MiMeDB: Showing metabocard for Ubiquinone Q1 (MMDBc0032915)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:27:13 UTC

Update Date

2022-08-31 21:45:34 UTC

MiMeDB ID

MMDBc0032915

Metabolite Identification

Common Name

Ubiquinone Q1

Description

Ubiquinone-1 is a member of the chemical class known as Polyprenylbenzoquinones. These are compounds containing a polyisoprene chain attached to a quinone at the second ring position. Ubiquione-1 has just 1 isoprene unit. Normally in humans it has 10. Ubiquinone-1 is an intermediate in the synthesis of Ubiquionone 10, which is also called Coenzyme Q (CoQ). CoQ is found in the membranes of endoplasmic reticulum, peroxisomes, lysosomes, vesicles and notably the inner membrane of the mitochondrion where it is an important part of the electron transport chain; there it passes reducing equivalents to acceptors such as Coenzyme Q : cytochrome c - oxidoreductase. CoQ is also essential in the formation of the apoptosome along with other adapter proteins. The loss of trophic factors activates pro-apoptotic enzymes, causing the breakdown of mitochondria. Because of its ability to transfer electrons and therefore act as an antioxidant, Coenzyme Q has become a valued dietary supplement. CoQ10 has been widely used for the treatment of heart disease (especially heart failure), gum diseases, and also breast cancer. The benzoquinone portion of Coenzyme Q10 is synthesized from amino acids, while the isoprene sidechain is synthesized from acetyl CoA through the mevalonate pathway. The mevalonate pathway is used for the first steps of cholesterol biosynthesis.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₁₄H₁₈O₄

Average Molecular Weight

250.2903

Monoisotopic Molecular Weight

250.120509064

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

727-81-1

SMILES

Not Available

InChI Identifier

InChI=1S/C14H18O4/c1-8(2)6-7-10-9(3)11(15)13(17-4)14(18-5)12(10)16/h6H,7H2,1-5H3

InChI Key

SOECUQMRSRVZQQ-UHFFFAOYSA-N

Chemical Taxonomy

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Not Available

Spectra

Not Available

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Brain
Fibroblasts
Intestine
Leukocyte
Liver
Neuron
Pancreas
Platelet
Prostate
Skeletal Muscle

Tissue Locations

Brain
Fibroblasts
Intestine
Leukocyte
Liver
Neuron
Pancreas
Platelet
Prostate
Skeletal Muscle

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Proteins

#<MetaboliteProteinLink:0x000055b76dca92f0>

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Related Health Condition	Evidence Type	Measured in Matrix	Data Source	Reference
Multiple sclerosis	Decreased	This associated disease is originally imported from HMDB metabolite HMDB0002012 concentration id 17676	Association	Human Blood		10609336	details

Microbial Sources

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

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference	Details

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Age	Sex	Health Condition	Data Source	Reference
Human	Detected and Quantified	0.00084	0.00040	Adult (>18 years old)	Both	Multiple sclerosis	HMDB	10609336	details
Human	Detected and Quantified	0.00312	0.00032	Adult (>18 years old)	Both	Normal	HMDB	10609336	details
Human Brain	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 Intestine	Detected but not Quantified			Not Specified	Not Specified	Normal	HMDB	34986597	details
Human Leukocyte	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 Pancreas	Detected but not Quantified			Not Specified	Not Specified	Normal	HMDB	34986597	details
Human Platelet	Detected but not Quantified			Not Specified	Not Specified	Normal	HMDB	34986597	details
Human Prostate	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

External Links

Not Available

References

Synthesis Reference

Not Available

General References

Edlund C, Soderberg M, Kristensson K, Dallner G: Ubiquinone, dolichol, and cholesterol metabolism in aging and Alzheimer's disease. Biochem Cell Biol. 1992 Jun;70(6):422-8. doi: 10.1139/o92-065. [PubMed:1449707 ]
Elmberger PG, Kalen A, Brunk UT, Dallner G: Discharge of newly-synthesized dolichol and ubiquinone with lipoproteins to rat liver perfusate and to the bile. Lipids. 1989 Nov;24(11):919-30. doi: 10.1007/BF02544535. [PubMed:2615561 ]
Laaksonen R, Jokelainen K, Sahi T, Tikkanen MJ, Himberg JJ: Decreases in serum ubiquinone concentrations do not result in reduced levels in muscle tissue during short-term simvastatin treatment in humans. Clin Pharmacol Ther. 1995 Jan;57(1):62-6. doi: 10.1016/0009-9236(95)90266-X. [PubMed:7828383 ]
Karlsson J, Lin L, Sylven C, Jansson E: Muscle ubiquinone in healthy physically active males. Mol Cell Biochem. 1996 Mar 23;156(2):169-72. doi: 10.1007/BF00426340. [PubMed:9095474 ]
Karlsson J, Lin L, Gunnes S, Sylven C, Astrom H: Muscle ubiquinone in male effort angina patients. Mol Cell Biochem. 1996 Mar 23;156(2):173-8. doi: 10.1007/BF00426341. [PubMed:9095475 ]
Yamashita S, Yamamoto Y: Simultaneous detection of ubiquinol and ubiquinone in human plasma as a marker of oxidative stress. Anal Biochem. 1997 Jul 15;250(1):66-73. doi: 10.1006/abio.1997.2187. [PubMed:9234900 ]
Mancini A, Conte G, Milardi D, De Marinis L, Littarru GP: Relationship between sperm cell ubiquinone and seminal parameters in subjects with and without varicocele. Andrologia. 1998 Feb-Mar;30(1):1-4. doi: 10.1111/j.1439-0272.1998.tb01374.x. [PubMed:9567163 ]
Zhang Y, Eriksson M, Dallner G, Appelkvist EL: Analysis of ubiquinone and tocopherol levels in normal and hyperlipidemic human plasma. Lipids. 1998 Aug;33(8):811-5. doi: 10.1007/s11745-998-0274-y. [PubMed:9727612 ]
Passi S, Stancato A, Aleo E, Dmitrieva A, Littarru GP: Statins lower plasma and lymphocyte ubiquinol/ubiquinone without affecting other antioxidants and PUFA. Biofactors. 2003;18(1-4):113-24. doi: 10.1002/biof.5520180213. [PubMed:14695926 ]
Pastore A, Giovamberardino GD, Bertini E, Tozzi G, Gaeta LM, Federici G, Piemonte F: Simultaneous determination of ubiquinol and ubiquinone in skeletal muscle of pediatric patients. Anal Biochem. 2005 Jul 15;342(2):352-5. doi: 10.1016/j.ab.2005.02.018. Epub 2005 Mar 7. [PubMed:15989930 ]

Showing metabocard for Ubiquinone Q1 (MMDBc0032915)

MOL for #<Metabolite:0x000055b76e16db60>

3D MOL for #<Metabolite:0x000055b76e16db60>

3D SDF for #<Metabolite:0x000055b76e16db60>

3D-SDF for #<Metabolite:0x000055b76e16db60>

PDB for #<Metabolite:0x000055b76e16db60>

3D PDB for #<Metabolite:0x000055b76e16db60>

SMILES for #<Metabolite:0x000055b76e16db60>

INCHI for #<Metabolite:0x000055b76e16db60>

Structure for #<Metabolite:0x000055b76e16db60>

3D Structure for #<Metabolite:0x000055b76e16db60>