2,3-Dimethoxy-5-methyl-6-(3-methylbut-2-enyl)benzene-1,4-diol (BioDeep_00000840537)

   


代谢物信息卡片


2,3-Dimethoxy-5-methyl-6-(3-methylbut-2-enyl)benzene-1,4-diol

化学式: C14H20O4 (252.136152)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(blood) 16.85%

分子结构信息

SMILES: CC1=C(C(=C(C(=C1O)OC)OC)O)CC=C(C)C
InChI: InChI=1S/C14H20O4/c1-8(2)6-7-10-9(3)11(15)13(17-4)14(18-5)12(10)16/h6,15-16H,7H2,1-5H3

描述信息

COVID info from COVID-19 Disease Map
Corona-virus
Coronavirus
SARS-CoV-2
COVID-19
SARS-CoV
COVID19
SARS2
SARS

同义名列表

1 个代谢物同义名

2,3-Dimethoxy-5-methyl-6-(3-methylbut-2-enyl)benzene-1,4-diol



数据库引用编号

4 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(7)

BioCyc(19)

PlantCyc(0)

代谢反应

1055 个相关的代谢反应过程信息。

Reactome(125)

BioCyc(332)

WikiPathways(0)

Plant Reactome(552)

INOH(0)

PlantCyc(23)

COVID-19 Disease Map(2)

PathBank(21)

PharmGKB(0)

