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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:beta-carboline
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Accession:CHEBI:109895 term browser browse the term
Definition:The parent compound of the beta-carbolines, a tricyclic structure comprising an indole ring system ortho- fused to C-3 and C-4 of a pyridine ring.
Synonyms:related_synonym: 2,9-Diazafluorene;   2-Azacarbazole;   9H-beta-Carboline;   9H-pyrido[3,4-b]indole;   Carbazoline;   Formula=C11H8N2;   InChI=1S/C11H8N2/c1-2-4-10-8(3-1)9-5-6-12-7-11(9)13-10/h1-7,13H;   InChIKey=AIFRHYZBTHREPW-UHFFFAOYSA-N;   Norharman;   Norharmane;   SMILES=c1ccc2c(c1)[nH]c1cnccc21
 xref: CAS:244-63-3;   HMDB:HMDB0012897;   KEGG:C20157;   LINCS:LSM-19021
 xref_mesh: MESH:C010262
 xref: MetaCyc:CPD-15304;   PDBeChem:NRH;   PMID:23600147;   PMID:8070089;   Reaxys:128414;   Wikipedia:Beta-Carboline


show annotations for term's descendants           Sort by:
beta-carboline term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ahr aryl hydrocarbon receptor multiple interactions
increases activity		 ISO norharman inhibits the reaction [Lipids metabolite results in increased activity of AHR protein]
norharman results in increased activity of AHR protein		 CTD PMID:27020609 PMID:28336214 NCBI chr 6:52,234,089...52,271,568
Ensembl chr 6:52,234,089...52,271,568 		JBrowse link
G Casp3 caspase 3 increases cleavage
increases expression		 ISO norharman results in increased cleavage of CASP3 protein
norharman results in increased expression of CASP3 mRNA		 CTD PMID:35985368 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648 		JBrowse link
G Casp7 caspase 7 increases expression ISO norharman results in increased expression of CASP7 mRNA CTD PMID:35985368 NCBI chr 1:255,437,438...255,476,737
Ensembl chr 1:255,437,172...255,476,729 		JBrowse link
G Casp9 caspase 9 increases expression ISO norharman results in increased expression of CASP9 mRNA CTD PMID:35985368 NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626 		JBrowse link
G Cat catalase decreases activity ISO norharman results in decreased activity of CAT protein CTD PMID:35985368 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478 		JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 multiple interactions
increases expression		 ISO CYP1A1 protein affects the metabolism of [norharman co-treated with aniline]
norharman results in increased expression of CYP1A1 mRNA; norharman results in increased expression of CYP1A1 protein		 CTD PMID:15279827 PMID:28336214 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 multiple interactions ISO CYP1A2 protein affects the metabolism of [norharman co-treated with aniline] CTD PMID:15279827 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 multiple interactions ISO CYP1B1 protein affects the metabolism of [norharman co-treated with aniline] CTD PMID:15279827 NCBI chr 6:15,342,312...15,350,886
Ensembl chr 6:15,342,344...15,350,917 		JBrowse link
G Cyp2b3 cytochrome P450, family 2, subfamily b, polypeptide 3 multiple interactions ISO CYP2B6 protein affects the metabolism of [norharman co-treated with aniline] CTD PMID:15279827 NCBI chr 1:81,652,762...81,732,153
Ensembl chr 1:81,652,787...81,732,143 		JBrowse link
G Cyp2d4 cytochrome P450, family 2, subfamily d, polypeptide 4 multiple interactions ISO CYP2D6 protein affects the metabolism of [norharman co-treated with aniline] CTD PMID:15279827 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 multiple interactions ISO CYP2E1 protein affects the metabolism of [norharman co-treated with aniline] CTD PMID:15279827 NCBI chr 1:195,840,330...195,850,728
Ensembl chr 1:195,840,058...195,864,023 		JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 multiple interactions ISO CYP3A4 protein affects the metabolism of [norharman co-treated with aniline] CTD PMID:15279827 NCBI chr12:9,207,978...9,230,064
Ensembl chr12:9,015,383...9,285,008 		JBrowse link
G Maoa monoamine oxidase A decreases activity ISO norharman results in decreased activity of MAOA protein CTD PMID:28057462 NCBI chr  X:6,032,172...6,098,308
