(5AR,6S,8S,10S,11S,11as,12ar,13R)-5-methyl-5a,6,8,9,10,11,11a,12-octahydro-5H-6,10:11,12a-dimethanoindolo[3,2-b]quinolizine-8,13-diol (BioDeep_00000858932)

Main id: BioDeep_00000395750

 


代谢物信息卡片


(5AR,6S,8S,10S,11S,11as,12ar,13R)-5-methyl-5a,6,8,9,10,11,11a,12-octahydro-5H-6,10:11,12a-dimethanoindolo[3,2-b]quinolizine-8,13-diol

化学式: C20H26N2O2 (326.1994176)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCC1C2CC3C4C5(CC(C2C5O)N3C1O)C6=CC=CC=C6N4C
InChI: InChI=1S/C20H26N2O2/c1-3-10-11-8-14-17-20(12-6-4-5-7-13(12)21(17)2)9-15(16(11)18(20)23)22(14)19(10)24/h4-7,10-11,14-19,23-24H,3,8-9H2,1-2H3/t10-,11-,14-,15-,16?,17-,18+,19+,20+/m0/s1

描述信息

同义名列表

1 个代谢物同义名

(5AR,6S,8S,10S,11S,11as,12ar,13R)-5-methyl-5a,6,8,9,10,11,11a,12-octahydro-5H-6,10:11,12a-dimethanoindolo[3,2-b]quinolizine-8,13-diol



数据库引用编号

5 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(1)

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)

