ContaminantDB: Metribuzin

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References Targets (11)XML

Record Information

Version

1.0

Creation Date

2013-04-25 07:56:53 UTC

Update Date

2016-11-09 01:08:59 UTC

Accession Number

CHEM002843

Identification

Common Name

Metribuzin

Class

Small Molecule

Description

Metribuzin (4-amino-6-tert-butyl-3-(methylthio)-as-triazin-5 (4H)-one) is a herbicide used both pre- and post-emergence in crops including soy bean, potatoes, tomatoes and sugar cane. It acts by inhibiting photosynthesis by disrupting photosystem II. It is widely used in agriculture and has been found to contaminate groundwater.

Contaminant Sources

Clean Air Act Chemicals
EPA Endocrine Screening
HPV EPA Chemicals
My Exposome Chemicals
STOFF IDENT Compounds
T3DB toxins
ToxCast & Tox21 Chemicals

Contaminant Type

Ether
Herbicide
Organic Compound
Pesticide
Synthetic Compound

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-Amino-6-tert-butyl-4,5-dihydro-3-methylthio-1,2,4-triazin-5-one	ChEBI
4-amino-6-Tert-butyl- 3-(methylthio)-S-triazin-5-(4H)-one	MeSH
Lexone	MeSH
Sencor	MeSH
Zenkor	MeSH

Chemical Formula

C₈H₁₄N₄OS

Average Molecular Mass

214.288 g/mol

Monoisotopic Mass

214.089 g/mol

CAS Registry Number

21087-64-9

IUPAC Name

4-amino-6-tert-butyl-3-(methylsulfanyl)-4,5-dihydro-1,2,4-triazin-5-one

Traditional Name

sencor

SMILES

CSC1=NN=C(C(=O)N1N)C(C)(C)C

InChI Identifier

InChI=1S/C8H14N4OS/c1-8(2,3)5-6(13)12(9)7(14-4)11-10-5/h9H2,1-4H3

InChI Key

FOXFZRUHNHCZPX-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as aryl thioethers. These are organosulfur compounds containing a thioether group that is substituted by an aryl group.

Kingdom

Organic compounds

Super Class

Organosulfur compounds

Class

Thioethers

Sub Class

Aryl thioethers

Direct Parent

Aryl thioethers

Alternative Parents

Substituents

Aryl thioether
Alkylarylthioether
Triazine
1,2,4-triazine
Heteroaromatic compound
Lactam
Azacycle
Organoheterocyclic compound
Sulfenyl compound
Organic oxide
Hydrocarbon derivative
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

cyclic ketone (CHEBI:34846 )
organic sulfide (CHEBI:34846 )
1,2,4-triazines (CHEBI:34846 )
Triazine herbicides (C14332 )
Triazinone herbicides (C14332 )

Biological Properties

Status

Detected and Not Quantified

Origin

Exogenous

Cellular Locations

Cytoplasm
Extracellular

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Solid

Appearance

White powder.

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	1.36 g/L	ALOGPS
logP	1.54	ALOGPS
logP	1.96	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Basic)	2.46	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	71.05 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	58 m³·mol⁻¹	ChemAxon
Polarizability	22.08 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0bta-8910000000-710f049556a8522ae817	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-0a4i-9000000000-c07c5cae60e1ac822ccb	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-014i-0090000000-d52c6a7b999f55d0e51b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-014r-0590000000-199702458074442acb73	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-053r-0900000000-a45f75409c3af6a6054d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-0a4i-9200000000-3e63f9eec9dafaae1eeb	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-0a4i-9200000000-7a6cdf083625b2ccdc22	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-053i-9500000000-9d0d20117a9fb7fae1c7	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-000i-0900000000-202a3c2453ce7f8e089d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-0ac0-9300000000-bc39f73488d0647f38c9	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-000i-3920000000-3bfff666c7c355ce48ae	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-05a9-9800000000-057a7c7692587183822a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-014r-0690000000-d3c30e5bfb074e0a0f7a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-014i-0090000000-9398ba17da28f7fce470	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-014i-0290000000-e3451353e06b6560e3ad	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-000i-3920000000-a4f0e416c96410fa4f28	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-05a9-9800000000-42e2260551d1947c3cf5	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-014i-0090000000-20c9dc148a8a6b95bdd4	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-0ac0-9300000000-ff095b41d66bc7c1c9b7	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-014i-0190000000-1195477d789b2632ac33	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0090000000-e13f332ff80b44342453	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014i-3490000000-b250bde498ae6408d9f6	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-006t-9200000000-4c4a499d8d26c485b02f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-0910000000-ba002331be1a9f61955a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-074i-8930000000-8b90e1b9375076b8f5e2	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-024i-9400000000-e42aee5a1db9176ccd85	Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0002-9600000000-f01ca2de50860ccf843e	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

No indication of carcinogenicity to humans (not listed by IARC).

Uses/Sources

This is a man-made compound that is used as a pesticide.

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

Not Available

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Metribuzin

Chemspider ID

Not Available

ChEBI ID

34846

PubChem Compound ID

30479

Kegg Compound ID

C14332

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. https://www.ncbi.nlm.nih.gov/pubmed/?term=23139237

2. https://www.ncbi.nlm.nih.gov/pubmed/?term=24328539

3. https://www.ncbi.nlm.nih.gov/pubmed/?term=24631619

Metribuzin (CHEM002843)

Structure for CHEM002843: Metribuzin