Basic Info

Common Name2,5-Dimethylfuran(F05181)
2D Structure
Description

2,5-Dimethylfuran is a maillard product 2,5-Dimethylfuran has been identified as one of the components of cigar smoke with low cilatoxicity (ability to adversely affect the cilia in the respiratory tract that are responsible for removing foreign particles). Its blood concentration can be used as a biomarker for smoking. 2,5-Dimethylfuran, together with 2,5-hexanedione and 4,5-dihydroxy-2-hexanone, is one of the main metabolites of hexane in humans, which play a role in the mechanism for the neurotoxicity of hexane. A derivative of furan, 2,5-dimethylfuran is a heterocyclic compound of the formula C6H8O. While it may be abbreviated DMF, it should not be confused with dimethylformamide. Recent advances have increased its attractiveness as a biofuel.

FRCD IDF05181
CAS Number625-86-5
PubChem CID12266
FormulaC6H8O
IUPAC Name

2,5-dimethylfuran

InChI Key

GSNUFIFRDBKVIE-UHFFFAOYSA-N

InChI

InChI=1S/C6H8O/c1-5-3-4-6(2)7-5/h3-4H,1-2H3

Canonical SMILES

CC1=CC=C(O1)C

Isomeric SMILES

CC1=CC=C(O1)C

Wikipedia2,5-Dimethylfuran
Synonyms
        
            2,5-Dimethyl furan
        
            2,5-DIMETHYLFURAN
        
            625-86-5
        
            Furan, 2,5-dimethyl-
        
            2,5-Dimethylfurane
        
            2,5-dimethyl-furan
        
            2,5-Dimethyl furane
        
            UNII-DR5HL9OJ7Y
        
            CCRIS 3158
        
            NSC 6220
        
Classifies
                

                  
                    Predicted: Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClassHeteroaromatic compounds
SubclassNot available
Intermediate Tree NodesNot available
Direct ParentHeteroaromatic compounds
Alternative Parents
Molecular FrameworkAromatic heteromonocyclic compounds
SubstituentsHeteroaromatic compound - Furan - Oxacycle - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as heteroaromatic compounds. These are compounds containing an aromatic ring where a carbon atom is linked to an hetero atom.

Properties

Property NameProperty Value
Molecular Weight96.129
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count1
Rotatable Bond Count0
Complexity53.2
Monoisotopic Mass96.058
Exact Mass96.058
XLogP2.2
Formal Charge0
Heavy Atom Count7
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.9917
Human Intestinal AbsorptionHIA+0.9948
Caco-2 PermeabilityCaco2+0.7398
P-glycoprotein SubstrateNon-substrate0.7752
P-glycoprotein InhibitorNon-inhibitor0.9015
Non-inhibitor0.9152
Renal Organic Cation TransporterNon-inhibitor0.8635
Distribution
Subcellular localizationMitochondria0.4646
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8067
CYP450 2D6 SubstrateNon-substrate0.8948
CYP450 3A4 SubstrateNon-substrate0.7496
CYP450 1A2 InhibitorNon-inhibitor0.5190
CYP450 2C9 InhibitorNon-inhibitor0.9217
CYP450 2D6 InhibitorNon-inhibitor0.9060
CYP450 2C19 InhibitorNon-inhibitor0.7166
CYP450 3A4 InhibitorNon-inhibitor0.9713
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.6335
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.8830
Non-inhibitor0.9467
AMES ToxicityNon AMES toxic0.9132
CarcinogensNon-carcinogens0.6272
Fish ToxicityLow FHMT0.8132
Tetrahymena Pyriformis ToxicityHigh TPT0.9309
Honey Bee ToxicityHigh HBT0.7588
BiodegradationReady biodegradable0.7030
Acute Oral ToxicityII0.5443
Carcinogenicity (Three-class)Warning0.4827

Model Value Unit
Absorption
Aqueous solubility-1.2309LogS
Caco-2 Permeability1.5044LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.1365LD50, mol/kg
Fish Toxicity1.9772pLC50, mg/L
Tetrahymena Pyriformis Toxicity-0.4634pIGC50, ug/L