2-(10-Hydroxydec-1-enyl)-5,6-dimethoxy-3-methylbenzene-1,4-diol (BioDeep_00000181466)

   

human metabolite blood metabolite


代谢物信息卡片


2-(10-hydroxydec-1-en-1-yl)-5,6-dimethoxy-3-methylbenzene-1,4-diol

化学式: C19H30O5 (338.2093)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(blood) 78.41%

分子结构信息

SMILES: COC1=C(O)C(C)=C(C=CCCCCCCCCO)C(O)=C1OC
InChI: InChI=1S/C19H30O5/c1-14-15(12-10-8-6-4-5-7-9-11-13-20)17(22)19(24-3)18(23-2)16(14)21/h10,12,20-22H,4-9,11,13H2,1-3H3



数据库引用编号

2 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

1 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。

亚细胞结构定位 关联基因列表


文献列表

  • Claudia Carbone, Rosario Pignatello, Teresa Musumeci, Giovanni Puglisi. Chemical and technological delivery systems for idebenone: a review of literature production. Expert opinion on drug delivery. 2012 Nov; 9(11):1377-92. doi: 10.1517/17425247.2012.724396. [PMID: 23083453]
  • Lucia Montenegro, Sara Ottimo, Giovanni Puglisi, Francesco Castelli, Maria Grazia Sarpietro. Idebenone loaded solid lipid nanoparticles interact with biomembrane models: calorimetric evidence. Molecular pharmaceutics. 2012 Sep; 9(9):2534-41. doi: 10.1021/mp300149w. [PMID: 22894135]
  • Pablo M Arce, Ruth Goldschmidt, Omar M Khdour, Manikandadas M Madathil, Jennifer Jaruvangsanti, Sriloy Dey, David M Fash, Jeffrey S Armstrong, Sidney M Hecht. Analysis of the structural and mechanistic factors in antioxidants that preserve mitochondrial function and confer cytoprotection. Bioorganic & medicinal chemistry. 2012 Sep; 20(17):5188-201. doi: 10.1016/j.bmc.2012.07.005. [PMID: 22883028]
  • Bei Li, Zhi-Qiang Ge. Nanostructured lipid carriers improve skin permeation and chemical stability of idebenone. AAPS PharmSciTech. 2012 Mar; 13(1):276-83. doi: 10.1208/s12249-011-9746-3. [PMID: 22234598]
  • L Montenegro, A Trapani, A Latrofa, G Puglisi. In vitro evaluation on a model of blood brain barrier of idebenone-loaded solid lipid nanoparticles. Journal of nanoscience and nanotechnology. 2012 Jan; 12(1):330-7. doi: 10.1166/jnn.2012.5174. [PMID: 22523983]
  • Michael Erb, Barbara Hoffmann-Enger, Holger Deppe, Michael Soeberdt, Roman H Haefeli, Christian Rummey, Achim Feurer, Nuri Gueven. Features of idebenone and related short-chain quinones that rescue ATP levels under conditions of impaired mitochondrial complex I. PloS one. 2012; 7(4):e36153. doi: 10.1371/journal.pone.0036153. [PMID: 22558363]
  • Yukio Nohara, Junko Suzuki, Yoji Yamazaki, Hiroaki Kubo. Determination of idebenone in plasma by HPLC with post-column fluorescence derivatization using 2-cyanoacetamide. Chemical & pharmaceutical bulletin. 2012; 60(5):598-602. doi: 10.1248/cpb.60.598. [PMID: 22689397]
  • Timothy E Richardson, Amanda E Yu, Yi Wen, Shao-Hua Yang, James W Simpkins. Estrogen prevents oxidative damage to the mitochondria in Friedreich's ataxia skin fibroblasts. PloS one. 2012; 7(4):e34600. doi: 10.1371/journal.pone.0034600. [PMID: 22509330]
