Tremulacin (BioDeep_00000404520)

   

natural product


代谢物信息卡片


NCGC00380452-01_C20H24O10_2-Cyclohexene-1-carboxylic acid, 1-hydroxy-6-oxo-, [2-(beta-D-glucopyranosyloxy)phenyl]methyl ester

化学式: C20H24O10 (424.1369)
中文名称: 特里杨甙
谱图信息: 最多检出来源 Homo sapiens(natural_products) 100%

分子结构信息

SMILES: C1CC(=O)C(C=C1)(C(=O)OCC2=CC=CC=C2OC3C(C(C(C(O3)CO)O)O)O)O
InChI: InChI=1S/C20H24O10/c21-9-13-15(23)16(24)17(25)18(30-13)29-12-6-2-1-5-11(12)10-28-19(26)20(27)8-4-3-7-14(20)22/h1-2,4-6,8,13,15-18,21,23-25,27H,3,7,9-10H2/t13-,15-,16+,17-,18-,20?/m1/s1

描述信息

D007004 - Hypoglycemic Agents > D065089 - Glycoside Hydrolase Inhibitors
D004791 - Enzyme Inhibitors

同义名列表

3 个代谢物同义名

Tremulacin; Salicortin; NCGC00380452-01_C20H24O10_2-Cyclohexene-1-carboxylic acid, 1-hydroxy-6-oxo-, [2-(beta-D-glucopyranosyloxy)phenyl]methyl ester



数据库引用编号

6 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)

