Desflurane (CHEM002370)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesTargets (30)XML
Record Information
Version1.0
Creation Date2009-07-21 20:28:35 UTC
Update Date2026-05-14 16:58:36 UTC
Accession NumberCHEM002370
Identification
Common NameDesflurane
ClassSmall Molecule
DescriptionDesflurane is a highly fluorinated methyl ethyl ether used for maintenance of general anaesthesia. Volatile agents such as desflurane may activate GABA channels and hyperpolarize cell membranes. In addition, they may inhibit certain calcium channels and therefore prevent release of neurotransmitters and inhibit glutamate channels. Volatile anesthetics easily partition into cellular membranes and could expand the volume of the cell membrane and subsequently distort channels necessary for sodium ion flux and the development of action potentials necessary for synaptic transmission. Desflurane preconditions human myocardium against ischemia through activation of mitochondrial K(ATP) channels, adenosine A1 receptor, and alpha and beta adrenoceptors.
Contaminant Sources
  • HMDB Contaminants - Urine
  • T3DB toxins
Contaminant Type
  • Anesthetic, Inhalation
  • Drug
  • Metabolite
  • Neuroprotective Agent
  • Organic Compound
  • Organofluoride
  • Synthetic Compound
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(+-)-2-Difluoromethyl 1,2,2,2-tetrafluoroethyl etherChEBI
1,1,1,2-Tetrafluoro-2-(difluoromethoxy)ethaneChEBI
Difluoromethyl 1,2,2,2-tetrafluoroethyl etherChEBI
SupraneChEBI
Baxter anaesthesia brand OF desfluraneHMDB
Baxter brand OF desfluraneHMDB
Ohmeda brand OF desfluraneHMDB
Zeneca brand OF desfluraneHMDB
1,2,2,2-Tetrafluoroethyl difluoromethyl etherHMDB
Chemical FormulaC3H2F6O
Average Molecular Mass168.038 g/mol
Monoisotopic Mass168.001 g/mol
CAS Registry Number57041-67-5
IUPAC Name2-(difluoromethoxy)-1,1,1,2-tetrafluoroethane
Traditional Namedesflurane
SMILESFC(F)OC(F)C(F)(F)F
InChI IdentifierInChI=1S/C3H2F6O/c4-1(3(7,8)9)10-2(5)6/h1-2H
InChI KeyDPYMFVXJLLWWEU-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as organofluorides. Organofluorides are compounds containing a chemical bond between a carbon atom and a fluorine atom.
KingdomOrganic compounds
Super ClassOrganohalogen compounds
ClassOrganofluorides
Sub ClassNot Available
Direct ParentOrganofluorides
Alternative Parents
Substituents
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organofluoride
  • Alkyl halide
  • Alkyl fluoride
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Membrane
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
Applications
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateGas
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling Point23.5°C
SolubilityNegligible
Predicted Properties
PropertyValueSource
Water Solubility3.54 g/LALOGPS
logP2.19ALOGPS
logP2.4ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)18.87ChemAxon
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area9.23 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity18.12 m³·mol⁻¹ChemAxon
Polarizability7.89 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0udi-9400000000-9bfc58e3ef0acdde70c6Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0900000000-cb928c5773584b51d8f9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-0900000000-908513735b5ab0dbea3bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001i-9400000000-293244954cfd93a15224Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-14d2d394901471ee6fe9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014j-0900000000-90d14c3cc1002cc1c1e1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0f6t-4900000000-ce5b2fc5da9d94a0bb54Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0900000000-621e6be94ab63a3ea355Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-0900000000-1e30f1fadbc21bfcdc25Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00kb-4900000000-4bc2f4f843987f1be78eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-b3181a2326303b91e3bfSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-1900000000-38f9e805bae921315c8dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-0900000000-b3181a2326303b91e3bfSpectrum
Toxicity Profile
Route of ExposureRapidly absorbed into the circulation via the lungs following inhalation.
Mechanism of ToxicityDesflurane induces a reduction in junctional conductance by decreasing gap junction channel opening times and increasing gap junction channel closing times. Desflurane also activates calcium dependent ATPase in the sarcoplasmic reticulum by increasing the fluidity of the lipid membrane. It also appears to bind the D subunit of ATP synthase and NADH dehydogenase. Desflurane also binds to and agonizes the GABA receptor, the large conductance Ca2+ activated potassium channel, the glycine receptors, and antagonizes the glutamate receptors.
MetabolismMinimally biotransformed in the liver in humans (approximately 0.02% of the quantity absorbed).
Toxicity ValuesLD50: 312.0 mg.kg-1 (i.v,swiss rate) (2)
Lethal DoseNot Available
Carcinogenicity (IARC Classification)No indication of carcinogenicity to humans (not listed by IARC).
Uses/SourcesUsed for maintenance of general anesthesia. Due to this airway irritability, Desflurane is infrequently used to induce anesthesia via inhalation techniques. [Wikipedia]
Minimum Risk LevelNot Available
Health EffectsIt may cause tachycardia and airway irritability when administered at concentrations greater than 10 vol%. [Wikipedia]
SymptomsNot Available
TreatmentIn the event of overdosage, or suspected overdosage, take the following actions: discontinue administration of Desflurane, maintain a patent airway, initiate assisted or controlled ventilation with oxygen, and maintain adequate cardiovascular function. (3)
Concentrations
Not Available
DrugBank IDDB01189
HMDB IDHMDB0015320
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkDesflurane
Chemspider ID38403
ChEBI ID4445
PubChem Compound ID42113
Kegg Compound IDC07519
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis Reference

Leonid A. Rozov, Chialang Huang, Gerald G. Vernice, “Synthesis of desflurane.” U.S. Patent US5205914, issued June, 1991.

MSDSLink
General ReferencesNot Available