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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:3-methyl-3H-imidazo[4,5-f]quinolin-2-amine
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Accession:CHEBI:42725 term browser browse the term
Definition:An imidazoquinoline that is 3H-imidazo[4,5-f]quinoline substituted by a methyl group at position 3 and an amino group at position 2.
Synonyms:related_synonym: Formula=C11H10N4;   IQ;   InChI=1S/C11H10N4/c1-15-9-5-4-8-7(3-2-6-13-8)10(9)14-11(15)12/h2-6H,1H3,(H2,12,14);   InChIKey=ARZWATDYIYAUTA-UHFFFAOYSA-N;   SMILES=Cn1c(N)nc2c1ccc1ncccc21
 xref: CAS:76180-96-6;   HMDB:HMDB0029706;   KEGG:C19180
 xref_mesh: MESH:C029216
 xref: PDBeChem:GIQ;   PMID:24135607;   Reaxys:5014055


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3-methyl-3H-imidazo[4,5-f]quinolin-2-amine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcc2 ATP binding cassette subfamily C member 2 affects transport ISO ABCC2 protein affects the transport of 2-amino-3-methylimidazo(4,5-f)quinoline CTD PMID:16611851 NCBI chr 1:263,554,426...263,612,556
Ensembl chr 1:263,554,453...263,613,252
JBrowse link
G Ahr aryl hydrocarbon receptor increases expression ISO 2-amino-3-methylimidazo(4,5-f)quinoline results in increased expression of AHR protein CTD PMID:27644595 NCBI chr 6:54,963,990...55,001,806
Ensembl chr 6:54,963,990...55,001,464
JBrowse link
G Akr1b10 aldo-keto reductase family 1 member B10 decreases expression ISO 2-amino-3-methylimidazo(4,5-f)quinoline results in decreased expression of AKR1B10 mRNA CTD PMID:26198647 NCBI chr 4:61,813,265...61,830,371
Ensembl chr 4:61,771,970...61,828,657
JBrowse link
G Apc APC regulator of WNT signaling pathway increases mutagenesis ISO
EXP
2-amino-3-methylimidazo(4,5-f)quinoline results in increased mutagenesis of APC gene CTD PMID:7846077, PMID:8608549, PMID:12034317 NCBI chr18:27,011,710...27,106,323
Ensembl chr18:27,047,382...27,105,531
JBrowse link
G Aprt adenine phosphoribosyl transferase multiple interactions ISO [NAT2 protein results in increased susceptibility to 2-amino-3-methylimidazo(4,5-f)quinoline] which results in increased mutagenesis of APRT gene
[CYP1A2 protein co-treated with 2-amino-3-methylimidazo(4,5-f)quinoline] results in increased mutagenesis of APRT gene
CTD PMID:2023932, PMID:9150757 NCBI chr19:55,387,288...55,389,256
Ensembl chr19:55,387,288...55,389,256
JBrowse link
G Asf1a anti-silencing function 1A histone chaperone decreases expression ISO 2-amino-3-methylimidazo(4,5-f)quinoline results in decreased expression of ASF1A mRNA CTD PMID:26198647 NCBI chr20:34,894,419...34,909,265
Ensembl chr20:34,894,419...34,909,265
JBrowse link
G Bik BCL2-interacting killer increases expression ISO 2-amino-3-methylimidazo(4,5-f)quinoline results in increased expression of BIK mRNA CTD PMID:26198647 NCBI chr 7:124,390,924...124,410,449
Ensembl chr 7:124,391,432...124,410,447
JBrowse link
G Cdh1 cadherin 1 decreases expression ISO 2-amino-3-methylimidazo(4,5-f)quinoline results in decreased expression of CDH1 protein CTD PMID:22094457 NCBI chr19:38,768,467...38,838,395
Ensembl chr19:38,768,467...38,838,395
JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A decreases expression
increases expression
ISO 2-amino-3-methylimidazo(4,5-f)quinoline results in decreased expression of CDKN1A protein
2-amino-3-methylimidazo(4,5-f)quinoline results in increased expression of CDKN1A mRNA
