Livestock Metabolome Database: Showing metabocard for Hydroquinone (LMDB00401)

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-07-13 19:49:02 UTC

Update Date

2016-07-20 21:04:05 UTC

Lmdb

LMDB00401

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Hydroquinone

Description

Hydroquinone, also benzene-1,4-diol, is an aromatic organic compound which is a type of phenol, having the chemical formula C6H4(OH)2. Its chemical structure has two hydroxyl groups bonded to a benzene ring in a para position. Hydroquinone is commonly used as a biomarker for benzene exposure. The presence of hydroquinone in normal individuals stems mainly from direct dietary ingestion, catabolism of tyrosine and other substrates by gut bacteria, ingestion of arbutin containing foods, cigarette smoking, and the use of some over-the-counter medicines. Hydroquinone is a white granular solid at room temperature and pressure. The hydroxyl groups of hydroquinone are quite weakly acidic. Hydroquinone can lose an H+ from one of the hydroxyls to form a monophenolate ion or lose an H+ from both to form a diphenolate ion. Hydroquinone has a variety of uses principally associated with its action as a reducing agent which is soluble in water. It is a major component in most photographic developers where, with the compound Metol, it reduces silver halides to elemental silver.

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
1,4-Benzenediol	ChEBI
1,4-Dihydroxybenzene	ChEBI
4-Hydroxyphenol	ChEBI
Benzene-1,4-diol	ChEBI
Eldoquin	ChEBI
p-Benzenediol	ChEBI
p-Hydroquinone	ChEBI
p-Hydroxyphenol	ChEBI
Quinol	ChEBI
Artra	MeSH
Eldopaque	MeSH
Esoterica	MeSH
Hidroquilaude	MeSH
Hidroquin	MeSH
Hidroquinona isdin	MeSH
Licostrata	MeSH
Lustra	MeSH
Melanasa	MeSH
Melanex	MeSH
Melpaque	MeSH
Melquin	MeSH
Neostrata HQ	MeSH
Phiaquin	MeSH
Solaquin	MeSH
Ultraquin	MeSH
beta-Quinol	MeSH
Hydroquinone, copper (1+) salt	MeSH
Hydroquinone, lead (2+) salt (2:1)	MeSH
Hydroquinone, monocopper (2+) salt	MeSH
1,4-Dihydroxy-benzeen	HMDB
1,4-Dihydroxy-benzol	HMDB
1,4-Dihydroxybenzen	HMDB
1,4-Diidrobenzene	HMDB
a-Hydroquinone	HMDB
alpha-Hydroquinone	HMDB
b-Quinol	HMDB
Benzohydroquinone	HMDB
Benzoquinol	HMDB
Dihydroquinone	HMDB
Dihydroxybenzene	HMDB
Hydrochinon	HMDB
Hydrochinone	HMDB
Hydroquinol	HMDB
Hydroquinole	HMDB
Hydroquinone for synthesis	HMDB
Hydroquinone GR	HMDB
Hydroquinoue	HMDB
Idrochinone	HMDB
p-Dihydroxybenzene	HMDB
P-Dioxobenzene	HMDB
p-Dioxybenzene	HMDB
P-Hydroxybenzene	HMDB
Solaquin forte	HMDB
Eldoquin forte	MeSH, HMDB
Stratus brand 1 OF hydroquinone	MeSH, HMDB
ICN brand 1 OF hydroquinone	MeSH, HMDB
Plough brand 2 OF hydroquinone	MeSH, HMDB
Eldopaque forte	MeSH, HMDB
ICN brand 4 OF hydroquinone	MeSH, HMDB
Black and white	MeSH, HMDB
ICN brand 2 OF hydroquinone	MeSH, HMDB
ICN brand 3 OF hydroquinone	MeSH, HMDB
Plough brand 1 OF hydroquinone	MeSH, HMDB
Stratus brand 2 OF hydroquinone	MeSH, HMDB
1,4-Benzoquinol	PhytoBank
1,4-Phenylenediol	PhytoBank
1,4-p-Benzenediol	PhytoBank
p-Dihydroquinone	PhytoBank
p-Phenylenediol	PhytoBank
p-Quinol	PhytoBank

Chemical Formula

C₆H₆O₂

Average Molecular Weight

110.1106

Monoisotopic Molecular Weight

110.036779436

IUPAC Name

benzene-1,4-diol

Traditional Name

α-hydroquinone

CAS Registry Number

123-31-9

SMILES

OC1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C6H6O2/c7-5-1-2-6(8)4-3-5/h1-4,7-8H

InChI Key

QIGBRXMKCJKVMJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as hydroquinones. Hydroquinones are compounds containing a hydroquinone moiety, which consists of a benzene ring with a hydroxyl groups at positions 1 and 4.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Hydroquinone
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

hydroquinones (CHEBI:17594 )
benzenediol (CHEBI:17594 )
an electron-transfer-related quinol (HYDROQUINONE )
a benzenediol (HYDROQUINONE )

Ontology

Status

Detected but not Quantified

Origin

Not Available

Biofunction

Not Available

Application

Not Available

Cellular locations

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.71	ALOGPS
logP	1.37	ChemAxon
logS	-0.06	ALOGPS
pKa (Strongest Acidic)	9.68	ChemAxon
pKa (Strongest Basic)	-5.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	30.02 m³·mol⁻¹	ChemAxon
Polarizability	10.75 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - GC-MS (2 TMS)	splash10-0f79-2490000000-6b4fec222a3499d93790	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-03di-9800000000-c90fd4986fea9691ecbf	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-03e9-9300000000-f8b11742557329691e8a	Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0f79-2490000000-6b4fec222a3499d93790	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0f79-2690000000-7306adcc7121a11d67cc	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-5900000000-954dc96d8e3eb85b8324	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-00e9-8950000000-512c0cf5ddc0b120ec8e	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-03di-9600000000-e670ba090cb27367db12	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-01p6-9000000000-5fc32c7688c1612df1e7	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-000i-9000000000-c5853ce8ef225ea5c353	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - EI-B (Unknown) , Positive	splash10-03di-9800000000-c90fd4986fea9691ecbf	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , negative	splash10-0a4i-0900000000-5635f0157cd37deb1121	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-03di-2900000000-05be113033a709130eed	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-9600000000-e0d15b2e4ea35a7a76be	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-01r6-9000000000-946504408977df40269a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0900000000-c16180dd26c127563155	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-03dl-9000000000-cea1cb486f12ea31e3a1	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-01ox-9000000000-3a9d5710c88793e698f1	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-60eeaa79bff371773b2e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0900000000-3a9e293da186985db7fa	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-0pb9-9000000000-84bb0a9b4c3cd16da2a7	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-7900000000-2256214c81a3e04e01b7	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0900000000-8d8328e4f7cd2ebaa27d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-1900000000-9290fcb93f170fc3143f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01si-9200000000-9f707b9d0c4ad0b73b30	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0900000000-d3aae38632ac4c40fd4f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0900000000-74f15490ba4f49cf8c18	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9800000000-1cb01248e88fce387578	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0900000000-9f2c82efe2cba7470e17	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0900000000-9f2c82efe2cba7470e17	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0f6x-9000000000-8213c13cc381b346f976	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0900000000-fd10fd64675560620b8d	Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-03di-9500000000-1fa8477944a662535e76	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
2D NMR	[1H,13C] 2D NMR Spectrum	Not Available	Spectrum