(1R,2R)-1,2,7,7-Tetramethylbicyclo[2.2.1]heptan-2-ol (BioDeep_00000013317)

   

human metabolite Endogenous


代谢物信息卡片


(2R,4R)-1,2,7,7-tetramethylbicyclo[2.2.1]heptan-2-ol

化学式: C11H20O (168.151407)
中文名称: 2-甲基异冰片
谱图信息: 最多检出来源 Homo sapiens(natural_products) 0.18%

分子结构信息

SMILES: CC1(C)C2CCC1(C)C(C)(O)C2
InChI: InChI=1S/C11H20O/c1-9(2)8-5-6-10(9,3)11(4,12)7-8/h8,12H,5-7H2,1-4H3

描述信息

(1R,2R)-1,2,7,7-Tetramethylbicyclo[2.2.1]heptan-2-ol is found in crustaceans. (1R,2R)-1,2,7,7-Tetramethylbicyclo[2.2.1]heptan-2-ol is found in polluted water, causes objectionable odour of water supplies. Implicated in off-flavour of freshwater fish and shellfis
Found in polluted water, causes objectionable odour of water supplies. Implicated in off-flavour of freshwater fish and shellfish

同义名列表

7 个代谢物同义名

(2R,4R)-1,2,7,7-tetramethylbicyclo[2.2.1]heptan-2-ol; (1R,2R)-1,2,7,7-Tetramethylbicyclo[2.2.1]heptan-2-ol; exo-1,2,7,7-Tetramethylbicyclo[2.2.1]heptan-2-ol; 1,2,7,7-tetramethylbicyclo[2.2.1]heptan-2-ol; 2-endo-Methyl-2-exo-bornanol; 2-METHYLISOBORNEOL; methylisoborneol



数据库引用编号

13 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

1 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(1)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

