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
Accession: CHEBI:109895
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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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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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