echinenone (BioDeep_00000004034)

   

PANOMIX_OTCML-2023


代谢物信息卡片


Echinenone/ (Myxoxanthin)

化学式: C40H54O (550.4174434)
中文名称: 海胆烯酮
谱图信息: 最多检出来源 Macaca mulatta(otcml) 0.66%

分子结构信息

SMILES: C1(=C(C(=O)CCC1(C)C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/C1=C(C)CCCC1(C)C)\C)\C)/C)/C
InChI: InChI=1S/C40H54O/c1-30(18-13-20-32(3)23-25-36-34(5)22-15-28-39(36,7)8)16-11-12-17-31(2)19-14-21-33(4)24-26-37-35(6)38(41)27-29-40(37,9)10/h11-14,16-21,23-26H,15,22,27-29H2,1-10H3/b12-11+,18-13+,19-14+,25-23+,26-24+,30-16+,31-17+,32-20+,33-21+

描述信息

A carotenone that is beta-carotene in which the 4 position has undergone formal oxidation to afford the corresponding ketone. Isolated as orange-red crystals, it is widely distributed in marine invertebrates.
D020011 - Protective Agents > D000975 - Antioxidants > D002338 - Carotenoids
Window width for selecting the precursor ion was 3 Da.; This record was created by the financial support of MEXT/JSPS KAKENHI Grant Number 16HP2005 to the Mass Spectrometry Society of Japan.

同义名列表

7 个代谢物同义名

echinenone; beta,beta-Caroten-4-one; beta-Carotene-4-one; beta-Echinenone; Myxoxanthine; Myxoxanthin; Echinenone/ (Myxoxanthin)



数据库引用编号

16 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(2)

PlantCyc(1)

代谢反应

5 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(2)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(3)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