  • Yi Chang, Yu-Wan Lin, Su-Jane Wang. Idebenone inhibition of glutamate release from rat cerebral cortex nerve endings by suppression of voltage-dependent calcium influx and protein kinase A. Naunyn-Schmiedeberg's archives of pharmacology. 2011 Jul; 384(1):59-70. doi: 10.1007/s00210-011-0630-1. [PMID: 21541760]
  • Lucia Montenegro, Agata Campisi, Maria Grazia Sarpietro, Claudia Carbone, Rosaria Acquaviva, Giuseppina Raciti, Giovanni Puglisi. In vitro evaluation of idebenone-loaded solid lipid nanoparticles for drug delivery to the brain. Drug development and industrial pharmacy. 2011 Jun; 37(6):737-46. doi: 10.3109/03639045.2010.539231. [PMID: 21204752]
  • Saskia Koene, Jan Smeitink. Metabolic manipulators: a well founded strategy to combat mitochondrial dysfunction. Journal of inherited metabolic disease. 2011 Apr; 34(2):315-25. doi: 10.1007/s10545-010-9162-y. [PMID: 20668944]
  • Rosario Pignatello, Rosaria Acquaviva, Agata Campisi, Giuseppina Raciti, Teresa Musumeci, Giovanni Puglisi. Effects of liposomal encapsulation on the antioxidant activity of lipophilic prodrugs of idebenone. Journal of liposome research. 2011 Mar; 21(1):46-54. doi: 10.3109/08982101003735996. [PMID: 20429811]
  • Daniel Velasco-Sánchez, Asuncion Aracil, Raquel Montero, Ana Mas, Lorenzo Jiménez, Mar O'Callaghan, Maria Tondo, Antoni Capdevila, Josep Blanch, Rafael Artuch, Mercedes Pineda. Combined therapy with idebenone and deferiprone in patients with Friedreich's ataxia. Cerebellum (London, England). 2011 Mar; 10(1):1-8. doi: 10.1007/s12311-010-0212-7. [PMID: 20865357]
  • Gabriella Aviello, Jasna M Canadanovic-Brunet, Natasa Milic, Raffaele Capasso, Ernesto Fattorusso, Orazio Taglialatela-Scafati, Ines Fasolino, Angelo A Izzo, Francesca Borrelli. Potent antioxidant and genoprotective effects of boeravinone G, a rotenoid isolated from Boerhaavia diffusa. PloS one. 2011; 6(5):e19628. doi: 10.1371/journal.pone.0019628. [PMID: 21625488]
  • H Rauchová, T Mrácek, P Novák, M Vokurková, T Soukup. Glycerol-3-phosphate dehydrogenase expression and oxygen consumption in liver mitochondria of female and male rats with chronic alteration of thyroid status. Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme. 2011 Jan; 43(1):43-7. doi: 10.1055/s-0030-1265220. [PMID: 20886417]
  • Sarantis Giatrellis, George Nounesis. Nucleic acid-lipid membrane interactions studied by DSC. Journal of pharmacy & bioallied sciences. 2011 Jan; 3(1):70-6. doi: 10.4103/0975-7406.76470. [PMID: 21430956]
  • Claudia Becker, Katharine Bray-French, Juergen Drewe. Pharmacokinetic evaluation of idebenone. Expert opinion on drug metabolism & toxicology. 2010 Nov; 6(11):1437-44. doi: 10.1517/17425255.2010.530656. [PMID: 20955109]
  • Nayira A Abdel Baky, Zeenat F Zaidi, Amal J Fatani, Mohamed M Sayed-Ahmed, Hazar Yaqub. Nitric oxide pros and cons: The role of L-arginine, a nitric oxide precursor, and idebenone, a coenzyme-Q analogue in ameliorating cerebral hypoxia in rat. Brain research bulletin. 2010 Aug; 83(1-2):49-56. doi: 10.1016/j.brainresbull.2010.07.004. [PMID: 20637840]
