Ubiquinone-1 (BioDeep_00000017802)

   

human metabolite Endogenous blood metabolite


代谢物信息卡片


2,3-dimethoxy-5-methyl-6-(3-methylbut-2-en-1-yl)cyclohexa-2,5-diene-1,4-dione

化学式: C14H18O4 (250.1205028)
中文名称: 泛醌1
谱图信息: 最多检出来源 Homo sapiens(blood) 0.22%

分子结构信息

SMILES: CC(=CCC1=C(C)C(=O)C(=C(C1=O)OC)OC)C
InChI: 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

描述信息

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.
A compound composed of the standard 2,3-dimethoxy-5-methylbenzoquinone nucleus common to ubiquinones; and a side chain of a single isoprenoid unit. [ChEBI]
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同义名列表

12 个代谢物同义名

2,3-dimethoxy-5-methyl-6-(3-methylbut-2-en-1-yl)cyclohexa-2,5-diene-1,4-dione; 2,3-Dimethoxy-5-methyl-6-(3-methyl-2-butenyl)-2,5-cyclohexadiene-1,4-dione; 2,3-Dimethoxy-5-methyl-6-(3-methylbut-2-en-1-yl)-1,4-benzoquinone; 2,3-Dimethoxy-5-methyl-6-(3-methylbut-2-enyl)benzo-1,4-quinone; Ubiquinone Q1; Ubiquinone-Q1; Ubiquionone 1; Ubiquinone-1; Ubiquinone 5; Coenzyme Q5; Coenzyme Q1; CoQ1



数据库引用编号

11 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(18)

PlantCyc(0)

代谢反应

1169 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(332)

WikiPathways(0)

Plant Reactome(216)

INOH(0)

PlantCyc(594)

COVID-19 Disease Map(2)

PathBank(25)

PharmGKB(0)

5 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:

  • PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。



文献列表

  • Wah-Seng See-Too, Robson Ee, Munusamy Madhaiyan, Soon-Wo Kwon, Jia Yi Tan, Yan Lue Lim, Peter Convey, David A Pearce, Wai Fong Yin, Kok-Gan Chan. Planococcus versutus sp. nov., isolated from soil. International journal of systematic and evolutionary microbiology. 2017 Apr; 67(4):944-950. doi: 10.1099/ijsem.0.001721. [PMID: 27959786]
  • Anna Gvozdjáková, Jarmila Kucharská, Jozef Dubravicky, Viliam Mojto, Ram B Singh. Coenzyme Q₁₀, α-tocopherol, and oxidative stress could be important metabolic biomarkers of male infertility. Disease markers. 2015; 2015(?):827941. doi: 10.1155/2015/827941. [PMID: 25810566]
  • Beibei Huang, Jing Guo, Lianna Sun, Wansheng Chen. ERG9 and COQ1 disruption reveals isoprenoids biosynthesis is closely related to mitochondrial function in Saccharomyces cerevisiae. Integrative biology : quantitative biosciences from nano to macro. 2013 Oct; 5(10):1282-96. doi: 10.1039/c3ib40063h. [PMID: 24056878]
  • Kevork Hagopian, Kristina L Weber, Darren T Hwee, Alison L Van Eenennaam, Guillermo López-Lluch, José M Villalba, Isabel Burón, Plácido Navas, J Bruce German, Steven M Watkins, Yana Chen, Alfreda Wei, Roger B McDonald, Jon J Ramsey. Complex I-associated hydrogen peroxide production is decreased and electron transport chain enzyme activities are altered in n-3 enriched fat-1 mice. PloS one. 2010 Sep; 5(9):e12696. doi: 10.1371/journal.pone.0012696. [PMID: 20856881]
  • Muthuvel Jayachandran, Claudia C Preston, Larry W Hunter, Arshad Jahangir, Whyte G Owen, Kenneth S Korach, Virginia M Miller. Loss of estrogen receptor beta decreases mitochondrial energetic potential and increases thrombogenicity of platelets in aged female mice. Age (Dordrecht, Netherlands). 2010 Mar; 32(1):109-21. doi: 10.1007/s11357-009-9119-y. [PMID: 19908165]
  • Alejandro K Samhan-Arias, Rui O Duarte, Francisco Javier Martín-Romero, Jose J G Moura, Carlos Gutiérrez-Merino. Reduction of ascorbate free radical by the plasma membrane of synaptic terminals from rat brain. Archives of biochemistry and biophysics. 2008 Jan; 469(2):243-54. doi: 10.1016/j.abb.2007.10.004. [PMID: 17963686]
  • Nicholas A Malmquist, Jeffrey Baldwin, Margaret A Phillips. Detergent-dependent kinetics of truncated Plasmodium falciparum dihydroorotate dehydrogenase. The Journal of biological chemistry. 2007 Apr; 282(17):12678-86. doi: 10.1074/jbc.m609893200. [PMID: 17329250]
  • Peter Gin, Catherine F Clarke. Genetic evidence for a multi-subunit complex in coenzyme Q biosynthesis in yeast and the role of the Coq1 hexaprenyl diphosphate synthase. The Journal of biological chemistry. 2005 Jan; 280(4):2676-81. doi: 10.1074/jbc.m411527200. [PMID: 15548532]
  • Giuseppe Galati, Peter J O'Brien. Cytoprotective and anticancer properties of coenzyme Q versus capsaicin. BioFactors (Oxford, England). 2003; 18(1-4):195-205. doi: 10.1002/biof.5520180222. [PMID: 14695935]
  • Tom S Chan, Peter J O'Brien. Hepatocyte metabolism of coenzyme Q1 (ubiquinone-5) to its sulfate conjugate decreases its antioxidant activity. BioFactors (Oxford, England). 2003; 18(1-4):207-18. doi: 10.1002/biof.5520180223. [PMID: 14695936]
  • Juan C Rodríguez-Aguilera, Claudio Asencio, Macarena Ruiz-Ferrer, Jordana Vela, Plácido Navas. Caenorhabditis elegans ubiquinone biosynthesis genes. BioFactors (Oxford, England). 2003; 18(1-4):237-44. doi: 10.1002/biof.5520180226. [PMID: 14695939]
  • M V Wright, T B Kuhn. CNS neurons express two distinct plasma membrane electron transport systems implicated in neuronal viability. Journal of neurochemistry. 2002 Nov; 83(3):655-64. doi: 10.1046/j.1471-4159.2002.01176.x. [PMID: 12390527]