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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:skatole
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Accession:CHEBI:9171 term browser browse the term
Definition:A methylindole carrying a methyl substituent at position 3. It is produced during the anoxic metabolism of L-tryptophan in the mammalian digestive tract.
Synonyms:exact_synonym: 3-methyl-1H-indole
 related_synonym: 3-Methylindole;   3-methyl-4,5-benzopyrrole;   Formula=C9H9N;   InChI=1S/C9H9N/c1-7-6-10-9-5-3-2-4-8(7)9/h2-6,10H,1H3;   InChIKey=ZFRKQXVRDFCRJG-UHFFFAOYSA-N;   SMILES=Cc1c[nH]c2ccccc12;   Skatol;   beta-methylindole
 xref: CAS:83-34-1;   Gmelin:396961;   HMDB:HMDB0000466;   KEGG:C08313;   KNApSAcK:C00001430;   LINCS:LSM-3655
 xref_mesh: MESH:D012862
 xref: MetaCyc:SKATOLE;   PMID:16656260;   PMID:22950976;   PMID:24358366;   PMID:7487051;   Reaxys:111296;   Wikipedia:Skatole


show annotations for term's descendants           Sort by:
skatole term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ahr aryl hydrocarbon receptor multiple interactions ISO [alpha-naphthoflavone binds to and results in decreased activity of AHR protein] inhibits the reaction [Skatole results in increased expression of CYP1A1 mRNA]; [alpha-naphthoflavone binds to and results in decreased activity of AHR protein] inhibits the reaction [Skatole results in increased expression of CYP2F1 mRNA] CTD PMID:20187624 NCBI chr 6:52,234,089...52,271,568
Ensembl chr 6:52,234,089...52,271,568 		JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 multiple interactions
increases metabolic processing
increases expression		 ISO 1-aminobenzotriazole inhibits the reaction [Skatole results in increased expression of CYP1A1 mRNA]; [alpha-naphthoflavone binds to and results in decreased activity of AHR protein] inhibits the reaction [Skatole results in increased expression of CYP1A1 mRNA]; [CYP1A1 protein results in increased metabolism of Skatole] which results in increased chemical synthesis of 3-methyleneindolenine; Cycloheximide promotes the reaction [Skatole results in increased expression of CYP1A1 mRNA]; CYP1A1 protein results in increased metabolism of and results in increased activity of Skatole; Dactinomycin inhibits the reaction [Skatole results in increased expression of CYP1A1 mRNA]; Skatole inhibits the reaction [Tetrachlorodibenzodioxin results in increased activity of CYP1A1 protein]
Skatole metabolite results in increased expression of CYP1A1 mRNA; Skatole results in increased expression of CYP1A1 mRNA; Skatole results in increased expression of CYP1A1 protein		 CTD PMID:20187624 PMID:20795680 PMID:28571685 PMID:31201936 NCBI chr 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125 		JBrowse link
G Cyp1a2 cytochrome P450, family 1, subfamily a, polypeptide 2 increases expression ISO Skatole results in increased expression of CYP1A2 mRNA; Skatole results in increased expression of CYP1A2 protein CTD PMID:28571685 PMID:31201936 NCBI chr 8:58,075,367...58,082,255
Ensembl chr 8:58,075,367...58,082,312 		JBrowse link
G Cyp1b1 cytochrome P450, family 1, subfamily b, polypeptide 1 increases expression ISO Skatole results in increased expression of CYP1B1 mRNA CTD PMID:28571685 NCBI chr 6:15,342,312...15,350,886
Ensembl chr 6:15,342,344...15,350,917 		JBrowse link
G Cyp2a1 cytochrome P450, family 2, subfamily a, polypeptide 1 multiple interactions
increases metabolic processing		 ISO [CYP2A13 protein results in increased metabolism of Skatole] which results in increased chemical synthesis of 3-methyleneindolenine; [Methoxsalen results in decreased activity of CYP2A13 protein] which results in decreased susceptibility to Skatole; CYP2A13 protein results in increased metabolism of and results in increased activity of Skatole CTD PMID:20187624 PMID:20795680 NCBI chr 1:82,231,611...82,244,887
Ensembl chr 1:82,231,611...82,244,887 		JBrowse link
G Cyp2e1 cytochrome P450, family 2, subfamily e, polypeptide 1 decreases expression ISO Skatole results in decreased expression of CYP2E1 mRNA CTD PMID:28571685 NCBI chr 1:195,840,330...195,850,728
Ensembl chr 1:195,840,058...195,864,023 		JBrowse link
