cyclohexanol (YMDB01398)

Identification

YMDB ID

YMDB01398

Name

cyclohexanol

Species

Saccharomyces cerevisiae

Strain

Brewer's yeast

Description

Cyclohexanol, also known as hexahydrophenol or hexalin, belongs to the class of organic compounds known as cyclohexanols. Cyclohexanols are compounds containing an alcohol group attached to a cyclohexane ring. Cyclohexanol is an extremely weak basic (essentially neutral) compound (based on its pKa). Cyclohexanol is a potentially toxic compound.

Structure

MOL SDF PDB SMILES InChI

Synonyms

1-Cyclohexanol
Adronal
Adronol
Anol
Cicloesanolo
Cicloesanolo(Italian)
Cyclohexan-1-ol
Cyclohexane, hydroxy-
Cyclohexanol
Cyclohexanone cyclohexanol mixture
Cyclohexyl alcohol
Cykloheksanol
Cykloheksanol(Polish)
Hexahydrophenol
Hexalin
Hydralin
Hydrophenol
Hydroxycyclohexane
Naxol
Phenol, hexahydro-
Cyclohexanols

CAS number

108-93-0

Weight

Average: 100.1589
Monoisotopic: 100.088815006

InChI Key

HPXRVTGHNJAIIH-UHFFFAOYSA-N

InChI

InChI=1S/C6H12O/c7-6-4-2-1-3-5-6/h6-7H,1-5H2

IUPAC Name

cyclohexanol

Traditional IUPAC Name

cyclohexanol

Chemical Formula

C₆H₁₂O

SMILES

[H]OC1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H]

Chemical Taxonomy

Description

belongs to the class of organic compounds known as cyclohexanols. Cyclohexanols 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

Substituents

Cyclohexanol
Cyclic alcohol
Hydrocarbon derivative
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

secondary alcohol (CHEBI:18099 )
cyclohexanols (CHEBI:18099 )
a small molecule (CYCLOHEXANOL )

Physical Properties

State

Solid

Charge

Melting point

25.4 °C

Experimental Properties

Property	Value	Reference
Water Solubility	42 mg/mL at 10 oC [FISHER,WB & VANPEPPEN,JF (1978)]	PhysProp
LogP	1.23 [HANSCH,C ET AL. (1995)]	PhysProp

Predicted Properties

Property	Value	Source
Water Solubility	17.2 g/L	ALOGPS
logP	1.35	ALOGPS
logP	1.28	ChemAxon
logS	-0.77	ALOGPS
pKa (Strongest Acidic)	18.18	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	29.28 m³·mol⁻¹	ChemAxon
Polarizability	11.94 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological Properties

Cellular Locations

extracellular

Organoleptic Properties

Flavour/Odour	Source
Camphor	FDB003415
Menthol	FDB003415
Phenol	FDB003415

SMPDB Pathways

Not Available

KEGG Pathways

Not Available

SMPDB Reactions

Not Available

KEGG Reactions

Not Available

Concentrations

Intracellular Concentrations

Not Available

Extracellular Concentrations

Not Available

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0a4i-9000000000-366e255469d84fceed6e	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0a4i-9000000000-6f29b4ae6194ec13d2c2	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0aou-9000000000-42b2d912cef44647480d	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0a4i-9000000000-f39d1dfb175a6355d672	JSpectraViewer \| MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-052f-9000000000-1539ec971ec7835b58fe	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0f89-9700000000-ae98e59480b187853035	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0f89-9300000000-ad7bb23c95dc628dd211	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9000000000-6905c8d5dd98e0e757a8	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-9000000000-a7ca1a2e535fafca92bb	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-9000000000-92c26bbdf488a16a526b	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00l2-9000000000-00ba42af5fc8b549665e	JSpectraViewer
MS	Mass Spectrum (Electron Ionization)	splash10-0a4l-9000000000-1555bf67071e24eae0d6	JSpectraViewer \| MoNA
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer

References

References:

Patel, S., Shibamoto, T. (2002). "Effect of different strains of Saccharomyces cerevisiae on production of volatiles in Napa Gamay wine and Petite Sirah wine." J Agric Food Chem 50:5649-5653.12236692

Synthesis Reference:

Not Available

External Links:

Resource	Link
CHEBI ID	18099
HMDB ID	HMDB0174748
Pubchem Compound ID	7966
Kegg ID	C00854
ChemSpider ID	7678
FOODB ID	FDB003415
Wikipedia	cyclohexanol
BioCyc ID	Not Available

Structure for #<Compound:0xac92f3f4>