2,5-Dimethylfuran
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Basic Info
Common Name | 2,5-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 ID | F05181 |
CAS Number | 625-86-5 |
PubChem CID | 12266 |
Formula | C6H8O |
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 |
Wikipedia | 2,5-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 Date | Nov 13, 2018 17:07 |
Chemical Taxonomy
Kingdom | Organic compounds |
Superclass | Organoheterocyclic compounds |
Class | Heteroaromatic compounds |
Subclass | Not available |
Intermediate Tree Nodes | Not available |
Direct Parent | Heteroaromatic compounds |
Alternative Parents | |
Molecular Framework | Aromatic heteromonocyclic compounds |
Substituents | Heteroaromatic compound - Furan - Oxacycle - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aromatic heteromonocyclic compound |
Description | This 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 Name | Property Value |
---|---|
Molecular Weight | 96.129 |
Hydrogen Bond Donor Count | 0 |
Hydrogen Bond Acceptor Count | 1 |
Rotatable Bond Count | 0 |
Complexity | 53.2 |
Monoisotopic Mass | 96.058 |
Exact Mass | 96.058 |
XLogP | 2.2 |
Formal Charge | 0 |
Heavy Atom Count | 7 |
Defined Atom Stereocenter Count | 0 |
Undefined Atom Stereocenter Count | 0 |
Defined Bond Stereocenter Count | 0 |
Undefined Bond Stereocenter Count | 0 |
Isotope Atom Count | 0 |
Covalently-Bonded Unit Count | 1 |
ADMET
Model | Result | Probability |
---|---|---|
Absorption | ||
Blood-Brain Barrier | BBB+ | 0.9917 |
Human Intestinal Absorption | HIA+ | 0.9948 |
Caco-2 Permeability | Caco2+ | 0.7398 |
P-glycoprotein Substrate | Non-substrate | 0.7752 |
P-glycoprotein Inhibitor | Non-inhibitor | 0.9015 |
Non-inhibitor | 0.9152 | |
Renal Organic Cation Transporter | Non-inhibitor | 0.8635 |
Distribution | ||
Subcellular localization | Mitochondria | 0.4646 |
Metabolism | ||
CYP450 2C9 Substrate | Non-substrate | 0.8067 |
CYP450 2D6 Substrate | Non-substrate | 0.8948 |
CYP450 3A4 Substrate | Non-substrate | 0.7496 |
CYP450 1A2 Inhibitor | Non-inhibitor | 0.5190 |
CYP450 2C9 Inhibitor | Non-inhibitor | 0.9217 |
CYP450 2D6 Inhibitor | Non-inhibitor | 0.9060 |
CYP450 2C19 Inhibitor | Non-inhibitor | 0.7166 |
CYP450 3A4 Inhibitor | Non-inhibitor | 0.9713 |
CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.6335 |
Excretion | ||
Toxicity | ||
Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.8830 |
Non-inhibitor | 0.9467 | |
AMES Toxicity | Non AMES toxic | 0.9132 |
Carcinogens | Non-carcinogens | 0.6272 |
Fish Toxicity | Low FHMT | 0.8132 |
Tetrahymena Pyriformis Toxicity | High TPT | 0.9309 |
Honey Bee Toxicity | High HBT | 0.7588 |
Biodegradation | Ready biodegradable | 0.7030 |
Acute Oral Toxicity | II | 0.5443 |
Carcinogenicity (Three-class) | Warning | 0.4827 |
Model | Value | Unit |
---|---|---|
Absorption | ||
Aqueous solubility | -1.2309 | LogS |
Caco-2 Permeability | 1.5044 | LogPapp, cm/s |
Distribution | ||
Metabolism | ||
Excretion | ||
Toxicity | ||
Rat Acute Toxicity | 2.1365 | LD50, mol/kg |
Fish Toxicity | 1.9772 | pLC50, mg/L |
Tetrahymena Pyriformis Toxicity | -0.4634 | pIGC50, ug/L |