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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: Beilstein:111296;   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



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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 expression
increases metabolic processing
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
multiple interactions
increases metabolic processing
ISO Skatole metabolite results in increased expression of CYP2F1 mRNA
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 1:82,416,108...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 chr12:9,207,986...9,230,038
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 ISO Skatole results in decreased expression of NR1I2 mRNA CTD PMID:28571685 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

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Path 1
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  CHEBI ontology 20089
    role 20042
      biological role 20011
        biochemical role 19671
          metabolite 19631
            eukaryotic metabolite 19358
              animal metabolite 19197
                mammalian metabolite 19197
                  skatole 12
Path 2
Term Annotations click to browse term
  CHEBI ontology 20089
    subatomic particle 20058
      composite particle 20058
        hadron 20088
          baryon 20088
            nucleon 20088
              atomic nucleus 20088
                atom 20058
                  main group element atom 19960
                    p-block element atom 19990
                      carbon group element atom 19916
                        carbon atom 19909
                          organic molecular entity 19909
                            organic molecule 19856
                              organic cyclic compound 19612
                                organic heterocyclic compound 18824
                                  organic heteropolycyclic compound 18298
                                    organic heterobicyclic compound 17170
                                      benzopyrrole 9625
                                        indoles 9296
                                          methylindole 1307
                                            skatole 12
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