122 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

  • Kinga Kłodawska, Anna Bujas, Maria Turos-Cabal, Paweł Żbik, Pengcheng Fu, Przemysław Malec. Effect of growth temperature on biosynthesis and accumulation of carotenoids in cyanobacterium Anabaena sp. PCC 7120 under diazotrophic conditions. Microbiological research. 2019 Sep; 226(?):34-40. doi: 10.1016/j.micres.2019.05.003. [PMID: 31284942]
  • Sindhujaa Vajravel, Mihály Kis, Kinga Kłodawska, Hajnalka Laczko-Dobos, Przemysław Malec, László Kovács, Zoltán Gombos, Tunde N Toth. Zeaxanthin and echinenone modify the structure of photosystem I trimer in Synechocystis sp. PCC 6803. Biochimica et biophysica acta. Bioenergetics. 2017 Jul; 1858(7):510-518. doi: 10.1016/j.bbabio.2017.05.001. [PMID: 28478116]
  • Yuri Kusama, Shuhei Inoue, Haruhiko Jimbo, Shinichi Takaichi, Kintake Sonoike, Yukako Hihara, Yoshitaka Nishiyama. Zeaxanthin and Echinenone Protect the Repair of Photosystem II from Inhibition by Singlet Oxygen in Synechocystis sp. PCC 6803. Plant & cell physiology. 2015 May; 56(5):906-16. doi: 10.1093/pcp/pcv018. [PMID: 25663484]
  • S Kathiresan, Arun Chandrashekar, G A Ravishankar, R Sarada. Regulation of astaxanthin and its intermediates through cloning and genetic transformation of β-carotene ketolase in Haematococcus pluvialis. Journal of biotechnology. 2015 Feb; 196-197(?):33-41. doi: 10.1016/j.jbiotec.2015.01.006. [PMID: 25612872]
  • Daniel Garama, Phil Bremer, Alan Carne. Extraction and analysis of carotenoids from the New Zealand sea urchin Evechinus chloroticus gonads. Acta biochimica Polonica. 2012; 59(1):83-5. doi: . [PMID: 22428140]
  • Mario Lorenz, Mandy Fechner, Janine Kalkowski, Kati Fröhlich, Anne Trautmann, Volker Böhm, Gerhard Liebisch, Stefan Lehneis, Gerd Schmitz, Antje Ludwig, Gert Baumann, Karl Stangl, Verena Stangl. Effects of lycopene on the initial state of atherosclerosis in New Zealand White (NZW) rabbits. PloS one. 2012; 7(1):e30808. doi: 10.1371/journal.pone.0030808. [PMID: 22295112]
  • Yu-Juan Zhong, Jun-Chao Huang, Jin Liu, Yin Li, Yue Jiang, Zeng-Fu Xu, Gerhard Sandmann, Feng Chen. Functional characterization of various algal carotenoid ketolases reveals that ketolating zeaxanthin efficiently is essential for high production of astaxanthin in transgenic Arabidopsis. Journal of experimental botany. 2011 Jun; 62(10):3659-69. doi: 10.1093/jxb/err070. [PMID: 21398427]
  • Allison Hodge, Joan Cunningham, Louise Maple-Brown, Terry Dunbar, Kerin O'Dea. Plasma carotenoids are associated with socioeconomic status in an urban Indigenous population: an observational study. BMC public health. 2011 Feb; 11(?):76. doi: 10.1186/1471-2458-11-76. [PMID: 21288365]
  • Eleonora S Imasheva, Sergei P Balashov, Jennifer M Wang, Janos K Lanyi. Removal and reconstitution of the carotenoid antenna of xanthorhodopsin. The Journal of membrane biology. 2011 Jan; 239(1-2):95-104. doi: 10.1007/s00232-010-9322-x. [PMID: 21104180]
  • Denis Thibeault, Haixiang Su, Elizabeth MacNamara, Hyman M Schipper. Isocratic rapid liquid chromatographic method for simultaneous determination of carotenoids, retinol, and tocopherols in human serum. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2009 Apr; 877(11-12):1077-83. doi: 10.1016/j.jchromb.2009.02.051. [PMID: 19297254]
  • Ildiko Domonkos, Przemyslaw Malec, Hajnalka Laczko-Dobos, Ozge Sozer, Kinga Klodawska, Hajime Wada, Kazimierz Strzalka, Zoltan Gombos. Phosphatidylglycerol depletion induces an increase in myxoxanthophyll biosynthetic activity in Synechocystis PCC6803 cells. Plant & cell physiology. 2009 Feb; 50(2):374-82. doi: 10.1093/pcp/pcn204. [PMID: 19131356]
  • Masaki Fujisawa, Eiji Takita, Hisashi Harada, Nozomu Sakurai, Hideyuki Suzuki, Kanji Ohyama, Daisuke Shibata, Norihiko Misawa. Pathway engineering of Brassica napus seeds using multiple key enzyme genes involved in ketocarotenoid formation. Journal of experimental botany. 2009; 60(4):1319-32. doi: 10.1093/jxb/erp006. [PMID: 19204032]
  • Masako Iwai, Takashi Maoka, Masahiko Ikeuchi, Shinichi Takaichi. 2,2'-beta-hydroxylase (CrtG) is involved in carotenogenesis of both nostoxanthin and 2-hydroxymyxol 2'-fucoside in Thermosynechococcus elongatus strain BP-1. Plant & cell physiology. 2008 Nov; 49(11):1678-87. doi: 10.1093/pcp/pcn142. [PMID: 18794175]