CTD PMID:22094457, PMID:31542801 NCBI chr20:6,348,422...6,358,864
Ensembl chr20:6,351,458...6,358,864
JBrowse link
G Ctnnb1 catenin beta 1 increases mutagenesis
multiple interactions
EXP 2-amino-3-methylimidazo(4,5-f)quinoline results in increased mutagenesis of CTNNB1 gene
[chlorophyllin affects the reaction [2-amino-3-methylimidazo(4,5-f)quinoline results in increased mutagenesis of CTNNB1 gene]] inhibits the reaction [GSK3B protein results in increased phosphorylation of and results in increased ubiquitination of CTNNB1 protein]; chlorophyllin affects the reaction [2-amino-3-methylimidazo(4,5-f)quinoline results in increased mutagenesis of CTNNB1 gene]
CTD PMID:9515794, PMID:12628520 NCBI chr 8:129,601,511...129,628,378
Ensembl chr 8:129,617,812...129,627,372
JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 affects activity
increases expression
ISO CYP1A1 affects the activity of 2-amino-3-methylimidazo(4,5-f)quinoline
2-amino-3-methylimidazo(4,5-f)quinoline results in increased expression of CYP1A1 mRNA
CTD PMID:2334931, PMID:27644595, PMID:31542801 NCBI chr 8:62,472,087...62,478,122
Ensembl chr 8:62,472,095...62,478,147
JBrowse link
G Cyp1a2 cytochrome P450, family 1, subfamily a, polypeptide 2 affects metabolic processing
increases expression
multiple interactions
increases activity
affects response to substance
ISO
EXP
CYP1A2 protein affects the metabolism of 2-amino-3-methylimidazo(4,5-f)quinoline
2-amino-3-methylimidazo(4,5-f)quinoline results in increased expression of CYP1A2 mRNA
Quercetin inhibits the reaction [CYP1A2 results in increased activity of 2-amino-3-methylimidazo(4,5-f)quinoline]
[CYP1A2 protein co-treated with 2-amino-3-methylimidazo(4,5-f)quinoline] results in increased mutagenesis of APRT gene
CYP1A2 protein affects the susceptibility to 2-amino-3-methylimidazo(4,5-f)quinoline
CYP1A2 protein results in increased activity of 2-amino-3-methylimidazo(4,5-f)quinoline; CYP1A2 results in increased activity of 2-amino-3-methylimidazo(4,5-f)quinoline
[CYP1A2 protein co-treated with POR protein co-treated with OAT protein] results in increased susceptibility to 2-amino-3-methylimidazo(4,5-f)quinoline; CYP1A2 protein results in increased hydroxylation of and results in increased activity of 2-amino-3-methylimidazo(4,5-f)quinoline; CYP1A2 protein results in increased metabolism of and results in increased susceptibility to 2-amino-3-methylimidazo(4,5-f)quinoline
CTD PMID:2023932, PMID:2334931, PMID:2655891, PMID:9581821, PMID:10503888, PMID:11752233, PMID:14725854, PMID:15728263, PMID:27644595, PMID:28160022, PMID:31542801 NCBI chr 8:62,451,360...62,458,244
Ensembl chr 8:62,451,329...62,458,301
JBrowse link
G Fbxo30 F-box protein 30 decreases expression ISO 2-amino-3-methylimidazo(4,5-f)quinoline results in decreased expression of FBXO30 mRNA CTD PMID:26198647 NCBI chr 1:5,366,119...5,389,774
Ensembl chr 1:5,366,379...5,388,069
JBrowse link
G Gpat3 glycerol-3-phosphate acyltransferase 3 increases expression ISO 2-amino-3-methylimidazo(4,5-f)quinoline results in increased expression of GPAT3 mRNA CTD PMID:26198647 NCBI chr14:10,343,287...10,396,565
Ensembl chr14:10,343,282...10,395,047
JBrowse link
G Gsk3b glycogen synthase kinase 3 beta multiple interactions EXP [chlorophyllin affects the reaction [2-amino-3-methylimidazo(4,5-f)quinoline results in increased mutagenesis of CTNNB1 gene]] inhibits the reaction [GSK3B protein results in increased phosphorylation of and results in increased ubiquitination of CTNNB1 protein] CTD PMID:12628520 NCBI chr11:65,060,884...65,208,842
