60,594,239...60,621,712
Ensembl chr 3:60,594,242...60,621,737 		JBrowse link
G Nqo1 NAD(P)H quinone dehydrogenase 1 increases expression ISO 4-cresol results in increased expression of NQO1 mRNA CTD PMID:29214717 NCBI chr19:35,295,633...35,310,528
Ensembl chr19:35,295,573...35,310,557 		JBrowse link
G Prkca protein kinase C, alpha increases phosphorylation
increases response to substance
multiple interactions		 EXP 4-cresol results in increased phosphorylation of PRKCA protein
PRKCA protein results in increased susceptibility to 4-cresol
1,2-bis(2-aminophenoxy)ethane N,N,N',N'-tetraacetic acid acetoxymethyl ester inhibits the reaction [4-cresol results in increased phosphorylation of PRKCA protein]; 4-cresol results in increased phosphorylation of and results in increased activity of PRKCA protein; PRKCA mutant form inhibits the reaction [4-cresol affects the localization of and results in decreased phosphorylation of CTNND1 protein]; PRKCA mutant form inhibits the reaction [4-cresol results in decreased phosphorylation of GJA1 protein]		 CTD PMID:22813906 PMID:23466501 NCBI chr10:92,889,390...93,288,013
Ensembl chr10:92,894,012...93,288,012 		JBrowse link
G Rhoa ras homolog family member A increases expression
multiple interactions		 ISO 4-cresol results in increased expression of RHOA protein
[Everolimus co-treated with Y 27632] inhibits the reaction [4-cresol results in increased expression of RHOA protein]; Y 27632 inhibits the reaction [4-cresol results in increased expression of RHOA protein]		 CTD PMID:30910523 NCBI chr 8:108,991,926...109,025,746
Ensembl chr 8:108,991,954...109,025,746 		JBrowse link
G Snora58 small nucleolar RNA, H/ACA box 58 decreases expression ISO 4-cresol results in decreased expression of MIR3068 mRNA CTD PMID:32105654 NCBI chr 6:107,080,945...107,081,020
Ensembl chr 6:107,080,945...107,081,020 		JBrowse link
G Sqstm1 sequestosome 1 multiple interactions
increases expression		 ISO SQSTM1 mutant form inhibits the reaction [4-cresol results in increased cleavage of CASP8 protein]
4-cresol results in increased expression of SQSTM1 protein		 CTD PMID:25668154 NCBI chr10:34,525,517...34,536,670
Ensembl chr10:34,525,519...34,536,673 		JBrowse link
G Sult1a1 sulfotransferase family 1A member 1 increases metabolic processing EXP SULT1A1 protein results in increased metabolism of 4-cresol CTD PMID:11301044 NCBI chr 1:181,272,022...181,276,750
Ensembl chr 1:181,272,023...181,275,562 		JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO 4-cresol inhibits the reaction [TNF protein results in increased expression of ICAM1 mRNA]; 4-cresol inhibits the reaction [TNF protein results in increased expression of ICAM1 protein]; 4-cresol inhibits the reaction [TNF protein results in increased expression of VCAM1 mRNA]; 4-cresol inhibits the reaction [TNF protein results in increased expression of VCAM1 protein] CTD PMID:12427124 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629 		JBrowse link
G Ugt1a6 UDP glucuronosyltransferase family 1 member A6 multiple interactions
increases glucuronidation		 ISO Acetaminophen inhibits the reaction [UGT1A6 protein results in increased glucuronidation of 4-cresol]; amentoflavone inhibits the reaction [UGT1A6 protein results in increased glucuronidation of 4-cresol] CTD PMID:32421801 NCBI chr 9:88,747,213...88,808,465
Ensembl chr 9:88,713,184...88,808,465 		JBrowse link
G Ugt1a9 UDP glucuronosyltransferase family 1 member A9 multiple interactions
increases glucuronidation		 ISO 4-cresol inhibits the reaction [[UGT1A9 protein results in increased glucuronidation of Mycophenolic Acid] which results in increased abundance of mycophenolic acid glucuronide]; [4-cresol inhibits the reaction [[UGT1A9 protein results in increased glucuronidation of Mycophenolic Acid] which results in increased abundance of mycophenolic acid glucuronide]] which results in increased abundance of Mycophenolic Acid; Niflumic Acid inhibits the reaction [UGT1A9 protein results in increased glucuronidation of 4-cresol] CTD PMID:31742356 PMID:32421801 NCBI chr 9:88,696,981...88,808,465
Ensembl chr 9:88,713,184...88,808,465 		JBrowse link
G Ugt2b1 UDP glucuronosyltransferase 2 family, polypeptide B1 increases glucuronidation EXP UGT2B1 protein results in increased glucuronidation of 4-cresol CTD PMID:8302279 NCBI chr14:21,024,035...21,035,784
Ensembl chr14:21,024,006...21,035,986 		JBrowse link
