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The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at The data is made available under the Creative Commons License (CC 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.

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Accession:CHEBI:192558 term browser browse the term
Definition:A 9H-beta-carboline carrying a methyl substituent at C-1 and a hydroxy group at C-7; major microspecies at pH 7.3.
Synonyms:exact_synonym: 1-methyl-9H-beta-carbolin-7-ol
 related_synonym: 1-methyl-9H-pyrido[3,4-b]indol-7-ol;   Formula=C12H10N2O;   InChI=1S/C12H10N2O/c1-7-12-10(4-5-13-7)9-3-2-8(15)6-11(9)14-12/h2-6,14-15H,1H3;   InChIKey=SATMZMMKDDTOSQ-UHFFFAOYSA-N;   SMILES=CC1=NC=CC2=C1NC1=C2C=CC(O)=C1
 xref: CAS:487-03-6;   FooDB:FDB012520;   HMDB:HMDB0034217;   KNApSAcK:C00042574
 xref_mesh: MESH:C001326
 xref: MetaCyc:CPD-9941;   PMID:19318910;   PMID:21804216;   PMID:22001777;   PMID:23338618;   PMID:28326067;   PMID:35767141;   PMID:35933473;   Wikipedia:Harmol

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harmol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ahr aryl hydrocarbon receptor multiple interactions ISO harmol inhibits the reaction [Tetrachlorodibenzodioxin binds to AHR protein] CTD PMID:22001777 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
decreases stability
decreases activity
ISO benzyloxycarbonylleucyl-leucyl-leucine aldehyde inhibits the reaction [harmol results in decreased stability of CYP1A1 protein]; harmol inhibits the reaction [Tetrachlorodibenzodioxin results in increased expression of CYP1A1 mRNA]; harmol inhibits the reaction [Tetrachlorodibenzodioxin results in increased expression of CYP1A1 protein]
harmol results in decreased activity of CYP1A1 protein
CTD PMID:22001777 NCBI chr 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125
JBrowse link
G Sult1a1 sulfotransferase family 1A member 1 multiple interactions EXP
Mefenamic Acid inhibits the reaction [SULT1A1 protein results in increased sulfation of harmol] CTD PMID:11181495 NCBI chr 1:181,272,022...181,276,750
Ensembl chr 1:181,272,023...181,275,562
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19860
    role 19832
      biological role 19830
        biochemical role 19538
          autophagy inducer 2070
            harmol 3
              6-(3-dimethylallyl)harmol 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19860
    subatomic particle 19858
      composite particle 19858
        hadron 19858
          baryon 19858
            nucleon 19858
              atomic nucleus 19858
                atom 19858
                  main group element atom 19804
                    p-block element atom 19804
                      carbon group element atom 19745
                        carbon atom 19741
                          organic molecular entity 19741
                            organic molecule 19692
                              organic cyclic compound 19503
                                organic heterocyclic compound 18875
                                  organic heteropolycyclic compound 18302
                                    organic heterotricyclic compound 15658
                                      pyridoindole 136
                                        beta-carbolines 117
                                          beta-carboline 23
                                            harmol 3
                                              6-(3-dimethylallyl)harmol 0
paths to the root