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Identification
NameTrinitrotoluene
Accession NumberDB01676  (EXPT03079)
TypeSmall Molecule
GroupsExperimental
Description

A 2,4,6-trinitrotoluene is an explosive chemical that can cause skin irritation and other toxic consequences. [PubChem]

Structure
Thumb
Synonyms
SynonymLanguageCode
2,4,6-TNTNot AvailableNot Available
2,4,6-trinitrotolueneNot AvailableNot Available
2,4,6-TrinitrotoluolNot AvailableNot Available
TNTNot AvailableNot Available
α-TNTNot AvailableNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
Categories
CAS number118-96-7
WeightAverage: 227.1311
Monoisotopic: 227.017834907
Chemical FormulaC7H5N3O6
InChI KeySPSSULHKWOKEEL-UHFFFAOYSA-N
InChI
InChI=1S/C7H5N3O6/c1-4-6(9(13)14)2-5(8(11)12)3-7(4)10(15)16/h2-3H,1H3
IUPAC Name
2-methyl-1,3,5-trinitrobenzene
SMILES
CC1=C(C=C(C=C1[N+]([O-])=O)[N+]([O-])=O)[N+]([O-])=O
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassBenzenoids
ClassBenzene and Substituted Derivatives
SubclassNitrobenzenes
Direct parentNitrobenzenes
Alternative parentsToluenes; Nitronic Acids; Nitro Compounds; Polyamines; Organic Oxoazanium Compounds
Substituentstoluene; nitronic acid; nitro compound; polyamine; organic oxoazanium; organonitrogen compound; amine
Classification descriptionThis compound belongs to the nitrobenzenes. These are compounds containing a nitrobenzene moiety, which consists of a benzene ring with a carbon bearing a nitro group.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption + 0.9227
Blood Brain Barrier + 0.8716
Caco-2 permeable + 0.6001
P-glycoprotein substrate Non-substrate 0.8312
P-glycoprotein inhibitor I Non-inhibitor 0.7654
P-glycoprotein inhibitor II Non-inhibitor 0.9723
Renal organic cation transporter Non-inhibitor 0.9101
CYP450 2C9 substrate Non-substrate 0.7236
CYP450 2D6 substrate Non-substrate 0.8382
CYP450 3A4 substrate Non-substrate 0.5481
CYP450 1A2 substrate Inhibitor 0.9091
CYP450 2C9 substrate Non-inhibitor 0.8706
CYP450 2D6 substrate Non-inhibitor 0.9129
CYP450 2C19 substrate Non-inhibitor 0.6601
CYP450 3A4 substrate Non-inhibitor 0.9393
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.7988
Ames test AMES toxic 0.9107
Carcinogenicity Carcinogens 0.5607
Biodegradation Not ready biodegradable 0.9095
Rat acute toxicity 2.8029 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.8347
hERG inhibition (predictor II) Non-inhibitor 0.9412
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental Properties
PropertyValueSource
melting point80.1 °CPhysProp
water solubility115 mg/L (at 23 °C)PHELAN,JM & BARNETT,JL (2001)
logP1.60HANSCH,C ET AL. (1995)
Predicted Properties
PropertyValueSource
Water Solubility0.0778ALOGPS
logP1.5ALOGPS
logP2.31ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)16.99ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area137.46 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity53.07 m3·mol-1ChemAxon
Polarizability17.9 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
References
Synthesis Reference

Hubert E. de Cazenove, Daniel Doyen, Jacques M. Dussidour, Jean-Jacques Gautier, “Process for continuous production of trinitrotoluene.” U.S. Patent US4022844, issued May, 1960.

US4022844
General ReferenceNot Available
External Links
ResourceLink
PubChem Compound8376
PubChem Substance46507069
ChemSpider8073
ChEBI46053
ChEMBL
HETTNL
WikipediaTrinitrotoluene
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSshow(95.8 KB)
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Pentaerythritol tetranitrate reductase

Kind: protein

Organism: Enterobacter cloacae

Pharmacological action: unknown

Components

Name UniProt ID Details
Pentaerythritol tetranitrate reductase P71278 Details

References:

  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. Pubmed

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Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:15