Vicine (BioDeep_00000000400)

 

Secondary id: BioDeep_00001867498

human metabolite PANOMIX_OTCML-2023


代谢物信息卡片


2,6-Diamino-5-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)pyrimidin-4(1H)-one

化学式: C10H16N4O7 (304.1019)
中文名称: 蚕豆嘧啶葡糖甙, 蚕豆苷
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 76.45%

分子结构信息

SMILES: C(C1C(C(C(C(O1)OC2=C(N=C(NC2=O)N)N)O)O)O)O
InChI: InChI=1S/C10H16N4O7/c11-7-6(8(19)14-10(12)13-7)21-9-5(18)4(17)3(16)2(1-15)20-9/h2-5,9,15-18H,1H2,(H5,11,12,13,14,19)

描述信息

Vicine is a glycoside.
Vicine is a natural product found in Momordica charantia, Vicia faba, and Vicia narbonensis with data available.
Isolated from Vicia faba and other legumes. Vicine is found in bitter gourd, pulses, and broad bean.
Vicine is found in bitter gourd. Vicine is isolated from Vicia faba and other legumes.
Vicine, an alkaloid glycoside found mainly in fava beans, is toxic in individuals and may cause haemolytic anaemia[1].
Vicine, an alkaloid glycoside found mainly in fava beans, is toxic in individuals and may cause haemolytic anaemia[1].

同义名列表

28 个代谢物同义名

2,6-Diamino-5-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)pyrimidin-4(1H)-one; 2,6-diamino-5-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-pyran-2-yloxy)pyrimidin-4(3H)-one; 2,4-diamino-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1H-pyrimidin-6-one; 2,6-diamino-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1H-pyrimidin-4-one; 2-[(2,4-diamino-6-hydroxypyrimidin-5-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol; 2,6-diamino-4,5-dihydroxypyrimidine 5-(beta-D-glucopyranoside); 2,6-DIAMINO-5-(.BETA.-D-GLUCOPYRANOSYLOXY)-4(1H)-PYRIMIDINONE; 4(1H)-Pyrimidinone, 2,6-diamino-5-(beta-D-glucopyranosyloxy)-; 2,6-Diamino-5-(beta-D-glucopyranosyloxy)-4(1H)-pyrimidinone; 2,6-diamino-4-hydroxy-5-pyrimidinyl beta-d-glucopyranoside; 2,6-diamino-5-(beta-d-glucopyranosyloxy)-4-pyrimidinone; Divicine, 5-beta-D-glucopyranoside (VAN); Glucopyranoside, divicine-5, beta-D-; Divicine, 5-beta -D-glucopyranoside; Divicine, 5-beta-D-glucopyranoside; Divicine-5beta-D-glucopyranoside; Vicine, analytical standard; DIVICINE-.BETA.-GLUCOSIDE; DIVICINE 5-GLUCOSIDE; Vicine (VAN) (8CI); UNII-COL14PJW3X; Vicine (van); VICINE [MI]; COL14PJW3X; Vicioside; Vicine?; Vicine; Vicine



数据库引用编号

24 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)

6 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。

亚细胞结构定位 关联基因列表
Cytoplasm 4 AHR, CAT, G6PD, GAPDH
Peripheral membrane protein 1 G6PD
Nucleus 3 AHR, GAPDH, SPEG
cytosol 5 AHR, CAT, G6PD, GAPDH, GPT
trans-Golgi network 1 TAS2R16
nucleoplasm 1 AHR
Cell membrane 1 TAS2R16
Multi-pass membrane protein 2 TAS2R16, TAS2R42
Golgi membrane 1 INS
Cytoplasm, cytosol 2 G6PD, GAPDH
plasma membrane 3 GAPDH, TAS2R16, TAS2R42
Membrane 5 CAT, G6PD, GAPDH, TAS2R16, TAS2R42
extracellular exosome 4 CAT, G6PD, GAPDH, GPT
endoplasmic reticulum 1 TAS2R16
extracellular space 1 INS
perinuclear region of cytoplasm 1 GAPDH
mitochondrion 1 CAT
protein-containing complex 2 AHR, CAT
intracellular membrane-bounded organelle 3 CAT, G6PD, GAPDH
Secreted 1 INS
extracellular region 2 CAT, INS
cytoplasmic side of plasma membrane 1 G6PD
mitochondrial matrix 1 CAT
transcription regulator complex 1 AHR
centriolar satellite 1 G6PD
nuclear membrane 1 GAPDH
external side of plasma membrane 1 TAS2R16
microtubule cytoskeleton 1 GAPDH
vesicle 1 GAPDH
Cytoplasm, perinuclear region 1 GAPDH
Cytoplasm, cytoskeleton 1 GAPDH
focal adhesion 1 CAT
Peroxisome 1 CAT
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
chromatin 1 AHR
cytoskeleton 1 GAPDH
endosome lumen 1 INS
Lipid droplet 1 GAPDH
aryl hydrocarbon receptor complex 1 AHR
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 2 CAT, INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 1 INS
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
ribonucleoprotein complex 1 GAPDH
GAIT complex 1 GAPDH
catalase complex 1 CAT
nuclear aryl hydrocarbon receptor complex 1 AHR
cytosolic aryl hydrocarbon receptor complex 1 AHR


