Triclabendazole (CED0007397)

Record Information

Version

1.0

Creation Date

2016-05-22 04:42:28 UTC

Update Date

2026-08-19 08:30:43 UTC

SynCED ID

CED0007397

Secondary Accession Numbers

CHEM017870

Identification

Common Name

Triclabendazole

Class

Small Molecule

Description

Triclabendazole is an organic compound with the chemical formula $\text{C}_{14}\text{H}_9\text{Cl}_3\text{N}_2\text{OS}$ and an average molecular weight of 359.65 g/mol. Triclabendazole belongs to the ethers, a subclass of organooxygen compounds within the organic compounds. This compound is associated with one recorded source: healthcare, pharmaceuticals & veterinary products, where it is utilized as an anthelmintic. The recorded route of exposure for this substance is oral. In terms of biological activity, there are five recorded protein targets for triclabendazole. It acts as an inhibitor of the Glutathione S-transferase omega class, and its targets include the Glutathione S-transferase omega class (Cat-1), the Glutathione S-transferase omega class (ENO), the Glutathione S-transferase omega class (ND3), and one other protein.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Egaten	Kegg
Fasinex	Kegg
6-Chloro-5-(2,3-dichlorophenoxy)-2-methylthiobenzimidazole	MeSH
Fasicare	MeSH
Flukare	MeSH
Tremacide	MeSH
6-chloro-5-(2,3-Dichlorophenoxy)-2-methylsulphanyl-1H-benzimidazole	Generator
Virbac brand OF triclabendazole	MeSH
Triclabendazole	MeSH
Jurox brand OF triclabendazole	MeSH
Novartis brand OF triclabendazole	MeSH
6-Chloro-5-(2,3-dichlorophenoxy)-2-(methylsulphanyl)-1H-1,3-benzodiazole	Generator

Chemical Formula

C₁₄H₉Cl₃N₂OS

Average Molecular Mass

359.650 g/mol

Monoisotopic Mass

357.950 g/mol

CAS Registry Number

68786-66-3

IUPAC Name

6-chloro-5-(2,3-dichlorophenoxy)-2-(methylsulfanyl)-1H-1,3-benzodiazole

Traditional Name

triclabendazole

SMILES

CSC1=NC2=C(N1)C=C(Cl)C(OC1=CC=CC(Cl)=C1Cl)=C2

InChI Identifier

InChI=1S/C14H9Cl3N2OS/c1-21-14-18-9-5-8(16)12(6-10(9)19-14)20-11-4-2-3-7(15)13(11)17/h2-6H,1H3,(H,18,19)

InChI Key

NQPDXQQQCQDHHW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diarylethers. These are organic compounds containing the dialkyl ether functional group, with the formula ROR', where R and R' are aryl groups.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Ethers

Direct Parent

Diarylethers

Alternative Parents

Substituents

Diaryl ether
Benzimidazole
Phenoxy compound
Aryl thioether
Phenol ether
1,2-dichlorobenzene
Alkylarylthioether
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Azole
Heteroaromatic compound
Imidazole
Azacycle
Organoheterocyclic compound
Sulfenyl compound
Thioether
Hydrocarbon derivative
Organopnictogen compound
Organic nitrogen compound
Organosulfur compound
Organonitrogen compound
Organochloride
Organohalogen compound
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

drug (PMC11054271 )?
anthelminthic drug (PMC8951012 , PMC9601742 )?

