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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:N-hydroxy-PhIP
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Accession:CHEBI:133920 term browser browse the term
Definition:An imidazopyridine that is 1H--imidazo[4,5-b]pyridine which is substituted at positions 1, 2, and 6 by methyl, hydoxyamino, and phenyl groups, respectively. The active metabolite of the dietary carcinogen PhIP.
Synonyms:exact_synonym: N-(1-methyl-6-phenyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-ylidene)hydroxylamine
 related_synonym: 2-Hydroxyamino-PhIP;   2-hydroxyamino-1-methyl-6-phenylimidazo[4,5-b]pyridine;   Formula=C13H12N4O;   InChI=1S/C13H12N4O/c1-17-11-7-10(9-5-3-2-4-6-9)8-14-12(11)15-13(17)16-18/h2-8,18H,1H3,(H,14,15,16);   InChIKey=DCVWQAGUQFBCTF-UHFFFAOYSA-N;   N-OH-PhIP;   SMILES=CN1C=2C=C(C=NC2N=C1NO)C3=CC=CC=C3
 xref: CAS:124489-20-9;   KEGG:C20286
 xref_mesh: MESH:C060533
 xref: PMID:10357796;   PMID:10837010;   PMID:11196146;   PMID:11408353;   PMID:11442279;   PMID:11700987;   PMID:11834212;   PMID:12175520;   PMID:12473729;   PMID:12773763;   PMID:15310245;   PMID:16137733;   PMID:17122891;   PMID:17638922;   PMID:20708442;   PMID:2233839;   PMID:24334255;   PMID:24718704;   PMID:25815793;   PMID:26270892;   PMID:27032077;   PMID:27984695;   PMID:7728954;   PMID:7852185;   PMID:8142010;   PMID:8199311;   PMID:8600367;   PMID:9760588;   Reaxys:8393164


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N-hydroxy-PhIP term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcb1a ATP binding cassette subfamily B member 1A multiple interactions ISO [ABCB1A protein affects the metabolism of 2-amino-1-methyl-6-phenylimidazo(4,5-b)pyridine] which results in increased abundance of 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine CTD PMID:30701287 NCBI chr 4:25,357,467...25,529,941
Ensembl chr 4:25,158,362...25,442,709 		JBrowse link
G Abcb1b ATP-binding cassette, sub-family B member 1B multiple interactions ISO [ABCB1B protein affects the metabolism of 2-amino-1-methyl-6-phenylimidazo(4,5-b)pyridine] which results in increased abundance of 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine CTD PMID:30701287 NCBI chr 4:25,242,761...25,325,194
Ensembl chr 4:25,242,798...25,325,199 		JBrowse link
G Abcc2 ATP binding cassette subfamily C member 2 multiple interactions ISO [ABCC2 protein affects the metabolism of 2-amino-1-methyl-6-phenylimidazo(4,5-b)pyridine] which results in increased abundance of 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine CTD PMID:30701287 NCBI chr 1:242,664,657...242,723,239
Ensembl chr 1:242,664,657...242,723,238 		JBrowse link
G Abcc3 ATP binding cassette subfamily C member 3 multiple interactions ISO [ABCC3 protein affects the metabolism of 2-amino-1-methyl-6-phenylimidazo(4,5-b)pyridine] which results in increased abundance of 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine CTD PMID:30701287 NCBI chr10:79,296,681...79,342,749
Ensembl chr10:79,296,693...79,342,595 		JBrowse link
G Abcg2 ATP binding cassette subfamily G member 2 affects transport
multiple interactions		 ISO ABCG2 protein affects the transport of 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine
[ABCG2 protein affects the metabolism of 2-amino-1-methyl-6-phenylimidazo(4,5-b)pyridine] which results in increased abundance of 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine		 CTD PMID:18322075 PMID:30701287 NCBI chr 4:87,676,241...87,802,757
Ensembl chr 4:87,745,319...87,802,409 		JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 multiple interactions ISO [CYP1A1 protein results in increased hydroxylation of 2-amino-1-methyl-6-phenylimidazo(4,5-b)pyridine] which results in increased chemical synthesis of 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine; [Tetrachlorodibenzodioxin results in increased activity of CYP1A1 protein] which results in increased chemical synthesis of 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine
[[CYP1A2 protein co-treated with CYP1A1 protein] results in increased hydroxylation of 2-amino-1-methyl-6-phenylimidazo(4,5-b)pyridine] which results in increased chemical synthesis of 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine; [CYP1A1 protein results in increased metabolism of 2-amino-1-methyl-6-phenylimidazo(4,5-b)pyridine] which results in increased chemical synthesis of 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine		 CTD PMID:16167840 PMID:17052995 PMID:17279779 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 co-treated with CYP1A1 protein] results in increased hydroxylation of 2-amino-1-methyl-6-phenylimidazo(4,5-b)pyridine] which results in increased chemical synthesis of 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine; [CYP1A2 protein results in increased metabolism of 2-amino-1-methyl-6-phenylimidazo(4,5-b)pyridine] which results in increased chemical synthesis of 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine; [CYP1A2 protein results in increased metabolism of 2-amino-1-methyl-6-phenylimidazo(4,5-b)pyridine] which results in increased chemical synthesis of 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine metabolite