文献列表

  • Kjell Sergeant, Simon Goertz, Salma Halime, Hanna Tietgen, Hanna Heidt, Martina Minestrini, Cédric Jacquard, Stephanie Zimmer, Jenny Renaut. Exploration of the Diversity of Vicine and Convicine Derivatives in Faba Bean (Vicia faba L.) Cultivars: Insights from LC-MS/MS Spectra. Molecules (Basel, Switzerland). 2024 Feb; 29(5):. doi: 10.3390/molecules29051065. [PMID: 38474577]
  • SathishKumar Paramashivam, Suganthana Balasubramaniam, Kannan Narayanan Dhiraviam. Computational exploration of vicine - an alkaloid glycoside mediated pathological hallmark of adenosine kinase to promote neurological disorder. Metabolic brain disease. 2021 04; 36(4):653-667. doi: 10.1007/s11011-021-00674-y. [PMID: 33496919]
  • Fitsum Getachew, Albert Vandenberg, Judit Smits. A practical toxicity bioassay for vicine and convicine levels in faba bean (Vicia faba). Journal of the science of food and agriculture. 2018 Oct; 98(13):5105-5111. doi: 10.1002/jsfa.9049. [PMID: 29611201]
  • Randy W Purves, Hamid Khazaei, Albert Vandenberg. Toward a high-throughput method for determining vicine and convicine levels in faba bean seeds using flow injection analysis combined with tandem mass spectrometry. Food chemistry. 2018 Aug; 256(?):219-227. doi: 10.1016/j.foodchem.2018.02.104. [PMID: 29606441]
  • Randy W Purves, Hamid Khazaei, Albert Vandenberg. Quantification of vicine and convicine in faba bean seeds using hydrophilic interaction liquid chromatography. Food chemistry. 2018 Feb; 240(?):1137-1145. doi: 10.1016/j.foodchem.2017.08.040. [PMID: 28946235]
  • Carlo Giuseppe Rizzello, Ilario Losito, Laura Facchini, Kati Katina, Francesco Palmisano, Marco Gobbetti, Rossana Coda. Degradation of vicine, convicine and their aglycones during fermentation of faba bean flour. Scientific reports. 2016 08; 6(?):32452. doi: 10.1038/srep32452. [PMID: 27578427]
  • Rossana Coda, Leena Melama, Carlo Giuseppe Rizzello, José Antonio Curiel, Juhani Sibakov, Ulla Holopainen, Marjo Pulkkinen, Nesli Sozer. Effect of air classification and fermentation by Lactobacillus plantarum VTT E-133328 on faba bean (Vicia faba L.) flour nutritional properties. International journal of food microbiology. 2015 Jan; 193(?):34-42. doi: 10.1016/j.ijfoodmicro.2014.10.012. [PMID: 25462921]
  • Weidong Xie, Yunan Zhao, Yaou Zhang. Traditional chinese medicines in treatment of patients with type 2 diabetes mellitus. Evidence-based complementary and alternative medicine : eCAM. 2011; 2011(?):726723. doi: 10.1155/2011/726723. [PMID: 21584252]
  • Jaipaul Singh, Emmanuel Cumming, Gunasekar Manoharan, Huba Kalasz, Ernest Adeghate. Medicinal chemistry of the anti-diabetic effects of momordica charantia: active constituents and modes of actions. The open medicinal chemistry journal. 2011; 5(Suppl 2):70-7. doi: 10.2174/1874104501105010070. [PMID: 21966327]
  • Ramesh Buyyarapu, Ramesh V Kantety, John Z Yu, Sukumar Saha, Govind C Sharma. Development of New Candidate Gene and EST-Based Molecular Markers for Gossypium Species. International journal of plant genomics. 2011; 2011(?):894598. doi: 10.1155/2011/894598. [PMID: 22315588]
  • Heather Ray, Fawzy Georges. A genomic approach to nutritional, pharmacological and genetic issues of faba bean (Vicia faba): prospects for genetic modifications. GM crops. 2010 Mar; 1(2):99-106. doi: 10.4161/gmcr.1.2.11891. [PMID: 21865878]
