Oxibendazole (CED0013314)

Record Information

Version

1.0

Creation Date

2016-05-22 05:15:33 UTC

Update Date

2026-08-18 18:14:18 UTC

SynCED ID

CED0013314

Secondary Accession Numbers

CHEM018444

Identification

Common Name

Oxibendazole

Class

Small Molecule

Description

Oxibendazole is an organic compound with the formula C12H15N3O3 and an average molecular weight of 249.27 g/mol. Oxibendazole belongs to the 2-benzimidazolylcarbamic acid esters, a subclass of benzimidazoles within the organic compounds. This organoheterocyclic compound has one recorded protein target, the tubulin beta-4B chain (TUBB4B). The compound is found in or released from four recorded sources. These include household cleaning and consumer products, specifically tobacco smoke filters and non-electric simulated smoking devices, as well as electrically stimulated smoking devices from electrical and electronic equipment. Additionally, oxibendazole is associated with food preservation within the category of food, food processing, and cookware.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Anthelcide eq	Kegg
Methyl 5-N-propoxy-2-benzimidazolecarbamate	MeSH
N-(6-Propoxy-1H-1,3-benzodiazol-2-yl)methoxycarboximidate	Generator

Chemical Formula

C₁₂H₁₅N₃O₃

Average Molecular Mass

249.266 g/mol

Monoisotopic Mass

249.111 g/mol

CAS Registry Number

20559-55-1

IUPAC Name

methyl N-(6-propoxy-1H-1,3-benzodiazol-2-yl)carbamate

Traditional Name

oxibendazole

SMILES

CCCOC1=CC2=C(C=C1)N=C(NC(=O)OC)N2

InChI Identifier

InChI=1S/C12H15N3O3/c1-3-6-18-8-4-5-9-10(7-8)14-11(13-9)15-12(16)17-2/h4-5,7H,3,6H2,1-2H3,(H2,13,14,15,16)

InChI Key

RAOCRURYZCVHMG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-benzimidazolylcarbamic acid esters. These are aromatic heteropolycyclic compounds that contain a carbamic acid ester group, which is N-linked to the C2-atom of a benzimidazole moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzimidazoles

Sub Class

2-benzimidazolylcarbamic acid esters

Direct Parent

2-benzimidazolylcarbamic acid esters

Alternative Parents

Substituents

2-benzimidazolylcarbamic acid ester
Alkyl aryl ether
Benzenoid
Azole
Imidazole
Carbamic acid ester
Heteroaromatic compound
Carbonic acid derivative
Ether
Azacycle
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

anthelminthic drug (PMC12406009 )?

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
Water Solubility	0.35 g/L	ALOGPS
logP	2.07	ALOGPS
logP	2.52	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	9.64	ChemAxon
pKa (Strongest Basic)	4.56	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	76.24 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	66.66 m³·mol⁻¹	ChemAxon
Polarizability	26.98 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

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-004i-2940000000-07d46bca293b8e14042c	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0gdi-2790000000-36a8e52bd89d68997bca	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0f7c-2960000000-62893114d2c82c3730e6	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-5940000000-e073ecbf859858ea3bfb	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0007-5900000000-a444e0e076bef3fdd0b0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-066s-3390000000-d96cf5f3af31cd18e658	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0avj-3890000000-22752ed9ccb016bf9d8b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-006t-1900000000-a7952acd2dcb6b70ebf6	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
663.0 Log mg/kg [370:1200]	Rat	LD50	oral	predicted	Not Available	Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Health Effects