  • Luis C López, Catarina M Quinzii, Estela Area, Ali Naini, Shamima Rahman, Markus Schuelke, Leonardo Salviati, Salvatore Dimauro, Michio Hirano. Treatment of CoQ(10) deficient fibroblasts with ubiquinone, CoQ analogs, and vitamin C: time- and compound-dependent effects. PloS one. 2010 Jul; 5(7):e11897. doi: 10.1371/journal.pone.0011897. [PMID: 20689595]
  • Bart E Drinkard, Randall E Keyser, Scott M Paul, Ross Arena, Jonathan F Plehn, Jack A Yanovski, Nicholas A Di Prospero. Exercise capacity and idebenone intervention in children and adolescents with Friedreich ataxia. Archives of physical medicine and rehabilitation. 2010 Jul; 91(7):1044-50. doi: 10.1016/j.apmr.2010.04.007. [PMID: 20599042]
  • David Pascoe, Linda Moreau, Denis Sasseville. Emergent and unusual allergens in cosmetics. Dermatitis : contact, atopic, occupational, drug. 2010 May; 21(3):127-37. doi: 10.2310/6620.2010.09099. [PMID: 20487655]
  • A L Hill, D A Lowes, N R Webster, C C Sheth, N A R Gow, H F Galley. Regulation of pentraxin-3 by antioxidants. British journal of anaesthesia. 2009 Dec; 103(6):833-9. doi: 10.1093/bja/aep298. [PMID: 19864306]
  • Michael Bodmer, Pierre Vankan, Manfred Dreier, Klaus W Kutz, Jürgen Drewe. Pharmacokinetics and metabolism of idebenone in healthy male subjects. European journal of clinical pharmacology. 2009 May; 65(5):493-501. doi: 10.1007/s00228-008-0596-1. [PMID: 19125241]
  • Klaus Kutz, Jürgen Drewe, Pierre Vankan. Pharmacokinetic properties and metabolism of idebenone. Journal of neurology. 2009 Mar; 256 Suppl 1(?):31-5. doi: 10.1007/s00415-009-1006-z. [PMID: 19283348]
  • Hongbo Zhai, Manuel Cordoba-Diaz, Chrystal Wa, Xiaoying Hui, Howard I Maibach. Determination of the antioxidative capacity of an antioxidant complex and idebenone: an in vitro rapid and sensitive method. Journal of cosmetic dermatology. 2008 Jun; 7(2):96-100. doi: 10.1111/j.1473-2165.2008.00370.x. [PMID: 18482011]
  • Tanja Heller, Anna Geide, Ulrike Bonitz, Ulrike Wegner, Hermann-Josef Gröne, Victor W Armstrong, Michael Oellerich. Effect of the antioxidant idebenone on adverse events under mycophenolate mofetil therapy in a rat model. Transplantation. 2008 Mar; 85(5):739-47. doi: 10.1097/tp.0b013e3181664e54. [PMID: 18337669]
  • Isuke Imada, Eisuke F Sato, Yukimi Kira, Masayasu Inoue. Effect of CoQ homologues on reactive oxygen generation by mitochondria. BioFactors (Oxford, England). 2008; 32(1-4):41-8. doi: 10.1002/biof.5520320106. [PMID: 19096099]
  • Nicholas A Di Prospero, Angela Baker, Neal Jeffries, Kenneth H Fischbeck. Neurological effects of high-dose idebenone in patients with Friedreich's ataxia: a randomised, placebo-controlled trial. The Lancet. Neurology. 2007 Oct; 6(10):878-86. doi: 10.1016/s1474-4422(07)70220-x. [PMID: 17826341]
  • Kelly K Dong, Niusha Damaghi, Jeannie Kibitel, Matthew T Canning, Kenneth A Smiles, Daniel B Yarosh. A comparison of the relative antioxidant potency of L-ergothioneine and idebenone. Journal of cosmetic dermatology. 2007 Sep; 6(3):183-8. doi: 10.1111/j.1473-2165.2007.00330.x. [PMID: 17760697]
  • Patricia Farris. Idebenone, green tea, and Coffeeberry extract: new and innovative antioxidants. Dermatologic therapy. 2007 Sep; 20(5):322-9. doi: 10.1111/j.1529-8019.2007.00146.x. [PMID: 18045357]
