CHEBI:16318 - 4-nitrocatechol

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ChEBI Name 4-nitrocatechol
ChEBI ID CHEBI:16318
Definition A member of the class of catechols that is benzene-1,2-diol substituted by a nitro group at position 4.It is the by-product of the hydroxylation of p-nitrophenol.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:40103, CHEBI:1912, CHEBI:12033, CHEBI:20456
Supplier Information
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Formulae C6H5NO4
C6H5NO4
Net Charge 0
Average Mass 155.108
Monoisotopic Mass 155.022
InChI InChI=1S/C6H5NO4/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3,8-9H
InChIKey XJNPNXSISMKQEX-UHFFFAOYSA-N
SMILES C1(=CC=C(C=C1O)[N+]([O-])=O)O
Roles Classification
Biological Role(s): lipoxygenase inhibitor
A compound or agent that combines with lipoxygenase and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of the icosanoid products hydroxyicosatetraenoic acid and various leukotrienes.
human xenobiotic metabolite
Any human metabolite produced by metabolism of a xenobiotic compound in humans.
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ChEBI Ontology
Outgoing 4-nitrocatechol (CHEBI:16318) has role human xenobiotic metabolite (CHEBI:76967)
4-nitrocatechol (CHEBI:16318) has role lipoxygenase inhibitor (CHEBI:35856)
4-nitrocatechol (CHEBI:16318) is a C-nitro compound (CHEBI:35716)
4-nitrocatechol (CHEBI:16318) is a catechols (CHEBI:33566)
4-nitrocatechol (CHEBI:16318) is conjugate acid of 2-hydroxy-4-nitrophenolate (CHEBI:57730)
Incoming 2-hydroxy-5-nitrophenyl hydrogen sulfate (CHEBI:41733) has functional parent 4-nitrocatechol (CHEBI:16318)
2-hydroxy-4-nitrophenolate (CHEBI:57730) is conjugate base of 4-nitrocatechol (CHEBI:16318)
IUPAC Name
4-nitrobenzene-1,2-diol
Synonyms Sources
1,2-Dihydroxy-4-nitrobenzene UM-BBD
4-Nitrocatechol KEGG COMPOUND
4-Nitropyrocatechol ChemIDplus
Manual Xrefs Databases
4NC PDBeChem
C02235 KEGG COMPOUND
c0263 UM-BBD
CPD-158 MetaCyc
DB03407 DrugBank
HMDB0002916 HMDB
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Registry Numbers Types Sources
1867508 Reaxys Registry Number Reaxys
3316-09-4 CAS Registry Number KEGG COMPOUND
3316-09-4 CAS Registry Number NIST Chemistry WebBook
3316-09-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
14993710 PubMed citation Europe PMC
20854995 PubMed citation Europe PMC
8214571 PubMed citation Europe PMC
8267647 PubMed citation Europe PMC
Last Modified
21 October 2015