Health Effect	Relationship	Direction	Description	Reference

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000010	Insecticides?Insecticides are synthetic chemicals designed to control or eliminate insect pests that threaten crops and other agricultural products.	Agriculture & land management	PubChem
CEDs000518	Electrically Stimulated Smoking Devices?Electrically stimulated smoking devices, commonly known as e-cigarettes or vape pens, utilize electrical components to heat a liquid solution, often containing nicotine, flavorings, and other additives, to produce an aerosol for inhalation.	Electrical & Electronic Equipment	PubChem
CEDs000545	Food Preservation?Food preservation often involves the use of synthetic chemicals, such as preservatives, flavor enhancers, and color additives, to extend shelf life and enhance the sensory qualities of food products.	Food, food processing & cookware	PubChem
CEDs000559	Non Electric Simulated Smoking Devices?Non-electric simulated smoking devices, often designed to mimic the experience of smoking without combustion, can be sources of synthetic chemical contamination due to the materials and chemicals used in their construction and operation.	Household cleaning & consumer products	PubChem
CEDs000569	Tobacco Smoke Filters?Tobacco smoke filters are designed to reduce the inhalation of harmful substances in cigarette smoke, including tar and other particulate matter.	Household cleaning & consumer products	PubChem
CEDs000596	Acaricides?Acaricides are synthetic chemicals specifically designed to target and control mite populations that can damage crops and plants.	Agriculture & land management	PubChem
CEDs000600	Herbicides And Algicides?Herbicides and algicides are synthetic chemicals primarily used to control unwanted plants and algae in various environments.	Agriculture & land management	PubChem
CEDs000602	Molluscicides?Molluscicides are synthetic chemicals specifically designed to control and eliminate mollusks, such as snails and slugs, which can be detrimental to crops and agricultural productivity.	Agriculture & land management	PubChem
CEDs000603	Nematocides?Nematocides are synthetic chemicals specifically designed to control nematodes, which are microscopic roundworms that can cause significant damage to crops and plants.	Agriculture & land management	PubChem
CEDs000604	Pest Attractants?Pest attractants are synthetic chemicals designed to lure specific pests for monitoring or control purposes.	Agriculture & land management	PubChem
CEDs000605	Pest Repellants?Pest repellents, often formulated from synthetic chemicals, are widely used to protect crops from insect infestations and other pests.	Agriculture & land management	PubChem
CEDs000606	Plant Growth Regulators?Plant Growth Regulators (PGRs) are synthetic chemicals designed to influence the growth and development of plants.	Agriculture & land management	PubChem
CEDs000611	Anti Perspirants Or Body Deoderants?Antiperspirants and body deodorants commonly contain synthetic chemicals such as aluminum compounds, parabens, and synthetic fragrances.	Personal care & cosmetics	PubChem
CEDs000632	Apparel?Apparel production often involves the use of various synthetic chemicals, including dyes, finishing agents, and preservatives.	Textiles, leather & furnishings	PubChem
CEDs000696	Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.	Industrial manufacturing & chemical processing	PubChem
CEDs02510	Llobregat River	Aquatic systems & sediments	PMC5897055

