Cannabis Compound Database: Showing Compound Card for Chlorpyrifos (CDB006220)

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Record Information

Version

1.0

Created at

2020-07-28 20:16:35 UTC

Updated at

2020-12-07 19:12:20 UTC

CannabisDB ID

CDB006220

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

Chlorpyrifos

Description

Chlorpyrifos, also known as dursban or detmol, belongs to the class of organic compounds known as aryl thiophosphates. These are organic compounds containing the thiophosphoric acid functional group or a derivative thereof, with the general structure ROP(OR')(OR'')=S, where at least one R-group is an aryl group. Based on a literature review a significant number of articles have been published on Chlorpyrifos.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Bolton	ChEBI
Brodan	ChEBI
Chlorpyrifos ethyl	ChEBI
Chlorpyrifos-ethyl	ChEBI
Chlorpyriphos	ChEBI
Cobalt	ChEBI
Detmol	ChEBI
Dowco 179	ChEBI
Dursban	ChEBI
Empire	ChEBI
Equity	ChEBI
Eradex	ChEBI
Lentrek	ChEBI
Lock-ON	ChEBI
Lorsban	ChEBI
m-Chlorpyrifos	ChEBI
Nufos	ChEBI
O,O-Diethyl O-(3,5,6-trichloropyridin-2-yl) thiophosphate	ChEBI
O,O-Diethyl-O-(3,5,6-trichloro-2-pyridyl)phosphorothioate	ChEBI
Phosphorothioic acid, O,O-diethyl O-(3,5,6-trichloro-2-pyridinyl) ester	ChEBI
Piridane	ChEBI
Stipend	ChEBI
Tricel	ChEBI
Trichlorpyrphos	ChEBI
Warhawk	ChEBI
Zodiac	Kegg
O,O-Diethyl O-(3,5,6-trichloropyridin-2-yl) thiophosphoric acid	Generator
O,O-Diethyl-O-(3,5,6-trichloro-2-pyridyl)phosphorothioic acid	Generator
Phosphorothioate, O,O-diethyl O-(3,5,6-trichloro-2-pyridinyl) ester	Generator
Bonidel	HMDB
Chloropyrifos	HMDB
Chloropyriphos	HMDB
Chlorpyriphos-ethyl	HMDB
Chlorpyrofos	HMDB
Chlorpyrophos	HMDB
Coroban	HMDB
Danusban	HMDB
Detmol u.a.	HMDB
Durmet	HMDB
Dursban 10CR	HMDB
Dursban 2E	HMDB
Dursban 4E	HMDB
Dursban F	HMDB
Dursban R	HMDB
Empire 20	HMDB
Ethyl chlorpyriphos	HMDB
Geodinfos	HMDB
Killmaster	HMDB
O,O-Diaethyl-O-3,5,6-trichlor-2-pyridylmonothiophosphat	HMDB
O,O-Diethyl O-(3,5,6-trichloro-2-pyridinyl)phosphorothioate	HMDB
O,O-Diethyl O-(3,5,6-trichloro-2-pyridyl) phosphorothioate	HMDB
O,O-Diethyl O-(3,5,6-trichloropyridin-2-yl) phosphorothioate	HMDB
Pageant	HMDB
Pyrinex	HMDB
Radar	HMDB
Silrifos	HMDB
Spannit	HMDB
SuSCon	HMDB
Suscon blue	HMDB
Suscon green	HMDB
Tafaban	HMDB
Terial	HMDB
Zidil	HMDB

Chemical Formula

C₉H₁₁Cl₃NO₃PS

Average Molecular Weight

350.586

Monoisotopic Molecular Weight

348.926283546

IUPAC Name

O,O-diethyl O-3,5,6-trichloropyridin-2-yl phosphorothioate

Traditional Name

terial

CAS Registry Number

2921-88-2

SMILES

CCOP(=S)(OCC)OC1=C(Cl)C=C(Cl)C(Cl)=N1

InChI Identifier

InChI=1S/C9H11Cl3NO3PS/c1-3-14-17(18,15-4-2)16-9-7(11)5-6(10)8(12)13-9/h5H,3-4H2,1-2H3

