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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;   ChemIDplus:94711;   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, subfamily B (MDR/TAP), 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 Cyp2c6v1 cytochrome P450, family 2, subfamily C, polypeptide 6, variant 1 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; 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine results in increased expression of GSTA3 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 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
increases expression
decreases response to substance
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]
2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine results in increased expression of GSTP1 protein
GSTP1 protein results in decreased susceptibility to 2-hydroxyamino-1-methyl-6-phenylimidazo(4,5-b)pyridine
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 JBrowse link
G Nat2 N-acetyltransferase 2 multiple interactions
increases metabolic processing
increases acetylation
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 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
affects metabolic processing
increases metabolic processing
increases glucuronidation
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 promoter polymorphism affects the metabolism 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 protein results in increased glucuronidation 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 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 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 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 JBrowse link

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  CHEBI ontology 19821
    role 19769
      biological role 19769
        aetiopathogenetic role 19044
          genotoxin 17476
            N-hydroxy-PhIP 26
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  CHEBI ontology 19821
    subatomic particle 19819
      composite particle 19819
        hadron 19819
          baryon 19819
            nucleon 19819
              atomic nucleus 19819
                atom 19819
                  main group element atom 19716
                    main group molecular entity 19716
                      s-block molecular entity 19502
                        hydrogen molecular entity 19498
                          hydrides 18852
                            inorganic hydride 17691
                              pnictogen hydride 17672
                                nitrogen hydride 17545
                                  azane 17279
                                    ammonia 17278
                                      organic amino compound 17278
                                        primary amino compound 7952
                                          PhIP 583
                                            N-hydroxy-PhIP 26
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