CHEBI:39178 - clothianidin

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ChEBI Name clothianidin
ChEBI ID CHEBI:39178
Definition An N-nitro compound consisting of 2-nitroguanidine having a (2-chloro-1,3-thiazol-5-yl)methyl group at position 1 and a methyl group at position 3.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C6H8ClN5O2S
Net Charge 0
Average Mass 249.67800
Monoisotopic Mass 249.009
InChI InChI=1S/C6H8ClN5O2S/c1-8-6(11-12(13)14)10-3-4-2-9-5(7)15-4/h2H,3H2,1H3,(H2,8,10,11)
InChIKey PGOOBECODWQEAB-UHFFFAOYSA-N
SMILES CNC(NCc1cnc(Cl)s1)=N[N+]([O-])=O
Roles Classification
Chemical Role(s): environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
Biological Role(s): nicotinic acetylcholine receptor agonist
An agonist that selectively binds to and activates a nicotinic acetylcholine receptor.
neonicotinoid insectide
A class of neuro-active insecticides that act at the nicotinic acetylcholine receptor.
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.
Application(s): nicotinic acetylcholine receptor agonist
An agonist that selectively binds to and activates a nicotinic acetylcholine receptor.
neonicotinoid insectide
A class of neuro-active insecticides that act at the nicotinic acetylcholine receptor.
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ChEBI Ontology
Outgoing clothianidin (CHEBI:39178) has functional parent 2-chlorothiazole (CHEBI:39187)
clothianidin (CHEBI:39178) has functional parent 2-nitroguanidine (CHEBI:39181)
clothianidin (CHEBI:39178) has role environmental contaminant (CHEBI:78298)
clothianidin (CHEBI:39178) has role neonicotinoid insectide (CHEBI:25540)
clothianidin (CHEBI:39178) has role nicotinic acetylcholine receptor agonist (CHEBI:47958)
clothianidin (CHEBI:39178) has role xenobiotic (CHEBI:35703)
clothianidin (CHEBI:39178) is a 1,3-thiazole (CHEBI:38418)
clothianidin (CHEBI:39178) is a 2-nitroguanidine derivative (CHEBI:84773)
clothianidin (CHEBI:39178) is a organochlorine compound (CHEBI:36683)
Incoming (E)-clothianidin (CHEBI:39177) is a clothianidin (CHEBI:39178)
IUPAC Name
1-[(2-chloro-1,3-thiazol-5-yl)methyl]-3-methyl-2-nitroguanidine
Synonym Source
CLO ChEBI
Database Links Databases
C18508 KEGG COMPOUND
clothianidin Alan Wood's Pesticides
Clothianidin Wikipedia
CT4 PDBeChem
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Registry Numbers Types Sources
9196326 Beilstein Registry Number Beilstein
9196326 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
28 April 2015
General Comment
2014-10-29 Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag