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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 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 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 nuclear factor, erythroid 2-like 2 increases expression ISO 4-cresol results in increased expression of NFE2L2 mRNA CTD PMID:29214717 NCBI chr 3:60,594,239...60,621,785
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...34,536,685
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 9:88,747,229...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 JBrowse link
G Ugt2b17 UDP glucuronosyltransferase family 2 member B17 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 19821
    role 19769
      biological role 19769
        poison 18322
          toxin 15401
            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 19821
    subatomic particle 19819
      composite particle 19819
        hadron 19819
          baryon 19819
            nucleon 19819
              atomic nucleus 19819
                atom 19819
                  main group element atom 19716
                    p-block element atom 19716
                      carbon group element atom 19640
                        carbon atom 19630
                          organic molecular entity 19630
                            organic molecule 19569
                              organic cyclic compound 19360
                                carbocyclic compound 18314
                                  benzenoid aromatic compound 17458
                                    benzenes 17237
                                      toluenes 6253
                                        hydroxytoluene 128
                                          cresol 124
                                            p-cresol 56
                                              4-(trifluoromethyl)phenol 0
                                              p-cresol sulfate 0
                                              tolterodine + 9
paths to the root