0 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

  • Walaa A El-Sabbagh, Noha A Fadel, Rania M El-Hazek, Ahmed H Osman, Laila A Ramadan. Ubiquinol attenuates γ-radiation induced coronary and aortic changes via PDGF/p38 MAPK/ICAM-1 related pathway. Scientific reports. 2023 12; 13(1):22959. doi: 10.1038/s41598-023-50218-w. [PMID: 38151557]
  • Eglal I Amer, Mervat Z El-Azzouni, Rana T El-Bannan, Thanaa I Shalaby, Samar N El-Achy, Maha M Gomaa. Schistosomiasis mansoni: A new therapeutic target for ubiquinol, a natural inhibitor of neutral magnesium-dependent sphingomyelinase in murine model. Acta tropica. 2022 Feb; 226(?):106231. doi: 10.1016/j.actatropica.2021.106231. [PMID: 34785184]
  • Paula da Fonseca-Pereira, Phuong Anh Pham, João Henrique F Cavalcanti, Rebeca P Omena-Garcia, Jessica A S Barros, Laise Rosado-Souza, José G Vallarino, Marek Mutwil, Tamar Avin-Wittenberg, Adriano Nunes-Nesi, Alisdair R Fernie, Wagner L Araújo. The Arabidopsis electron-transfer flavoprotein:ubiquinone oxidoreductase is required during normal seed development and germination. The Plant journal : for cell and molecular biology. 2022 01; 109(1):196-214. doi: 10.1111/tpj.15566. [PMID: 34741366]
  • Youssef W Naguib, Sanjib Saha, Jessica M Skeie, Timothy Acri, Kareem Ebeid, Somaya Abdel-Rahman, Sandeep Kesh, Gregory A Schmidt, Darryl Y Nishimura, Jeffrey A Banas, Min Zhu, Mark A Greiner, Aliasger K Salem. Solubilized ubiquinol for preserving corneal function. Biomaterials. 2021 08; 275(?):120842. doi: 10.1016/j.biomaterials.2021.120842. [PMID: 34087583]
  • Mathias J Holmberg, Lars W Andersen, Ari Moskowitz, Katherine M Berg, Michael N Cocchi, Maureen Chase, Xiaowen Liu, Duncan M Kuhn, Anne V Grossestreuer, Anne Kirstine Hoeyer-Nielsen, Hans Kirkegaard, Michael W Donnino. Ubiquinol (reduced coenzyme Q10) as a metabolic resuscitator in post-cardiac arrest: A randomized, double-blind, placebo-controlled trial. Resuscitation. 2021 05; 162(?):388-395. doi: 10.1016/j.resuscitation.2021.01.041. [PMID: 33577964]
  • Agustin J Ruiz, Ahmed Tibary, Robert A Heaton, Iain P Hargreaves, Desmond P Leadon, Warwick M Bayly. Effects of Feeding Coenzyme Q10-Ubiquinol on Plasma Coenzyme Q10 Concentrations and Semen Quality in Stallions. Journal of equine veterinary science. 2021 01; 96(?):103303. doi: 10.1016/j.jevs.2020.103303. [PMID: 33349408]
  • Francesca Cateni, Marina Zacchigna, Giuseppe Procida. Synthesis and controlled drug delivery studies of a novel Ubiquinol-Polyethylene glycol-Vitamin E adduct. Bioorganic chemistry. 2020 12; 105(?):104329. doi: 10.1016/j.bioorg.2020.104329. [PMID: 33068813]
  • Luke Young, Alicia Rosell-Hidalgo, Daniel Ken Inaoka, Fei Xu, Mary Albury, Benjamin May, Kiyoshi Kita, Anthony L Moore. Kinetic and structural characterisation of the ubiquinol-binding site and oxygen reduction by the trypanosomal alternative oxidase. Biochimica et biophysica acta. Bioenergetics. 2020 10; 1861(10):148247. doi: 10.1016/j.bbabio.2020.148247. [PMID: 32565080]
  • Inmaculada Martínez-Reyes, Luzivette Robles Cardona, Hyewon Kong, Karthik Vasan, Gregory S McElroy, Marie Werner, Hermon Kihshen, Colleen R Reczek, Samuel E Weinberg, Peng Gao, Elizabeth M Steinert, Raul Piseaux, G R Scott Budinger, Navdeep S Chandel. Mitochondrial ubiquinol oxidation is necessary for tumour growth. Nature. 2020 09; 585(7824):288-292. doi: 10.1038/s41586-020-2475-6. [PMID: 32641834]
  • Patrick Orlando, Jacopo Sabbatinelli, Sonia Silvestri, Fabio Marcheggiani, Ilenia Cirilli, Phiwayinkosi Vusi Dludla, Alberto Molardi, Francesco Nicolini, Luca Tiano. Ubiquinol supplementation in elderly patients undergoing aortic valve replacement: biochemical and clinical aspects. Aging. 2020 07; 12(15):15514-15531. doi: 10.18632/aging.103742. [PMID: 32741773]
  • Louise Injarabian, Marc Scherlinger, Anne Devin, Stéphane Ransac, Jens Lykkesfeldt, Benoit S Marteyn. Ascorbate maintains a low plasma oxygen level. Scientific reports. 2020 06; 10(1):10659. doi: 10.1038/s41598-020-67778-w. [PMID: 32606354]
  • Kei Mizuno, Akihiro T Sasaki, Kyosuke Watanabe, Yasuyoshi Watanabe. Ubiquinol-10 Intake Is Effective in Relieving Mild Fatigue in Healthy Individuals. Nutrients. 2020 Jun; 12(6):. doi: 10.3390/nu12061640. [PMID: 32498248]
  • Jacopo Sabbatinelli, Patrick Orlando, Roberta Galeazzi, Sonia Silvestri, Ilenia Cirilli, Fabio Marcheggiani, Phiwayinkosi V Dludla, Angelica Giuliani, Anna Rita Bonfigli, Laura Mazzanti, Fabiola Olivieri, Roberto Antonicelli, Luca Tiano. Ubiquinol Ameliorates Endothelial Dysfunction in Subjects with Mild-to-Moderate Dyslipidemia: A Randomized Clinical Trial. Nutrients. 2020 Apr; 12(4):. doi: 10.3390/nu12041098. [PMID: 32326664]
