Human Metabolome Database: Showing metabocard for Diazinon (HMDB0032943)

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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

4.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:52:48 UTC

Update Date

2019-01-11 19:45:41 UTC

HMDB ID

HMDB0032943

Secondary Accession Numbers

HMDB32943

Metabolite Identification

Common Name

Diazinon

Description

Nonsystemic insecticide for rice and fruit trees. Cholinesterase inhibitor. Diazinon is used against animal ectoparasite

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
Dimpylate	ChEBI
O,O-Diethyl 2-isopropyl-4-methylpyrimidyl-6-thiophosphate	ChEBI
O,O-Diethyl O-(2-isopropyl-4-methyl-6-pyrimidyl) thionophosphate	ChEBI
O,O-Diethyl O-(2-isopropyl-6-methyl-4-pyrimidinyl) phosphorothioate	ChEBI
O,O-Diethyl O-[6-methyl-2-(1-methylethyl)pyrimidin-4-yl] thiophosphate	ChEBI
Phosphorothioic acid, O,O-diethyl O-(6-methyl-2-(1-methylethyl)-4-pyrimidinyl) ester	ChEBI
Dimpylic acid	Generator
O,O-Diethyl 2-isopropyl-4-methylpyrimidyl-6-thiophosphoric acid	Generator
O,O-Diethyl O-(2-isopropyl-4-methyl-6-pyrimidyl) thionophosphoric acid	Generator
O,O-Diethyl O-(2-isopropyl-6-methyl-4-pyrimidinyl) phosphorothioic acid	Generator
O,O-Diethyl O-[6-methyl-2-(1-methylethyl)pyrimidin-4-yl] thiophosphoric acid	Generator
Phosphorothioate, O,O-diethyl O-(6-methyl-2-(1-methylethyl)-4-pyrimidinyl) ester	Generator
Agridin 60	HMDB
Alfa-tox	HMDB
Antigal	HMDB
Antlak	HMDB
Bassadinon	HMDB
Basudin	HMDB
Bazuden	HMDB
Bazudin	HMDB
Bazudine	HMDB
Ciazinon	HMDB
Compass	HMDB
Dacutox	HMDB
Dassitox	HMDB
Dazzel	HMDB
Delzinon	HMDB
Diagran	HMDB
Dianon	HMDB
Diazide	HMDB
Diazinone	HMDB
Diazitol	HMDB
Diazol	HMDB
Dicid	HMDB
Diethyl 2-isopropyl-4-methyl-6-pyrimidyl thionophosphate	HMDB
Diethyl dimpylatum	HMDB
Dimpylate, inn	HMDB
Dipofene	HMDB
Disonex	HMDB
Dizictol	HMDB
Diziktol	HMDB
Dizinil	HMDB
Dizinon	HMDB
Drawizon	HMDB
Dyzol	HMDB
Ektoband	HMDB
Exodin	HMDB
Fezudin	HMDB
Flytrol	HMDB
Galesan	HMDB
Gardentox	HMDB
Isopropylmethylpyrimidyl diethyl thiophosphate	HMDB
Kayazinon	HMDB
Kayazol	HMDB
Knox-out	HMDB
Meodinon	HMDB
Nedcidol	HMDB
Neocidol	HMDB
Neodinon	HMDB
Neotsidol	HMDB
Nipsan	HMDB
Nucidol	HMDB
Oleodiazinon	HMDB
Optimizer	HMDB
Root guard	HMDB
Sarolex	HMDB
Spectracide	HMDB
Spertacide	HMDB
Srolex	HMDB
Terminator	HMDB

Chemical Formula

C₁₂H₂₁N₂O₃PS

Average Molecular Weight

304.346

Monoisotopic Molecular Weight

304.10104975

IUPAC Name

O,O-diethyl O-6-methyl-2-(propan-2-yl)pyrimidin-4-yl phosphorothioate

Traditional Name

O,O-diethyl O-2-isopropyl-6-methylpyrimidin-4-yl phosphorothioate

CAS Registry Number

333-41-5

SMILES

CCOP(=S)(OCC)OC1=NC(=NC(C)=C1)C(C)C

InChI Identifier

InChI=1S/C12H21N2O3PS/c1-6-15-18(19,16-7-2)17-11-8-10(5)13-12(14-11)9(3)4/h8-9H,6-7H2,1-5H3

