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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
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS number108-94-1
WeightAverage: 98.143
Monoisotopic: 98.073164942
Chemical FormulaC6H10O
InChI KeyJHIVVAPYMSGYDF-UHFFFAOYSA-N
InChI
InChI=1S/C6H10O/c7-6-4-2-1-3-5-6/h1-5H2
IUPAC Name
cyclohexanone
SMILES
O=C1CCCCC1
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassOrganooxygen Compounds
ClassCarbonyl Compounds
SubclassKetones
Direct parentCyclohexanones
Alternative parentsPolyamines
Substituentspolyamine
Classification descriptionThis compound belongs to the cyclohexanones. These are compounds containing a cyclohexane moiety which bears a keto group.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
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
Property Value Probability
Human Intestinal Absorption + 0.9925
Blood Brain Barrier + 0.9613
Caco-2 permeable + 0.839
P-glycoprotein substrate Non-substrate 0.7976
P-glycoprotein inhibitor I Non-inhibitor 0.923
P-glycoprotein inhibitor II Non-inhibitor 0.9759
Renal organic cation transporter Non-inhibitor 0.7699
CYP450 2C9 substrate Non-substrate 0.8444
CYP450 2D6 substrate Non-substrate 0.8774
CYP450 3A4 substrate Non-substrate 0.6973
CYP450 1A2 substrate Non-inhibitor 0.8979
CYP450 2C9 substrate Non-inhibitor 0.8553
CYP450 2D6 substrate Non-inhibitor 0.9743
CYP450 2C19 substrate Non-inhibitor 0.9532
CYP450 3A4 substrate Non-inhibitor 0.9755
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9431
Ames test Non AMES toxic 0.9133
Carcinogenicity Non-carcinogens 0.8662
Biodegradation Ready biodegradable 0.6499
Rat acute toxicity 1.9616 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.7112
hERG inhibition (predictor II) Non-inhibitor 0.9428
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 solubility1.96e+01 g/lALOGPS
logP1.03ALOGPS
logP1.49ChemAxon
logS-0.7ALOGPS
pKa (strongest basic)-7.3ChemAxon
physiological charge0ChemAxon
hydrogen acceptor count1ChemAxon
hydrogen donor count0ChemAxon
polar surface area17.07ChemAxon
rotatable bond count0ChemAxon
refractivity28.25ChemAxon
polarizability11.15ChemAxon
number of rings1ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterNoChemAxon
Veber's ruleYesChemAxon
MDDR-like ruleNoChemAxon
Spectra
SpectraMS/MS1D NMR2D NMR
References
Synthesis Reference

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

US4484005
General ReferenceNot Available
External Links
ResourceLink
KEGG CompoundC00414
PubChem Compound7967
PubChem Substance46505038
ChemSpider7679
BindingDB6
ChEBI17854
ChEMBL
HETCYH
WikipediaCyclohexanone
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Pentaerythritol tetranitrate reductase

Kind: protein

Organism: Enterobacter cloacae

Pharmacological action: unknown

Components

Name UniProt ID Details
Pentaerythritol tetranitrate reductase P71278 Details
Comments
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Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:17