  • Enyong Dai, Wenlong Zhang, Dan Cong, Rui Kang, Jing Wang, Daolin Tang. AIFM2 blocks ferroptosis independent of ubiquinol metabolism. Biochemical and biophysical research communications. 2020 03; 523(4):966-971. doi: 10.1016/j.bbrc.2020.01.066. [PMID: 31964528]
  • Zehua Song, Yangfeng Hu, Bogdan I Iorga, Cindy Vallières, Nicholas Fisher, Brigitte Meunier. Mutational analysis of the Qi-site proton pathway in yeast cytochrome bc1 complex. Biochemical and biophysical research communications. 2020 03; 523(3):615-619. doi: 10.1016/j.bbrc.2019.12.102. [PMID: 31941609]
  • T N Fedorova, V S Gusakov, A A Devyatov, O A Muzichuk, A V Lopachev, M A Belousova, S L Stvolinskii, O V Povarova, M V Gulyaev, O S Medvedev, V A Tutelyan. [Neuroprotective mechanisms of the ubiquinol action in experimental focal ischemia]. Biomeditsinskaia khimiia. 2020 Feb; 66(2):145-150. doi: 10.18097/pbmc20206602145. [PMID: 32420895]
  • Anna Gvozdjáková, Jarmila Kucharská, Branislav Kura, Ol'ga Vančová, Zuzana Rausová, Zuzana Sumbalová, Ol'ga Uličná, Ján Slezák. A new insight into the molecular hydrogen effect on coenzyme Q and mitochondrial function of rats. Canadian journal of physiology and pharmacology. 2020 Jan; 98(1):29-34. doi: 10.1139/cjpp-2019-0281. [PMID: 31536712]
  • Huan-Chieh Chen, Chi-Chang Huang, Tien-Jen Lin, Mei-Chich Hsu, Yi-Ju Hsu. Ubiquinol Supplementation Alters Exercise Induced Fatigue by Increasing Lipid Utilization in Mice. Nutrients. 2019 Oct; 11(11):. doi: 10.3390/nu11112550. [PMID: 31652711]
  • Tomoo Shiba, Daniel Ken Inaoka, Gen Takahashi, Chiaki Tsuge, Yasutoshi Kido, Luke Young, Satoshi Ueda, Emmanuel Oluwadare Balogun, Takeshi Nara, Teruki Honma, Akiko Tanaka, Masayuki Inoue, Hiroyuki Saimoto, Shigeharu Harada, Anthony L Moore, Kiyoshi Kita. Insights into the ubiquinol/dioxygen binding and proton relay pathways of the alternative oxidase. Biochimica et biophysica acta. Bioenergetics. 2019 05; 1860(5):375-382. doi: 10.1016/j.bbabio.2019.03.008. [PMID: 30910528]
  • Guillermo López-Lluch, Jesús Del Pozo-Cruz, Ana Sánchez-Cuesta, Ana Belén Cortés-Rodríguez, Plácido Navas. Bioavailability of coenzyme Q10 supplements depends on carrier lipids and solubilization. Nutrition (Burbank, Los Angeles County, Calif.). 2019 01; 57(?):133-140. doi: 10.1016/j.nut.2018.05.020. [PMID: 30153575]
  • Sho Suzuki, Takuji Gotoda, Chika Kusano, Hisatomo Ikehara, Yo Miyakoshi, Kenji Fujii. Effect of Ubiquinol Intake on Defecation Frequency and Stool Form: A Prospective, Double-Blinded, Randomized Control Study. Journal of medicinal food. 2019 Jan; 22(1):81-86. doi: 10.1089/jmf.2018.4233. [PMID: 30192695]
  • Patrick Orlando, Sonia Silvestri, Roberta Galeazzi, Roberto Antonicelli, Fabio Marcheggiani, Ilenia Cirilli, Tiziana Bacchetti, Luca Tiano. Effect of ubiquinol supplementation on biochemical and oxidative stress indexes after intense exercise in young athletes. Redox report : communications in free radical research. 2018 Dec; 23(1):136-145. doi: 10.1080/13510002.2018.1472924. [PMID: 29734881]
  • Ying Zhang, Jin Liu, Xiao-Qiang Chen, C-Y Oliver Chen. Ubiquinol is superior to ubiquinone to enhance Coenzyme Q10 status in older men. Food & function. 2018 Nov; 9(11):5653-5659. doi: 10.1039/c8fo00971f. [PMID: 30302465]
  • Fong-Lin Chen, Po-Sheng Chang, Yi-Chin Lin, Ping-Ting Lin. A Pilot Clinical Study of Liquid Ubiquinol Supplementation on Cardiac Function in Pediatric Dilated Cardiomyopathy. Nutrients. 2018 Nov; 10(11):. doi: 10.3390/nu10111697. [PMID: 30405022]
  • Javier Frontiñán-Rubio, Francisco J Sancho-Bielsa, Juan R Peinado, Frank M LaFerla, Lydia Giménez-Llort, Mario Durán-Prado, Francisco J Alcain. Sex-dependent co-occurrence of hypoxia and β-amyloid plaques in hippocampus and entorhinal cortex is reversed by long-term treatment with ubiquinol and ascorbic acid in the 3 × Tg-AD mouse model of Alzheimer's disease. Molecular and cellular neurosciences. 2018 10; 92(?):67-81. doi: 10.1016/j.mcn.2018.06.005. [PMID: 29953929]
  • Chi-Hua Yen, Ying-Ju Chu, Bor-Jen Lee, Yi-Chin Lin, Ping-Ting Lin. Effect of liquid ubiquinol supplementation on glucose, lipids and antioxidant capacity in type 2 diabetes patients: a double-blind, randomised, placebo-controlled trial. The British journal of nutrition. 2018 07; 120(1):57-63. doi: 10.1017/s0007114518001241. [PMID: 29936921]
  • A V Kalatanova, V G Makarov, N M Faustova, Ya I Gushchin, M N Makarova. [Evaluation of the cardioprotective effect of ubiquinol on the model of reperfusion injury of rat myocardium]. Biomeditsinskaia khimiia. 2018 Mar; 64(2):188-194. doi: 10.18097/pbmc20186402188. [PMID: 29723149]