G Vcam1 vascular cell adhesion molecule 1 multiple interactions ISO 4-cresol inhibits the reaction [IL1B protein results in increased expression of VCAM1 mRNA]; 4-cresol inhibits the reaction [IL1B protein results in increased expression of VCAM1 protein]; 4-cresol inhibits the reaction [TNF protein results in increased expression of VCAM1 mRNA]; 4-cresol inhibits the reaction [TNF protein results in increased expression of VCAM1 protein] CTD PMID:12427124 NCBI chr 2:204,038,120...204,057,852
Ensembl chr 2:204,038,114...204,057,958 		JBrowse link
tolterodine tartrate term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcb4 ATP binding cassette subfamily B member 4 decreases activity ISO Tolterodine Tartrate results in decreased activity of ABCB4 protein CTD PMID:28437613 NCBI chr 4:25,150,998...25,209,489
Ensembl chr 4:25,151,953...25,209,202 		JBrowse link
G Ahr aryl hydrocarbon receptor decreases expression ISO Tolterodine Tartrate results in decreased expression of AHR mRNA CTD PMID:24316275 NCBI chr 6:52,234,089...52,271,568
Ensembl chr 6:52,234,089...52,271,568 		JBrowse link
G Chrm2 cholinergic receptor, muscarinic 2 multiple interactions ISO Tolterodine Tartrate binds to and results in decreased activity of CHRM2 protein CTD PMID:15140916 NCBI chr 4:65,015,408...65,149,104
Ensembl chr 4:65,014,144...65,149,103 		JBrowse link
G Chrm3 cholinergic receptor, muscarinic 3 multiple interactions ISO Tolterodine Tartrate binds to and results in decreased activity of CHRM3 protein CTD PMID:15140916 NCBI chr17:60,005,137...60,467,250
Ensembl chr17:60,005,202...60,467,278 		JBrowse link
G Cyp2d4 cytochrome P450, family 2, subfamily d, polypeptide 4 increases metabolic processing
multiple interactions
affects metabolic processing		 ISO CYP2D6 protein results in increased metabolism of Tolterodine Tartrate
Fluoxetine inhibits the reaction [CYP2D6 protein results in increased metabolism of Tolterodine Tartrate]
CYP2D6 polymorphism affects the metabolism of Tolterodine Tartrate		 CTD PMID:10583026 PMID:28087463 NCBI chr 7:113,882,584...113,891,754
Ensembl chr 7:113,881,618...113,891,759 		JBrowse link
G Il1b interleukin 1 beta decreases expression ISO Tolterodine Tartrate results in decreased expression of IL1B mRNA CTD PMID:32816093 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415 		JBrowse link
G Nr3c1 nuclear receptor subfamily 3, group C, member 1 multiple interactions
decreases expression		 ISO Tolterodine Tartrate inhibits the reaction [Dexamethasone results in increased expression of NR3C1 mRNA]
Tolterodine Tartrate results in decreased expression of NR3C1 mRNA		 CTD PMID:24316275 NCBI chr18:31,271,681...31,393,320
Ensembl chr18:31,271,681...31,393,375 		JBrowse link
G Slc22a2 solute carrier family 22 member 2 multiple interactions ISO Tolterodine Tartrate inhibits the reaction [SLC22A2 protein results in increased uptake of 4-(4-dimethylaminostyryl)-1-methylpyridinium] CTD PMID:21599003 NCBI chr 1:48,121,061...48,163,268
Ensembl chr 1:48,121,061...48,163,268 		JBrowse link
G Slpi secretory leukocyte peptidase inhibitor increases expression ISO Tolterodine Tartrate results in increased expression of SLPI mRNA CTD PMID:32816093 NCBI chr 3:153,082,208...153,084,457
Ensembl chr 3:153,082,369...153,084,453 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19808
    role 19784
      biological role 19782
        poison 18590
          toxin 15966
            uremic toxin 62
              p-cresol 56
                4-(trifluoromethyl)phenol 0
                p-cresol sulfate 0
                tolterodine + 9
Path 2
Term Annotations click to browse term
  CHEBI ontology 19808
    subatomic particle 19806
      composite particle 19806
        hadron 19806
          baryon 19806
            nucleon 19806
              atomic nucleus 19806
                atom 19806
                  main group element atom 19756
                    p-block element atom 19756
                      carbon group element atom 19705
                        carbon atom 19702
                          organic molecular entity 19702
                            organic molecule 19655
                              organic cyclic compound 19468
                                carbocyclic compound 18559
                                  benzenoid aromatic compound 17968
                                    benzenes 17830
                                      toluenes 7232
                                        hydroxytoluene 1906
                                          cresol 1899
                                            p-cresol 56
                                              4-(trifluoromethyl)phenol 0
                                              p-cresol sulfate 0
                                              tolterodine + 9
paths to the root