Cyclohexanone

Identification

Name
Cyclohexanone
Accession Number
DB02060  (EXPT01075)
Type
Small Molecule
Groups
Experimental
Description

Cyclohexanone (also known as oxocyclohexane, pimelic ketone, ketohexamethylene, cyclohexyl ketone or ketocyclohexane) is a six-carbon cyclic molecule with a ketone functional group. It is a colorless, oily liquid with an acetone-like smell.

Structure
Thumb
Synonyms
Not Available
External IDs
NSC-5711
Categories
UNII
5QOR3YM052
CAS number
108-94-1
Weight
Average: 98.143
Monoisotopic: 98.073164942
Chemical Formula
C6H10O
InChI Key
JHIVVAPYMSGYDF-UHFFFAOYSA-N
InChI
InChI=1S/C6H10O/c7-6-4-2-1-3-5-6/h1-5H2
IUPAC Name
cyclohexanone
SMILES
O=C1CCCCC1

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UPentaerythritol tetranitrate reductaseNot AvailableEnterobacter cloacae
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

Synthesis Reference

Petrus J. H. Thomissen, "Process for the preparation of cyclohexyl cyclohexanone." U.S. Patent US4484005, issued September, 1933.

US4484005
General References
Not Available
External Links
Human Metabolome Database
HMDB0003315
KEGG Compound
C00414
PubChem Compound
7967
PubChem Substance
46505038
ChemSpider
7679
BindingDB
6
ChEBI
17854
ChEMBL
CHEMBL18850
HET
CYH
Wikipedia
Cyclohexanone
PDB Entries
1b2l / 3qme / 3ucl / 4i59 / 4j63

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Liquid
Experimental Properties
PropertyValueSource
melting point (°C)-31 °CPhysProp
boiling point (°C)155.4 °CPhysProp
water solubility2.5E+004 mg/L (at 25 °C)YALKOWSKY,SH & DANNENFELSER,RM (1992)
logP0.81HANSCH,C ET AL. (1995)
logS-0.6ADME Research, USCD
pKa11.3SERJEANT,EP & DEMPSEY,B (1979)
Predicted Properties
PropertyValueSource
Water Solubility19.6 mg/mLALOGPS
logP1.03ALOGPS
logP1.49ChemAxon
logS-0.7ALOGPS
pKa (Strongest Basic)-7.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 Å2ChemAxon
Rotatable Bond Count0ChemAxon
Refractivity28.25 m3·mol-1ChemAxon
Polarizability11.15 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9925
Blood Brain Barrier+0.9613
Caco-2 permeable+0.839
P-glycoprotein substrateNon-substrate0.7976
P-glycoprotein inhibitor INon-inhibitor0.923
P-glycoprotein inhibitor IINon-inhibitor0.9759
Renal organic cation transporterNon-inhibitor0.7699
CYP450 2C9 substrateNon-substrate0.8444
CYP450 2D6 substrateNon-substrate0.8774
CYP450 3A4 substrateNon-substrate0.6973
CYP450 1A2 substrateNon-inhibitor0.8979
CYP450 2C9 inhibitorNon-inhibitor0.8553
CYP450 2D6 inhibitorNon-inhibitor0.9743
CYP450 2C19 inhibitorNon-inhibitor0.9532
CYP450 3A4 inhibitorNon-inhibitor0.9755
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9431
Ames testNon AMES toxic0.9133
CarcinogenicityNon-carcinogens0.8662
BiodegradationReady biodegradable0.6499
Rat acute toxicity1.9616 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.7112
hERG inhibition (predictor II)Non-inhibitor0.9428
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
GC-MS Spectrum - EI-BGC-MSsplash10-052b-9000000000-7f647b6a300fe214ba1c
GC-MS Spectrum - EI-BGC-MSsplash10-052f-9000000000-88641988de1851f0ca4a
GC-MS Spectrum - EI-BGC-MSsplash10-0a4l-9000000000-ef33444a3514a2701f27
GC-MS Spectrum - EI-BGC-MSsplash10-052f-9000000000-e12b443f04b3874cc4a3
GC-MS Spectrum - EI-BGC-MSsplash10-052f-9000000000-6c26c5016354e3daff39
GC-MS Spectrum - EI-BGC-MSsplash10-0a4m-9000000000-cc5c0d1047cc29ad4505
Mass Spectrum (Electron Ionization)MSsplash10-052f-9000000000-033d5d3e517e312e7ca4
MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)LC-MS/MSsplash10-001i-9000000000-ca81dd5928fb0f8c16fc
MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)LC-MS/MSsplash10-0036-9000000000-f3a92fc2703dc2e7ac49
MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)LC-MS/MSsplash10-0036-9000000000-96a8b1e4fcd8526498c7
MS/MS Spectrum - EI-B (VARIAN MAT-44) , PositiveLC-MS/MSsplash10-052b-9000000000-61827fde8b35540ae236
MS/MS Spectrum - EI-B (HITACHI RMU-6M) , PositiveLC-MS/MSsplash10-052f-9000000000-88641988de1851f0ca4a
MS/MS Spectrum - EI-B (HITACHI RMU-7M) , PositiveLC-MS/MSsplash10-0a4l-9000000000-a54e798882ebeac562d5
MS/MS Spectrum - EI-B (JEOL JMS-D-3000) , PositiveLC-MS/MSsplash10-052f-9000000000-6a7154ca19de3cc98715
MS/MS Spectrum - EI-B (HITACHI M-80B) , PositiveLC-MS/MSsplash10-052f-9000000000-b22778e6dc417b973b8d
MS/MS Spectrum - EI-B (HITACHI RMU-6M) , PositiveLC-MS/MSsplash10-0a4m-9000000000-cc5c0d1047cc29ad4505
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
1H NMR Spectrum1D NMRNot Applicable
1H NMR Spectrum1D NMRNot Applicable
13C NMR Spectrum1D NMRNot Applicable
[1H,13C] 2D NMR Spectrum2D NMRNot Applicable

Taxonomy

Description
This compound belongs to the class of organic compounds known as cyclic ketones. These are organic compounds containing a ketone that is conjugated to a cyclic moiety.
Kingdom
Organic compounds
Super Class
Organic oxygen compounds
Class
Organooxygen compounds
Sub Class
Carbonyl compounds
Direct Parent
Cyclic ketones
Alternative Parents
Organic oxides / Hydrocarbon derivatives
Substituents
Cyclic ketone / Organic oxide / Hydrocarbon derivative / Aliphatic homomonocyclic compound
Molecular Framework
Aliphatic homomonocyclic compounds
External Descriptors
cyclohexanones (CHEBI:17854) / a small molecule (CYCLOHEXANONE)

Targets

Kind
Protein
Organism
Enterobacter cloacae
Pharmacological action
Unknown
General Function
Oxidoreductase activity
Specific Function
Not Available
Gene Name
onr
Uniprot ID
P71278
Uniprot Name
Pentaerythritol tetranitrate reductase
Molecular Weight
39488.93 Da

Drug created on June 13, 2005 07:24 / Updated on October 01, 2018 13:13