CHEBI:133920 - N-hydroxy-PhIP

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name N-hydroxy-PhIP
ChEBI ID CHEBI:133920
ChEBI ASCII Name N-hydroxy-PhIP
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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C13H12N4O
Net Charge 0
Average Mass 240.261
Monoisotopic Mass 240.10111
InChI 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
SMILES CN1C=2C=C(C=NC2N=C1NO)C3=CC=CC=C3
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Found in urine (BTO:0001419). See: PubMed
Mus musculus (NCBI:txid10090) Found in faeces (UBERON:0001988). See: PubMed
Mus musculus (NCBI:txid10090) Found in bile (UBERON:0001970). See: PubMed
Rattus norvegicus (NCBI:txid10116) See: MetaboLights Study
Apis cerana (NCBI:txid7461) See: MetaboLights Study
Homo Sapiens (NCBI:txid9606) See: PubMed
Roles Classification
Chemical Role(s): nitric oxide donor
An agent, with unique chemical structure and biochemical requirements, which generates nitric oxide.
(via hydroxylamine )
nucleophilic reagent
A reagent that forms a bond to its reaction partner (the electrophile) by donating both bonding electrons.
(via hydroxylamine )
Biological Role(s): mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
rat metabolite
Any mammalian metabolite produced during a metabolic reaction in rat (Rattus norvegicus).
neurotoxin
A poison that interferes with the functions of the nervous system.
carcinogenic agent
A role played by a chemical compound which is known to induce a process of carcinogenesis by corrupting normal cellular pathways, leading to the acquistion of tumoral capabilities.
mutagen
An agent that increases the frequency of mutations above the normal background level, usually by interacting directly with DNA and causing it damage, including base substitution.
genotoxin
A role played by a chemical compound to induce direct or indirect DNA damage. Such damage can potentially lead to the formation of a malignant tumour, but DNA damage does not lead inevitably to the creation of cancerous cells.
human xenobiotic metabolite
Any human metabolite produced by metabolism of a xenobiotic compound in humans.
bacterial xenobiotic metabolite
Any bacterial metabolite produced by metabolism of a xenobiotic compound in bacteria.
(via hydroxylamine )
algal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae.
(via hydroxylamine )
EC 1.1.3.13 (alcohol oxidase) inhibitor
An EC 1.1.3.* (oxidoreductase acting on donor CH-OH group, oxygen as acceptor) inhibitor that interferes with the action of alcohol oxidase (EC 1.1.3.13).
(via hydroxylamine )
EC 4.2.1.22 (cystathionine beta-synthase) inhibitor
An EC 4.2.1.* (hydro-lyases) inhibitor that interferes with the action of cystathionine beta-synthase (EC 4.2.1.22).
(via hydroxylamine )
EC 4.3.1.10 (serine-sulfate ammonia-lyase) inhibitor
An EC 4.3.1.* (ammonia-lyase) inhibitor that interferes with the action of serine-sulfate ammonia-lyase (EC 4.3.1.10).
(via hydroxylamine )
Application(s): nucleophilic reagent
A reagent that forms a bond to its reaction partner (the electrophile) by donating both bonding electrons.
(via hydroxylamine )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing N-hydroxy-PhIP (CHEBI:133920) has functional parent PhIP (CHEBI:76290)
N-hydroxy-PhIP (CHEBI:133920) has role carcinogenic agent (CHEBI:50903)
N-hydroxy-PhIP (CHEBI:133920) has role genotoxin (CHEBI:50902)
N-hydroxy-PhIP (CHEBI:133920) has role human xenobiotic metabolite (CHEBI:76967)
N-hydroxy-PhIP (CHEBI:133920) has role mouse metabolite (CHEBI:75771)
N-hydroxy-PhIP (CHEBI:133920) has role mutagen (CHEBI:25435)
N-hydroxy-PhIP (CHEBI:133920) has role neurotoxin (CHEBI:50910)
N-hydroxy-PhIP (CHEBI:133920) has role rat metabolite (CHEBI:86264)
N-hydroxy-PhIP (CHEBI:133920) is a hydroxylamine (CHEBI:15429)
N-hydroxy-PhIP (CHEBI:133920) is a imidazopyridine (CHEBI:46908)
IUPAC Name
N-(1-methyl-6-phenyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-ylidene)hydroxylamine
Synonyms Sources
2-hydroxyamino-1-methyl-6-phenylimidazo[4,5-b]pyridine ChEBI
2-Hydroxyamino-PhIP KEGG COMPOUND
N-OH-PhIP ChEBI
Manual Xrefs Databases
94711 ChemIDplus accession
C20286 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
124489-20-9 CAS Registry Number ChemIDplus
8393164 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
21 April 2017