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

  • Michael F Chislock, Brianna K Olsen, Jiyeong Choi, Ash Abebe, Tammy L Bleier, Alan E Wilson. Contrasting patterns of 2-methylisoborneol (MIB) vs. geosmin across depth in a drinking water reservoir are mediated by cyanobacteria and actinobacteria. Environmental science and pollution research international. 2021 Jun; 28(24):32005-32014. doi: 10.1007/s11356-021-12973-z. [PMID: 33620686]
  • Paul G Becher, Vasiliki Verschut, Maureen J Bibb, Matthew J Bush, Béla P Molnár, Elisabeth Barane, Mahmoud M Al-Bassam, Govind Chandra, Lijiang Song, Gregory L Challis, Mark J Buttner, Klas Flärdh. Developmentally regulated volatiles geosmin and 2-methylisoborneol attract a soil arthropod to Streptomyces bacteria promoting spore dispersal. Nature microbiology. 2020 06; 5(6):821-829. doi: 10.1038/s41564-020-0697-x. [PMID: 32251369]
  • Mindong Bai, Yixuan Yu, Jianguo Cheng, Zhixin Ji, Ji Li. OH degraded 2-Methylisoborneol during the removal of algae-laden water in a drinking water treatment system: Comparison with ClO2. Chemosphere. 2019 Dec; 236(?):124342. doi: 10.1016/j.chemosphere.2019.124342. [PMID: 31326752]
  • Cencen Yu, Chenfei Shi, Jing Tang, Qiuyi Ji, Xuan Wang, Xiaoguang Xu, Guoxiang Wang. Release of taste and odour compounds during Zizania latifolia decay: A microcosm system study. Environmental pollution (Barking, Essex : 1987). 2019 Nov; 254(Pt A):112954. doi: 10.1016/j.envpol.2019.07.122. [PMID: 31398637]
  • Cencen Yu, Chenfei Shi, Ming Ji, Xiaoguang Xu, Zhongqian Zhang, Jie Ma, Guoxiang Wang. Taste and odor compounds associated with aquatic plants in Taihu Lake: distribution and producing potential. Environmental science and pollution research international. 2019 Nov; 26(33):34510-34520. doi: 10.1007/s11356-019-06188-6. [PMID: 31643015]
  • Elise Asquith, Craig Evans, R Hugh Dunstan, Phillip Geary, Bruce Cole. Distribution, abundance and activity of geosmin and 2-methylisoborneol-producing Streptomyces in drinking water reservoirs. Water research. 2018 11; 145(?):30-38. doi: 10.1016/j.watres.2018.08.014. [PMID: 30118975]
  • Wayne Kw Chou, Colin A Gould, David E Cane. Incubation of 2-methylisoborneol synthase with the intermediate analog 2-methylneryl diphosphate. The Journal of antibiotics. 2017 May; 70(5):625-631. doi: 10.1038/ja.2017.24. [PMID: 28246382]
  • Jianwei Yu, Fong-Chen Yang, Wei-Nung Hung, Chia-Ling Liu, Min Yang, Tsair-Fuh Lin. Prediction of powdered activated carbon doses for 2-MIB removal in drinking water treatment using a simplified HSDM approach. Chemosphere. 2016 Aug; 156(?):374-382. doi: 10.1016/j.chemosphere.2016.05.010. [PMID: 27186686]
  • Zhongjie Wang, Peng Xiao, Gaofei Song, Yeguang Li, Renhui Li. Isolation and characterization of a new reported cyanobacterium Leptolyngbya bijugata coproducing odorous geosmin and 2-methylisoborneol. Environmental science and pollution research international. 2015 Aug; 22(16):12133-40. doi: 10.1007/s11356-015-4470-2. [PMID: 25893620]
  • Masayuki Kakimoto, Toshiki Ishikawa, Atsuko Miyagi, Kazuaki Saito, Motonobu Miyazaki, Takashi Asaeda, Masatoshi Yamaguchi, Hirofumi Uchimiya, Maki Kawai-Yamada. Culture temperature affects gene expression and metabolic pathways in the 2-methylisoborneol-producing cyanobacterium Pseudanabaena galeata. Journal of plant physiology. 2014 Feb; 171(3-4):292-300. doi: 10.1016/j.jplph.2013.09.005. [PMID: 24140001]
  • Suthasinee Yarnpakdee, Soottawat Benjakul, Pimpimol Penjamras, Hordur G Kristinsson. Chemical compositions and muddy flavour/odour of protein hydrolysate from Nile tilapia and broadhead catfish mince and protein isolate. Food chemistry. 2014 Jan; 142(?):210-6. doi: 10.1016/j.foodchem.2013.07.043. [PMID: 24001833]
  • T Urase, Y Sasaki. Occurrence of earthy and musty odor compounds (geosmin, 2-methylisoborneol and 2,4,6-trichloroanisole) in biologically treated wastewater. Water science and technology : a journal of the International Association on Water Pollution Research. 2013; 68(9):1969-75. doi: 10.2166/wst.2013.451. [PMID: 24225096]
  • Mustafa Köksal, Wayne K W Chou, David E Cane, David W Christianson. Structure of 2-methylisoborneol synthase from Streptomyces coelicolor and implications for the cyclization of a noncanonical C-methylated monoterpenoid substrate. Biochemistry. 2012 Apr; 51(14):3011-20. doi: 10.1021/bi201827a. [PMID: 22455514]
  • Qiang Xue, Kazuya Shimizu, Meena Kishore Sakharkar, Motoo Utsumi, Gang Cao, Miao Li, Zhenya Zhang, Norio Sugiura. Geosmin degradation by seasonal biofilm from a biological treatment facility. Environmental science and pollution research international. 2012 Mar; 19(3):700-7. doi: 10.1007/s11356-011-0613-2. [PMID: 21912954]
  • Lionel Ho, Daniel Hoefel, Charlotte Grasset, Sebastien Palazot, Gayle Newcombe, Christopher P Saint, Justin D Brookes. Removal of cyanobacterial metabolites through wastewater treatment plant filters. Water science and technology : a journal of the International Association on Water Pollution Research. 2012; 65(7):1244-51. doi: 10.2166/wst.2012.002. [PMID: 22437022]