  • Ryan A West, Oran G O'Doherty, Trevor Askwith, John Atack, Paul Beswick, Jamie Laverick, Michael Paradowski, Lewis E Pennicott, Srinivasa P S Rao, Gareth Williams, Simon E Ward. African trypanosomiasis: Synthesis & SAR enabling novel drug discovery of ubiquinol mimics for trypanosome alternative oxidase. European journal of medicinal chemistry. 2017 Dec; 141(?):676-689. doi: 10.1016/j.ejmech.2017.09.067. [PMID: 29107420]
  • Jun Mitsui, Ken Koguchi, Toshimitsu Momose, Miwako Takahashi, Takashi Matsukawa, Tsutomu Yasuda, Shin-Ichi Tokushige, Hiroyuki Ishiura, Jun Goto, Shigeaki Nakazaki, Tomoyoshi Kondo, Hidefumi Ito, Yorihiro Yamamoto, Shoji Tsuji. Three-Year Follow-Up of High-Dose Ubiquinol Supplementation in a Case of Familial Multiple System Atrophy with Compound Heterozygous COQ2 Mutations. Cerebellum (London, England). 2017 06; 16(3):664-672. doi: 10.1007/s12311-017-0846-9. [PMID: 28150130]
  • Xiehuang Sheng, Chao Shan, Jianbiao Liu, Jintong Yang, Bin Sun, Dezhan Chen. Theoretical insights into the mechanism of ferroptosis suppression via inactivation of a lipid peroxide radical by liproxstatin-1. Physical chemistry chemical physics : PCCP. 2017 May; 19(20):13153-13159. doi: 10.1039/c7cp00804j. [PMID: 28489094]
  • Alvaro Sarmiento, Javier Diaz-Castro, Mario Pulido-Moran, Jorge Moreno-Fernandez, Naroa Kajarabille, Ignacio Chirosa, Isabel M Guisado, Luis Javier Chirosa, Rafael Guisado, Julio J Ochoa. Short-term ubiquinol supplementation reduces oxidative stress associated with strenuous exercise in healthy adults: A randomized trial. BioFactors (Oxford, England). 2016 Nov; 42(6):612-622. doi: 10.1002/biof.1297. [PMID: 27193497]
  • Tatyana I Rokitskaya, Michael P Murphy, Vladimir P Skulachev, Yuri N Antonenko. Ubiquinol and plastoquinol triphenylphosphonium conjugates can carry electrons through phospholipid membranes. Bioelectrochemistry (Amsterdam, Netherlands). 2016 Oct; 111(?):23-30. doi: 10.1016/j.bioelechem.2016.04.009. [PMID: 27182824]
  • Rafał Pietras, Marcin Sarewicz, Artur Osyczka. Distinct properties of semiquinone species detected at the ubiquinol oxidation Qo site of cytochrome bc1 and their mechanistic implications. Journal of the Royal Society, Interface. 2016 05; 13(118):. doi: 10.1098/rsif.2016.0133. [PMID: 27194483]
  • Alexandra Fischer, Simone Onur, Petra Niklowitz, Thomas Menke, Matthias Laudes, Frank Döring. Coenzyme Q10 redox state predicts the concentration of c-reactive protein in a large caucasian cohort. BioFactors (Oxford, England). 2016 May; 42(3):268-76. doi: 10.1002/biof.1269. [PMID: 26910885]
  • Alexey V Lokhmatikov, Natalia Voskoboynikova, Dmitry A Cherepanov, Maxim V Skulachev, Heinz-Jürgen Steinhoff, Vladimir P Skulachev, Armen Y Mulkidjanian. Impact of Antioxidants on Cardiolipin Oxidation in Liposomes: Why Mitochondrial Cardiolipin Serves as an Apoptotic Signal?. Oxidative medicine and cellular longevity. 2016; 2016(?):8679469. doi: 10.1155/2016/8679469. [PMID: 27313834]
  • Thomas Grenier-Larouche, Anne Galinier, Louis Casteilla, André C Carpentier, André Tchernof. Omental adipocyte hypertrophy relates to coenzyme Q10 redox state and lipid peroxidation in obese women. Journal of lipid research. 2015 Oct; 56(10):1985-92. doi: 10.1194/jlr.p058578. [PMID: 26239051]
  • Michael W Donnino, Sharri J Mortensen, Lars W Andersen, Maureen Chase, Katherine M Berg, Julia Balkema, Jeejabai Radhakrishnan, Raúl J Gazmuri, Xiaowen Liu, Michael N Cocchi. Ubiquinol (reduced Coenzyme Q10) in patients with severe sepsis or septic shock: a randomized, double-blind, placebo-controlled, pilot trial. Critical care (London, England). 2015 Jul; 19(?):275. doi: 10.1186/s13054-015-0989-3. [PMID: 26130237]
  • Djurre H de Jong, Nicoletta Liguori, Tom van den Berg, Clement Arnarez, Xavier Periole, Siewert J Marrink. Atomistic and Coarse Grain Topologies for the Cofactors Associated with the Photosystem II Core Complex. The journal of physical chemistry. B. 2015 Jun; 119(25):7791-803. doi: 10.1021/acs.jpcb.5b00809. [PMID: 26053327]
  • Yvonne Y Clark, Loren E Wold, Laura A Szalacha, Donna O McCarthy. Ubiquinol reduces muscle wasting but not fatigue in tumor-bearing mice. Biological research for nursing. 2015 May; 17(3):321-9. doi: 10.1177/1099800414543822. [PMID: 25230747]
  • Maria Andrea Desbats, Giada Lunardi, Mara Doimo, Eva Trevisson, Leonardo Salviati. Genetic bases and clinical manifestations of coenzyme Q10 (CoQ 10) deficiency. Journal of inherited metabolic disease. 2015 Jan; 38(1):145-56. doi: 10.1007/s10545-014-9749-9. [PMID: 25091424]
  • Simone Onur, Petra Niklowitz, Gunnar Jacobs, Wolfgang Lieb, Thomas Menke, Frank Döring. Association between serum level of ubiquinol and NT-proBNP, a marker for chronic heart failure, in healthy elderly subjects. BioFactors (Oxford, England). 2015 Jan; 41(1):35-43. doi: 10.1002/biof.1198. [PMID: 25728634]