G Cyp2f4 cytochrome P450, family 2, subfamily f, polypeptide 4 increases expression
increases metabolic processing
multiple interactions		 ISO Skatole metabolite results in increased expression of CYP2F1 mRNA
CYP2F1 protein results in increased metabolism of Skatole
1-aminobenzotriazole inhibits the reaction [Skatole results in increased expression of CYP2F1 mRNA]; [alpha-naphthoflavone binds to and results in decreased activity of AHR protein] inhibits the reaction [Skatole results in increased expression of CYP2F1 mRNA]; [CYP2F1 protein results in increased metabolism of Skatole] which results in increased chemical synthesis of 3-methyleneindolenine; Cycloheximide inhibits the reaction [Skatole results in increased expression of CYP2F1 mRNA]; CYP2F1 protein results in increased metabolism of and results in increased activity of Skatole; Dactinomycin inhibits the reaction [Skatole results in increased expression of CYP2F1 mRNA]		 CTD PMID:20187624 PMID:20795680 NCBI chr 1:82,416,107...82,429,897
Ensembl chr 1:82,416,130...82,429,896 		JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 multiple interactions
decreases expression		 ISO Skatole inhibits the reaction [Rifampin results in increased expression of CYP3A4 mRNA]; Skatole inhibits the reaction [Rifampin results in increased expression of CYP3A4 protein]
Skatole results in decreased expression of CYP3A4 mRNA		 CTD PMID:28571685 NCBI chr12:9,207,978...9,230,064
Ensembl chr12:9,015,383...9,285,008 		JBrowse link
G Cyp4b1 cytochrome P450, family 4, subfamily b, polypeptide 1 multiple interactions
increases metabolic processing		 ISO [CYP4B1 protein results in increased metabolism of Skatole] which results in increased chemical synthesis of 3-methyleneindolenine CTD PMID:20187624 NCBI chr 5:129,139,019...129,176,860
Ensembl chr 5:129,139,038...129,156,348 		JBrowse link
G Nr1i2 nuclear receptor subfamily 1, group I, member 2 decreases expression
increases expression		 ISO Skatole results in decreased expression of NR1I2 mRNA
Skatole results in increased expression of NR1I2 mRNA		 CTD PMID:28571685 PMID:32092453 NCBI chr11:62,460,213...62,496,665
Ensembl chr11:62,460,213...62,496,658 		JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 increases cleavage ISO Skatole results in increased cleavage of PARP1 protein CTD PMID:19700606 NCBI chr13:92,307,593...92,339,406
Ensembl chr13:92,307,586...92,339,404 		JBrowse link
G Tp53 tumor protein p53 multiple interactions ISO Skatole results in increased phosphorylation of and affects the localization of TP53 protein CTD PMID:19700606 NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524 		JBrowse link
Term paths to the root
Path 1
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  CHEBI ontology 19899
    role 19869
      biological role 19867
        biochemical role 19574
          metabolite 19561
            eukaryotic metabolite 19385
              animal metabolite 19253
                mammalian metabolite 19252
                  skatole 12
Path 2
Term Annotations click to browse term
  CHEBI ontology 19899
    subatomic particle 19897
      composite particle 19897
        hadron 19897
          baryon 19897
            nucleon 19897
              atomic nucleus 19897
                atom 19897
                  main group element atom 19835
                    p-block element atom 19835
                      carbon group element atom 19776
                        carbon atom 19772
                          organic molecular entity 19772
                            organic molecule 19724
                              organic cyclic compound 19514
                                organic heterocyclic compound 18893
                                  organic heteropolycyclic compound 18320
                                    organic heterobicyclic compound 17272
                                      benzopyrrole 9747
                                        indoles 9434
                                          methylindole 1318
                                            skatole 12
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