Pathways

0 pathwaysPathway Source: PathBank

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Tyrosine-protein kinase ABL1	P00519	Humans	Predicted (SEA)	Prediction Confidence Score 0.372 Applicability Domain 0.473 Statistical Significance 0.0315 Supporting Reference Compounds 927 E-value 245.459
Click to view 3D structure	Vascular endothelial growth factor receptor 2	P35968	Humans	Predicted (SEA)	Prediction Confidence Score 0.364 Applicability Domain 0.473 Statistical Significance 0.0521 Supporting Reference Compounds 1660 E-value 405.906
Click to view 3D structure	Casein kinase I isoform alpha	P67827	Bos taurus	Predicted (SEA)	Prediction Confidence Score 0.358 Applicability Domain 0.358 Statistical Significance 2.20e-04 Supporting Reference Compounds 1 E-value 1.71268
Click to view 3D structure	Hepatocyte growth factor receptor	P08581	Humans	Predicted (SEA)	Prediction Confidence Score 0.348 Applicability Domain 0.459 Statistical Significance 0.0399 Supporting Reference Compounds 934 E-value 310.774
Click to view 3D structure	Cell division protein FtsZ	P9WN95	Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv)	Predicted (SEA)	Prediction Confidence Score 0.338 Applicability Domain 0.338 Statistical Significance 1.00e-05 Supporting Reference Compounds 1 E-value 0.0778492
Click to view 3D structure	Proto-oncogene tyrosine-protein kinase Src	P12931	Humans	Predicted (SEA)	Prediction Confidence Score 0.328 Applicability Domain 0.473 Statistical Significance 0.0704 Supporting Reference Compounds 1158 E-value 547.825
Click to view 3D structure	Methionine aminopeptidase	P0AE18	Escherichia coli (strain K12)	Predicted (SEA)	Prediction Confidence Score 0.325 Applicability Domain 0.473 Statistical Significance 2.90e-04 Supporting Reference Compounds 13 E-value 2.25763
Click to view 3D structure	Luciferin 4-monooxygenase	P08659	Photinus pyralis	Predicted (SEA)	Prediction Confidence Score 0.322 Applicability Domain 0.386 Statistical Significance 0.0048 Supporting Reference Compounds 114 E-value 37.0562
Click to view 3D structure	Mitogen-activated protein kinase 14	Q16539	Humans	Predicted (SEA)	Prediction Confidence Score 0.32 Applicability Domain 0.464 Statistical Significance 0.0555 Supporting Reference Compounds 668 E-value 431.752
Click to view 3D structure	Casein kinase I isoform gamma-3	Q9Y6M4	Humans	Predicted (SEA)	Prediction Confidence Score 0.32 Applicability Domain 0.358 Statistical Significance 0.036 Supporting Reference Compounds 421 E-value 280.102
Click to view 3D structure	Cyclin-dependent kinase 9	P50750	Humans	Predicted (SEA)	Prediction Confidence Score 0.319 Applicability Domain 0.459 Statistical Significance 0.0364 Supporting Reference Compounds 426 E-value 283.138
Click to view 3D structure	Adenosine receptor A2a	P29274	Humans	Predicted (SEA)	Prediction Confidence Score 0.315 Applicability Domain 0.433 Statistical Significance 0.0181 Supporting Reference Compounds 303 E-value 140.985
Click to view 3D structure	Serine/threonine-protein kinase D3	O94806	Humans	Predicted (SEA)	Prediction Confidence Score 0.313 Applicability Domain 0.325 Statistical Significance 0.0606 Supporting Reference Compounds 628 E-value 471.922
Click to view 3D structure	Casein kinase I isoform delta	P48730	Humans	Predicted (SEA)	Prediction Confidence Score 0.313 Applicability Domain 0.323 Statistical Significance 0.0575 Supporting Reference Compounds 637 E-value 447.322
Click to view 3D structure	Casein kinase I isoform gamma-2	P78368	Humans	Predicted (SEA)	Prediction Confidence Score 0.31 Applicability Domain 0.323 Statistical Significance 0.0495 Supporting Reference Compounds 468 E-value 385.276
Click to view 3D structure	Rho-associated protein kinase 2	O75116	Humans	Predicted (SEA)	Prediction Confidence Score 0.31 Applicability Domain 0.325 Statistical Significance 0.0792 Supporting Reference Compounds 811 E-value 616.566
Click to view 3D structure	Kappa-type opioid receptor	P41145	Humans	Predicted (SEA)	Prediction Confidence Score 0.31 Applicability Domain 0.357 Statistical Significance 0.0561 Supporting Reference Compounds 532 E-value 437.123
Click to view 3D structure	Calmodulin-domain protein kinase 1	Q9BJF5	Toxoplasma gondii	Predicted (SEA)	Prediction Confidence Score 0.308 Applicability Domain 0.473 Statistical Significance 0.0033 Supporting Reference Compounds 35 E-value 25.5345
Click to view 3D structure	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	Q13627	Humans	Predicted (SEA)	Prediction Confidence Score 0.307 Applicability Domain 0.323 Statistical Significance 0.0851 Supporting Reference Compounds 906 E-value 662.419
Click to view 3D structure	Aurora kinase B	Q96GD4	Humans	Predicted (SEA)	Prediction Confidence Score 0.307 Applicability Domain 0.323 Statistical Significance 0.0982 Supporting Reference Compounds 1017 E-value 764.557
Click to view 3D structure	Mitogen-activated protein kinase 1	P28482	Humans	Predicted (SEA)	Prediction Confidence Score 0.307 Applicability Domain 0.323 Statistical Significance 0.0762 Supporting Reference Compounds 763 E-value 593.211
Click to view 3D structure	Serine/threonine-protein kinase pim-1	P11309	Humans	Predicted (SEA)	Prediction Confidence Score 0.305 Applicability Domain 0.323 Statistical Significance 0.0941 Supporting Reference Compounds 967 E-value 732.328
Click to view 3D structure	Mitogen-activated protein kinase kinase kinase kinase 4	O95819	Humans	Predicted (SEA)	Prediction Confidence Score 0.305 Applicability Domain 0.323 Statistical Significance 0.0795 Supporting Reference Compounds 714 E-value 619.291
Click to view 3D structure	Serine/threonine-protein kinase N2	Q16513	Humans	Predicted (SEA)	Prediction Confidence Score 0.305 Applicability Domain 0.323 Statistical Significance 0.0656 Supporting Reference Compounds 567 E-value 510.379
Click to view 3D structure	Mitogen-activated protein kinase kinase kinase kinase 5	Q9Y4K4	Humans	Predicted (SEA)	Prediction Confidence Score 0.305 Applicability Domain 0.323 Statistical Significance 0.0665 Supporting Reference Compounds 557 E-value 517.775