sevoflurane   Click here for help

GtoPdb Ligand ID: 7296

Synonyms: MR-6S4 | MR6S4 | Sojourn® | Ultane®
Approved drug
sevoflurane is an approved drug (FDA (1995), EMA (2002))
Compound class: Synthetic organic
Comment: Sevoflurane is a highly fluorinated methyl isopropyl ether inhalational anaesthetic, and it is one of the most commonly used inhalational anaesthetics. After desflurane, it is the volatile anaesthetic with the fastest onset and offset [1].
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: sevoflurane

2D Structure
Click here for help

2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

✖
Click here for structure editor
Physico-chemical Properties
Click here for help

Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

✖
Hydrogen bond acceptors 1
Hydrogen bond donors 0
Rotatable bonds 4
Topological polar surface area 9.23
Molecular weight 200.01
XLogP 3.18
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help

SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

✖
Canonical SMILES FCOC(C(F)(F)F)C(F)(F)F
Isomeric SMILES FCOC(C(F)(F)F)C(F)(F)F
InChI InChI=1S/C4H3F7O/c5-1-12-2(3(6,7)8)4(9,10)11/h2H,1H2
InChI Key DFEYYRMXOJXZRJ-UHFFFAOYSA-N
No information available.
Summary of Clinical Use Click here for help
Used for induction and maintenance of general anaesthesia
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Sevoflurane depresses activity in the central nervous system (this includes muscle relaxation and reduced sensitivity to pain) leading to loss of consciousness. The drug decreases cell-cell signalling across gap junctions by modulating the activity of a range of ion channels that underlie the action potential, thereby altering tissue excitability.
External links Click here for help
For extended ADME data see the following:

Electronic Medicines Compendium (eMC)
Drugs.com
European Medicines Agency (EMA)