  • Catherine Elliott, Luke Young, Ben May, Julia Shearman, Mary S Albury, Yasutoshi Kido, Kiyoshi Kita, Anthony L Moore. Purification and characterisation of recombinant DNA encoding the alternative oxidase from Sauromatum guttatum. Mitochondrion. 2014 Nov; 19 Pt B(?):261-8. doi: 10.1016/j.mito.2014.03.002. [PMID: 24632469]
  • A V Lokhmatikov, N E Voskoboynikova, D A Cherepanov, N V Sumbatyan, G A Korshunova, M V Skulachev, H-J Steinhoff, V P Skulachev, A Y Mulkidjanian. Prevention of peroxidation of cardiolipin liposomes by quinol-based antioxidants. Biochemistry. Biokhimiia. 2014 Oct; 79(10):1081-100. doi: 10.1134/s0006297914100101. [PMID: 25519067]
  • Simone Onur, Petra Niklowitz, Gunnar Jacobs, Ute Nöthlings, Wolfgang Lieb, Thomas Menke, Frank Döring. Ubiquinol reduces gamma glutamyltransferase as a marker of oxidative stress in humans. BMC research notes. 2014 Jul; 7(?):427. doi: 10.1186/1756-0500-7-427. [PMID: 24996614]
  • Paul Bennetts, Qiuhua Shen, Amanda R Thimmesch, Francisco J Diaz, Richard L Clancy, Janet D Pierce. Effects of ubiquinol with fluid resuscitation following haemorrhagic shock on rat lungs, diaphragm, heart and kidneys. Experimental physiology. 2014 Jul; 99(7):1007-15. doi: 10.1113/expphysiol.2014.078600. [PMID: 24860150]
  • Luke Young, Benjamin May, Alice Pendlebury-Watt, Julia Shearman, Catherine Elliott, Mary S Albury, Tomoo Shiba, Daniel Ken Inaoka, Shigeharu Harada, Kiyoshi Kita, Anthony L Moore. Probing the ubiquinol-binding site of recombinant Sauromatum guttatum alternative oxidase expressed in E. coli membranes through site-directed mutagenesis. Biochimica et biophysica acta. 2014 Jul; 1837(7):1219-25. doi: 10.1016/j.bbabio.2014.01.027. [PMID: 24530866]
  • W Peerapanyasut, K Thamprasert, O Wongmekiat. Ubiquinol supplementation protects against renal ischemia and reperfusion injury in rats. Free radical research. 2014 Feb; 48(2):180-9. doi: 10.3109/10715762.2013.858148. [PMID: 24151980]
  • Taichi Inagaki, Takeshi Yamamoto. Critical role of deep hydrogen tunneling to accelerate the antioxidant reaction of ubiquinol and vitamin E. The journal of physical chemistry. B. 2014 Jan; 118(4):937-50. doi: 10.1021/jp410263f. [PMID: 24367903]
  • Anna Gvozdjáková, Jarmila Kucharská, Daniela Ostatníková, Katarína Babinská, Dalibor Nakládal, Fred L Crane. Ubiquinol improves symptoms in children with autism. Oxidative medicine and cellular longevity. 2014; 2014(?):798957. doi: 10.1155/2014/798957. [PMID: 24707344]
  • Jinfeng Qu, Li Ma, Junhua Zhang, Steffen Jockusch, Ilyas Washington. Dietary chlorophyll metabolites catalyze the photoreduction of plasma ubiquinone. Photochemistry and photobiology. 2013 Mar; 89(2):310-3. doi: 10.1111/j.1751-1097.2012.01230.x. [PMID: 22928808]
  • Jacopo Lucchetti, Marianna Marino, Simonetta Papa, Massimo Tortarolo, Giovanna Guiso, Silvia Pozzi, Valentina Bonetto, Silvio Caccia, Ettore Beghi, Caterina Bendotti, Marco Gobbi. A mouse model of familial ALS has increased CNS levels of endogenous ubiquinol9/10 and does not benefit from exogenous administration of ubiquinol10. PloS one. 2013; 8(7):e69540. doi: 10.1371/journal.pone.0069540. [PMID: 23936040]
  • Morito Mezawa, Minoru Takemoto, Shunichiro Onishi, Ryoichi Ishibashi, Takahiro Ishikawa, Masaya Yamaga, Masaki Fujimoto, Emiko Okabe, Peng He, Kazuki Kobayashi, Koutaro Yokote. The reduced form of coenzyme Q10 improves glycemic control in patients with type 2 diabetes: an open label pilot study. BioFactors (Oxford, England). 2012 Nov; 38(6):416-21. doi: 10.1002/biof.1038. [PMID: 22887051]
  • Mohammad Reza Safarinejad, Shiva Safarinejad, Nayyer Shafiei, Saba Safarinejad. Effects of the reduced form of coenzyme Q10 (ubiquinol) on semen parameters in men with idiopathic infertility: a double-blind, placebo controlled, randomized study. The Journal of urology. 2012 Aug; 188(2):526-31. doi: 10.1016/j.juro.2012.03.131. [PMID: 22704112]
  • Akira Ishikawa, Yukio Homma. Beneficial effect of ubiquinol, the reduced form of coenzyme Q10, on cyclosporine nephrotoxicity. International braz j urol : official journal of the Brazilian Society of Urology. 2012 Mar; 38(2):230-4; discussion 234. doi: 10.1590/s1677-55382012000200011. [PMID: 22555041]
  • Kensuke Toyama, Seigo Sugiyama, Hideki Oka, Yuri Iwasaki, Hitoshi Sumida, Tomoko Tanaka, Shinji Tayama, Hideaki Jinnouchi, Kunihiko Matsui, Hisao Ogawa. Rosuvastatin combined with regular exercise preserves coenzyme Q10 levels associated with a significant increase in high-density lipoprotein cholesterol in patients with coronary artery disease. Atherosclerosis. 2011 Jul; 217(1):158-64. doi: 10.1016/j.atherosclerosis.2011.02.050. [PMID: 21458815]
