Phenol (YMDB16074)

Identification

YMDB ID

YMDB16074

Name

Phenol

Species

Saccharomyces cerevisiae

Strain

Baker's yeast

Description

Phenol, also known as hydroxybenzene or acide carbolique, belongs to the class of organic compounds known as 1-hydroxy-4-unsubstituted benzenoids. These are phenols that are unsubstituted at the 4-position. Phenol is an extremely weak basic (essentially neutral) compound (based on its pKa). Phenol exists in all living species, ranging from bacteria to humans. Phenol is a potentially toxic compound.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Acide carbolique
Acide phenique
Benzenol
Carbolic acid
Carbolsaeure
Hydroxybenzene
Karbolsaeure
Oxybenzene
Phenic acid
Phenylic acid
Phenylic alcohol
PHOH
Liquefied phenol
Phenol for disinfection
Phenol, liquefied
Paoscle
Carbolate
Phenate
Phenylate
Anbesol
Benzophenol
Campho-phenique cold sore gel
Campho-phenique gel
Campho-phenique liquid
Carbolic acid liquid
Carbolic oil
Carbolicum acidum
Carbolsaure
Cepastat lozenges
Cuticura pain relieving ointment
Fenol
Fenolo
Fenosmolin
Fenosmoline
Hydroxy-benzene
IPH
IZAL
Liquid phenol
Liquified phenol
Monohydroxy benzene
Monohydroxybenzene
Monophenol
Phenic
Phenic alcohol
Phenol alcohol
Phenol homopolymer
Phenol liquid
Phenol molten
Phenol polymer-bound
Phenol solution
Phenol synthetic
Phenolated water
Phenolated water for disinfection
Phenole
Phenosmolin
Synthetic phenol
Tea polyphenol
Phenol, sodium salt
Phenolate sodium
Carbol
Phenolate, sodium
Sodium phenolate

CAS number

Not Available

Weight

Average: 94.1112
Monoisotopic: 94.041864814

InChI Key

ISWSIDIOOBJBQZ-UHFFFAOYSA-N

InChI

InChI=1S/C6H6O/c7-6-4-2-1-3-5-6/h1-5,7H

IUPAC Name

phenol

Traditional IUPAC Name

phenol

Chemical Formula

C₆H₆O

SMILES

OC1=CC=CC=C1

Chemical Taxonomy

Description

belongs to the class of organic compounds known as 1-hydroxy-4-unsubstituted benzenoids. These are phenols that are unsubstituted at the 4-position.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenols

Sub Class

1-hydroxy-4-unsubstituted benzenoids

Direct Parent

1-hydroxy-4-unsubstituted benzenoids

Alternative Parents

Substituents

1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenols (CHEBI:15882 )
a phenol (PHENOL )

Physical Properties

State

Solid

Charge

Melting point

Not Available

Experimental Properties

Property	Value	Reference
Water Solubility	Not Available	PhysProp
LogP	Not Available	PhysProp

Predicted Properties

Property	Value	Source
Water Solubility	46.6 g/L	ALOGPS
logP	1.39	ALOGPS
logP	1.67	ChemAxon
logS	-0.31	ALOGPS
pKa (Strongest Acidic)	10.02	ChemAxon
pKa (Strongest Basic)	-5.5	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	28.04 m³·mol⁻¹	ChemAxon
Polarizability	9.81 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

Not Available

Organoleptic Properties

Flavour/Odour	Source
Phenol	FDB000893
Phenolic	FDB000893
Plastic	FDB000893
Rubber	FDB000893

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 - GC-MS (1 TMS)	splash10-0udi-3900000000-97dfa3be718a9ee7ace4	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-00kf-9000000000-6fb456992902a13931f9	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9000000000-78c83ab6ff1d3dfdbec6	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9000000000-89b0c430b8924ee2afde	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9000000000-fc01d0ad6740cfd70e13	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-006w-9000000000-c8b41f2899ca8cc9d4bc	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9000000000-db80d8b605e20595c679	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0udi-3900000000-97dfa3be718a9ee7ace4	JSpectraViewer \| MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9000000000-c35c89484e2499c62a49	JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-0g4i-9300000000-afd565a878ea36c74def	JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated)	splash10-0006-9000000000-e67da0571423f0e6b4b8	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)	splash10-0006-9000000000-e0f57b1e970d0d46597e	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)	splash10-0006-9000000000-e67da0571423f0e6b4b8	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI RMU-7M) , Positive	splash10-00kf-9000000000-7bfe3b897e928a8f3a2c	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - EI-B (JEOL JMS-01-SG-2) , Positive	splash10-0006-9000000000-78c83ab6ff1d3dfdbec6	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI RMU-6L) , Positive	splash10-0006-9000000000-89b0c430b8924ee2afde	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - EI-B (JEOL JMS-D-3000) , Positive	splash10-0006-9000000000-fc01d0ad6740cfd70e13	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI M-80B) , Positive	splash10-0006-9000000000-ca4fa5905cccbfeab33a	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0002-9000000000-e3e33defb000b450bb37	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0002-9200000000-d63db79771e5931b258f	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-9000000000-448a4d79ff53d77a8b16	JSpectraViewer \| MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-9000000000-2c7201e803e029dd1aef	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-9000000000-3fb3990dfbfbde2b8d57	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0gba-9000000000-d3da8db6579f32d02c6c	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-9000000000-a74494cda18ab9fb8055	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-9000000000-a74494cda18ab9fb8055	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-03a61ff7da92cb08edf8	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-9000000000-c65d4a4eaa8adde2ddb4	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014j-9000000000-def7a8d52afb63a3cd67	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-9000000000-f3c795ffc788635ddbf4	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-9000000000-08485aaf085c13d5129a	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-9000000000-08485aaf085c13d5129a	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-52b0f93832ef13f17bd2	JSpectraViewer
MS	Mass Spectrum (Electron Ionization)	splash10-00kf-9000000000-40b376f4e58c23369a01	JSpectraViewer \| MoNA
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
2D NMR	[1H,13C] 2D NMR Spectrum	Not Available	JSpectraViewer

References

References:

Robinson AL, Ebeler SE, Heymann H, Boss PK, Solomon PS, Trengove RD. (2009). "Interactions between wine volatile compounds and grape and wine matrix components influence aroma compound headspace partitioning." J Agric Food Chem. 2009 Nov 11;57(21):10313-22.19845354

Synthesis Reference:

Not Available

External Links:

Resource	Link
CHEBI ID	15882
HMDB ID	HMDB0000228
Pubchem Compound ID	996
Kegg ID	C15584
ChemSpider ID	Not Available
FOODB ID	FDB000893
Wikipedia ID	Phenol
BioCyc ID	Not Available

Structure for #<Compound:0xb0bac358>