Ensembl chr11:65,066,235...65,209,268
JBrowse link
G H2ax H2A.X variant histone increases expression ISO 2-amino-3-methylimidazo(4,5-f)quinoline results in increased expression of H2AX protein modified form CTD PMID:28160022 NCBI chr 8:48,665,652...48,666,981
Ensembl chr 8:48,665,652...48,666,981
JBrowse link
G Hprt1 hypoxanthine phosphoribosyltransferase 1 increases mutagenesis EXP 2-amino-3-methylimidazo(4,5-f)quinoline results in increased mutagenesis of HPRT1 gene CTD PMID:12467141 NCBI chr  X:158,196,640...158,228,815
Ensembl chr  X:158,197,149...158,228,749
JBrowse link
G Hras HRas proto-oncogene, GTPase increases mutagenesis EXP 2-amino-3-methylimidazo(4,5-f)quinoline results in increased mutagenesis of HRAS gene CTD PMID:2009133, PMID:8844820 NCBI chr 1:214,178,404...214,181,841
Ensembl chr 1:214,178,407...214,181,686
JBrowse link
G Jun Jun proto-oncogene, AP-1 transcription factor subunit increases expression ISO 2-amino-3-methylimidazo(4,5-f)quinoline results in increased expression of JUN protein CTD PMID:22094457 NCBI chr 5:114,011,184...114,014,277
Ensembl chr 5:114,011,189...114,014,277
JBrowse link
G Kras KRAS proto-oncogene, GTPase increases mutagenesis EXP 2-amino-3-methylimidazo(4,5-f)quinoline results in increased mutagenesis of KRAS gene CTD PMID:8844820 NCBI chr 4:179,482,562...179,515,483
Ensembl chr 4:179,486,105...179,515,558
JBrowse link
G Lif LIF, interleukin 6 family cytokine increases expression ISO 2-amino-3-methylimidazo(4,5-f)quinoline results in increased expression of LIF mRNA CTD PMID:26198647 NCBI chr14:84,482,652...84,500,574
Ensembl chr14:84,482,674...84,500,642
JBrowse link
G Nat2 N-acetyltransferase 2 increases response to substance
multiple interactions
ISO NAT2 protein results in increased susceptibility to 2-amino-3-methylimidazo(4,5-f)quinoline
[CYP3A7 co-treated with NAT2] results in increased susceptibility to 2-amino-3-methylimidazo(4,5-f)quinoline; [NAT2 protein results in increased susceptibility to 2-amino-3-methylimidazo(4,5-f)quinoline] which results in increased mutagenesis of APRT gene; NAT2 protein results in increased metabolism of and results in increased susceptibility to 2-amino-3-methylimidazo(4,5-f)quinoline
CTD PMID:7625840, PMID:9150757, PMID:28160022 NCBI chr16:23,960,709...23,991,570
Ensembl chr16:23,961,067...23,991,570
JBrowse link
G Oat ornithine aminotransferase multiple interactions ISO [CYP1A2 protein co-treated with POR protein co-treated with OAT protein] results in increased susceptibility to 2-amino-3-methylimidazo(4,5-f)quinoline CTD PMID:9581821, PMID:10503888 NCBI chr 1:204,562,289...204,582,070
Ensembl chr 1:204,562,289...204,582,070
JBrowse link
G Por cytochrome p450 oxidoreductase multiple interactions ISO [CYP1A2 protein co-treated with POR protein co-treated with OAT protein] results in increased susceptibility to 2-amino-3-methylimidazo(4,5-f)quinoline CTD PMID:9581821, PMID:10503888 NCBI chr12:23,998,411...24,017,063
Ensembl chr12:23,998,411...24,046,814
JBrowse link
G Ptgs1 prostaglandin-endoperoxide synthase 1 increases metabolic processing ISO PTGS1 protein results in increased metabolism of 2-amino-3-methylimidazo(4,5-f)quinoline CTD PMID:11159734 NCBI chr 3:15,560,685...15,582,339
Ensembl chr 3:15,560,712...15,582,344