[CYP1A2 protein results in increased metabolism of 2-amino-1-methyl-6-phenylimidazo(4,5-b)pyridine] which results in increased abundance of 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine		 CTD PMID:1943715 PMID:16167840 PMID:17279779 PMID:20192249 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 results in increased metabolism of 2-amino-1-methyl-6-phenylimidazo(4,5-b)pyridine] which results in increased chemical synthesis of 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine CTD PMID:17279779 NCBI chr 6:15,342,312...15,350,886
Ensembl chr 6:15,342,344...15,350,917 		JBrowse link
G Cyp2c6 cytochrome P450, family 2, subfamily C, polypeptide 6 multiple interactions ISO [CYP2C19 protein results in increased metabolism of 2-amino-1-methyl-6-phenylimidazo(4,5-b)pyridine] which results in increased chemical synthesis of 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine CTD PMID:17279779 NCBI chr 1:237,938,521...237,976,238
Ensembl chr 1:237,693,094...238,057,596 		JBrowse link
G Esr1 estrogen receptor 1 multiple interactions
decreases activity		 ISO 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine inhibits the reaction [Estradiol results in increased activity of ESR1 protein]
2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine results in decreased activity of ESR1 protein		 CTD PMID:16533016 NCBI chr 1:41,106,335...41,499,104
Ensembl chr 1:41,210,475...41,495,002 		JBrowse link
G Gsta1 glutathione S-transferase alpha 1 increases expression EXP 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine results in increased expression of GSTA1 protein CTD PMID:17122891 NCBI chr 9:23,703,476...23,720,121
Ensembl chr 9:23,703,477...23,720,121 		JBrowse link
G Gsta3 glutathione S-transferase alpha 3 increases expression EXP 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine results in increased expression of GSTA3 protein CTD PMID:17122891 NCBI chr 9:23,658,574...23,684,240
Ensembl chr 9:23,658,574...23,684,240 		JBrowse link
G Gsta4 glutathione S-transferase alpha 4 increases expression EXP 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine results in increased expression of GSTA4 protein CTD PMID:17122891 NCBI chr 8:79,066,967...79,084,193
Ensembl chr 8:79,066,934...79,084,182 		JBrowse link
G Gstm1 glutathione S-transferase mu 1 increases expression EXP 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine results in increased expression of GSTM1 protein CTD PMID:17122891 NCBI chr 2:195,649,845...195,655,402
Ensembl chr 2:195,649,845...195,655,411 		JBrowse link
G Gstp1 glutathione S-transferase pi 1 multiple interactions
decreases response to substance
increases expression		 ISO
EXP		 [GSTP1 protein co-treated with Glutathione] inhibits the reaction [[Adenosine Triphosphate results in increased metabolism of 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine] which results in increased abundance of 2-amino-1-methyl-6-phenolimidazo(4,5-b)pyridine-DNA adduct]; [GSTP1 protein co-treated with Glutathione] inhibits the reaction [Adenosine Triphosphate results in increased activity of 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine]
GSTP1 protein results in decreased susceptibility to 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine
2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine results in increased expression of GSTP1 protein		 CTD PMID:11196146 PMID:17122891 NCBI chr 1:201,337,762...201,340,230
Ensembl chr 1:201,321,672...201,340,226 		JBrowse link
G Nat1 N-acetyltransferase 1 multiple interactions
increases metabolic processing		 ISO NAT1 protein affects the acetylation of and affects the activity of 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine
NAT1 protein results in increased metabolism of 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine		 CTD PMID:11505221 PMID:29596660 NCBI chr16:22,218,217...22,238,516
Ensembl chr16:22,208,194...22,238,520 		JBrowse link
G Nat2 N-acetyltransferase 2 multiple interactions
increases acetylation
increases metabolic processing		 EXP
ISO		 4-biphenylamine inhibits the reaction [NAT2 protein results in increased acetylation of 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine]
NAT2 protein results in increased metabolism of 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine		 CTD PMID:12222688 PMID:18842621 PMID:29596660 NCBI chr16:22,207,362...22,238,513
Ensembl chr16:22,208,194...22,238,520 		JBrowse link
G Pdia3 protein disulfide isomerase family A, member 3 affects expression
multiple interactions		 EXP 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine affects the expression of PDIA3 protein
[2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine co-treated with Dihydrotestosterone] affects the expression of PDIA3 protein		 CTD PMID:19639176 NCBI chr 3:108,388,189...108,412,013
Ensembl chr 3:108,388,245...108,413,236 		JBrowse link
G Rab7a RAB7A, member RAS oncogene family affects expression
multiple interactions		 EXP 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine affects the expression of RAB7A protein
[2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine co-treated with Dihydrotestosterone] affects the expression of RAB7A protein		 CTD PMID:19639176 NCBI chr 4:120,461,966...120,510,756
Ensembl chr 4:120,461,963...120,506,889 		JBrowse link
G Rps7 ribosomal protein S7 multiple interactions
affects expression		 EXP [2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine co-treated with Dihydrotestosterone] affects the expression of RPS7 protein