  • Akira Ishikawa, Hiroo Kawarazaki, Katsuyuki Ando, Megumi Fujita, Toshiro Fujita, Yukio Homma. Renal preservation effect of ubiquinol, the reduced form of coenzyme Q10. Clinical and experimental nephrology. 2011 Feb; 15(1):30-3. doi: 10.1007/s10157-010-0350-8. [PMID: 20878200]
  • Constance Schmelzer, Petra Niklowitz, Jürgen G Okun, Dorothea Haas, Thomas Menke, Frank Döring. Ubiquinol-induced gene expression signatures are translated into altered parameters of erythropoiesis and reduced low density lipoprotein cholesterol levels in humans. IUBMB life. 2011 Jan; 63(1):42-8. doi: 10.1002/iub.413. [PMID: 21280176]
  • Mary S Albury, Catherine Elliott, Anthony L Moore. Ubiquinol-binding site in the alternative oxidase: mutagenesis reveals features important for substrate binding and inhibition. Biochimica et biophysica acta. 2010 Dec; 1797(12):1933-9. doi: 10.1016/j.bbabio.2010.01.013. [PMID: 20085745]
  • Masayo Matsuzaki, Megumi Haruna, Yoko Hasumi, Kyouichi Sekine, Takashi Tanizaki, Etsuko Watanabe, Sachiyo Murashima. Ubiquinol-10 and ubiquinone-10 levels in umbilical cord blood of healthy foetuses and the venous blood of their mothers. Free radical research. 2010 Nov; 44(11):1338-44. doi: 10.3109/10715762.2010.503758. [PMID: 20815779]
  • Yasutoshi Kido, Kimitoshi Sakamoto, Kosuke Nakamura, Michiyo Harada, Takashi Suzuki, Yoshisada Yabu, Hiroyuki Saimoto, Fumiyuki Yamakura, Daijiro Ohmori, Anthony Moore, Shigeharu Harada, Kiyoshi Kita. Purification and kinetic characterization of recombinant alternative oxidase from Trypanosoma brucei brucei. Biochimica et biophysica acta. 2010 Apr; 1797(4):443-50. doi: 10.1016/j.bbabio.2009.12.021. [PMID: 20056101]
  • Abdullah Olgun. Converting NADH to NAD+ by nicotinamide nucleotide transhydrogenase as a novel strategy against mitochondrial pathologies during aging. Biogerontology. 2009 Aug; 10(4):531-4. doi: 10.1007/s10522-008-9190-2. [PMID: 18932012]
  • G Balercia, A Mancini, F Paggi, L Tiano, A Pontecorvi, M Boscaro, A Lenzi, G P Littarru. Coenzyme Q10 and male infertility. Journal of endocrinological investigation. 2009 Jul; 32(7):626-32. doi: 10.1007/bf03346521. [PMID: 19509475]
  • Andrej Maroz, Robert F Anderson, Robin A J Smith, Michael P Murphy. Reactivity of ubiquinone and ubiquinol with superoxide and the hydroperoxyl radical: implications for in vivo antioxidant activity. Free radical biology & medicine. 2009 Jan; 46(1):105-9. doi: 10.1016/j.freeradbiomed.2008.09.033. [PMID: 18977291]
  • Michael V Miles, Peter H Tang, Lili Miles, Paul E Steele, Mark J Moye, Paul S Horn. Validation and application of an HPLC-EC method for analysis of coenzyme Q10 in blood platelets. Biomedical chromatography : BMC. 2008 Dec; 22(12):1403-8. doi: 10.1002/bmc.1072. [PMID: 18655217]
  • Aya Hirayama, Hiroshi Kubo, Masashi Mita, Osamu Shirota, Yorihiro Yamamoto. High-sensitivity simultaneous analysis of ubiquinol-10 and ubiquinone-10 in human plasma. Journal of chromatographic science. 2008 Sep; 46(8):717-21. doi: 10.1093/chromsci/46.8.717. [PMID: 18796229]
  • Mitsuaki Kitano, Dai Watanabe, Shigehito Oda, Hiroshi Kubo, Hideyuki Kishida, Kenji Fujii, Mikio Kitahara, Kazunori Hosoe. Subchronic oral toxicity of ubiquinol in rats and dogs. International journal of toxicology. 2008 Mar; 27(2):189-215. doi: 10.1080/10915810801978060. [PMID: 18404543]
  • Kazuo Mukai, Aiko Tokunaga, Shingo Itoh, Yu Kanesaki, Aya Ouchi, Keishi Ohara, Shin-ichi Nagaoka, Kouichi Abe. Comparison between the free-radical-scavenging activities with vitamin E and ubiquinol in biological systems based on their reaction rates: a research account. BioFactors (Oxford, England). 2008; 32(1-4):49-58. doi: 10.1002/biof.5520320107. [PMID: 19096100]
  • Peter H Langsjoen, Alena M Langsjoen. Supplemental ubiquinol in patients with advanced congestive heart failure. BioFactors (Oxford, England). 2008; 32(1-4):119-28. doi: 10.1002/biof.5520320114. [PMID: 19096107]
  • Mitsuaki Kitano, Fukutaro Mizuhashi, Hiroshi Kubo, Hideyuki Kishida, Kenji Fujii, Mikio Kitahara, Kazunori Hosoe. Evaluation of the mutagenic and genotoxic potential of ubiquinol. International journal of toxicology. 2007 Nov; 26(6):533-44. doi: 10.1080/10915810701707460. [PMID: 18066969]
  • Haruo Shimada, David Kodjabachian, Masami Ishida. Specific and rapid analysis of ubiquinones using Craven's reaction and HPLC with postcolumn derivatization. Journal of lipid research. 2007 Sep; 48(9):2079-85. doi: 10.1194/jlr.d700006-jlr200. [PMID: 17579247]