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 increases metabolic processing ISO PTGS2 protein results in increased metabolism of 2-amino-3-methylimidazo(4,5-f)quinoline CTD PMID:11159734 NCBI chr13:67,351,230...67,356,920
Ensembl chr13:67,351,087...67,359,335
JBrowse link
G Rrm2b ribonucleotide reductase regulatory TP53 inducible subunit M2B increases expression ISO 2-amino-3-methylimidazo(4,5-f)quinoline results in increased expression of RRM2B mRNA CTD PMID:21704725 NCBI chr 7:76,750,045...76,780,817
Ensembl chr 7:76,750,050...76,780,817
JBrowse link
G Slc7a11 solute carrier family 7 member 11 increases expression ISO 2-amino-3-methylimidazo(4,5-f)quinoline results in increased expression of SLC7A11 mRNA CTD PMID:26198647 NCBI chr 2:139,453,774...139,528,479
Ensembl chr 2:139,453,774...139,528,162
JBrowse link
G Sult1b1 sulfotransferase family 1B member 1 increases expression ISO 2-amino-3-methylimidazo(4,5-f)quinoline results in increased expression of SULT1B1 mRNA CTD PMID:31542801 NCBI chr14:22,142,412...22,155,246
Ensembl chr14:22,142,364...22,155,231
JBrowse link
G Tgfbr1 transforming growth factor, beta receptor 1 increases expression ISO 2-amino-3-methylimidazo(4,5-f)quinoline results in increased expression of TGFBR1 protein CTD PMID:22094457 NCBI chr 5:63,056,071...63,119,635
Ensembl chr 5:63,050,758...63,119,635
JBrowse link
G Tgfbr2 transforming growth factor, beta receptor 2 increases expression ISO 2-amino-3-methylimidazo(4,5-f)quinoline results in increased expression of TGFBR2 protein CTD PMID:22094457 NCBI chr 8:124,310,288...124,399,345
Ensembl chr 8:124,312,754...124,399,494
JBrowse link
G Ugt1a1 UDP glucuronosyltransferase family 1 member A1 increases expression ISO 2-amino-3-methylimidazo(4,5-f)quinoline results in increased expression of UGT1A1 mRNA CTD PMID:31542801 NCBI chr 9:95,295,701...95,302,822
Ensembl chr 9:95,161,157...95,302,822
JBrowse link
G Wnt1 Wnt family member 1 increases expression ISO 2-amino-3-methylimidazo(4,5-f)quinoline results in increased expression of WNT1 protein CTD PMID:22094457 NCBI chr 7:140,464,999...140,469,046
Ensembl chr 7:140,464,999...140,469,046
JBrowse link

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    role 19764
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        aetiopathogenetic role 18960
          carcinogenic agent 18331
            3-methyl-3H-imidazo[4,5-f]quinolin-2-amine 33
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  CHEBI ontology 19816
    subatomic particle 19814
      composite particle 19814
        hadron 19814
          baryon 19814
            nucleon 19814
              atomic nucleus 19814
                atom 19814
                  main group element atom 19702
                    p-block element atom 19702
                      carbon group element atom 19608
                        carbon atom 19597
                          organic molecular entity 19597
                            organic molecule 19522
                              organic cyclic compound 19320
                                organic heterocyclic compound 18432
                                  organic heteropolycyclic compound 17844
                                    organic heterotricyclic compound 14583
                                      imidazoquinoline 167
                                        3-methyl-3H-imidazo[4,5-f]quinolin-2-amine 33
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.