InChI Key

FHIVAFMUCKRCQO-UHFFFAOYSA-N

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as pyrimidinyl phosphorothioates. These are organic compounds containing the thiophosphoric acid functional group or a derivative thereof, with the general structure ROP(OR')(OR'')=S, where R= pyrimidine, R' = organyl group , and R\" = any atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic thiophosphoric acids and derivatives

Sub Class

Thiophosphoric acid esters

Direct Parent

Pyrimidinyl phosphorothioates

Alternative Parents

Substituents

Pyrimidinyl phosphorothioate
Thiophosphate triester
Pyrimidine
Heteroaromatic compound
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

pyrimidines (CHEBI:34682 )
organic thiophosphate (CHEBI:34682 )
Organophosphorus insecticides (C14324 )
a small molecule (CPD-8965 )

Ontology

Ingestion

Industrial application:

Nutrient

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	< 25 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.04 mg/mL at 25 °C	Not Available
LogP	3.81	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.035 g/L	ALOGPS
logP	4.45	ALOGPS
logP	4.19	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Basic)	4.19	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	53.47 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	80.76 m³·mol⁻¹	ChemAxon
Polarizability	31.48 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0ufr-3931000000-a70584cb463b92093849	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0ufr-3931000000-a70584cb463b92093849	JSpectraViewer \| MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-03g1-2390000000-64dc2c6900828222f0d0	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0a4i-0009000000-d239df985b8529964c59	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0ldi-0915000000-ced91e8448a6f8b1969d	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0gb9-0900000000-48faf44580abfbba15e2	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0gb9-0900000000-109fa8436bb829f5f481	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0gb9-0900000000-49a403503b8e1237dddc	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0gb9-0900000000-373a091bd4e337f273ac	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0a4i-0009000000-25cf20e874bc51155b11	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0pvi-0905000000-89807ca393822677be3e	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0gb9-0900000000-95716b221cd9e83e7d05	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0gb9-1900000000-3772ba2a27f51803e58a	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0uxs-4900000000-ce1c6d19b36209036e3a	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0w2a-6900000000-8011c485731c42bd49f7	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0a4i-0009000000-e92acd83cf908233bd11	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0aor-0905000000-54dc7dc28ca7ec93789e	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0gb9-0900000000-cf4033176e3d7c36c589	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0gb9-1900000000-cb95f2a89d6871b4c0f5	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0uxs-3900000000-8d43918e6bdf5a791827	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0w2a-7900000000-37289512a80be0d06b70	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0gb9-0900000000-c242d24704a15f911a56	JSpectraViewer \| MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-2398000000-292315df845ad237142a	JSpectraViewer \| MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-002k-2490000000-b8c16809eaddcd92f2fb	JSpectraViewer \| MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00ko-9410000000-169637cf10237dcb2a0f	JSpectraViewer \| MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0ufr-0694000000-cdcbf19ad7bf249fbdb6	JSpectraViewer \| MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00fs-0890000000-0b16a5fb1c0467d0de87	JSpectraViewer \| MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000b-0980000000-0e6aa8e81cb45755aac9	JSpectraViewer \| MoNA
MS	Mass Spectrum (Electron Ionization)	splash10-0fbi-7920000000-dce70eb9e413a5f2e1a2	JSpectraViewer \| MoNA
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB010928

KNApSAcK ID

Not Available

Chemspider ID

2909

KEGG Compound ID

C14324

BioCyc ID

CPD-8965

BiGG ID

Not Available

Wikipedia Link

Diazinon

METLIN ID

Not Available

PubChem Compound

3017

PDB ID

Not Available

ChEBI ID

34682

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Rush T, Liu XQ, Hjelmhaug J, Lobner D: Mechanisms of chlorpyrifos and diazinon induced neurotoxicity in cortical culture. Neuroscience. 2010 Mar 31;166(3):899-906. doi: 10.1016/j.neuroscience.2010.01.025. Epub 2010 Jan 20. [PubMed:20096330 ]
Coleman WE, Tardiff RG: Contaminant levels in animal feeds used for toxicity studies. Arch Environ Contam Toxicol. 1979;8(6):693-702. [PubMed:119496 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Diazinon (HMDB0032943)

Structure for HMDB0032943 (Diazinon)