ContaminantDB: Mebendazole

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-22 04:28:21 UTC

Update Date

2016-11-09 01:15:37 UTC

Accession Number

CHEM017576

Identification

Common Name

Mebendazole

Class

Small Molecule

Description

A benzimidazole that acts by interfering with carbohydrate metabolism and inhibiting polymerization of microtubules.

Contaminant Sources

HMDB Contaminants - Urine
STOFF IDENT Compounds
Suspected Compounds
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(5-Benzoyl-1H-benzimidazol-2-yl)-carbamic acid methyl ester	ChEBI
MBDZ	ChEBI
Vermox	ChEBI
(5-Benzoyl-1H-benzimidazol-2-yl)-carbamate methyl ester	Generator
Abello farmacia brand OF mebendazole	HMDB
Anti worm	HMDB
Anti-worm	HMDB
Esteve brand OF mebendazole	HMDB
Pfizer brand OF mebendazole	HMDB
SSL Brand OF mebendazole	HMDB
Sufil	HMDB
Telmin	HMDB
Vermidil	HMDB
Ardeypharm brand OF mebendazole	HMDB
Boots threadworm treatment	HMDB
Healthypharm brand OF mebendazole	HMDB
Norgine brand OF mebendazole	HMDB
Pripsen mebendazole	HMDB
Sqworm	HMDB
Streger brand OF mebendazole	HMDB
Taxandria brand OF mebendazole	HMDB
Tedec meiji brand OF mebendazole	HMDB
Bantenol	HMDB
Diba brand OF mebendazole	HMDB
Leidapharm brand OF mebendazole	HMDB
Lomper	HMDB
Madicure	HMDB
Mebendan	HMDB
Surfont	HMDB
Wormkuur	HMDB
Banworm	HMDB
Boots brand OF mebendazole	HMDB
Degort's brand OF mebendazole	HMDB
Elfar brand OF mebendazole	HMDB
Janssen brand OF mebendazole	HMDB
Mebenvet	HMDB
Vermicol	HMDB
Vermin	HMDB

Chemical Formula

C₁₆H₁₃N₃O₃

Average Molecular Mass

295.293 g/mol

Monoisotopic Mass

295.096 g/mol

CAS Registry Number

31431-39-7

IUPAC Name

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

Traditional Name

mebendazole

SMILES

COC(=O)NC1=NC2=C(N1)C=C(C=C2)C(=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C16H13N3O3/c1-22-16(21)19-15-17-12-8-7-11(9-13(12)18-15)14(20)10-5-3-2-4-6-10/h2-9H,1H3,(H2,17,18,19,21)

InChI Key

OPXLLQIJSORQAM-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzophenones

Direct Parent

Benzophenones

Alternative Parents

Substituents

2-benzimidazolylcarbamic acid ester
Benzophenone
Aryl-phenylketone
Benzimidazole
Benzoyl
Aryl ketone
Azole
Imidazole
Heteroaromatic compound
Carbamic acid ester
Ketone
Carbonic acid derivative
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

carbamate ester (CHEBI:6704 )
aromatic ketone (CHEBI:6704 )
benzimidazoles (CHEBI:6704 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

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

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	0.039 g/L	ALOGPS
logP	2.95	ALOGPS
logP	3.26	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	8.44	ChemAxon
pKa (Strongest Basic)	3.93	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	84.08 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	81.5 m³·mol⁻¹	ChemAxon
Polarizability	31.1 Å³	ChemAxon
Number of Rings	3	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	splash10-0a4i-0980000000-8fb2e53ed97aff802076	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-QFT , negative	splash10-03dl-0090000000-8828fc1fa56f3c2e418e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-03di-0090000000-024c6803f14cfb0e0114	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-03di-0090000000-5d24c800cdbe57cde52a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-03di-0190000000-cc4b2fea662fc4e5f744	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-03di-0980000000-6e83d7d5064bd9880802	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-0a4i-0910000000-b02640332388531fd0fd	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-0ar0-0900000000-d45befbb5c042b2c6300	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-016r-2900000000-7e5eb3a1870c7b34c142	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-03xr-9600000000-ae4ce30813b2e793a7e7	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-03di-0090000000-85dd5a77b566811c09d7	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0002-0090000000-aa34603c660e8b3f4f17	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-03dj-0090000000-def7f96fcfca0339b3d1	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-03di-0090000000-a66ea36d2742df54240b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-03di-0090000000-b87560a141b5b3d74454	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-03di-0890000000-d9b1bed9d118fcec0da6	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-03di-0090000000-d291ee80ffb822eea9c1	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0002-0090000000-461e3ef8826b0936ecf3	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-03dj-0090000000-0dee2cf61e88f9d5c325	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-03di-0090000000-48e3d9d0c50eeb00e28a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0190000000-72a1c0130a441700ccd4	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-052r-0490000000-4cd9da50a1f5ad72ab99	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-1920000000-833a39ed4472b53f1bd5	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-08fu-2090000000-e90023d258ea536503f4	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03di-2190000000-66b04d9ac6355a162596	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001i-3890000000-e68bbe64bca034770376	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)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

DB00643

HMDB ID

HMDB0014781

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

Chemspider ID

ChEBI ID

PubChem Compound ID

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. Wikipedia: http://en.wikipedia.org/wiki/Mebendazole

2. https://www.ncbi.nlm.nih.gov/pubmed/?term=6126101

Mebendazole (CHEM017576)

Structure for CHEM017576: Mebendazole