NAV

Cyclohexanol

Identification

Generic Name
Cyclohexanol
DrugBank Accession Number
DB03703
Background

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]

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 100.1589
Monoisotopic: 100.088815006
Chemical Formula
C6H12O
Synonyms
Not Available
External IDs
  • NSC-403656
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UAlcohol dehydrogenase 1BNot AvailableHumans
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

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
Not Available

Interactions

Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
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
Aliphatic homomonocyclic compound / Cyclic alcohol / Cyclohexanol / Hydrocarbon derivative
Molecular Framework
Aliphatic homomonocyclic compounds
External Descriptors
secondary alcohol, cyclohexanols (CHEBI:18099) / a small molecule (CYCLOHEXANOL)
Affected organisms
Not Available

Chemical Identifiers

UNII
8E7S519M3P
CAS number
108-93-0
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

References

Synthesis Reference

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

US3974221
General References
Not Available
KEGG Compound
C00854
PubChem Compound
7966
PubChem Substance
46504858
ChemSpider
7678
BindingDB
5
RxNav
2099711
ChEBI
18099
ChEMBL
CHEMBL32010
ZINC
ZINC000001532765
PDBe Ligand
CXL
Wikipedia
Cyclohexanol
PDB Entries
1hdx / 4j62

Clinical Trials

Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
PhaseStatusPurposeConditionsCount

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-MSsplash10-052f-9000000000-1539ec971ec7835b58fe
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, Negative (Annotated)Predicted LC-MS/MSsplash10-0002-9000000000-eb3da76e25430e04d740
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a59-9000000000-cd3701426ded26c24d46
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-000t-9000000000-b919694095a70863ed42
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4l-9000000000-a4f773eb7d778fbb4e21
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-9000000000-dd185b1b2daa6f44084c
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4l-9000000000-5ee31f4e598ebf8eeae0
1H NMR Spectrum1D NMRNot Applicable
13C NMR Spectrum1D NMRNot Applicable
1H NMR Spectrum1D NMRNot Applicable
13C NMR Spectrum1D NMRNot Applicable
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-114.4880618
predicted
DarkChem Lite v0.1.0
[M-H]-114.5228618
predicted
DarkChem Lite v0.1.0
[M-H]-126.709175
predicted
DeepCCS 1.0 (2019)
[M+H]+115.7066618
predicted
DarkChem Lite v0.1.0
[M+H]+115.5021618
predicted
DarkChem Lite v0.1.0
[M+H]+128.73247
predicted
DeepCCS 1.0 (2019)
[M+Na]+114.7097618
predicted
DarkChem Lite v0.1.0
[M+Na]+114.7461618
predicted
DarkChem Lite v0.1.0
[M+Na]+136.7252
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Alcohol dehydrogenase 1B
Kind
Protein
Organism
Humans
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. [Article]
  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. [Article]

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52