2 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

  • Eugenia Gallo, Elisa Giocaliere, Silvia Benemei, Anna Rita Bilia, Anastasia Karioti, Alessandra Pugi, Marina di Pirro, Francesca Menniti-Ippolito, Giuseppe Pieraccini, Luigi Gori, Alessandro Mugelli, Fabio Firenzuoli, Alfredo Vannacci. Anything to declare? Possible risks for patients' health resulting from undeclared plants in herbal supplements. British journal of clinical pharmacology. 2012 Mar; 73(3):482-3. doi: 10.1111/j.1365-2125.2011.04115.x. [PMID: 21988365]
  • Liqun Xia, Martin Ruppert, Meitian Wang, Santosh Panjikar, Haili Lin, Chitra Rajendran, Leif Barleben, Joachim Stöckigt. Structures of alkaloid biosynthetic glucosidases decode substrate specificity. ACS chemical biology. 2012 Jan; 7(1):226-34. doi: 10.1021/cb200267w. [PMID: 22004291]
  • Mokutima A Eluwa, Matilda T Udoaffah, Moses B G Vulley, Theresa B Ekanem, Amabe O Akpantah, Olaitan A Asuquo, Moses B Ekong. Comparative study of teratogenic potentials of crude ethanolic root bark and leaf extract of Rauwolfia vomitoria (apocynaceae) on the fetal heart. North American journal of medical sciences. 2010 Dec; 2(12):592-5. doi: 10.4297/najms.2010.2592. [PMID: 22558573]
  • Grégory Guirimand, Vincent Courdavault, Arnaud Lanoue, Samira Mahroug, Anthony Guihur, Nathalie Blanc, Nathalie Giglioli-Guivarc'h, Benoit St-Pierre, Vincent Burlat. Strictosidine activation in Apocynaceae: towards a "nuclear time bomb"?. BMC plant biology. 2010 Aug; 10(?):182. doi: 10.1186/1471-2229-10-182. [PMID: 20723215]
  • Rolf W Sparidans, Pim Langendijk, Eric Boers, Erik van Kan, Hanno L Tan, Jos H Beijnen. Liquid chromatographic assay with fluorescence detection to determine ajmaline in serum from patients with suspected Brugada syndrome. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2010 Aug; 878(23):2168-72. doi: 10.1016/j.jchromb.2010.06.017. [PMID: 20620121]
  • Eliel Ruiz-May, Rosa M Galaz-Avalos, Víctor M Loyola-Vargas. Differential secretion and accumulation of terpene indole alkaloids in hairy roots of Catharanthus roseus treated with methyl jasmonate. Molecular biotechnology. 2009 Mar; 41(3):278-85. doi: 10.1007/s12033-008-9111-2. [PMID: 18841500]
  • M K Goel, S Mehrotra, A K Kukreja, K Shanker, S P S Khanuja. In vitro propagation of Rauwolfia serpentina using liquid medium, assessment of genetic fidelity of micropropagated plants, and simultaneous quantitation of reserpine, ajmaline, and ajmalicine. Methods in molecular biology (Clifton, N.J.). 2009; 547(?):17-33. doi: 10.1007/978-1-60327-287-2_2. [PMID: 19521832]
  • Lianli Sun, Martin Ruppert, Yuri Sheludko, Heribert Warzecha, Yu Zhao, Joachim Stöckigt. Purification, cloning, functional expression and characterization of perakine reductase: the first example from the AKR enzyme family, extending the alkaloidal network of the plant Rauvolfia. Plant molecular biology. 2008 Jul; 67(5):455-67. doi: 10.1007/s11103-008-9331-7. [PMID: 18409028]
  • A Mary Vilay, Mariann D Churchwell, Bruce A Mueller. Clinical review: Drug metabolism and nonrenal clearance in acute kidney injury. Critical care (London, England). 2008; 12(6):235. doi: 10.1186/cc7093. [PMID: 19040780]
  • Joachim Stöckigt, Santosh Panjikar. Structural biology in plant natural product biosynthesis--architecture of enzymes from monoterpenoid indole and tropane alkaloid biosynthesis. Natural product reports. 2007 Dec; 24(6):1382-400. doi: 10.1039/b711935f. [PMID: 18033585]
  • Leif Barleben, Santosh Panjikar, Martin Ruppert, Juergen Koepke, Joachim Stöckigt. Molecular architecture of strictosidine glucosidase: the gateway to the biosynthesis of the monoterpenoid indole alkaloid family. The Plant cell. 2007 Sep; 19(9):2886-97. doi: 10.1105/tpc.106.045682. [PMID: 17890378]
  • Mikhail V Sogonov, Lisa A Castlebury, Amy Y Rossman, James F White. The type species of Apiognomonia, A. veneta, with its Discula anamorph is distinct from A. errabunda. Mycological research. 2007 Jun; 111(Pt 6):693-709. doi: 10.1016/j.mycres.2007.03.013. [PMID: 17604146]
  • Xueyan Ma, Santosh Panjikar, Juergen Koepke, Elke Loris, Joachim Stöckigt. The structure of Rauvolfia serpentina strictosidine synthase is a novel six-bladed beta-propeller fold in plant proteins. The Plant cell. 2006 Apr; 18(4):907-20. doi: 10.1105/tpc.105.038018. [PMID: 16531499]
  • Xueyan Ma, Juergen Koepke, Anja Bayer, Günter Fritzsch, Hartmut Michel, Joachim Stöckigt. Crystallization and preliminary X-ray analysis of native and selenomethionyl vinorine synthase from Rauvolfia serpentina. Acta crystallographica. Section D, Biological crystallography. 2005 Jun; 61(Pt 6):694-6. doi: 10.1107/s0907444904028756. [PMID: 15930622]
  • Xueyan Ma, Juergen Koepke, Santosh Panjikar, Günter Fritzsch, Joachim Stöckigt. Crystal structure of vinorine synthase, the first representative of the BAHD superfamily. The Journal of biological chemistry. 2005 Apr; 280(14):13576-83. doi: 10.1074/jbc.m414508200. [PMID: 15665331]
  • Kenichiro Inoue. [Cytochrome P450 enzymes in biosyntheses of some plant secondary metabolites]. Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan. 2005 Jan; 125(1):31-49. doi: 10.1248/yakushi.125.31. [PMID: 15635280]
  • Claudia Kiesecker, Edgar Zitron, Sonja Lück, Ramona Bloehs, Eberhard P Scholz, Sven Kathöfer, Dierk Thomas, Volker A W Kreye, Hugo A Katus, Wolfgang Schoels, Christoph A Karle, Johann Kiehn. Class Ia anti-arrhythmic drug ajmaline blocks HERG potassium channels: mode of action. Naunyn-Schmiedeberg's archives of pharmacology. 2004 Dec; 370(6):423-35. doi: 10.1007/s00210-004-0976-8. [PMID: 15599706]
  • Xueyan Ma, Juergen Koepke, Anja Bayer, Verena Linhard, Günter Fritzsch, Bin Zhang, Hartmut Michel, Joachim Stöckigt. Vinorine synthase from Rauvolfia: the first example of crystallization and preliminary X-ray diffraction analysis of an enzyme of the BAHD superfamily. Biochimica et biophysica acta. 2004 Sep; 1701(1-2):129-32. doi: 10.1016/j.bbapap.2004.06.011. [PMID: 15450182]
  • Irina Gerasimenko, Xueyan Ma, Yuri Sheludko, Reinhard Mentele, Friedrich Lottspeich, Joachim Stöckigt. Purification and partial amino acid sequences of the enzyme vinorine synthase involved in a crucial step of ajmaline biosynthesis. Bioorganic & medicinal chemistry. 2004 May; 12(10):2781-6. doi: 10.1016/j.bmc.2004.02.028. [PMID: 15110859]
  • Christiane Hinse, Christian Richter, Alessandro Provenzani, Joachim Stöckigt. In vivo monitoring of alkaloid metabolism in hybrid plant cell cultures by 2D cryo-NMR without labelling. Bioorganic & medicinal chemistry. 2003 Sep; 11(18):3913-9. doi: 10.1016/s0968-0896(03)00430-9. [PMID: 12927851]
  • C G Sudha, B Obul Reddy, G A Ravishankar, S Seeni. Production of ajmalicine and ajmaline in hairy root cultures of Rauvolfia micrantha Hook f., a rare and endemic medicinal plant. Biotechnology letters. 2003 Apr; 25(8):631-6. doi: 10.1023/a:1023012114628. [PMID: 12882157]
  • Y Hashimoto, T Aiba, M Yasuhara, R Hori. Effect of experimental renal dysfunction on bioavailability of ajmaline in rats. The Journal of pharmacy and pharmacology. 2001 Jun; 53(6):805-13. doi: 10.1211/0022357011776153. [PMID: 11428656]
  • T Wang, Q Xu, P Yu, X Liu, J M Cook. Stereocontrolled total synthesis of alkaloid G via the oxy-anion Cope rearrangement and improved total synthesis of (+)-ajmaline. Organic letters. 2001 Feb; 3(3):345-8. doi: 10.1021/ol000331g. [PMID: 11428010]
  • M Lounasmaa, P Hanhinen. The ajmaline group of indole alkaloids. The Alkaloids. Chemistry and biology. 2001; 55(?):1-87. doi: 10.1016/s0099-9598(01)55002-6. [PMID: 11704984]
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