  • Jayaraman Jayaraj, Zamir K Punja. Transgenic carrot plants accumulating ketocarotenoids show tolerance to UV and oxidative stresses. Plant physiology and biochemistry : PPB. 2008 Oct; 46(10):875-83. doi: 10.1016/j.plaphy.2008.05.015. [PMID: 18644734]
  • Jayaraman Jayaraj, Robert Devlin, Zamir Punja. Metabolic engineering of novel ketocarotenoid production in carrot plants. Transgenic research. 2008 Aug; 17(4):489-501. doi: 10.1007/s11248-007-9120-0. [PMID: 17682834]
  • Changfu Zhu, Tanja Gerjets, Gerhard Sandmann. Nicotiana glauca engineered for the production of ketocarotenoids in flowers and leaves by expressing the cyanobacterial crtO ketolase gene. Transgenic research. 2007 Dec; 16(6):813-21. doi: 10.1007/s11248-007-9151-6. [PMID: 17940844]
  • Sakae Suzuki, Masahiro Nishihara, Takashi Nakatsuka, Norihiko Misawa, Isao Ogiwara, Saburo Yamamura. Flower color alteration in Lotus japonicus by modification of the carotenoid biosynthetic pathway. Plant cell reports. 2007 Jul; 26(7):951-9. doi: 10.1007/s00299-006-0302-7. [PMID: 17265153]
  • Adam M Burja, Helia Radianingtyas, Anthony Windust, Colin J Barrow. Isolation and characterization of polyunsaturated fatty acid producing Thraustochytrium species: screening of strains and optimization of omega-3 production. Applied microbiology and biotechnology. 2006 Oct; 72(6):1161-9. doi: 10.1007/s00253-006-0419-1. [PMID: 16625394]
  • M Jenab, E Riboli, P Ferrari, M Friesen, J Sabate, T Norat, N Slimani, A Tjønneland, A Olsen, K Overvad, M-C Boutron-Ruault, F Clavel-Chapelon, H Boeing, M Schulz, J Linseisen, G Nagel, A Trichopoulou, A Naska, E Oikonomou, F Berrino, S Panico, D Palli, C Sacerdote, R Tumino, P H Peeters, M E Numans, H B Bueno-de-Mesquita, F L Büchner, E Lund, G Pera, M D Chirlaque, M-J Sánchez, L Arriola, A Barricarte, J R Quirós, I Johansson, A Johansson, G Berglund, S Bingham, K-T Khaw, N Allen, T Key, F Carneiro, V Save, G Del Giudice, M Plebani, R Kaaks, C A Gonzalez. Plasma and dietary carotenoid, retinol and tocopherol levels and the risk of gastric adenocarcinomas in the European prospective investigation into cancer and nutrition. British journal of cancer. 2006 Aug; 95(3):406-15. doi: 10.1038/sj.bjc.6603266. [PMID: 16832408]
  • Shinichi Takaichi, Mari Mochimaru, Takashi Maoka. Presence of free myxol and 4-hydroxymyxol and absence of myxol glycosides in Anabaena variabilis ATCC 29413, and proposal of a biosynthetic pathway of carotenoids. Plant & cell physiology. 2006 Feb; 47(2):211-6. doi: 10.1093/pcp/pci236. [PMID: 16338959]
  • Tanja Gerjets, Gerhard Sandmann. Ketocarotenoid formation in transgenic potato. Journal of experimental botany. 2006; 57(14):3639-45. doi: 10.1093/jxb/erl103. [PMID: 16957020]
  • Tohru Tsuchiya, Shinichi Takaichi, Norihiko Misawa, Takashi Maoka, Hideaki Miyashita, Mamoru Mimuro. The cyanobacterium Gloeobacter violaceus PCC 7421 uses bacterial-type phytoene desaturase in carotenoid biosynthesis. FEBS letters. 2005 Apr; 579(10):2125-9. doi: 10.1016/j.febslet.2005.02.066. [PMID: 15811329]
  • Shinichi Takaichi, Mari Mochimaru, Takashi Maoka, Hiroshi Katoh. Myxol and 4-ketomyxol 2'-fucosides, not rhamnosides, from Anabaena sp. PCC 7120 and Nostoc punctiforme PCC 73102, and proposal for the biosynthetic pathway of carotenoids. Plant & cell physiology. 2005 Mar; 46(3):497-504. doi: 10.1093/pcp/pci049. [PMID: 15695449]
  • Stephan-Olav Wenk, Dirk Schneider, Ute Boronowsky, Cornelia Jäger, Christof Klughammer, Frank L de Weerd, Henny van Roon, Wim F J Vermaas, Jan P Dekker, Matthias Rögner. Functional implications of pigments bound to a cyanobacterial cytochrome b6f complex. The FEBS journal. 2005 Jan; 272(2):582-92. doi: 10.1111/j.1742-4658.2004.04501.x. [PMID: 15654895]
  • U Boronowsky, S Wenk, D Schneider, C Jäger, M Rögner. Isolation of membrane protein subunits in their native state: evidence for selective binding of chlorophyll and carotenoid to the b(6) subunit of the cytochrome b(6)f complex. Biochimica et biophysica acta. 2001 Jul; 1506(1):55-66. doi: 10.1016/s0005-2728(01)00184-0. [PMID: 11418097]
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