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	0.00051 g/L	ALOGPS
logP	5.5	ALOGPS
logP	5.88	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	10.46	ChemAxon
pKa (Strongest Basic)	4.54	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.91 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	87.86 m³·mol⁻¹	ChemAxon
Polarizability	34.02 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0230-1944000000-0558457f41742a7d656b	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-0209000000-8ccc98a85688a2a0d3da	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-0900000000-3fbd7829350b3af433e8	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-0900000000-2fb79bfda8b99fe8585c	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-0900000000-94c576ac00ee61093edc	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-0900000000-d7b2f78bf0528ede0828	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-0900000000-4e1a783d7691ad4bd8e6	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4i-0009000000-7f1cc56aaa6613e8fe57	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4i-0009000000-e6fec3ad89cc5d90283b	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0005-0936000000-920cfafffb0d59c0929a	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-0900000000-7c1864f299cbfbfaf0d4	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-1900000000-e79f0dad86cbb7cb4483	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-3900000000-79b4e72d8d6c11ae38cd	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-066r-9000000000-6ef46d3a6eaad77f377a	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-066r-9000000000-0143c04bcc788d3bacc1	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-066r-9000000000-ec03c59296086f67e89a	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0bt9-0019000000-8d8f52e04ea79bdcc664	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00dl-0396000000-bbdca10dffc2975f73b5	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-0390000000-19e15a4b196227bf4cd1	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4i-0009000000-1c6e57328ce0ce9875db	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4i-0009000000-4896d8b28bca85f865c8	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-0129000000-99f89b706bfbaa778d24	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-0393000000-56e5e0ba815538352227	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-0590000000-51b2132cbb0d623d35c7	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-0980000000-0003c9f1f8098a4b4b9e	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00fv-1920000000-b0c52a3ccb495f6bb434	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-7900000000-e5becb861f440781a6ce	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-01t9-9400000000-01804ca8c80b2ce0ff18	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0bt9-0129000000-a88a1c1b435436e95170	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-006t-2698000000-e388e49687f3b4b05aed	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-0900000000-2fb79bfda8b99fe8585c	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-0900000000-4e1a783d7691ad4bd8e6	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-0900000000-94c576ac00ee61093edc	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-0900000000-dd911a11ba3bdad74d87	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-0900000000-d7b2f78bf0528ede0828	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-0900000000-3fbd7829350b3af433e8	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-052f-0129000000-2c46187ef025a71d653a	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4i-0009000000-2c3fde0eb5bb8c50fbbf	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00dl-0396000000-bbdca10dffc2975f73b5	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-0390000000-19e15a4b196227bf4cd1	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0bt9-0009000000-3ba7a3e6150395a58e19	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-0900000000-a6ddf2877c950cc44409	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-0900000000-d7375889fdfd50d03ae3	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4i-0009000000-b6d499bda349b9bab023	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4i-0009000000-3e26526d6ad53e724b75	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0005-0936000000-6a86d4752c561afb1679	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-0129000000-dba636f9445698f1307d	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4i-0009000000-f85b68d445641e3ee203	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-0393000000-3a4a353e89fc760468dd	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-0590000000-deb2bbe6b466a48d0c8d	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4i-0219000000-f0de6b57a02cb441ce36	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-0009000000-fa35ea94dbfe52339d64	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-1009000000-f1c2fd4280791a245c9f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-9412000000-3f049c0a597d3add7509	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-0009000000-a021a50522b671d8a3a4	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4l-1009000000-9e98e0b7ca624d2c1716	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03dl-5595000000-a17da5226a34443eca47	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
1839.0 Log mg/kg [1000:3300]	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
fascioliasis	Not Available	Not Available	Not Available	PMC5931691 , PMC5931691

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
CEDs000386	Anthelmintics?Anthelmintics are synthetic chemicals used to treat parasitic infections caused by helminths, including worms such as nematodes and cestodes.	Healthcare, pharmaceuticals & veterinary products	Not Available
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
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
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
CEDs000615	Eye Makeup Products?Eye makeup products, including mascaras, eyeliners, and eyeshadows, often contain a variety of synthetic chemicals such as pigments, preservatives, and film-forming agents.	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
CEDs000744	Water, Wastewater, & Sewage Treatment?Water, wastewater, and sewage treatment processes are critical for managing and mitigating pollutants in water systems.	Wastewater, sanitation & biosolids	PubChem
CEDs01218	Egg	Food, food processing & cookware	PMC3656231
CEDs02510	Llobregat River	Aquatic systems & sediments	PMC5897055

