Taxiphyllin (BioDeep_00000000825)

Main id: BioDeep_00000014818

Secondary id: BioDeep_00001867556

human metabolite PANOMIX_OTCML-2023 Endogenous natural product


代谢物信息卡片


(2R)-2-(4-hydroxyphenyl)-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyacetonitrile

化学式: C14H17NO7 (311.1005)
中文名称: 紫杉氰醣甘
谱图信息: 最多检出来源 Homo sapiens(plant) 6.9%

分子结构信息

SMILES: C1=CC(=CC=C1C(C#N)OC2C(C(C(C(O2)CO)O)O)O)O
InChI: InChI=1S/C14H17NO7/c15-5-9(7-1-3-8(17)4-2-7)21-14-13(20)12(19)11(18)10(6-16)22-14/h1-4,9-14,16-20H,6H2

描述信息

(R)-4-hydroxymandelonitrile beta-D-glucoside is a beta-D-glucoside consisting of (R)-prunasin carrying a hydroxy substituent at position 4 on the phenyl ring. It is a beta-D-glucoside and a nitrile. It is functionally related to a (R)-prunasin.
Taxiphyllin is a natural product found in Girgensohnia oppositiflora, Caroxylon tetrandrum, and other organisms with data available.
Dhurrin is found in borage. Cyanogenic glucoside isolated from Sorghum vulgare (sorghum) Dhurrin is a cyanogenic glycoside occurring in plants. Its biosynthesis has been elucidated. Dhurrin is hydrolyzed in the stomach of an insect into a carbohydrate and aglycone. The aglycone is unstable and releases hydrogen cyanide
Cyanogenic glucoside of Macadamia ternifolia. Taxiphyllin is found in many foods, some of which are naranjilla, bayberry, celeriac, and red beetroot.

同义名列表

16 个代谢物同义名

(2R)-2-(4-hydroxyphenyl)-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyacetonitrile; 2-(4-hydroxyphenyl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}acetonitrile; 2-(4-hydroxyphenyl)-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyacetonitrile; Benzeneacetonitrile, alpha-(beta-D-glucopyranosyloxy)-4-hydroxy-, (R)-; (R)-alpha-(beta-D-glucopyranosyloxy)-4-hydroxybenzeneacetonitrile; (2R)-(beta-D-glucopyranosyloxy)(4-hydroxyphenyl)acetonitrile; (R)-4-Hydroxymandelonitrile β-D-glucoside; (R)-p-hydroxymandelonitrile-D-glucopyranoside; (R)-4-hydroxymandelonitrile beta-D-glucoside; (2R)-Taxiphyllin; Phyllanthoside?; Phyllanthin?; Taxiphyllin; C14H17NO7; Dhurrin; Taxiphyllin



数据库引用编号

23 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

PlantCyc(1)

代谢反应

6 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(4)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(2)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

36 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

  • Junko Tsukioka, Yutaro Ohki, Momona Nakao, Seikou Nakamura. Quantitative analysis of taxiphyllin, a cyanogenic glycoside, in the leaves of Hydrangea macrophylla var. thunbergii. Journal of natural medicines. 2023 Jul; ?(?):. doi: 10.1007/s11418-023-01733-7. [PMID: 37517070]
  • Katrin Luck, Qidong Jia, Meret Huber, Vinzenz Handrick, Gane Ka-Shu Wong, David R Nelson, Feng Chen, Jonathan Gershenzon, Tobias G Köllner. CYP79 P450 monooxygenases in gymnosperms: CYP79A118 is associated with the formation of taxiphyllin in Taxus baccata. Plant molecular biology. 2017 Sep; 95(1-2):169-180. doi: 10.1007/s11103-017-0646-0. [PMID: 28795267]
  • Birger L Møller, Carl E Olsen, Mohammed S Motawia. General and Stereocontrolled Approach to the Chemical Synthesis of Naturally Occurring Cyanogenic Glucosides. Journal of natural products. 2016 Apr; 79(4):1198-202. doi: 10.1021/acs.jnatprod.5b01121. [PMID: 26959700]
  • Mamdouh Nabil Samy, Nabil Samy Mamdouh, Sachiko Sugimoto, Katsuyoshi Matsunami, Hideaki Otsuka, Mohamed Salah Kamel. Taxiphyllin 6'-O-gallate, actinidioionoside 6'-O-gallate and myricetrin 2″-O-sulfate from the leaves of Syzygium samarangense and their biological activities. Chemical & pharmaceutical bulletin. 2014; 62(10):1013-8. doi: 10.1248/cpb.c14-00352. [PMID: 25273060]
  • Poonam Singhal, Lalit Mohan Bal, Santosh Satya, P Sudhakar, S N Naik. Bamboo shoots: a novel source of nutrition and medicine. Critical reviews in food science and nutrition. 2013; 53(5):517-34. doi: 10.1080/10408398.2010.531488. [PMID: 23391018]
  • Lalit M Bal, Poonam Singhal, Santosh Satya, S N Naik, Abhijit Kar. Bamboo shoot preservation for enhancing its business potential and local economy: a review. Critical reviews in food science and nutrition. 2012; 52(9):804-14. doi: 10.1080/10408398.2010.511321. [PMID: 22698271]
  • Pensiriwan Sang-A-Gad, Suriya Guharat, Winai Wananukul. A mass cyanide poisoning from pickling bamboo shoots. Clinical toxicology (Philadelphia, Pa.). 2011 Nov; 49(9):834-9. doi: 10.3109/15563650.2011.618456. [PMID: 21972937]
  • Hugo J de Boer, Chanda Vongsombath, Jos Käfer. A fly in the ointment: evaluation of traditional use of plants to repel and kill blowfly larvae in fermented fish. PloS one. 2011; 6(12):e29521. doi: 10.1371/journal.pone.0029521. [PMID: 22206019]
  • Adam Takos, Daniela Lai, Lisbeth Mikkelsen, Maher Abou Hachem, Dale Shelton, Mohammed Saddik Motawia, Carl Erik Olsen, Trevor L Wang, Cathie Martin, Fred Rook. Genetic screening identifies cyanogenesis-deficient mutants of Lotus japonicus and reveals enzymatic specificity in hydroxynitrile glucoside metabolism. The Plant cell. 2010 May; 22(5):1605-19. doi: 10.1105/tpc.109.073502. [PMID: 20453117]
  • Angela I Calderón, Christian Terreaux, Mahabir P Gupta, Kurt Hostettmann, Kurt J Schenk. Taxiphyllin from Henriettella fascicularis. Acta crystallographica. Section C, Crystal structure communications. 2003 Mar; 59(Pt 3):o174-6. doi: 10.1107/s0108270103001355. [PMID: 12711800]
  • M Sano. Subcellular localizations of guanylate cyclase and 3',5'-cyclic nucleotide phosphodiesterase in sea urchin sperm. Biochimica et biophysica acta. 1976 Apr; 428(2):525-31. doi: 10.1016/0304-4165(76)90061-1. [PMID: 6049]
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