ContaminantDB: Tebufenozide

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References Targets (13)XML

Record Information

Version

1.0

Creation Date

2013-04-25 07:56:54 UTC

Update Date

2016-11-09 01:08:59 UTC

Accession Number

CHEM002886

Identification

Common Name

Tebufenozide

Class

Small Molecule

Description

Tebufenozide is an insecticide that acts as a molting hormone. It is an agonist of ecdysone that causes premature molting in larvae. It is primarily used against caterpillar pests.

Contaminant Sources

STOFF IDENT Compounds
T3DB toxins
ToxCast & Tox21 Chemicals

Contaminant Type

Amide
Amine
Ester
Hydrazine
Insecticide
Organic Compound
Pesticide
Synthetic Compound

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,5-Dimethylbenzoic acid 1-(1,1-dimethylethyl)-2-(4-ethylbenzoyl)hydrazide	ChEBI
N'-(t-butyl)-n'-(3,5-dimethylbenzoyl)-N-(4-ethylbenzoyl)hydrazine	ChEBI
3,5-Dimethylbenzoate 1-(1,1-dimethylethyl)-2-(4-ethylbenzoyl)hydrazide	Generator
Mimic	MeSH

Chemical Formula

C₂₂H₂₈N₂O₂

Average Molecular Mass

352.470 g/mol

Monoisotopic Mass

352.215 g/mol

CAS Registry Number

112410-23-8

IUPAC Name

N'-tert-butyl-N'-(3,5-dimethylbenzoyl)-4-ethylbenzohydrazide

Traditional Name

N'-tert-butyl-N'-(3,5-dimethylbenzoyl)-4-ethylbenzohydrazide

SMILES

CCC1=CC=C(C=C1)C(=O)NN(C(=O)C1=CC(C)=CC(C)=C1)C(C)(C)C

InChI Identifier

InChI=1S/C22H28N2O2/c1-7-17-8-10-18(11-9-17)20(25)23-24(22(4,5)6)21(26)19-13-15(2)12-16(3)14-19/h8-14H,7H2,1-6H3,(H,23,25)

InChI Key

QYPNKSZPJQQLRK-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as benzoic acids and derivatives. These are organic compounds containing a carboxylic acid substituent attached to a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Benzoic acids and derivatives

Alternative Parents

Substituents

Benzoic acid or derivatives
M-xylene
Xylene
Benzoyl
Carboxylic acid hydrazide
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

carbohydrazide (CHEBI:38452 )
Pesticides (C18526 )

Biological Properties

Status

Detected and Not Quantified

Origin

Exogenous

Cellular Locations

Membrane

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	191-191.5°C
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.0011 g/L	ALOGPS
logP	4	ALOGPS
logP	5.35	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	10.13	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	49.41 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	107.1 m³·mol⁻¹	ChemAxon
Polarizability	40.69 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	No	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	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT 21V, positive	splash10-0002-0790000000-05a2830262be2c6762b7	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT 31V, positive	splash10-001i-0900000000-219ca556029f08b846b8	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT 42V, positive	splash10-001i-0900000000-ce776ad1ef28aaaeda50	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT 52V, positive	splash10-053r-0900000000-1ce18580c7acb70403ba	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT 10V, positive	splash10-000t-0690000000-286df98e7ddc638cd788	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT 63V, positive	splash10-0a59-1900000000-4fa65caa3887b7592277	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT 24V, positive	splash10-0002-0090000000-8da3726894472c4e486a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT 24V, negative	splash10-0002-0900000000-b7f517825db415de5873	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT 10V, negative	splash10-0udi-0009000000-3fcabe3b2a5f718be865	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT 21V, negative	splash10-0002-0901000000-19e98e29e6f11e73c025	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT 31V, negative	splash10-0002-0900000000-5a86836cd344a04e9052	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT 42V, negative	splash10-0002-0900000000-efc8d7b95a5a735e918c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT 52V, negative	splash10-0002-0900000000-7292333b8be0f9c2cd5b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Negative	splash10-052b-0900000000-1863fee6ed42be1a61be	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Negative	splash10-0002-0900000000-24a9ab291af09895687a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Negative	splash10-0002-0900000000-efc8d7b95a5a735e918c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Negative	splash10-0a4j-0900000000-34c3aa26ec167a0376db	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 90V, Negative	splash10-0a4j-0900000000-e5d0c2b8f0a4e9388554	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Negative	splash10-0002-0900000000-7292333b8be0f9c2cd5b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0439000000-3386e497d8b7ebab5491	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-0943000000-d80795439b81389abaf4	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0569-8900000000-48b41f53a5f12b82675c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0129000000-6c182fa41378fb05fbbe	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udj-1897000000-c510bff2883ae07d9672	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-06re-6910000000-883be97fb40c16425585	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

HMDB0258764

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

Tebufenozide

Chemspider ID

82870

ChEBI ID

38452

PubChem Compound ID

Not Available

Kegg Compound ID

C18526

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=14745824

2. https://www.ncbi.nlm.nih.gov/pubmed/?term=15759403

3. https://www.ncbi.nlm.nih.gov/pubmed/?term=22730139

4. https://www.ncbi.nlm.nih.gov/pubmed/?term=24121094

Tebufenozide (CHEM002886)

Structure for CHEM002886: Tebufenozide