MiMeDB: Showing metabocard for Quinone (MMDBc0031144)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 00:37:02 UTC

Update Date

2022-08-31 17:58:52 UTC

MiMeDB ID

MMDBc0031144

Metabolite Identification

Common Name

Quinone

Description

Quinone is also called 1,4-benzoquinone or cyclohexadienedione. Quinones are oxidized derivatives of aromatic compounds and are often readily made from reactive aromatic compounds with electron-donating substituents such as phenols and catechols, which increase the nucleophilicity of the ring and contributes to the large redox potential needed to break aromaticity. Derivatives of quinones are common constituents of biologically relevant molecules. Some serve as electron acceptors in electron transport chains such as those in photosynthesis (plastoquinone, phylloquinone), and aerobic respiration (ubiquinone).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₆H₄O₂

Average Molecular Weight

108.0948

Monoisotopic Molecular Weight

108.021129372

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

106-51-4

SMILES

Not Available

InChI Identifier

InChI=1S/C6H4O2/c7-5-1-2-6(8)4-3-5/h1-4H

InChI Key

AZQWKYJCGOJGHM-UHFFFAOYSA-N

Chemical Taxonomy

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Not Available

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Bone Marrow
Fibroblasts
Kidney
Liver
Neuron
Skeletal Muscle
Urine

Tissue Locations

Bone Marrow
Fibroblasts
Kidney
Liver
Neuron
Skeletal Muscle

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Proteins

#<MetaboliteProteinLink:0x000055b76dea6490>

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Related Health Condition	Evidence Type	Measured in Matrix	Data Source	Reference

Microbial Sources

Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
	Proteobacteria	2	Human	Unknown;
Fungi	Ascomycota	1	Human Feces	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference	Details
Plant	Leaves	Pimpinella anisum	FooDB	31437929	details
Plant	Fruit	Olea europaea	FooDB	31437929	details

Host Biospecimen and Location

Host and Biospecimen	Status	Age	Sex	Health Condition	Data Source	Reference
Human Bone Marrow	Detected but not Quantified	Not Specified	Not Specified	Normal	HMDB	34986597	details
Human Fibroblasts	Detected but not Quantified	Not Specified	Not Specified	Normal	HMDB	34986597	details
Human Kidney	Detected but not Quantified	Not Specified	Not Specified	Normal	HMDB	34986597	details
Human Liver	Detected but not Quantified	Not Specified	Not Specified	Normal	HMDB	34986597	details
Human Neuron	Detected but not Quantified	Not Specified	Not Specified	Normal	HMDB	34986597	details
Human Skeletal Muscle	Detected but not Quantified	Not Specified	Not Specified	Normal	HMDB	34986597	details
Human Urine	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	24023812	details
Human	Detected but not Quantified				HMDB		details