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

  • Florian Schnurrer, Christian Paetz. Reductive Conversion Leads to Detoxification of Salicortin-like Chemical Defenses (Salicortinoids) in Lepidopteran Specialist Herbivores (Notodontidae). Journal of chemical ecology. 2023 Jun; 49(5-6):251-261. doi: 10.1007/s10886-023-01423-4. [PMID: 37191771]
  • Hee Jung Kim, Da Eun Lee, Eon Chung Park, Moon-Jin Ra, Sang-Mi Jung, Jeong-Nam Yu, Sung Hee Um, Ki Hyun Kim. Anti-Adipogenic Effects of Salicortin from the Twigs of Weeping Willow (Salix pseudolasiogyne) in 3T3-L1 Cells. Molecules (Basel, Switzerland). 2022 Oct; 27(20):. doi: 10.3390/molecules27206954. [PMID: 36296558]
  • Jane L Ward, Yanqi Wu, Claudia Harflett, Hannah Onafuye, Delia Corol, Charlotte Lomax, William J Macalpine, Jindrich Cinatl, Mark N Wass, Martin Michaelis, Michael H Beale. Miyabeacin: A new cyclodimer presents a potential role for willow in cancer therapy. Scientific reports. 2020 04; 10(1):6477. doi: 10.1038/s41598-020-63349-1. [PMID: 32296088]
  • Christin Fellenberg, Oliver Corea, Lok-Hang Yan, Finn Archinuk, Eerik-Mikael Piirtola, Harley Gordon, Michael Reichelt, Wolfgang Brandt, Jeremy Wulff, Jürgen Ehlting, C Peter Constabel. Discovery of salicyl benzoate UDP-glycosyltransferase, a central enzyme in poplar salicinoid phenolic glycoside biosynthesis. The Plant journal : for cell and molecular biology. 2020 04; 102(1):99-115. doi: 10.1111/tpj.14615. [PMID: 31736216]
  • Felix Feistel, Christian Paetz, Riya C Menezes, Daniel Veit, Bernd Schneider. Acylated Quinic Acids Are the Main Salicortin Metabolites in the Lepidopteran Specialist Herbivore Cerura vinula. Journal of chemical ecology. 2018 May; 44(5):497-509. doi: 10.1007/s10886-018-0945-1. [PMID: 29549572]
  • G Andreas Boeckler, Christian Paetz, Peter Feibicke, Jonathan Gershenzon, Sybille B Unsicker. Metabolism of poplar salicinoids by the generalist herbivore Lymantria dispar (Lepidoptera). Insect biochemistry and molecular biology. 2016 11; 78(?):39-49. doi: 10.1016/j.ibmb.2016.08.001. [PMID: 27503687]
  • Yanqi Wu, Darja Dobermann, Michael H Beale, Jane L Ward. Acutifoliside, a novel benzoic acid glycoside from Salix acutifolia. Natural product research. 2016 Aug; 30(15):1731-9. doi: 10.1080/14786419.2015.1137571. [PMID: 26820172]
  • Shaobo Nie, Jiawei Xu, Chenghua Zhang, Chen Xu, Ming Liu, Degang Yu. Salicortin inhibits osteoclast differentiation and bone resorption by down-regulating JNK and NF-κB/NFATc1 signaling pathways. Biochemical and biophysical research communications. 2016 Jan; 470(1):61-67. doi: 10.1016/j.bbrc.2015.12.115. [PMID: 26740180]
  • Russell J Chedgy, Tobias G Köllner, C Peter Constabel. Functional characterization of two acyltransferases from Populus trichocarpa capable of synthesizing benzyl benzoate and salicyl benzoate, potential intermediates in salicinoid phenolic glycoside biosynthesis. Phytochemistry. 2015 May; 113(?):149-59. doi: 10.1016/j.phytochem.2014.10.018. [PMID: 25561400]
  • Felix Feistel, Christian Paetz, Sybille Lorenz, Bernd Schneider. The absolute configuration of salicortin, HCH-salicortin and tremulacin from Populus trichocarpa × deltoides Beaupré. Molecules (Basel, Switzerland). 2015 Mar; 20(4):5566-73. doi: 10.3390/molecules20045566. [PMID: 25830788]
  • Charles J Mason, Kennedy F Rubert-Nason, Richard L Lindroth, Kenneth F Raffa. Aspen defense chemicals influence midgut bacterial community composition of gypsy moth. Journal of chemical ecology. 2015 Jan; 41(1):75-84. doi: 10.1007/s10886-014-0530-1. [PMID: 25475786]
  • Scott A Harding, Liang-Jiao Xue, Lei Du, Batbayar Nyamdari, Richard L Lindroth, Robert Sykes, Mark F Davis, Chung-Jui Tsai. Condensed tannin biosynthesis and polymerization synergistically condition carbon use, defense, sink strength and growth in Populus. Tree physiology. 2014 Nov; 34(11):1240-51. doi: 10.1093/treephys/tpt097. [PMID: 24336515]
  • Tara Joy Massad, Susan E Trumbore, Gantsetseg Ganbat, Michael Reichelt, Sybille Unsicker, Andreas Boeckler, Gerd Gleixner, Jonathan Gershenzon, Steffen Ruehlow. An optimal defense strategy for phenolic glycoside production in Populus trichocarpa--isotope labeling demonstrates secondary metabolite production in growing leaves. The New phytologist. 2014 Jul; 203(2):607-619. doi: 10.1111/nph.12811. [PMID: 24739022]
  • Dong-Joo Kwon, Young-Soo Bae, Sung Mi Ju, Gi Soo Youn, Soo Young Choi, Jinseu Park. Salicortin suppresses lipopolysaccharide-stimulated inflammatory responses via blockade of NF-κB and JNK activation in RAW 264.7 macrophages. BMB reports. 2014 Jun; 47(6):318-23. doi: 10.5483/bmbrep.2014.47.6.200. [PMID: 24286322]
  • K F Rubert-Nason, C J Hedman, L M Holeski, R L Lindroth. Determination of salicinoids by micro-high-performance liquid chromatography and photodiode array detection. Phytochemical analysis : PCA. 2014 May; 25(3):185-91. doi: 10.1002/pca.2485. [PMID: 24847528]
  • Susanne Knuth, Rania M Abdelsalam, Mohamed T Khayyal, Frank Schweda, Jörg Heilmann, Martin Georg Kees, Georg Mair, Frieder Kees, Guido Jürgenliemk. Catechol conjugates are in vivo metabolites of Salicis cortex. Planta medica. 2013 Nov; 79(16):1489-94. doi: 10.1055/s-0033-1350898. [PMID: 24146062]
  • Mina Lee, Sang Hoon Lee, Jimmy Kang, Heejung Yang, Eun Ju Jeong, Hong Pyo Kim, Young Choong Kim, Sang Hyun Sung. Salicortin-derivatives from Salix pseudo-lasiogyne twigs inhibit adipogenesis in 3T3-L1 cells via modulation of C/EBPα and SREBP1c dependent pathway. Molecules (Basel, Switzerland). 2013 Aug; 18(9):10484-96. doi: 10.3390/molecules180910484. [PMID: 23999723]
  • Cris G Hochwender, Dong H Cha, Mary Ellen Czesak, Robert S Fritz, Rebecca R Smyth, Arlen D Kaufman, Brandi Warren, Ashley Neuman. Protein storage and root:shoot reallocation provide tolerance to damage in a hybrid willow system. Oecologia. 2012 May; 169(1):49-60. doi: 10.1007/s00442-011-2176-9. [PMID: 22057898]
  • Susanne Knuth, Helmut Schübel, Martin Hellemann, Guido Jürgenliemk. Catechol, a bioactive degradation product of salicortin, reduces TNF-α induced ICAM-1 expression in human endothelial cells. Planta medica. 2011 Jul; 77(10):1024-6. doi: 10.1055/s-0030-1270722. [PMID: 21305449]
  • Louis C Martineau, Asim Muhammad, Ammar Saleem, Jessica Hervé, Cory S Harris, John T Arnason, Pierre S Haddad. Anti-adipogenic activities of Alnus incana and Populus balsamifera bark extracts, part II: bioassay-guided identification of actives salicortin and oregonin. Planta medica. 2010 Oct; 76(14):1519-24. doi: 10.1055/s-0029-1240991. [PMID: 20301058]
  • Brian Young, Diane Wagner, Patricia Doak, Thomas Clausen. Induction of phenolic glycosides by quaking aspen (Populus tremuloides) leaves in relation to extrafloral nectaries and epidermal leaf mining. Journal of chemical ecology. 2010 Apr; 36(4):369-77. doi: 10.1007/s10886-010-9763-9. [PMID: 20354896]
  • Brandee Diner, Dominique Berteaux, Jim Fyles, Richard L Lindroth. Behavioral archives link the chemistry and clonal structure of trembling aspen to the food choice of North American porcupine. Oecologia. 2009 Jul; 160(4):687-95. doi: 10.1007/s00442-009-1340-y. [PMID: 19390868]
  • Philippe Ranocha, Matthieu Chabannes, Simon Chamayou, Saïda Danoun, Alain Jauneau, Alain-M Boudet, Deborah Goffner. Laccase down-regulation causes alterations in phenolic metabolism and cell wall structure in poplar. Plant physiology. 2002 May; 129(1):145-55. doi: 10.1104/pp.010988. [PMID: 12011346]
  • J Zhu, S G Withers, P B Reichardt, E Treadwell, T P Clausen. Salicortin: a repeat-attack new-mechanism-based Agrobacterium faecalis beta-glucosidase inhibitor. The Biochemical journal. 1998 Jun; 332 ( Pt 2)(?):367-71. doi: 10.1042/bj3320367. [PMID: 9601065]
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