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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:harmalol
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Accession:CHEBI:27943 term browser browse the term
Definition:A harmala alkaloid in which the harman skeleton is hydroxy-substituted at C-7 and has been reduced across the 3,4 bond.
Synonyms:exact_synonym: 1-methyl-4,9-dihydro-3H-pyrido[3,4-b]indol-7-ol
 related_synonym: 1-methyl-4,9-dihydro-3H-beta-carbolin-7-ol;   Formula=C12H12N2O;   Harmidol;   Harmolol;   InChI=1S/C12H12N2O/c1-7-12-10(4-5-13-7)9-3-2-8(15)6-11(9)14-12/h2-3,6,14-15H,4-5H2,1H3;   InChIKey=RHVPEFQDYMMNSY-UHFFFAOYSA-N;   SMILES=CC1=NCCc2c1[nH]c1cc(O)ccc21
 alt_id: CHEBI:24476;   CHEBI:5622
 xref: CAS:525-57-5;   KEGG:C06537
 xref_mesh: MESH:C007904
 xref: PMID:24368411;   PMID:25749794;   Reaxys:201180


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harmalol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Casp3 caspase 3 increases activity
increases expression		 ISO harmalol results in increased activity of CASP3 protein
harmalol results in increased expression of CASP3 mRNA		 CTD PMID:27590872 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648 		JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 multiple interactions
decreases activity
decreases stability		 ISO [Cycloheximide co-treated with harmalol] results in decreased expression of CYP1A1 protein; benzyloxycarbonylleucyl-leucyl-leucine aldehyde inhibits the reaction [[Cycloheximide co-treated with harmalol] results in decreased expression of CYP1A1 protein]; harmalol inhibits the reaction [Benzo(a)pyrene results in increased activity of CYP1A1 protein]; harmalol inhibits the reaction [Tetrachlorodibenzodioxin results in increased expression of and results in increased activity of CYP1A1 protein]; harmalol inhibits the reaction [Tetrachlorodibenzodioxin results in increased expression of CYP1A1 mRNA]
harmalol results in decreased activity of CYP1A1 protein
harmalol results in decreased stability of CYP1A1 protein		 CTD PMID:22037238 NCBI chr 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125 		JBrowse link
G Tp53 tumor protein p53 increases expression ISO harmalol results in increased expression of TP53 mRNA; harmalol results in increased expression of TP53 protein CTD PMID:27590872 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
Term Annotations click to browse term
  CHEBI ontology 19874
    role 19844
      biological role 19842
        antimicrobial agent 18240
          antiviral agent 11338
            anti-HIV agent 2775
              harman 71
                harmalol 3
Path 2
Term Annotations click to browse term
  CHEBI ontology 19874
    subatomic particle 19872
      composite particle 19872
        hadron 19872
          baryon 19872
            nucleon 19872
              atomic nucleus 19872
                atom 19872
                  main group element atom 19811
                    p-block element atom 19811
                      carbon group element atom 19751
                        carbon atom 19748
                          organic molecular entity 19748
                            organic molecule 19700
                              organic cyclic compound 19490
                                organic heterocyclic compound 18868
                                  organic heteropolycyclic compound 18294
                                    organic heterotricyclic compound 15841
                                      pyridoindole 136
                                        beta-carbolines 117
                                          harmala alkaloid 72
                                            harman 71
                                              harmalol 3
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