Ensembl chr  X:6,030,795...6,099,593 		JBrowse link
G Maob monoamine oxidase B multiple interactions
decreases activity		 ISO norharman inhibits the reaction [MAOB protein results in increased oxidation of 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine]
norharman results in decreased activity of MAOB protein		 CTD PMID:21554916 NCBI chr  X:5,907,327...6,010,996
Ensembl chr  X:5,907,266...6,011,003 		JBrowse link
G Nfe2l2 NFE2 like bZIP transcription factor 2 increases expression ISO norharman results in increased expression of NFE2L2 protein CTD PMID:35985368 NCBI chr 3:60,594,239...60,621,712
Ensembl chr 3:60,594,242...60,621,737 		JBrowse link
G Nqo1 NAD(P)H quinone dehydrogenase 1 increases expression ISO norharman results in increased expression of NQO1 mRNA CTD PMID:35985368 NCBI chr19:35,295,633...35,310,528
Ensembl chr19:35,295,573...35,310,557 		JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 increases cleavage ISO norharman results in increased cleavage of PARP1 protein CTD PMID:35985368 NCBI chr13:92,307,593...92,339,406
Ensembl chr13:92,307,586...92,339,404 		JBrowse link
G Slc22a1 solute carrier family 22 member 1 decreases activity
multiple interactions		 ISO norharman results in decreased activity of SLC22A1 protein
norharman inhibits the reaction [SLC22A1 protein results in increased import of 4-(4-(dimethylamino)styryl)-1-methylpyridinium iodide]		 CTD PMID:30189235 NCBI chr 1:48,076,657...48,103,679
Ensembl chr 1:48,076,666...48,103,678 		JBrowse link
G Slc22a2 solute carrier family 22 member 2 decreases activity
multiple interactions		 ISO norharman results in decreased activity of SLC22A2 protein
norharman inhibits the reaction [SLC22A2 protein results in increased import of 4-(4-(dimethylamino)styryl)-1-methylpyridinium iodide]		 CTD PMID:30189235 NCBI chr 1:48,121,061...48,163,268
Ensembl chr 1:48,121,061...48,163,268 		JBrowse link
G Slc22a3 solute carrier family 22 member 3 decreases activity
multiple interactions		 ISO norharman results in decreased activity of SLC22A3 protein
norharman inhibits the reaction [SLC22A3 protein results in increased import of 4-(4-(dimethylamino)styryl)-1-methylpyridinium iodide]		 CTD PMID:30189235 NCBI chr 1:48,235,476...48,324,617
Ensembl chr 1:48,235,476...48,324,612 		JBrowse link
G Tp53 tumor protein p53 affects activity ISO norharman metabolite affects the activity of TP53 protein CTD PMID:35435491 NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524 		JBrowse link
annomontine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ahr aryl hydrocarbon receptor increases expression ISO annomontine results in increased expression of AHR mRNA CTD PMID:20449727 NCBI chr 6:52,234,089...52,271,568
Ensembl chr 6:52,234,089...52,271,568 		JBrowse link
G Ahrr aryl-hydrocarbon receptor repressor increases expression ISO annomontine results in increased expression of AHRR mRNA CTD PMID:20449727 NCBI chr 1:28,993,634...29,088,673
Ensembl chr 1:28,993,634...29,088,673 		JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 increases expression ISO annomontine results in increased expression of CYP1A1 mRNA CTD PMID:20449727 NCBI chr 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125 		JBrowse link
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 activity
decreases stability		 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
ISO		 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 19874
    role 19844
      biological role 19842
        biochemical role 19549
          metabolite 19537
            marine metabolite 6744
              beta-carboline 23
                annomontine 3
                cordysinin C 0
                cordysinin D 0
                cordysinin E 0
                harmol + 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
                                          beta-carboline 23
                                            annomontine 3
                                            cordysinin C 0
                                            cordysinin D 0
                                            cordysinin E 0
                                            harmol + 3
paths to the root