Milk Composition Database: Showing metabocard for Phenol (BMDB0062210)

Identification Taxonomy Physical properties Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2018-07-17 17:17:52 UTC

Update Date

2020-05-21 16:28:36 UTC

MCDB ID

BMDB0062210

Secondary Accession Numbers

BMDB62210

Metabolite Identification

Common Name

Phenol

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 exists as a solid, possibly soluble (in water), and an extremely weak basic (essentially neutral) compound (based on its pKa) molecule. Phenol exists in all living species, ranging from bacteria to humans. Phenol is a potentially toxic compound.

Structure

MOL SDF PDB SMILES InChI

Synonyms

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

Chemical Formula

C₆H₆O

Average Molecular Weight

94.1112

Monoisotopic Molecular Weight

94.041864814

IUPAC Name

phenol

Traditional Name

phenol

CAS Registry Number

108-95-2

SMILES

OC1=CC=CC=C1

InChI Identifier

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

InChI Key

ISWSIDIOOBJBQZ-UHFFFAOYSA-N

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

Experimental Properties

Property	Value	Reference
Melting Point	40.9 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	82.8 mg/mL at 25 °C	Not Available
LogP	1.46	HANSCH,C ET AL. (1995)

Predicted Properties

Property	Value	Source
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	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - GC-MS (1 TMS)	splash10-0udi-3900000000-97dfa3be718a9ee7ace4	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-00kf-9000000000-6fb456992902a13931f9	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9000000000-78c83ab6ff1d3dfdbec6	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9000000000-89b0c430b8924ee2afde	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9000000000-fc01d0ad6740cfd70e13	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-006w-9000000000-c8b41f2899ca8cc9d4bc	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9000000000-db80d8b605e20595c679	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0udi-3900000000-97dfa3be718a9ee7ace4	2017-09-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9000000000-c35c89484e2499c62a49	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-0g4i-9300000000-afd565a878ea36c74def	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated)	splash10-0006-9000000000-e67da0571423f0e6b4b8	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)	splash10-0006-9000000000-e0f57b1e970d0d46597e	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)	splash10-0006-9000000000-e67da0571423f0e6b4b8	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI RMU-7M) , Positive	splash10-00kf-9000000000-7bfe3b897e928a8f3a2c	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - EI-B (JEOL JMS-01-SG-2) , Positive	splash10-0006-9000000000-78c83ab6ff1d3dfdbec6	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI RMU-6L) , Positive	splash10-0006-9000000000-89b0c430b8924ee2afde	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - EI-B (JEOL JMS-D-3000) , Positive	splash10-0006-9000000000-fc01d0ad6740cfd70e13	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI M-80B) , Positive	splash10-0006-9000000000-ca4fa5905cccbfeab33a	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0002-9000000000-e3e33defb000b450bb37	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0002-9200000000-d63db79771e5931b258f	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-9000000000-448a4d79ff53d77a8b16	2021-09-20	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-9000000000-2c7201e803e029dd1aef	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-9000000000-3fb3990dfbfbde2b8d57	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0gba-9000000000-d3da8db6579f32d02c6c	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-9000000000-a74494cda18ab9fb8055	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-9000000000-a74494cda18ab9fb8055	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-03a61ff7da92cb08edf8	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-9000000000-c65d4a4eaa8adde2ddb4	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014j-9000000000-def7a8d52afb63a3cd67	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-9000000000-f3c795ffc788635ddbf4	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-9000000000-08485aaf085c13d5129a	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-9000000000-08485aaf085c13d5129a	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-52b0f93832ef13f17bd2	2021-09-24	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-00kf-9000000000-40b376f4e58c23369a01	2014-09-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)	Not Available	2012-12-04	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, experimental)	Not Available	2014-09-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)	Not Available	2014-09-23	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Not Available	2012-12-05	View Spectrum

Concentrations

Status	Value		Reference	Details
Detected but not Quantified	Not Applicable		PMID: 28306241	details

External Links

HMDB ID

HMDB0000228

DrugBank ID

DB03255

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB000893

KNApSAcK ID

C00002664

Chemspider ID

Not Available

KEGG Compound ID

C15584

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Phenol

METLIN ID

Not Available

PubChem Compound

996

PDB ID

Not Available

ChEBI ID

15882

References

Synthesis Reference

Blanchi, Daniele. New process for direct synthesis of phenol from benzene. Chimica e l'Industria (Milan, Italy) (2005), 87(8), 90-93.

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Mung D, Li L: Development of Chemical Isotope Labeling LC-MS for Milk Metabolomics: Comprehensive and Quantitative Profiling of the Amine/Phenol Submetabolome. Anal Chem. 2017 Apr 18;89(8):4435-4443. doi: 10.1021/acs.analchem.6b03737. Epub 2017 Mar 28. [PubMed:28306241 ]

Showing metabocard for Phenol (BMDB0062210)

Structure for BMDB0062210 (Phenol)