Cyclohexanol

Identification

Name
Cyclohexanol
Accession Number
DB03703  (EXPT01066)
Type
Small Molecule
Groups
Experimental
Description

Monohydroxy derivatives of cyclohexanes that contain the general formula R-C6H11O. They have a camphorlike odor and are used in making soaps, insecticides, germicides, dry cleaning, and plasticizers. [PubChem]

Structure
Thumb
Synonyms
Not Available
External IDs
NSC-403656
Categories
UNII
8E7S519M3P
CAS number
108-93-0
Weight
Average: 100.1589
Monoisotopic: 100.088815006
Chemical Formula
C6H12O
InChI Key
HPXRVTGHNJAIIH-UHFFFAOYSA-N
InChI
InChI=1S/C6H12O/c7-6-4-2-1-3-5-6/h6-7H,1-5H2
IUPAC Name
cyclohexanol
SMILES
OC1CCCCC1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UAlcohol dehydrogenase 1BNot AvailableHuman
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

Raymond J. Duggan, "Process for preparing cyclohexanone from cyclohexanol." U.S. Patent US3974221, issued June, 1942.

US3974221
General References
Not Available
External Links
KEGG Compound
C00854
PubChem Compound
7966
PubChem Substance
46504858
ChemSpider
7678
BindingDB
5
ChEBI
18099
ChEMBL
CHEMBL32010
HET
CXL
PDB Entries
1hdx / 4j62

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
Solid
Experimental Properties
PropertyValueSource
melting point (°C)25.4 °CPhysProp
boiling point (°C)160.8 °CPhysProp
water solubility4.2E+004 mg/L (at 10 °C)FISHER,WB & VANPEPPEN,JF (1978)
logP1.23HANSCH,C ET AL. (1995)
logS-0.44ADME Research, USCD
Predicted Properties
PropertyValueSource
Water Solubility17.2 mg/mLALOGPS
logP1.35ALOGPS
logP1.28ChemAxon
logS-0.77ALOGPS
pKa (Strongest Acidic)18.18ChemAxon
pKa (Strongest Basic)-1.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 Å2ChemAxon
Rotatable Bond Count0ChemAxon
Refractivity29.28 m3·mol-1ChemAxon
Polarizability11.94 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9849
Blood Brain Barrier+0.9311
Caco-2 permeable+0.7422
P-glycoprotein substrateNon-substrate0.7388
P-glycoprotein inhibitor INon-inhibitor0.9508
P-glycoprotein inhibitor IINon-inhibitor0.9814
Renal organic cation transporterNon-inhibitor0.8171
CYP450 2C9 substrateNon-substrate0.8143
CYP450 2D6 substrateNon-substrate0.8694
CYP450 3A4 substrateNon-substrate0.6684
CYP450 1A2 substrateNon-inhibitor0.866
CYP450 2C9 inhibitorNon-inhibitor0.9136
CYP450 2D6 inhibitorNon-inhibitor0.961
CYP450 2C19 inhibitorNon-inhibitor0.9434
CYP450 3A4 inhibitorNon-inhibitor0.9819
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9599
Ames testNon AMES toxic0.9393
CarcinogenicityNon-carcinogens0.8926
BiodegradationReady biodegradable0.7208
Rat acute toxicity1.8237 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.7564
hERG inhibition (predictor II)Non-inhibitor0.9174
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-MSsplash10-0a4i-9000000000-366e255469d84fceed6e
GC-MS Spectrum - EI-BGC-MSsplash10-0a4i-9000000000-6f29b4ae6194ec13d2c2
GC-MS Spectrum - EI-BGC-MSsplash10-0aou-9000000000-42b2d912cef44647480d
GC-MS Spectrum - EI-BGC-MSsplash10-0a4i-9000000000-f39d1dfb175a6355d672
Mass Spectrum (Electron Ionization)MSsplash10-0a4l-9000000000-1555bf67071e24eae0d6
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
13C NMR Spectrum1D NMRNot Applicable
1H NMR Spectrum1D NMRNot Applicable
13C NMR Spectrum1D NMRNot Applicable

Taxonomy

Description
This compound belongs to the class of organic compounds known as cyclohexanols. These are compounds containing an alcohol group attached to a cyclohexane ring.
Kingdom
Organic compounds
Super Class
Organic oxygen compounds
Class
Organooxygen compounds
Sub Class
Alcohols and polyols
Direct Parent
Cyclohexanols
Alternative Parents
Cyclic alcohols and derivatives / Hydrocarbon derivatives
Substituents
Cyclohexanol / Cyclic alcohol / Hydrocarbon derivative / Aliphatic homomonocyclic compound
Molecular Framework
Aliphatic homomonocyclic compounds
External Descriptors
secondary alcohol, cyclohexanols (CHEBI:18099) / a small molecule (CYCLOHEXANOL)

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Not Available
Gene Name
ADH1B
Uniprot ID
P00325
Uniprot Name
Alcohol dehydrogenase 1B
Molecular Weight
39854.21 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]

Drug created on June 13, 2005 07:24 / Updated on December 01, 2017 15:17