Protein Information

Name acetylcholine receptor (protein family or complex)
Synonyms Acetylcholine receptor; Acetylcholine receptors

Compound Information

Name clothianidin
CAS

Reference List

PubMed Abstract RScore(About this table)
15056916 Ihara M, Matsuda K, Shimomura M, Sattelle DB, Komai K: Super agonist actions of clothianidin and related compounds on the SAD beta 2 nicotinic acetylcholine receptor expressed in Xenopus laevis oocytes. Biosci Biotechnol Biochem. 2004 Mar;68(3):761-3.
37(0,1,2,2) Details
19583978 Thany SH: Agonist actions of clothianidin on synaptic and extrasynaptic nicotinic acetylcholine receptors expressed on cockroach sixth abdominal ganglion. Neurotoxicology. 2009 Nov;30(6):1045-52. Epub 2009 Jul 5.

Clothianidin is new neonicotinoid insecticide acting selectively on insect nicotinic acetylcholine receptors (nAChRs).
6(0,0,1,1) Details
16981889 Liu Z, Williamson MS, Lansdell SJ, Han Z, Denholm I, Millar NS: A nicotinic acetylcholine receptor mutation (Y151S) causes reduced agonist potency to a range of neonicotinoid insecticides. J Neurochem. 2006 Nov;99(4):1273-81. Epub 2006 Sep 18.

The agonist potency of several nicotinic agonists has been examined, including all of the neonicotinoid insecticides that are currently licensed for either crop protection or animal health applications (acetamiprid, clothianidin, dinotefuran, imidacloprid, nitenpyram, thiacloprid and thiamethoxam).
2(0,0,0,2) Details
10936213 Zhang A, Kayser H, Maienfisch P, Casida JE: Insect nicotinic acetylcholine receptor: conserved neonicotinoid specificity of [(3) H] imidacloprid binding site. J Neurochem. 2000 Sep;75(3):1294-303.

The chlorothiazolyl substituent generally confers higher potency in the clothianidin and desmethylthiamethoxam series and the chloropyridinyl moiety in the imidacloprid, thiacloprid, acetamiprid, and nitenpyram series.
2(0,0,0,2) Details
16153789 Honda H, Tomizawa M, Casida JE: Neo-nicotinoid metabolic activation and inactivation established with coupled nicotinic receptor-CYP3A4 and -aldehyde oxidase systems. Toxicol Lett. 2006 Feb 20;161(2):108-14. Epub 2005 Sep 8.

CYP3A4 oxidation at several molecular sites and AOX reduction at the nitro substituent result in either an increase (activation) or decrease (inactivation) of agonist potency at nicotinic acetylcholine receptors (nAChRs), both insect and vertebrate alpha 4beta 2.
The AOX system coupled with the Drosophila receptor strongly inactivates clothianidin, dinotefuran, imidacloprid, desmethyl-thiamethoxam, and thiamethoxam with some inactivation of nitenpyram and nithiazine, and little or no effect on four other compounds.
1(0,0,0,1) Details
16899070 Brown LA, Ihara M, Buckingham SD, Matsuda K, Sattelle DB: Neonicotinoid insecticides display partial and super agonist actions on native insect nicotinic acetylcholine receptors. J Neurochem. 2006 Oct;99(2):608-15. Epub 2006 Aug 8.

Here, we have used whole-cell patch-clamp recording of cholinergic neurons cultured from the central nervous system of 3rd instar Drosophila larvae to examine the actions of acetylcholine (ACh) and nicotine, as well as the neonicotinoids imidacloprid, clothianidin and P-CH-clothianidin on native nAChRs of these neurons.
1(0,0,0,1) Details
14561066 Kiriyama K, Nishiwaki H, Nakagawa Y, Nishimura K: Insecticidal activity and nicotinic acetylcholine receptor binding of dinotefuran and its analogues in the housefly, Musca domestica. Pest Manag Sci. 2003 Oct;59(10):1093-100.

Dinotefuran was less active than imidacloprid and clothianidin by a factor of 10 in molar concentrations.
1(0,0,0,1) Details
15481821 Kayser H, Lee C, Decock A, Baur M, Haettenschwiler J, Maienfisch P: Comparative analysis of neonicotinoid binding to insect membranes: I. Pest Manag Sci. 2004 Oct;60(10):945-58.

Neonicotinoids bind selectively to insect nicotinic acetylcholine receptors with nanomolar affinity to act as potent insecticides.
Competitive neonicotinoids were acetamiprid, nitenpyram, thiacloprid, clothianidin and nithiazine, whereas thiamethoxam and the N-methyl analogues of imidacloprid and clothianidin showed non-competitive inhibition.
1(0,0,0,1) Details
19900516 de Oliveira IM, Nunes BV, Barbosa DR, Pallares AM, Faro LR: Effects of the neonicotinoids thiametoxam and clothianidin on in vivo dopamine release in rat striatum. Toxicol Lett. 2010 Feb 15;192(3):294-7. Epub 2009 Nov 10.

The main characteristic of these pesticides is their agonist action on nicotinic acetylcholine receptors (nAChRs).
1(0,0,0,1) Details
18338186 Ihara M, Okajima T, Yamashita A, Oda T, Hirata K, Nishiwaki H, Morimoto T, Akamatsu M, Ashikawa Y, Kuroda S, Mega R, Kuramitsu S, Sattelle DB, Matsuda K: Crystal structures of Lymnaea stagnalis AChBP in complex with neonicotinoid insecticides imidacloprid and clothianidin. Invert Neurosci. 2008 Jun;8(2):71-81. Epub 2008 Mar 13.

Neonicotinoid insecticides, which act on nicotinic acetylcholine receptors (nAChRs) in a variety of ways, have extremely low mammalian toxicity, yet the molecular basis of such actions is poorly understood.
1(0,0,0,1) Details
17216517 Jones AK, Brown LA, Sattelle DB: Insect nicotinic acetylcholine receptor gene families: from genetic model organism to vector, pest and beneficial species. Invert Neurosci. 2007 Mar;7(1):67-73. Epub 2007 Jan 11.

Electrophysiological studies on cultured Drosophila cholinergic neurons show partial agonist actions of the neonicotinoid imidacloprid and super-agonist actions of another neonicotinoid, clothianidin, on native nAChRs.
1(0,0,0,1) Details