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Identification
NameCyclohexanone
Accession NumberDB02060  (EXPT01075)
TypeSmall Molecule
GroupsExperimental
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
SynonymsNot Available
External Identifiers Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
SaltsNot Available
CategoriesNot Available
UNII5QOR3YM052
CAS number108-94-1
WeightAverage: 98.143
Monoisotopic: 98.073164942
Chemical FormulaC6H10O
InChI KeyInChIKey=JHIVVAPYMSGYDF-UHFFFAOYSA-N
InChI
InChI=1S/C6H10O/c7-6-4-2-1-3-5-6/h1-5H2
IUPAC Name
cyclohexanone
SMILES
O=C1CCCCC1
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as cyclohexanones. These are compounds containing a cyclohexane moiety which bears a keto group.
KingdomOrganic compounds
Super ClassOrganooxygen compounds
ClassCarbonyl compounds
Sub ClassKetones
Direct ParentCyclohexanones
Alternative Parents
Substituents
  • Cyclohexanone
  • Hydrocarbon derivative
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
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 )
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateLiquid
Experimental Properties
PropertyValueSource
melting point-31 °CPhysProp
boiling point155.4 °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 FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
Spectra
Spectrum TypeDescriptionSplash Key
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-001i-9000000000-ca81dd5928fb0f8c16fcView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-0036-9000000000-f3a92fc2703dc2e7ac49View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0036-9000000000-96a8b1e4fcd8526498c7View in MoNA
LC-MS/MSLC-MS/MS Spectrum - EI-B (VARIAN MAT-44) , Positivesplash10-052b-9000000000-61827fde8b35540ae236View in MoNA
LC-MS/MSLC-MS/MS Spectrum - EI-B (HITACHI RMU-6M) , Positivesplash10-052f-9000000000-88641988de1851f0ca4aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - EI-B (HITACHI RMU-7M) , Positivesplash10-0a4l-9000000000-a54e798882ebeac562d5View in MoNA
LC-MS/MSLC-MS/MS Spectrum - EI-B (JEOL JMS-D-3000) , Positivesplash10-052f-9000000000-6a7154ca19de3cc98715View in MoNA
LC-MS/MSLC-MS/MS Spectrum - EI-B (HITACHI M-80B) , Positivesplash10-052f-9000000000-b22778e6dc417b973b8dView in MoNA
LC-MS/MSLC-MS/MS Spectrum - EI-B (HITACHI RMU-6M) , Positivesplash10-0a4m-9000000000-cc5c0d1047cc29ad4505View in MoNA
MSMass Spectrum (Electron Ionization)splash10-052f-9000000000-033d5d3e517e312e7ca4View in MoNA
1D NMR1H NMR SpectrumNot Available
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
2D NMR[1H,13C] 2D NMR SpectrumNot Available
References
Synthesis Reference

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

US4484005
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

Kind
Protein
Organism
Enterobacter cloacae
Pharmacological action
unknown
General Function:
Oxidoreductase activity
Specific Function:
Not Available
Gene Name:
onr
Uniprot ID:
P71278
Molecular Weight:
39488.93 Da
Comments
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Drug created on June 13, 2005 07:24 / Updated on August 17, 2016 12:23