Showing Compound Card for Propofol (CDB000665)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraProtein targetPathwaysConcentrationsLinksReferencestransporters (4) Show 8 proteinsXML
Record Information
Version1.0
Created at2020-03-19 00:49:54 UTC
Updated at2020-12-07 19:07:38 UTC
CannabisDB IDCDB000665
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NamePropofol
DescriptionPropofol, also known as diprivan or disoprofol, belongs to the class of organic compounds known as cumenes. These are aromatic compounds containing a prop-2-ylbenzene moiety. Propofol is an intravenous drug which is used for induction and/or maintenance of anaesthesia and for management of refractory status epilepticus. It is a potentially toxic compound. IV administration of propofol is used to induce unconsciousness after which anaesthesia may be maintained using a combination of medications. Recovery from propofol-induced anaesthesia is generally rapid and associated with less frequent side effects (e.g. drowsiness, nausea, vomiting) than with thiopental, methohexital, and etomidate. Propofol may be used prior to diagnostic procedures requiring anaesthesia, in the management of refractory status epilepticus, and for induction and/or maintenance of anaesthesia prior to and during surgeries. The action of propofol involves a positive modulation of the inhibitory function of the neurotransmitter gama-aminobutyric acid (GABA) through GABA-A receptors. Although it is not expected to occur in natural sources, propofol has also been detected in the volatile fraction of Cannabis sativa samples obtained from police seizures (PMID: 26657499 ).
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2,6-Bis(1-methylethyl)phenolChEBI
2,6-DiisopropylphenolChEBI
DiprivanChEBI
DisoprivanChEBI
DisoprofolChEBI
PropofolumChEBI
RapinovetChEBI
DiisopropylphenolHMDB
AstraZeneca brand OF propofolHMDB
Propofol abbottHMDB
RecofolHMDB
2,6 DiisopropylphenolHMDB
Juste brand OF propofolHMDB
Pisa brand OF propofolHMDB
Propofol-lipuroHMDB
Schering brand OF propofolHMDB
Alpha Brand OF propofolHMDB
FresofolHMDB
Parnell brand OF propofolHMDB
Propofol roviHMDB
Zeneca brand OF propofolHMDB
Abbott brand OF propofolHMDB
AquafolHMDB
Astra brand OF propofolHMDB
Braun brand OF propofolHMDB
Curamed brand OF propofolHMDB
Fresenius brand OF propofolHMDB
Fresenius kabi brand OF propofolHMDB
IvofolHMDB
Propofol freseniusHMDB
Propofol MCTHMDB
Rovi brand OF propofolHMDB
Chemical FormulaC12H18O
Average Molecular Weight178.27
Monoisotopic Molecular Weight178.1358
IUPAC Name2,6-bis(propan-2-yl)phenol
Traditional Namepropofol
CAS Registry Number2078-54-8
SMILES
CC(C)C1=CC=CC(C(C)C)=C1O
InChI Identifier
InChI=1S/C12H18O/c1-8(2)10-6-5-7-11(9(3)4)12(10)13/h5-9,13H,1-4H3
InChI KeyOLBCVFGFOZPWHH-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cumenes. These are aromatic compounds containing a prop-2-ylbenzene moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassCumenes
Direct ParentCumenes
Alternative Parents
Substituents
  • Phenylpropane
  • Cumene
  • 1-hydroxy-4-unsubstituted benzenoid
  • Phenol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Role

Indirect biological role:

Industrial application:

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point18 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.16 g/LNot Available
logP4Not Available
Predicted Properties
PropertyValueSource
logP3.81ALOGPS
logP4.16ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)10.98ChemAxon
pKa (Strongest Basic)-5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity56.42 m³·mol⁻¹ChemAxon
Polarizability21.61 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-03di-2900000000-52d81dde2dccf378a4502014-09-20View Spectrum
Predicted GC-MSPropofol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-01t9-4900000000-9238ef924bbbfe181bdcSpectrum
Predicted GC-MSPropofol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0079-8590000000-6ada855df5d0fd97f0b7Spectrum
Predicted GC-MSPropofol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPropofol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Orbitrap 9V, negativesplash10-004i-0900000000-bf525942be4ead264ece2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 12V, negativesplash10-03di-0900000000-3ab0d6afaf938a81d3dd2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 12V, negativesplash10-001i-0900000000-9e57c7a18ce111c12c632020-07-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0900000000-40f0918750264d7e34e22016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-3900000000-fa9d883374aeb7d58af52016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01ox-9500000000-08cc06244cce31efd0902016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0900000000-d85c9325119ea81302f82016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0900000000-d81a7f98827c18689c1d2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-1900000000-40cc01d9032f866dffc12016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-3900000000-e19ef26e49a6f11e7a9c2021-10-11View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-1900000000-41fb115d031fb42016362021-10-11View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-002f-9300000000-b212a8d5755ad08fa8452021-10-11View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0900000000-1c420c1b8167732abdd02021-10-11View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0900000000-585908487fc3aed582c42021-10-11View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-02ta-8900000000-f5810de472ff4197dc172021-10-11View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 90 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental)Spectrum
Pathways
Pathways
Protein Targets
EnzymesNot Available
Transporters
Protein NameGene NameLocusUniprot IDDetails
Gamma-aminobutyric acid receptor subunit alpha-1GABRA15q34-q35P14867 details
Gamma-aminobutyric acid receptor subunit alpha-2GABRA24p12P47869 details
Gamma-aminobutyric acid receptor subunit alpha-3GABRA3P34903 details
Gamma-aminobutyric acid receptor subunit alpha-6GABRA65q34Q16445 details
Metal BindingsNot Available
Receptors
Protein NameGene NameLocusUniprot IDDetails
Gamma-aminobutyric acid receptor subunit alpha-1GABRA15q34-q35P14867 details
Gamma-aminobutyric acid receptor subunit alpha-2GABRA24p12P47869 details
Gamma-aminobutyric acid receptor subunit alpha-3GABRA3P34903 details
Gamma-aminobutyric acid receptor subunit alpha-6GABRA65q34Q16445 details
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0014956
DrugBank IDDB00818
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID4774
KEGG Compound IDC07523
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkPropofol
METLIN IDNot Available
PubChem Compound4943
PDB IDNot Available
ChEBI ID44915
References
General References
  1. Rice S, Koziel JA: Characterizing the Smell of Marijuana by Odor Impact of Volatile Compounds: An Application of Simultaneous Chemical and Sensory Analysis. PLoS One. 2015 Dec 10;10(12):e0144160. doi: 10.1371/journal.pone.0144160. eCollection 2015. [PubMed:26657499 ]

Transporters

Enzyme Details
1. Gamma-aminobutyric acid receptor subunit alpha-1
General function:
Involved in ion transport
Specific function:
GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:
GABRA1
Uniprot ID:
P14867
Molecular weight:
51801.4
Enzyme Details
2. Gamma-aminobutyric acid receptor subunit alpha-2
General function:
Involved in ion transport
Specific function:
GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:
GABRA2
Uniprot ID:
P47869
Molecular weight:
51325.9
Enzyme Details
3. Gamma-aminobutyric acid receptor subunit alpha-3
General function:
Involved in ion transport
Specific function:
GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:
GABRA3
Uniprot ID:
P34903
Molecular weight:
55164.1
Enzyme Details
4. Gamma-aminobutyric acid receptor subunit alpha-6
General function:
Involved in ion transport
Specific function:
GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:
GABRA6
Uniprot ID:
Q16445
Molecular weight:
51023.7