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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



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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 6:57,961,423...57,998,901
Ensembl chr 6:57,961,423...57,998,901
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 chr16:52,395,539...52,413,794
Ensembl chr16:52,395,540...52,413,732
JBrowse link
G Casp7 caspase 7 increases expression ISO norharman results in increased expression of CASP7 mRNA CTD PMID:35985368 NCBI chr 1:265,442,647...265,481,938
Ensembl chr 1:265,442,676...265,482,512
JBrowse link
G Casp9 caspase 9 increases expression ISO norharman results in increased expression of CASP9 mRNA CTD PMID:35985368 Ensembl chr 5:159,391,188...159,409,648 JBrowse link
G Cat catalase decreases activity ISO norharman results in decreased activity of CAT protein CTD PMID:35985368 NCBI chr 3:110,297,340...110,329,526
Ensembl chr 3:110,297,342...110,329,526
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 8:66,991,940...66,998,014
Ensembl chr 8:66,991,970...66,998,012
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 8:66,971,261...66,978,149
Ensembl chr 8:66,971,261...66,978,149
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 6:21,093,927...21,103,091
Ensembl chr 6:21,078,146...21,103,142
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 1:90,780,468...90,859,852 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 7:115,762,662...115,771,832
Ensembl chr 7:115,761,696...115,771,837
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 1:205,269,967...205,280,365
Ensembl chr 1:205,267,505...205,293,495
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 chr12:14,321,771...14,343,886
Ensembl chr12:14,321,771...14,343,857
JBrowse link
G Maoa monoamine oxidase A decreases activity ISO norharman results in decreased activity of MAOA protein CTD PMID:28057462 NCBI chr  X:8,615,239...8,681,372
Ensembl chr  X:8,615,239...8,682,631
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:8,490,405...8,594,065
Ensembl chr  X:8,490,344...8,594,375
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 3:81,001,529...81,031,165
Ensembl chr 3:81,001,529...81,029,090
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 chr19:52,205,374...52,220,267
Ensembl chr19:52,205,314...52,220,260
JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 increases cleavage ISO norharman results in increased cleavage of PARP1 protein CTD PMID:35985368 NCBI chr13:94,839,484...94,871,295
Ensembl chr13:94,839,433...94,871,567
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 1:50,624,339...50,651,437
Ensembl chr 1:50,624,377...50,651,436
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 1:50,668,817...50,711,019
Ensembl chr 1:50,668,817...50,711,019
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 1:50,783,218...50,872,358
Ensembl chr 1:50,783,218...50,872,353
JBrowse link
G Tp53 tumor protein p53 affects activity ISO norharman metabolite affects the activity of TP53 protein CTD PMID:35435491 NCBI chr10:54,798,871...54,810,300
Ensembl chr10:54,798,851...54,810,299
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 6:57,961,423...57,998,901
Ensembl chr 6:57,961,423...57,998,901
JBrowse link
G Ahrr aryl-hydrocarbon receptor repressor increases expression ISO annomontine results in increased expression of AHRR mRNA CTD PMID:20449727 NCBI chr 1:30,822,219...30,917,251
Ensembl chr 1:30,810,866...30,952,866
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 8:66,991,940...66,998,014
Ensembl chr 8:66,991,970...66,998,012
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 6:57,961,423...57,998,901
Ensembl chr 6:57,961,423...57,998,901
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 8:66,991,940...66,998,014
Ensembl chr 8:66,991,970...66,998,012
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 1:190,702,592...190,706,112
Ensembl chr 1:190,702,592...190,706,131
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 20849
    role 20820
      biological role 20805
        biochemical role 20268
          metabolite 20237
            marine metabolite 9892
              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 20849
    subatomic particle 20847
      composite particle 20860
        hadron 20847
          baryon 20860
            nucleon 20847
              atomic nucleus 20847
                atom 20860
                  main group element atom 20781
                    p-block element atom 20768
                      carbon group element atom 20715
                        carbon atom 20710
                          organic molecular entity 20710
                            organic molecule 20654
                              organic cyclic compound 20403
                                organic heterocyclic compound 19386
                                  organic heteropolycyclic compound 18633
                                    organic heterotricyclic compound 16027
                                      pyridoindole 550
                                        beta-carbolines 536
                                          beta-carboline 23
                                            annomontine 3
                                            cordysinin C 0
                                            cordysinin D 0
                                            cordysinin E 0
                                            harmol + 3
paths to the root