propofol   

GtoPdb Ligand ID: 5464

Synonyms: 2,6-diisopropylphenol | Diprivan® | ICI 35868
propofol is an approved drug (FDA (1989))
Compound class: Synthetic organic
Comment: Propofol is a short-acting (lasting 5-10 minutes) sedative.
Propofol is on the World Health Organisation's List of Essential Medicines. Click here to access the pdf version of the WHO's 21st Essential Medicines list (2019).
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 0
Hydrogen bond donors 1
Rotatable bonds 2
Topological polar surface area 20.23
Molecular weight 178.14
XLogP 4
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES CC(c1cccc(c1O)C(C)C)C
Isomeric SMILES CC(c1cccc(c1O)C(C)C)C
InChI InChI=1S/C12H18O/c1-8(2)10-6-5-7-11(9(3)4)12(10)13/h5-9,13H,1-4H3
InChI Key OLBCVFGFOZPWHH-UHFFFAOYSA-N
References
1. Cacheaux LP, Topf N, Tibbs GR, Schaefer UR, Levi R, Harrison NL, Abbott GW, Goldstein PA. (2005)
Impairment of hyperpolarization-activated, cyclic nucleotide-gated channel function by the intravenous general anesthetic propofol.
J. Pharmacol. Exp. Ther., 315 (2): 517-25. [PMID:16033909]
2. Lyashchenko AK, Redd KJ, Yang J, Tibbs GR. (2007)
Propofol inhibits HCN1 pacemaker channels by selective association with the closed states of the membrane embedded channel core.
J. Physiol. (Lond.), 583 (Pt 1): 37-56. [PMID:17569731]
3. Yip GM, Chen ZW, Edge CJ, Smith EH, Dickinson R, Hohenester E, Townsend RR, Fuchs K, Sieghart W, Evers AS et al.. (2013)
A propofol binding site on mammalian GABAA receptors identified by photolabeling.
Nat. Chem. Biol., 9 (11): 715-20. [PMID:24056400]