External Links

Not Available

References

Synthesis Reference

Not Available

General References

Mu D, Medzihradszky KF, Adams GW, Mayer P, Hines WM, Burlingame AL, Smith AJ, Cai D, Klinman JP: Primary structures for a mammalian cellular and serum copper amine oxidase. J Biol Chem. 1994 Apr 1;269(13):9926-32. [PubMed:8144587 ]
Smith MT: The mechanism of benzene-induced leukemia: a hypothesis and speculations on the causes of leukemia. Environ Health Perspect. 1996 Dec;104 Suppl 6:1219-25. doi: 10.1289/ehp.961041219. [PubMed:9118896 ]
Soucek P: Cytochrome P450 destruction by quinones: comparison of effects in rat and human liver microsomes. Chem Biol Interact. 1999 Aug 1;121(3):223-36. doi: 10.1016/s0009-2797(99)00100-3. [PubMed:10462055 ]
Yamazaki H, Shibata A, Suzuki M, Nakajima M, Shimada N, Guengerich FP, Yokoi T: Oxidation of troglitazone to a quinone-type metabolite catalyzed by cytochrome P-450 2C8 and P-450 3A4 in human liver microsomes. Drug Metab Dispos. 1999 Nov;27(11):1260-6. [PubMed:10534310 ]
Roberg K, Johansson U, Ollinger K: Lysosomal release of cathepsin D precedes relocation of cytochrome c and loss of mitochondrial transmembrane potential during apoptosis induced by oxidative stress. Free Radic Biol Med. 1999 Dec;27(11-12):1228-37. doi: 10.1016/s0891-5849(99)00146-x. [PubMed:10641715 ]
Toyota T, Ueno Y: [Clinical effect and side effect of troglitazone]. Nihon Rinsho. 2000 Feb;58(2):376-82. [PubMed:10707561 ]
He K, Woolf TF, Kindt EK, Fielder AE, Talaat RE: Troglitazone quinone formation catalyzed by human and rat CYP3A: an atypical CYP oxidation reaction. Biochem Pharmacol. 2001 Jul 15;62(2):191-8. doi: 10.1016/s0006-2952(01)00653-0. [PubMed:11389877 ]
Bello RI, Gomez-Diaz C, Navarro F, Alcain FJ, Villalba JM: Expression of NAD(P)H:quinone oxidoreductase 1 in HeLa cells: role of hydrogen peroxide and growth phase. J Biol Chem. 2001 Nov 30;276(48):44379-84. doi: 10.1074/jbc.M107168200. Epub 2001 Sep 20. [PubMed:11567026 ]
Siegel D, Ryder J, Ross D: NAD(P)H: quinone oxidoreductase 1 expression in human bone marrow endothelial cells. Toxicol Lett. 2001 Dec 15;125(1-3):93-8. doi: 10.1016/s0378-4274(01)00426-x. [PubMed:11701227 ]
Terman A, Neuzil J, Kagedal K, Ollinger K, Brunk UT: Decreased apoptotic response of inclusion-cell disease fibroblasts: a consequence of lysosomal enzyme missorting? Exp Cell Res. 2002 Mar 10;274(1):9-15. doi: 10.1006/excr.2001.5441. [PubMed:11855852 ]
Park S, Geddes TJ, Javitch JA, Kuhn DM: Dopamine prevents nitration of tyrosine hydroxylase by peroxynitrite and nitrogen dioxide: is nitrotyrosine formation an early step in dopamine neuronal damage? J Biol Chem. 2003 Aug 1;278(31):28736-42. doi: 10.1074/jbc.M304362200. Epub 2003 May 27. [PubMed:12771134 ]
Hasegawa T, Matsuzaki M, Takeda A, Kikuchi A, Furukawa K, Shibahara S, Itoyama Y: Increased dopamine and its metabolites in SH-SY5Y neuroblastoma cells that express tyrosinase. J Neurochem. 2003 Oct;87(2):470-5. doi: 10.1046/j.1471-4159.2003.02008.x. [PubMed:14511124 ]
Xu L, Eiseman JL, Egorin MJ, D'Argenio DZ: Physiologically-based pharmacokinetics and molecular pharmacodynamics of 17-(allylamino)-17-demethoxygeldanamycin and its active metabolite in tumor-bearing mice. J Pharmacokinet Pharmacodyn. 2003 Jun;30(3):185-219. doi: 10.1023/a:1025542026488. [PubMed:14571691 ]
He K, Talaat RE, Woolf TF: Incorporation of an oxygen from water into troglitazone quinone by cytochrome P450 and myeloperoxidase. Drug Metab Dispos. 2004 Apr;32(4):442-6. doi: 10.1124/dmd.32.4.442. [PubMed:15039298 ]
Gaskell M, McLuckie KI, Farmer PB: Comparison of the repair of DNA damage induced by the benzene metabolites hydroquinone and p-benzoquinone: a role for hydroquinone in benzene genotoxicity. Carcinogenesis. 2005 Mar;26(3):673-80. doi: 10.1093/carcin/bgi007. Epub 2004 Dec 23. [PubMed:15618234 ]
Fabiani R, De Bartolomeo A, Morozzi G: Involvement of oxygen free radicals in the serum-mediated increase of benzoquinone genotoxicity. Environ Mol Mutagen. 2005 Oct;46(3):156-63. doi: 10.1002/em.20146. [PubMed:15920754 ]
Kwasnicka-Crawford DA, Vincent SR: Role of a novel dual flavin reductase (NR1) and an associated histidine triad protein (DCS-1) in menadione-induced cytotoxicity. Biochem Biophys Res Commun. 2005 Oct 21;336(2):565-71. doi: 10.1016/j.bbrc.2005.08.129. [PubMed:16140270 ]

Showing metabocard for Quinone (MMDBc0031144)

MOL for #<Metabolite:0x000055b76be69a10>

3D MOL for #<Metabolite:0x000055b76be69a10>

3D SDF for #<Metabolite:0x000055b76be69a10>

3D-SDF for #<Metabolite:0x000055b76be69a10>

PDB for #<Metabolite:0x000055b76be69a10>

3D PDB for #<Metabolite:0x000055b76be69a10>

SMILES for #<Metabolite:0x000055b76be69a10>

INCHI for #<Metabolite:0x000055b76be69a10>

Structure for #<Metabolite:0x000055b76be69a10>

3D Structure for #<Metabolite:0x000055b76be69a10>