  • Adarsh Kumar, Ram B Singh, Manoj Saxena, Mohammad A Niaz, Shashank R Josh, Pronobesh Chattopadhyay, Viola Mechirova, Daniel Pella, Jan Fedacko. Effect of carni Q-gel (ubiquinol and carnitine) on cytokines in patients with heart failure in the Tishcon study. Acta cardiologica. 2007 Aug; 62(4):349-54. doi: 10.2143/ac.62.4.2022278. [PMID: 17824295]
  • Hemmi N Bhagavan, Raj K Chopra. Plasma coenzyme Q10 response to oral ingestion of coenzyme Q10 formulations. Mitochondrion. 2007 Jun; 7 Suppl(?):S78-88. doi: 10.1016/j.mito.2007.03.003. [PMID: 17482886]
  • Tina Wenz, Raul Covian, Petra Hellwig, Fraser Macmillan, Brigitte Meunier, Bernard L Trumpower, Carola Hunte. Mutational analysis of cytochrome b at the ubiquinol oxidation site of yeast complex III. The Journal of biological chemistry. 2007 Feb; 282(6):3977-88. doi: 10.1074/jbc.m606482200. [PMID: 17145759]
  • Kazunori Hosoe, Mitsuaki Kitano, Hideyuki Kishida, Hiroshi Kubo, Kenji Fujii, Mikio Kitahara. Study on safety and bioavailability of ubiquinol (Kaneka QH) after single and 4-week multiple oral administration to healthy volunteers. Regulatory toxicology and pharmacology : RTP. 2007 Feb; 47(1):19-28. doi: 10.1016/j.yrtph.2006.07.001. [PMID: 16919858]
  • Rafael de Cabo, John R Burgess, Placido Navas. Adaptations to oxidative stress induced by vitamin E deficiency in rat liver. Journal of bioenergetics and biomembranes. 2006 Dec; 38(5-6):309-17. doi: 10.1007/s10863-006-9050-1. [PMID: 17033938]
  • W H Hu, K Shi, X S Song, X J Xia, Y H Zhou, J Q Yu. Different effects of chilling on respiration in leaves and roots of cucumber (Cucumis sativus). Plant physiology and biochemistry : PPB. 2006 Nov; 44(11-12):837-43. doi: 10.1016/j.plaphy.2006.10.016. [PMID: 17097883]
  • Tsuyoshi Sugio, Tomohiro Hisazumi, Tadayoshi Kanao, Kazuo Kamimura, Fumiaki Takeuchi, Atsunori Negishi. Existence of aa3-type ubiquinol oxidase as a terminal oxidase in sulfite oxidation of Acidithiobacillus thiooxidans. Bioscience, biotechnology, and biochemistry. 2006 Jul; 70(7):1584-91. doi: 10.1271/bbb.50623. [PMID: 16861791]
  • Yasukazu Yoshida, Nanako Itoh, Mieko Hayakawa, Rosaria Piga, Osamu Cynshi, Kou-ichi Jishage, Etsuo Niki. Lipid peroxidation induced by carbon tetrachloride and its inhibition by antioxidant as evaluated by an oxidative stress marker, HODE. Toxicology and applied pharmacology. 2005 Oct; 208(1):87-97. doi: 10.1016/j.taap.2005.01.015. [PMID: 16164964]
  • Reinald Pamplona, Esther Dalfó, Victòria Ayala, Maria Josep Bellmunt, Joan Prat, Isidre Ferrer, Manuel Portero-Otín. Proteins in human brain cortex are modified by oxidation, glycoxidation, and lipoxidation. Effects of Alzheimer disease and identification of lipoxidation targets. The Journal of biological chemistry. 2005 Jun; 280(22):21522-30. doi: 10.1074/jbc.m502255200. [PMID: 15799962]
  • André B Mariano, Caroline Valente, Silvia M S C Cadena, Maria E M Rocha, Maria B M de Oliveira, Eva G S Carnieri. Sensitivities of the alternative respiratory components of potato tuber mitochondria to thiol reagents and Ca2+. Plant physiology and biochemistry : PPB. 2005 Jan; 43(1):61-7. doi: 10.1016/j.plaphy.2004.12.008. [PMID: 15763667]
  • S Passi, S Cataudella, L Tiano, G P Littarru. Dynamics of lipid oxidation and antioxidant depletion in Mediterranean fish stored at different temperatures. BioFactors (Oxford, England). 2005; 25(1-4):241-54. doi: 10.1002/biof.5520250130. [PMID: 16873953]
  • Hans Nohl, Natalia Rohr-Udilova, Lars Gille, Werner Bieberschulte, Daniela Jurek, Brigitte Marian, Rolf Schulte-Hermann. Ubiquinol and the papaverine derivative caroverine prevent the expression of tumour- promoting factors in adenoma and carcinoma colon cancer cells induced by dietary fat. BioFactors (Oxford, England). 2005; 25(1-4):87-95. doi: 10.1002/biof.5520250110. [PMID: 16873933]
  • Michael V Miles, Paul S Horn, Peter H Tang, John A Morrison, Lili Miles, Ton DeGrauw, Amadeo J Pesce. Age-related changes in plasma coenzyme Q10 concentrations and redox state in apparently healthy children and adults. Clinica chimica acta; international journal of clinical chemistry. 2004 Sep; 347(1-2):139-44. doi: 10.1016/j.cccn.2004.04.003. [PMID: 15313151]
  • Michal Afri, Benjamin Ehrenberg, Yeshayahu Talmon, Judith Schmidt, Yael Cohen, Aryeh A Frimer. Active oxygen chemistry within the liposomal bilayer. Part III: Locating Vitamin E, ubiquinol and ubiquinone and their derivatives in the lipid bilayer. Chemistry and physics of lipids. 2004 Aug; 131(1):107-21. doi: 10.1016/j.chemphyslip.2004.04.007. [PMID: 15210369]