  • Zafer Bicakci. A hemolysis trigger in glucose-6-phosphate dehydrogenase enzyme deficiency. Vicia sativa (Vetch). Saudi medical journal. 2009 Feb; 30(2):292-4. doi: . [PMID: 19198723]
  • E M A Noweer, Mona G Dawood. Efficiency of propolis extract on faba bean plants and its role against nematode infection. Communications in agricultural and applied biological sciences. 2009; 74(2):593-603. doi: . [PMID: 20222623]
  • F Erle, F Ceylan, T Erdemir, C Toker. Preliminary results on evaluation of chickpea, Cicer arietinum, genotypes for resistance to the pulse beetle, Callosobruchus maculatus. Journal of insect science (Online). 2009; 9(?):1-7. doi: 10.1673/031.009.5801. [PMID: 20050777]
  • Michael B Krawinkel, Gudrun B Keding. Bitter gourd (Momordica Charantia): A dietary approach to hyperglycemia. Nutrition reviews. 2006 Jul; 64(7 Pt 1):331-7. doi: 10.1301/nr.2006.jul.331-337. [PMID: 16910221]
  • C Ressler, J G Tatake. Vicianin, prunasin, and beta-cyanoalanine in common vetch seed as sources of urinary thiocyanate in the rat. Journal of agricultural and food chemistry. 2001 Oct; 49(10):5075-80. doi: 10.1021/jf010343w. [PMID: 11600069]
  • C Burbano, C Cuadrado, M Muzquiz, J I Cubero. Variation of favism-inducing factors (vicine, convicine and L-DOPA) during pod development in Vicia faba L. Plant foods for human nutrition (Dordrecht, Netherlands). 1995 Apr; 47(3):265-75. doi: 10.1007/bf01088335. [PMID: 7659704]
  • M S Arbid, M S Madhyastha, R R Marquardt, A A Frohlich. Effect of neomycin on the hydrolysis and toxicity of vicine and convicine in rats. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 1993 Nov; 31(11):835-40. doi: 10.1016/0278-6915(93)90221-j. [PMID: 8258412]
  • H P Monteiro, C C Winterbourn. Release of iron from ferritin by divicine, isouramil, acid-hydrolyzed vicine, and dialuric acid and initiation of lipid peroxidation. Archives of biochemistry and biophysics. 1989 Jun; 271(2):536-45. doi: 10.1016/0003-9861(89)90305-6. [PMID: 2730003]
  • M A Abd Allah, Y H Foda, F M Abu Salem, Z S Abd Allah. Treatments for reducing total vicine in Egyptian faba bean (Giza 2 variety). Plant foods for human nutrition (Dordrecht, Netherlands). 1988; 38(3):201-10. doi: 10.1007/bf01092859. [PMID: 3237624]
  • N Vural, S Sardas. Biological activities of broad bean (Vicia faba L.) extracts cultivated in South Anatolia in favism sensitive subjects. Toxicology. 1984 May; 31(2):175-9. doi: 10.1016/0300-483x(84)90009-x. [PMID: 6740693]
  • D S Muduuli, R R Marquardt, W Guenter. Effect of dietary vicine and vitamin E supplementation on the productive performance of growing and laying chickens. The British journal of nutrition. 1982 Jan; 47(1):53-60. doi: 10.1079/bjn19820008. [PMID: 7059568]
  • A Sisini, A Spanu, P Arese. [Genetic improvement in Vicia faba and favism. I. Distribution and levels of presumably hemolytic metabolites]. Bollettino della Societa italiana di biologia sperimentale. 1981 Jul; 57(14):1496-502. doi: . [PMID: 7295413]
  • H S Olsen, J H Andersen. The estimation of vicine and convicine in fababeans (Vicia faba L.) and isolated fababean proteins. Journal of the science of food and agriculture. 1978 Apr; 29(4):323-31. doi: 10.1002/jsfa.2740290405. [PMID: 661227]
  • M I Higazi, W W Read. A method for determination of vicine in plant material and in blood. Journal of agricultural and food chemistry. 1974 Jul; 22(4):570-1. doi: 10.1021/jf60194a016. [PMID: 4840906]