Bovine Metabolome Database: Showing metabocard for Hydroquinone (BMDB0002434)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References enzymes (3) Show 3 proteins XML

Record Information

Version

1.0

Creation Date

2016-09-30 22:55:22 UTC

Update Date

2020-05-21 16:28:35 UTC

BMDB ID

BMDB0002434

Secondary Accession Numbers

BMDB02434

Metabolite Identification

Common Name

Hydroquinone

Description

Hydroquinone, also known as quinol or 1,4-benzenediol, 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. Hydroquinone exists in all living organisms, ranging from bacteria to humans. In cattle, hydroquinone is involved in the metabolic pathway called the riboflavin metabolism pathway. Based on a literature review a significant number of articles have been published on Hydroquinone.

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

Expected but not Quantified

Origin

Exogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Cytoplasm
Mitochondria

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	172.3 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	72.0 mg/mL at 25 °C	Not Available
LogP	0.59	HANSCH,C ET AL. (1995)

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
GC-MS	GC-MS Spectrum - GC-MS (2 TMS)	splash10-0f79-2490000000-6b4fec222a3499d93790	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-03di-9800000000-c90fd4986fea9691ecbf	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-03e9-9300000000-f8b11742557329691e8a	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0f79-2490000000-6b4fec222a3499d93790	View in MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0f79-2690000000-7306adcc7121a11d67cc	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-5900000000-954dc96d8e3eb85b8324	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-00e9-8950000000-512c0cf5ddc0b120ec8e	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-03di-9600000000-e670ba090cb27367db12	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-01p6-9000000000-5fc32c7688c1612df1e7	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-000i-9000000000-c5853ce8ef225ea5c353	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - EI-B (Unknown) , Positive	splash10-03di-9800000000-c90fd4986fea9691ecbf	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - , negative	splash10-0a4i-0900000000-5635f0157cd37deb1121	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-03di-2900000000-05be113033a709130eed	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-9600000000-e0d15b2e4ea35a7a76be	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-01r6-9000000000-946504408977df40269a	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0900000000-c16180dd26c127563155	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-03dl-9000000000-cea1cb486f12ea31e3a1	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-01ox-9000000000-3a9d5710c88793e698f1	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-60eeaa79bff371773b2e	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0900000000-3a9e293da186985db7fa	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-0pb9-9000000000-84bb0a9b4c3cd16da2a7	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-7900000000-2256214c81a3e04e01b7	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0900000000-8d8328e4f7cd2ebaa27d	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-1900000000-9290fcb93f170fc3143f	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01si-9200000000-9f707b9d0c4ad0b73b30	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0900000000-d3aae38632ac4c40fd4f	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0900000000-74f15490ba4f49cf8c18	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9800000000-1cb01248e88fce387578	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0900000000-9f2c82efe2cba7470e17	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0900000000-9f2c82efe2cba7470e17	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0f6x-9000000000-8213c13cc381b346f976	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0900000000-fd10fd64675560620b8d	View in MoNA
MS	Mass Spectrum (Electron Ionization)	splash10-03di-9500000000-1fa8477944a662535e76	View in MoNA
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, experimental)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 15.08 MHz, DMSO-d6, experimental)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Not Available	View in JSpectraViewer

Biological Properties

Cellular Locations

Cytoplasm
Mitochondria

Biospecimen Locations

Bone Marrow
Epidermis
Fibroblasts
Kidney
Liver

Pathways

Name	SMPDB/Pathwhiz	KEGG
Glycerol Phosphate Shuttle		Not Available
Riboflavin Metabolism		Not Available
Glycerolipid Metabolism		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Bone Marrow	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Epidermis	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Fibroblasts	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Kidney	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Liver	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details

Abnormal Concentrations

Not Available

External Links

HMDB ID

HMDB0002434

DrugBank ID

DB09526

Phenol Explorer Compound ID

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Hydroquinone

METLIN ID

6681

PubChem Compound

785

PDB ID

Not Available

ChEBI ID

17594

References

Synthesis Reference

Miyanohara, Isao; Yanagihara, Tadahisa. Hydroquinone. Jpn. Kokai Tokkyo Koho (1977), 4 pp.

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. Glycerol-3-phosphate dehydrogenase, mitochondrial

General function:: Energy production and conversion
Specific function:: Not Available
Gene Name:: GPD2
Uniprot ID:: A6QLU1
Molecular weight:: 80763.0

Reactions

Glycerol 3-phosphate + Quinone → Dihydroxyacetone phosphate + Hydroquinone	details
Dihydroxyacetone phosphate + Quinone → Glycerol 3-phosphate + Hydroquinone	details

Enzyme Details

2. Dihydroorotate dehydrogenase (quinone), mitochondrial

General function:: Nucleotide transport and metabolism
Specific function:: Catalyzes the conversion of dihydroorotate to orotate with quinone as electron acceptor.
Gene Name:: DHODH
Uniprot ID:: Q5E9W3
Molecular weight:: 42776.0

Enzyme Details

3. Tyrosinase

General function:: Involved in copper ion binding
Specific function:: This is a copper-containing oxidase that functions in the formation of pigments such as melanins and other polyphenolic compounds. Catalyzes the initial and rate limiting step in the cascade of reactions leading to melanin production from tyrosine. In addition to hydroxylating tyrosine to DOPA (3,4-dihydroxyphenylalanine), also catalyzes the oxidation of DOPA to DOPA-quinone, and possibly the oxidation of DHI (5,6-dihydroxyindole) to indole-5,6 quinone.
Gene Name:: TYR
Uniprot ID:: Q8MIU0
Molecular weight:: 60304.0

Reactions

2 Hydroquinone + Oxygen →2 Quinone +2 Water	details

Showing metabocard for Hydroquinone (BMDB0002434)

Structure for BMDB0002434 (Hydroquinone)

Enzymes

Reactions

Reactions