  • Frank Krause, Christian Q Scheckhuber, Alexandra Werner, Sascha Rexroth, Nicole H Reifschneider, Norbert A Dencher, Heinz D Osiewacz. Supramolecular organization of cytochrome c oxidase- and alternative oxidase-dependent respiratory chains in the filamentous fungus Podospora anserina. The Journal of biological chemistry. 2004 Jun; 279(25):26453-61. doi: 10.1074/jbc.m402756200. [PMID: 15044453]
  • Michael V Miles, John A Morrison, Paul S Horn, Peter H Tang, Amadeo J Pesce. Coenzyme Q10 changes are associated with metabolic syndrome. Clinica chimica acta; international journal of clinical chemistry. 2004 Jun; 344(1-2):173-9. doi: 10.1016/j.cccn.2004.02.016. [PMID: 15149886]
  • Carsten Buhmann, Sönke Arlt, Anatol Kontush, Tobias Möller-Bertram, Sinje Sperber, Matthias Oechsner, Hans Joerg Stuerenburg, Ulrike Beisiegel. Plasma and CSF markers of oxidative stress are increased in Parkinson's disease and influenced by antiparkinsonian medication. Neurobiology of disease. 2004 Feb; 15(1):160-70. doi: 10.1016/j.nbd.2003.10.003. [PMID: 14751781]
  • S F Martín, C Gómez-Díaz, R I Bello, P Navas, J M Villalba. Inhibition of neutral Mg2+-dependent sphingomyelinase by ubiquinol-mediated plasma membrane electron transport. Protoplasma. 2003 May; 221(1-2):109-16. doi: 10.1007/s00709-002-0070-3. [PMID: 12768348]
  • Siro Passi, Andrea Stancato, Enrico Aleo, Anna Dmitrieva, Gian Paolo Littarru. Statins lower plasma and lymphocyte ubiquinol/ubiquinone without affecting other antioxidants and PUFA. BioFactors (Oxford, England). 2003; 18(1-4):113-24. doi: 10.1002/biof.5520180213. [PMID: 14695926]
  • M P C Hectors, L J H van Tits, Y B de Rijke, P N M Demacker. Stability studies of ubiquinol in plasma. Annals of clinical biochemistry. 2003 Jan; 40(Pt 1):100-1. doi: 10.1258/000456303321016240. [PMID: 12542918]
  • Ludmila Korkina, Irina Deeva, Galina Ibragimova, Alexander Shakula, Antonio Luci, Chiara De Luca. Coenzyme Q10-containing composition (Immugen) protects against occupational and environmental stress in workers of the gas and oil industry. BioFactors (Oxford, England). 2003; 18(1-4):245-54. doi: 10.1002/biof.5520180227. [PMID: 14695940]
  • P Venditti, A Puca, S Di Meo. Effects of thyroid state on H2O2 production by rat heart mitochondria: sites of production with complex I- and complex II-linked substrates. Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme. 2003 Jan; 35(1):55-61. doi: 10.1055/s-2003-38392. [PMID: 12669272]
  • Ludmila Korkina, Maxim Suprun, Anna Petrova, Elena Mikhal'chik, Antonio Luci, Chiara De Luca. The protective and healing effects of a natural antioxidant formulation based on ubiquinol and Aloe vera against dextran sulfate-induced ulcerative colitis in rats. BioFactors (Oxford, England). 2003; 18(1-4):255-64. doi: 10.1002/biof.5520180228. [PMID: 14695941]
  • Sergio F Martín, Consuelo Gómez-Díaz, Plácido Navas, José M Villalba. Ubiquinol inhibition of neutral sphingomyelinase in liver plasma membrane: specific inhibition of the Mg(2+)-dependent enzyme and role of isoprenoid chain. Biochemical and biophysical research communications. 2002 Sep; 297(3):581-6. doi: 10.1016/s0006-291x(02)02222-2. [PMID: 12270134]
  • Milena Merlo Pich, Alida Castagnoli, Annalisa Biondi, Andrea Bernacchia, Pier Luigi Tazzari, Marilena D'Aurelio, Giovanna Parenti Castelli, Gabriella Formiggini, Roberto Conte, Carla Bovina, Giorgio Lenaz. Ubiquinol and a coenzyme Q reducing system protect platelet mitochondrial function of transfusional buffy coats from oxidative stress. Free radical research. 2002 Apr; 36(4):429-36. doi: 10.1080/10715760290021289. [PMID: 12069107]
  • W A Oranje, J P Sels, G J Rondas-Colbers, P J Lemmens, B H Wolffenbuttel. Effect of atorvastatin on LDL oxidation and antioxidants in normocholesterolemic type 2 diabetic patients. Clinica chimica acta; international journal of clinical chemistry. 2001 Sep; 311(2):91-4. doi: 10.1016/s0009-8981(01)00549-6. [PMID: 11566168]
  • S F Martín, F Navarro, N Forthoffer, P Navas, J M Villalba. Neutral magnesium-dependent sphingomyelinase from liver plasma membrane: purification and inhibition by ubiquinol. Journal of bioenergetics and biomembranes. 2001 Apr; 33(2):143-53. doi: 10.1023/a:1010704715979. [PMID: 11456220]
  • L Xia, M Björnstedt, T Nordman, L C Eriksson, J M Olsson. Reduction of ubiquinone by lipoamide dehydrogenase. An antioxidant regenerating pathway. European journal of biochemistry. 2001 Mar; 268(5):1486-90. doi: 10.1046/j.1432-1327.2001.02013.x. [PMID: 11231302]
  • K Kamimura, S Fujii, T Sugio. Purification and some properties of ubiquinol oxidase from obligately chemolithotrophic iron-oxidizing bacterium, Thiobacillus ferrooxidans NASF-1. Bioscience, biotechnology, and biochemistry. 2001 Jan; 65(1):63-71. doi: 10.1271/bbb.65.63. [PMID: 11272847]