InChI Key

SBPBAQFWLVIOKP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aryl thiophosphates. These are organic compounds containing the thiophosphoric acid functional group or a derivative thereof, with the general structure ROP(OR')(OR'')=S, where at least one R-group is an aryl group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic thiophosphoric acids and derivatives

Sub Class

Thiophosphoric acid esters

Direct Parent

Aryl thiophosphates

Alternative Parents

Substituents

Aryl thiophosphate
Thiophosphate triester
Polyhalopyridine
2-halopyridine
Aryl chloride
Aryl halide
Pyridine
Heteroaromatic compound
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

organic thiophosphate (CHEBI:34631 )
chloropyridine (CHEBI:34631 )
Organophosphorus insecticides (C14322 )
a small molecule (CPD-8963 )

Ontology

Synthetic

Route of exposure:

Parenteral:

Enteral:

Ingestion

Nutrient

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	42°C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0011 mg/mL at 24°C	Not Available
logP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	5.15	ALOGPS
logP	4.78	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	40.58 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	79 m³·mol⁻¹	ChemAxon
Polarizability	30.4 Å³	ChemAxon
Number of Rings	1	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
EI-MS	Mass Spectrum (Electron Ionization)	splash10-002b-8972000000-01227c0965379003bd5c	2014-09-20	View Spectrum
GC-MS	Chlorpyrifos, non-derivatized, GC-MS Spectrum	splash10-0002-2793000000-24fe8c73aae05cb109a6	Spectrum
GC-MS	Chlorpyrifos, non-derivatized, GC-MS Spectrum	splash10-0002-2794000000-df67df73c4dd26908db1	Spectrum
GC-MS	Chlorpyrifos, non-derivatized, GC-MS Spectrum	splash10-0002-2793000000-24fe8c73aae05cb109a6	Spectrum
GC-MS	Chlorpyrifos, non-derivatized, GC-MS Spectrum	splash10-0002-2794000000-df67df73c4dd26908db1	Spectrum
Predicted GC-MS	Chlorpyrifos, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-02vv-4879000000-9255cc8373a5b6df3d65	Spectrum
Predicted GC-MS	Chlorpyrifos, 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-ITFT , positive	splash10-00di-0119000000-40638c6cc56c702af00f	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0002-0309000000-1c03b781190605e158ab	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0002-1920000000-1f0cc45d40a433cd21db	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-01ot-2910000000-ae08635e79dc0112ef17	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-01ot-2910000000-b384378ff2454771bc14	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-01ot-2900000000-3169dbfdf2b277cfa7c0	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-08fs-2900000000-b9485df818d11c39fef7	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0002-0309000000-e0f5343f2722d612251f	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0002-1910000000-bfd22e25d1af7f7accb3	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-01ot-2910000000-ba821b94f503bfeb9235	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-01ot-2900000000-9bb1451e70826e7e9a9f	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-01ot-2900000000-9ce44e25c83ae56e97f0	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-08fs-2900000000-b3d73af1ad2b48fb311b	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-00di-0119000000-ba99c1365306cb006059	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-006t-0916000000-e5066adbf2b26421940a	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-01ot-0912000000-574ee0c0da4a9208c364	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-00di-0119000000-9c6de680a79a370a9448	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-00di-0019000000-8f591ca38c38b7d4aefe	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-01ot-2900000000-f12e60a6223e79be2b2f	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-006t-0019000000-a09b1f8553c2f9ff157e	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-006x-2198000000-678ca9f31d75ee655aa0	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0574-9831000000-b360760e7ac0a1382d5e	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0fr2-0329000000-1c8dc6df96eaf1f4e279	2016-08-04	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00yl-0595000000-04c8a10e9e94fe0b4a81	2016-08-04	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000f-0590000000-f8e446946e10066540eb	2016-08-04	View Spectrum

NMR

Type	Description		View
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, experimental)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100.40 MHz, CDCl₃, experimental)		Spectrum

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

HMDB0041856

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2629

KEGG Compound ID

C14322

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Chlorpyrifos

METLIN ID

Not Available

PubChem Compound

2730

PDB ID

Not Available

ChEBI ID

34631

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 Chlorpyrifos (CDB006220)

Structure for CDB006220 (Chlorpyrifos)