Pathways

1 pathwayPathway Source: PathBank

Triclabendazole Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Transcription factor Dp-2	Q14188	Humans	Predicted (SEA)	Prediction Confidence Score 0.282 Applicability Domain 0.282 Low confidence Statistical Significance 9.00e-04 Supporting Reference Compounds 1 E-value 7.00643
Click to view 3D structure	Cytochrome P450 2C9	P11712	Humans	Predicted (SEA)	Prediction Confidence Score 0.281 Applicability Domain 0.311 Statistical Significance 0.2264 Supporting Reference Compounds 1245 E-value 1762.74
Click to view 3D structure	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	Q13627	Humans	Predicted (SEA)	Prediction Confidence Score 0.252 Applicability Domain 0.273 Low confidence Statistical Significance 0.3308 Supporting Reference Compounds 906 E-value 2575.56
Click to view 3D structure	Cyclin-dependent kinase 2	P24941	Humans	Predicted (SEA)	Prediction Confidence Score 0.252 Applicability Domain 0.273 Low confidence Statistical Significance 0.3468 Supporting Reference Compounds 1029 E-value 2699.5
Click to view 3D structure	Cyclin-dependent kinase 5	Q00535	Humans	Predicted (SEA)	Prediction Confidence Score 0.252 Applicability Domain 0.273 Low confidence Statistical Significance 0.3041 Supporting Reference Compounds 779 E-value 2367.24
Click to view 3D structure	Voltage-gated inwardly rectifying potassium channel KCNH2	Q12809	Humans	Predicted (SEA)	Prediction Confidence Score 0.249 Applicability Domain 0.292 Low confidence Statistical Significance 0.5548 Supporting Reference Compounds 1498 E-value 4318.76
Click to view 3D structure	Casein kinase I isoform delta	P48730	Humans	Predicted (SEA)	Prediction Confidence Score 0.246 Applicability Domain 0.273 Low confidence Statistical Significance 0.3133 Supporting Reference Compounds 637 E-value 2439.41
Click to view 3D structure	Plasminogen	P00747	Humans	Predicted (SEA)	Prediction Confidence Score 0.246 Applicability Domain 0.279 Low confidence Statistical Significance 0.1006 Supporting Reference Compounds 195 E-value 782.852
Click to view 3D structure	Urokinase-type plasminogen activator	P00749	Humans	Predicted (SEA)	Prediction Confidence Score 0.246 Applicability Domain 0.279 Low confidence Statistical Significance 0.0795 Supporting Reference Compounds 151 E-value 618.59
Click to view 3D structure	Glycogen synthase kinase-3 beta	P49841	Humans	Predicted (SEA)	Prediction Confidence Score 0.245 Applicability Domain 0.273 Low confidence Statistical Significance 0.4562 Supporting Reference Compounds 1157 E-value 3551.72
Click to view 3D structure	Glycogen synthase kinase-3 alpha	P49840	Humans	Predicted (SEA)	Prediction Confidence Score 0.245 Applicability Domain 0.273 Low confidence Statistical Significance 0.3748 Supporting Reference Compounds 754 E-value 2917.63
Click to view 3D structure	Serine/threonine-protein kinase PAK 4	O96013	Humans	Predicted (SEA)	Prediction Confidence Score 0.244 Applicability Domain 0.273 Low confidence Statistical Significance 0.3611 Supporting Reference Compounds 728 E-value 2811.21
Click to view 3D structure	cAMP-dependent protein kinase catalytic subunit alpha	P17612	Humans	Predicted (SEA)	Prediction Confidence Score 0.244 Applicability Domain 0.273 Low confidence Statistical Significance 0.3544 Supporting Reference Compounds 735 E-value 2759.13
Click to view 3D structure	Serine/threonine-protein kinase pim-1	P11309	Humans	Predicted (SEA)	Prediction Confidence Score 0.244 Applicability Domain 0.273 Low confidence Statistical Significance 0.4148 Supporting Reference Compounds 967 E-value 3229.5
Click to view 3D structure	Mitogen-activated protein kinase kinase kinase kinase 2	Q12851	Humans	Predicted (SEA)	Prediction Confidence Score 0.244 Applicability Domain 0.273 Low confidence Statistical Significance 0.3437 Supporting Reference Compounds 657 E-value 2675.91
Click to view 3D structure	Ribosomal protein S6 kinase alpha-3	P51812	Humans	Predicted (SEA)	Prediction Confidence Score 0.244 Applicability Domain 0.273 Low confidence Statistical Significance 0.3617 Supporting Reference Compounds 733 E-value 2816.04
Click to view 3D structure	Vascular endothelial growth factor receptor 2	P35968	Humans	Predicted (SEA)	Prediction Confidence Score 0.244 Applicability Domain 0.273 Low confidence Statistical Significance 0.4983 Supporting Reference Compounds 1660 E-value 3878.92
Click to view 3D structure	Streptokinase A	P10520	Streptococcus pyogenes serotype M1	Predicted (SEA)	Prediction Confidence Score 0.348 Applicability Domain 0.927 Statistical Significance 0.0053 Supporting Reference Compounds 425 E-value 41.6493
Click to view 3D structure	Transthyretin	P02766	Humans	Predicted (SEA)	Prediction Confidence Score 0.325 Applicability Domain 0.927 Statistical Significance 0.002 Supporting Reference Compounds 55 E-value 15.4141
Click to view 3D structure	Cytochrome P450 2D6	P10635	Humans	Predicted (SEA)	Prediction Confidence Score 0.294 Applicability Domain 0.311 Statistical Significance 0.1276 Supporting Reference Compounds 1130 E-value 993.745
Click to view 3D structure	Cytochrome P450 2C8	P10632	Humans	Predicted (SEA)	Prediction Confidence Score 0.294 Applicability Domain 0.311 Statistical Significance 0.0224 Supporting Reference Compounds 305 E-value 174.071
Click to view 3D structure	Cytochrome P450 1A2	P05177	Humans	Predicted (SEA)	Prediction Confidence Score 0.293 Applicability Domain 0.311 Statistical Significance 0.0879 Supporting Reference Compounds 793 E-value 684.528
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Predicted (SEA)	Prediction Confidence Score 0.293 Applicability Domain 0.314 Statistical Significance 0.2024 Supporting Reference Compounds 1538 E-value 1575.82
Click to view 3D structure	Cytochrome P450 2C19	P33261	Humans	Predicted (SEA)	Prediction Confidence Score 0.289 Applicability Domain 0.311 Statistical Significance 0.0975 Supporting Reference Compounds 825 E-value 759.108
Click to view 3D structure	Cytochrome P450 2B6	P20813	Humans	Predicted (SEA)	Prediction Confidence Score 0.285 Applicability Domain 0.311 Statistical Significance 0.0075 Supporting Reference Compounds 150 E-value 58.3091