  • Kristin Zoschke, Christina Engel, Hilmar Börnick, Eckhard Worch. Adsorption of geosmin and 2-methylisoborneol onto powdered activated carbon at non-equilibrium conditions: influence of NOM and process modelling. Water research. 2011 Oct; 45(15):4544-50. doi: 10.1016/j.watres.2011.06.006. [PMID: 21752419]
  • Jorge A Elías-Maxil, Fotis Rigas, María Teresa Orta de Velásquez, Rosa-María Ramírez-Zamora. Optimization of Fenton's reagent coupled to Dissolved Air Flotation to remove cyanobacterial odorous metabolites and suspended solids from raw surface water. Water science and technology : a journal of the International Association on Water Pollution Research. 2011; 64(8):1668-74. doi: 10.2166/wst.2011.528. [PMID: 22335110]
  • Yan-Min Chen, Peter Hobson, Michael D Burch, Tsair-Fuh Lin. In situ measurement of odor compound production by benthic cyanobacteria. Journal of environmental monitoring : JEM. 2010 Mar; 12(3):769-75. doi: 10.1039/b918487b. [PMID: 20445867]
  • Shu-Ting Hsieh, Tsair-Fuh Lin, Gen-Shuh Wang. Biodegradation of MIB and geosmin with slow sand filters. Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering. 2010; 45(8):951-7. doi: 10.1080/10934521003772352. [PMID: 20473805]
  • Raffaella Purcaro, Kevin K Schrader, Charles Burandt, Marina DellaGreca, Kumudini M Meepagala. Algicide constituents from Swinglea glutinosa. Journal of agricultural and food chemistry. 2009 Nov; 57(22):10632-5. doi: 10.1021/jf902561c. [PMID: 19877680]
  • Kishore Kumar Krishnani, Pitchaiyappan Ravichandran, Subbanna Ayyappan. Microbially derived off-flavor from geosmin and 2-methylisoborneol: sources and remediation. Reviews of environmental contamination and toxicology. 2008; 194(?):1-27. doi: 10.1007/978-0-387-74816-0_1. [PMID: 18069644]
  • Friedrich Jüttner, Susan B Watson. Biochemical and ecological control of geosmin and 2-methylisoborneol in source waters. Applied and environmental microbiology. 2007 Jul; 73(14):4395-406. doi: 10.1128/aem.02250-06. [PMID: 17400777]
  • W H Joe, I C Choi, Y A Baek, Y J Choi, G S Park, M J Yu. Advanced treatment for taste and odour control in drinking water: case study of a pilot scale plant in Seoul, Korea. Water science and technology : a journal of the International Association on Water Pollution Research. 2007; 55(5):111-6. doi: 10.2166/wst.2007.169. [PMID: 17489400]
  • H Ahn, S Chae, S Kim, C Wang, R S Summers. Efficient taste and odour removal by water treatment plants around the Han River water supply system. Water science and technology : a journal of the International Association on Water Pollution Research. 2007; 55(5):103-9. doi: 10.2166/wst.2007.168. [PMID: 17489399]
  • Henryk H Jeleń. Solid-phase microextraction in the analysis of food taints and off-flavors. Journal of chromatographic science. 2006 Aug; 44(7):399-415. doi: 10.1093/chromsci/44.7.399. [PMID: 16925938]
  • Laurence Meunier, Silvio Canonica, Urs von Gunten. Implications of sequential use of UV and ozone for drinking water quality. Water research. 2006 May; 40(9):1864-76. doi: 10.1016/j.watres.2006.02.030. [PMID: 16635504]
  • Hanna Bukowska, Iwona Goracy, Kornel Chełstowski, Marek Naruszewicz. [The assessment of the influence of natural coffee and its modified form on the level of homocysteine, vitamin B6 and folic acid in healthy volunteers]. Polski merkuriusz lekarski : organ Polskiego Towarzystwa Lekarskiego. 2006 Feb; 20(116):176-9. doi: . [PMID: 16708634]
  • Kumudini M Meepagala, Kevin K Schrader, David E Wedge, Stephen O Duke. Algicidal and antifungal compounds from the roots of Ruta graveolens and synthesis of their analogs. Phytochemistry. 2005 Nov; 66(22):2689-95. doi: 10.1016/j.phytochem.2005.09.019. [PMID: 16271733]
  • Cunzhen Liang, Dongsheng Wang, Min Yang, Wei Sun, Shifang Zhang. Removal of earthy-musty odorants in drinking water by powdered activated carbon. Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering. 2005; 40(4):767-78. doi: 10.1081/ese-200048262. [PMID: 15792298]
  • S W Jung, K H Baek, M J Yu. Treatment of taste and odor material by oxidation and adsorption. Water science and technology : a journal of the International Association on Water Pollution Research. 2004; 49(9):289-95. doi: 10.2166/wst.2004.0588. [PMID: 15237637]
  • Deborah R Fravel, William J Connick, Casey C Grimm, Steven W Lloyd. Volatile compounds emitted by sclerotia of Sclerotinia minor, Sclerotinia sclerotiorum, and Sclerotium rolfsii. Journal of agricultural and food chemistry. 2002 Jun; 50(13):3761-4. doi: 10.1021/jf0117098. [PMID: 12059156]
  • D Cook, G Newcombe, P Sztajnbok. The application of powdered activated carbon for MIB and geosmin removal: predicting PAC doses in four raw waters. Water research. 2001 Apr; 35(5):1325-33. doi: 10.1016/s0043-1354(00)00363-8. [PMID: 11268853]