2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine affects the expression of RPS7 protein		 CTD PMID:19639176 NCBI chr 6:45,266,200...45,271,064
Ensembl chr 6:45,223,980...45,271,145 		JBrowse link
G Sar1a secretion associated, Ras related GTPase 1A affects expression
multiple interactions		 EXP 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine affects the expression of SAR1A protein
[2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine co-treated with Dihydrotestosterone] affects the expression of SAR1A protein		 CTD PMID:19639176 NCBI chr20:29,623,529...29,635,935
Ensembl chr20:29,623,553...29,635,935 		JBrowse link
G Sult1a1 sulfotransferase family 1A member 1 multiple interactions
increases metabolic processing		 ISO SULT1A1 protein results in increased metabolism of and results in increased activity of 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine
SULT1A1 protein results in increased metabolism of 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine		 CTD PMID:12067565 PMID:29596660 NCBI chr 1:181,272,022...181,276,750
Ensembl chr 1:181,272,023...181,275,562 		JBrowse link
G Tp53 tumor protein p53 increases mutagenesis ISO 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine results in increased mutagenesis of TP53 protein CTD PMID:33189884 NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524 		JBrowse link
G Ugt1a1 UDP glucuronosyltransferase family 1 member A1 multiple interactions
increases glucuronidation
increases metabolic processing
affects metabolic processing		 ISO UGT1A1 promoter polymorphism affects the reaction [2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine binds to Glucuronides]; UGT1A1 protein promotes the reaction [2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine binds to Glucuronides]; UGT1A1 protein results in increased glucuronidation of and results in decreased activity of 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine
UGT1A1 protein results in increased glucuronidation of 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine
UGT1A1 protein results in increased metabolism of 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine
UGT1A1 promoter polymorphism affects the metabolism of 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine		 CTD PMID:11442279 PMID:15310245 PMID:15769885 PMID:15986396 NCBI chr 9:88,801,344...88,808,465
Ensembl chr 9:88,713,184...88,808,465 		JBrowse link
G Ugt1a2 UDP glucuronosyltransferase 1 family, polypeptide A2 increases glucuronidation ISO UGT1A3 protein results in increased glucuronidation of 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine CTD PMID:15310245 NCBI chr 9:88,791,216...88,808,465
Ensembl chr 9:88,713,184...88,808,465 		JBrowse link
G Ugt1a5 UDP glucuronosyltransferase family 1 member A5 increases metabolic processing
increases glucuronidation
multiple interactions		 ISO UGT1A4 protein results in increased metabolism of 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine
UGT1A4 protein results in increased glucuronidation of 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine
UGT1A4 protein promotes the reaction [2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine binds to Glucuronides]		 CTD PMID:15310245 PMID:15986396 NCBI chr 9:88,762,250...88,808,465
Ensembl chr 9:88,713,184...88,808,465 		JBrowse link
G Ugt1a9 UDP glucuronosyltransferase family 1 member A9 multiple interactions
increases glucuronidation
increases metabolic processing		 ISO UGT1A9 protein promotes the reaction [2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine binds to Glucuronides]
UGT1A9 protein results in increased glucuronidation of 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine
UGT1A9 protein results in increased metabolism of 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine		 CTD PMID:11375903 PMID:15310245 PMID:15986396 NCBI chr 9:88,696,981...88,808,465
Ensembl chr 9:88,713,184...88,808,465 		JBrowse link
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Term Annotations click to browse term
  CHEBI ontology 19911
    role 19854
      biological role 19852
        aetiopathogenetic role 19250
          genotoxin 17684
            N-hydroxy-PhIP 27
Path 2
Term Annotations click to browse term
  CHEBI ontology 19911
    subatomic particle 19909
      composite particle 19909
        hadron 19880
          baryon 19880
            nucleon 19909
              atomic nucleus 19880
                atom 19909
                  main group element atom 19849
                    main group molecular entity 19849
                      s-block molecular entity 19681
                        hydrogen molecular entity 19662
                          hydrides 19167
                            inorganic hydride 18182
                              pnictogen hydride 18172
                                nitrogen hydride 18085
                                  azane 17866
                                    ammonia 17865
                                      organic amino compound 17888
                                        primary amino compound 9348
                                          PhIP 657
                                            N-hydroxy-PhIP 27
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