  • Nicholas A Di Prospero, Charlotte J Sumner, Scott R Penzak, Bernard Ravina, Kenneth H Fischbeck, J Paul Taylor. Safety, tolerability, and pharmacokinetics of high-dose idebenone in patients with Friedreich ataxia. Archives of neurology. 2007 Jun; 64(6):803-8. doi: 10.1001/archneur.64.6.803. [PMID: 17562928]
  • M V Ershova, S N Illarioshkin, V S Sukhorukov. [The use of noben for correction of mitochondrial disorders in Friedrich's disease]. Zhurnal nevrologii i psikhiatrii imeni S.S. Korsakova. 2007; 107(9):32-7. doi: ". [PMID: 18379460]
  • R Artuch, A Aracil, A Mas, E Monrós, M A Vilaseca, M Pineda. Cerebrospinal fluid concentrations of idebenone in Friedreich ataxia patients. Neuropediatrics. 2004 Apr; 35(2):95-8. doi: 10.1055/s-2004-815830. [PMID: 15127307]
  • A Puleo, R Niemi, T Järvinen, G Puglisi, R Pignatello. Chemical and enzymatic stability evaluation of lipoamino acid esters of idebenone. European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V. 2004 Mar; 57(2):343-6. doi: 10.1016/j.ejpb.2003.12.001. [PMID: 15018994]
  • L Schöls, Ch Meyer, G Schmid, I Wilhelms, H Przuntek. Therapeutic strategies in Friedreich's ataxia. Journal of neural transmission. Supplementum. 2004; ?(68):135-45. doi: 10.1007/978-3-7091-0579-5_16. [PMID: 15354399]
  • Maria Luisa Genova, Milena Merlo Pich, Annalisa Biondi, Andrea Bernacchia, Anna Falasca, Carla Bovina, Gabriella Formiggini, Giovanna Parenti Castelli, Giorgio Lenaz. Mitochondrial production of oxygen radical species and the role of Coenzyme Q as an antioxidant. Experimental biology and medicine (Maywood, N.J.). 2003 May; 228(5):506-13. doi: 10.1177/15353702-0322805-14. [PMID: 12709577]
  • Carolina Muscoli, Massimo Fresta, Venera Cardile, Maddalena Palumbo, Marcella Renis, Giovanni Puglisi, Donatella Paolino, Steven Nisticò, Domenicantonio Rotiroti, Vincenzo Mollace. Ethanol-induced injury in rat primary cortical astrocytes involves oxidative stress: effect of idebenone. Neuroscience letters. 2002 Aug; 329(1):21-4. doi: 10.1016/s0304-3940(02)00567-0. [PMID: 12161253]
  • R Artuch, A Aracil, A Mas, C Colomé, M Rissech, E Monrós, M Pineda. Friedreich's ataxia: idebenone treatment in early stage patients. Neuropediatrics. 2002 Aug; 33(4):190-3. doi: 10.1055/s-2002-34494. [PMID: 12368988]
  • Giorgio Lenaz, Carla Bovina, Marilena D'Aurelio, Romana Fato, Gabriella Formiggini, Maria Luisa Genova, Giovanni Giuliano, Milena Merlo Pich, Ugo Paolucci, Giovanna Parenti Castelli, Barbara Ventura. Role of mitochondria in oxidative stress and aging. Annals of the New York Academy of Sciences. 2002 Apr; 959(?):199-213. doi: 10.1111/j.1749-6632.2002.tb02094.x. [PMID: 11976197]
  • Rafael Artuch, Catrina Colomé, Maria Antònia Vilaseca, Asun Aracil, Mercè Pineda. Monitoring of idebenone treatment in patients with Friedreich's ataxia by high-pressure liquid chromatography with electrochemical detection. Journal of neuroscience methods. 2002 Mar; 115(1):63-6. doi: 10.1016/s0165-0270(01)00533-7. [PMID: 11897364]