Cannabis Compound Database: Showing Compound Card for Imidacloprid (CDB006182)

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Record Information

Version

1.0

Created at

2020-07-28 20:14:16 UTC

Updated at

2020-12-07 19:12:19 UTC

CannabisDB ID

CDB006182

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

Imidacloprid

Description

Imidacloprid, also known as IMD, belongs to the class of organic compounds known as nitroguanidines. These are organonitrogen compounds containing a nitro group, which is N-linked to a guanidine. Based on a literature review a significant number of articles have been published on Imidacloprid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-((6-Chloro-3-pyridinyl)methyl)-N-nitro-2-imidazolidinimine	ChEBI
1-((6-Chloro-3-pyridyl)methyl)-N-nitro-2-imidazolidinimine	ChEBI
IMD	ChEBI
(e)-Imidacloprid	HMDB
(Z)-Imidacloprid	HMDB
1-(2-chloro-5-Pyridylmethyl)-2-(nitroimino)imidazolidine	HMDB
1-[(6-chloro-3-Pyridinyl)methyl]-4,5-dihydro-N-nitro-1H-imidazol-2-amine, 9ci	HMDB
Admire	HMDB
Advantage	HMDB
Advantage flea adulticide	HMDB
Bayer brand OF imidacloprid	HMDB
Confidor	HMDB
Confidor 200 SL	HMDB
Confidor SL	HMDB
Gaucho	HMDB
Imidacloprid (old RN)	HMDB
Merit	HMDB
Merit (insecticide)	HMDB
Premise 75	HMDB
Provado	HMDB

Chemical Formula

C₉H₁₀ClN₅O₂

Average Molecular Weight

255.66

Monoisotopic Molecular Weight

255.0523023

IUPAC Name

2-chloro-5-{[2-(nitroamino)-4,5-dihydro-1H-imidazol-1-yl]methyl}pyridine

Traditional Name

imidacloprid

CAS Registry Number

105827-78-9

SMILES

[O-][N+](=O)\N=C1/NCCN1CC1=CC=C(Cl)N=C1

InChI Identifier

InChI=1S/C9H10ClN5O2/c10-8-2-1-7(5-12-8)6-14-4-3-11-9(14)13-15(16)17/h1-2,5H,3-4,6H2,(H,11,13)

InChI Key

YWTYJOPNNQFBPC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as nitroguanidines. These are organonitrogen compounds containing a nitro group, which is N-linked to a guanidine.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Guanidines

Direct Parent

Nitroguanidines

Alternative Parents

Substituents

Nitroguanidine
2-halopyridine
Aryl chloride
Aryl halide
Pyridine
2-imidazoline
Nitramine
Heteroaromatic compound
Organic nitro compound
Azacycle
Carboximidamide
Allyl-type 1,3-dipolar organic compound
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organoheterocyclic compound
Organochloride
Organic oxygen compound
Organic zwitterion
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organohalogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

imidazolidines (CHEBI:5870 )
monochloropyridine (CHEBI:5870 )
Neonicotinoid insecticides (C11110 )

Ontology

Physiological effect

Health effect:

Health condition:

General disorders and administration site conditions:

Ingestion

Source:

Food

Environmental:

Wastewater

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Environmental role:

Environmental contaminant

Industrial application:

Pharmaceutical industry:

Pharmaceutical

Biological role:

Nutrient

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	143 - 144°C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
logP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.65	ALOGPS
logP	1.1	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	9.39	ChemAxon
pKa (Strongest Basic)	5.28	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	86.34 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	63.75 m³·mol⁻¹	ChemAxon
Polarizability	23.17 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Imidacloprid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-004i-2910000000-16207f958c3941d24901	Spectrum
Predicted GC-MS	Imidacloprid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-05di-2920000000-c29270e5a1a153c5bef7	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-0udi-0290000000-0812870c582a68d58f9e	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-0udi-0930000000-343db00f5be70f0fe78c	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-0udi-0090000000-719eaaca2c7a38c90d68	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-0udi-0090000000-942ea462298844bafdc2	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-0udi-0090000000-56328a93fd1e38aa2242	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-000i-9000000000-cad2f4a13e5493517e85	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-000i-9000000000-5f6d2d344bf6659eca47	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-0udi-0090000000-68418a137b14a769367c	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-0udi-0090000000-47ad82be374a283a9dbb	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-0udi-0920000000-46ef972fc42dceee7393	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-0udi-0090000000-fc3fa48055c83ff1de5f	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0a4i-0190000000-0cd6e54fe940f97ccb1d	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-056r-0980000000-e48625fbd18b2d626cc6	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-056r-0960000000-89d9de4658faefa962b1	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0a6r-0940000000-16fe6279a6031f08bb67	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0aba-0910000000-2859fa22e79d10470b94	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-08fr-0390000000-ab06f369da2af69be924	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0a4i-0190000000-af26c2abec118b42cc59	2017-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0090000000-3250c0b819f9c6714e58	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4j-0090000000-e8976c6ed0aab7cb6f36	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001l-7910000000-216222493c38e9ac9d30	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-3090000000-b3146d60a6f2b5d2900c	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-2190000000-54519332ebe8fd4cbef0	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9100000000-b63d477ace752edc00a8	2016-08-03	View Spectrum

NMR

Not Available

Pathways

Not Available

Protein Targets

Enzymes

Not Available

Transporters

Not Available

Metal Bindings

Not Available

Receptors

Not Available

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0040292

DrugBank ID

DB11421

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB020013

KNApSAcK ID

Not Available

Chemspider ID

77934

KEGG Compound ID

C11110

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Imidacloprid

METLIN ID

Not Available

PubChem Compound

86418

PDB ID

IM4

ChEBI ID

5870

References

General References

Taylor A, Birkett JW: Pesticides in cannabis: A review of analytical and toxicological considerations. Drug Test Anal. 2020 Feb;12(2):180-190. doi: 10.1002/dta.2747. Epub 2020 Jan 19. [PubMed:31834671 ]
Cuypers E, Vanhove W, Gotink J, Bonneure A, Van Damme P, Tytgat J: The use of pesticides in Belgian illicit indoor cannabis plantations. Forensic Sci Int. 2017 Aug;277:59-65. doi: 10.1016/j.forsciint.2017.05.016. Epub 2017 May 25. [PubMed:28609661 ]

Showing Compound Card for Imidacloprid (CDB006182)

Structure for CDB006182 (Imidacloprid)