CHEBI:50378 - nitisinone

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ChEBI Name nitisinone
ChEBI ID CHEBI:50378
Definition A cyclohexanone that is cyclohexane-1,3-dione substituted at position 2 by a 2-nitro-4-(trifluoromethyl)benzoyl group. It is used in the treatment of hereditary tyrosinemia type 1.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C14H10F3NO5
Net Charge 0
Average Mass 329.22810
Monoisotopic Mass 329.051
InChI InChI=1S/C14H10F3NO5/c15-14(16,17)7-4-5-8(9(6-7)18(22)23)13(21)12-10(19)2-1-3-11(12)20/h4-6,12H,1-3H2
InChIKey OUBCNLGXQFSTLU-UHFFFAOYSA-N
SMILES [O-][N+](=O)c1cc(ccc1C(=O)C1C(=O)CCCC1=O)C(F)(F)F
Roles Classification
Chemical Role(s): environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
(via mesotrione )
Biological Role(s): EC 1.13.11.27 (4-hydroxyphenylpyruvate dioxygenase) inhibitor
An EC 1.13.11.* (oxidoreductase acting on single donors and incorporating 2 atoms of oxygen) inhibitor that interferes with the activity of 4-hydroxyphenylpyruvate dioxygenase (EC 1.13.11.27).
(via mesotrione )
carotenoid biosynthesis inhibitor
Any pathway inhibitor that acts on the carotenoid biosynthesis pathway.
(via mesotrione )
xenobiotic
A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
(via mesotrione )
Application(s): herbicide
A substance used to destroy plant pests.
(via mesotrione )
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ChEBI Ontology
Outgoing nitisinone (CHEBI:50378) has role EC 1.13.11.27 (4-hydroxyphenylpyruvate dioxygenase) inhibitor (CHEBI:38317)
nitisinone (CHEBI:50378) is a (trifluoromethyl)benzenes (CHEBI:83565)
nitisinone (CHEBI:50378) is a C-nitro compound (CHEBI:35716)
nitisinone (CHEBI:50378) is a cyclohexanones (CHEBI:23482)
nitisinone (CHEBI:50378) is a mesotrione (CHEBI:38321)
IUPAC Name
2-[2-nitro-4-(trifluoromethyl)benzoyl]cyclohexane-1,3-dione
INNs Sources
nitisinona WHO MedNet
nitisinone ChemIDplus
nitisinonum WHO MedNet
Synonym Source
2-(alpha,alpha,alpha-Trifluoro-2-nitro-p-tuluoyl)-1,3-cyclohexanedione ChemIDplus
Brand Name Source
Orfadin DrugBank
Manual Xrefs Databases
1944 DrugCentral
D05177 KEGG DRUG
DB00348 DrugBank
EP186118 Patent
HMDB0014492 HMDB
Nitisinone Wikipedia
US4774360 Patent
US5006158 Patent
US5550165 Patent
US5668089 Patent
View more database links
Registry Numbers Types Sources
104206-65-7 CAS Registry Number ChemIDplus
8639943 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
04 March 2018