epsilon-Viniferin (BioDeep_00000002776)

 

Secondary id: BioDeep_00000396627, BioDeep_00000403147

human metabolite PANOMIX_OTCML-2023 Volatile Flavor Compounds natural product


代谢物信息卡片


5-[6-hydroxy-2-(4-hydroxyphenyl)-4-[(Z)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol

化学式: C28H22O6 (454.1416312)
中文名称: EPSILON-VINIFERIN
谱图信息: 最多检出来源 Mentha canadensis(plant) 3.64%

分子结构信息

SMILES: C1=CC(=CC=C1C=CC2=C3C(C(OC3=CC(=C2)O)C4=CC=C(C=C4)O)C5=CC(=CC(=C5)O)O)O
InChI: InChI=1S/C28H22O6/c29-20-7-2-16(3-8-20)1-4-18-11-24(33)15-25-26(18)27(19-12-22(31)14-23(32)13-19)28(34-25)17-5-9-21(30)10-6-17/h1-15,27-33H/b4-1-

描述信息

(7E,7R,8R)-epsilon-Viniferin is found in alcoholic beverages. (7E,7R,8R)-epsilon-Viniferin is isolated from leaves of wine grape (Vitis vinifera) infected with Botrytis cinere

同义名列表

5 个代谢物同义名

5-[6-hydroxy-2-(4-hydroxyphenyl)-4-[(Z)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol; 3-(3,5-Dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-4-[(Z)-4-hydroxystyryl]-2,3-dihydrobenzofuran; Epsilon-viniferin; Viniferin; epsilon-Viniferin



数据库引用编号

18 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)

97 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

  • Anna Rita Santamaria, Nadia Mulinacci, Alessio Valletta, Marzia Innocenti, Gabriella Pasqua. Effects of elicitors on the production of resveratrol and viniferins in cell cultures of Vitis vinifera L. cv Italia. Journal of agricultural and food chemistry. 2011 Sep; 59(17):9094-101. doi: 10.1021/jf201181n. [PMID: 21751812]
  • Giulia Malacarne, Urska Vrhovsek, Luca Zulini, Alessandro Cestaro, Marco Stefanini, Fulvio Mattivi, Massimo Delledonne, Riccardo Velasco, Claudio Moser. Resistance to Plasmopara viticola in a grapevine segregating population is associated with stilbenoid accumulation and with specific host transcriptional responses. BMC plant biology. 2011 Aug; 11(?):114. doi: 10.1186/1471-2229-11-114. [PMID: 21838877]
  • Monika Podhorecka, Dorota Halicka, Piotr Klimek, Malgorzata Kowal, Sylwia Chocholska, Anna Dmoszynska. Resveratrol increases rate of apoptosis caused by purine analogues in malignant lymphocytes of chronic lymphocytic leukemia. Annals of hematology. 2011 Feb; 90(2):173-83. doi: 10.1007/s00277-010-1045-7. [PMID: 20714724]
  • Zachary L Fowler, Karan Shah, John C Panepinto, Amy Jacobs, Mattheos A G Koffas. Development of non-natural flavanones as antimicrobial agents. PloS one. 2011; 6(10):e25681. doi: 10.1371/journal.pone.0025681. [PMID: 22039419]
  • Ha Yeon Jeong, Joo Youn Kim, Hong Kyu Lee, Do Thi Ha, Kyung-Sik Song, KiHwan Bae, Yeon Hee Seong. Leaf and stem of Vitis amurensis and its active components protect against amyloid β protein (25-35)-induced neurotoxicity. Archives of pharmacal research. 2010 Oct; 33(10):1655-64. doi: 10.1007/s12272-010-1015-6. [PMID: 21052941]
  • A R Santamaria, D Antonacci, G Caruso, C Cavaliere, R Gubbiotti, A Lagana, A Valletta, G Pasqua. Stilbene production in cell cultures of Vitis vinifera L. cvs Red Globe and Michele Palieri elicited by methyl jasmonate. Natural product research. 2010 Sep; 24(15):1488-98. doi: 10.1080/14786410903421446. [PMID: 20812136]
  • Marcela Kovárová, Kristýna Bartůnková, Tomás Frantík, Helena Koblihová, Katerina Prchalová, Miroslav Vosátka. Factors influencing the production of stilbenes by the knotweed, Reynoutria x bohemica. BMC plant biology. 2010 Jan; 10(?):19. doi: 10.1186/1471-2229-10-19. [PMID: 20113506]
  • Maria Anastasiadi, Nikos G Chorianopoulos, George-John E Nychas, Serkos A Haroutounian. Antilisterial activities of polyphenol-rich extracts of grapes and vinification byproducts. Journal of agricultural and food chemistry. 2009 Jan; 57(2):457-63. doi: 10.1021/jf8024979. [PMID: 19105651]
  • Tran Minh Ngoc, Tran Manh Hung, Phuong Thien Thuong, MinKyun Na, HongJin Kim, Do Thi Ha, Byung-Sun Min, Pham Thi Hong Minh, KihWan Bae. Inhibition of human low density lipoprotein and high density lipoprotein oxidation by oligostilbenes from rhubarb. Biological & pharmaceutical bulletin. 2008 Sep; 31(9):1809-12. doi: 10.1248/bpb.31.1809. [PMID: 18758083]
  • Erkan Karacabey, Giuseppe Mazza. Optimization of solid-liquid extraction of resveratrol and other phenolic compounds from milled grape canes (Vitis vinifera). Journal of agricultural and food chemistry. 2008 Aug; 56(15):6318-25. doi: 10.1021/jf800687b. [PMID: 18636680]
  • Tran Minh Ngoc, Pham Thi Hong Minh, Tran Manh Hung, Phuong Thien Thuong, IkSoo Lee, Byung-Sun Min, KiHwan Bae. Lipoxygenase inhibitory constituents from rhubarb. Archives of pharmacal research. 2008 May; 31(5):598-605. doi: 10.1007/s12272-001-1199-0. [PMID: 18481015]
  • M Koo, S H Kim, N Lee, M Y Yoo, S Y Ryu, D Y Kwon, Y S Kim. 3-Hydroxy-3-methylglutaryl-CoA (HMG-CoA) reductase inhibitory effect of Vitis vinifera. Fitoterapia. 2008 Apr; 79(3):204-6. doi: 10.1016/j.fitote.2007.11.005. [PMID: 18191910]
  • Luigi Bavaresco, Silvia Vezzulli, Silvia Civardi, Matteo Gatti, Paola Battilani, Amedeo Pietri, Federico Ferrari. Effect of lime-induced leaf chlorosis on ochratoxin A, trans-resveratrol, and epsilon-viniferin production in grapevine (Vitis vinifera L.) berries infected by Aspergillus carbonarius. Journal of agricultural and food chemistry. 2008 Mar; 56(6):2085-9. doi: 10.1021/jf073456+. [PMID: 18290620]
  • Mi Young Yoo, Kwang-Seok Oh, Jung Won Lee, Ho Won Seo, Gyu Hwan Yon, Dae Young Kwon, Young Sup Kim, Shi Yong Ryu, Byung Ho Lee. Vasorelaxant effect of stilbenes from rhizome extract of rhubarb (Rheum undulatum) on the contractility of rat aorta. Phytotherapy research : PTR. 2007 Feb; 21(2):186-9. doi: 10.1002/ptr.2042. [PMID: 17128434]
  • Aziz Aziz, Patricia Trotel-Aziz, Laurent Dhuicq, Philippe Jeandet, Michel Couderchet, Guy Vernet. Chitosan oligomers and copper sulfate induce grapevine defense reactions and resistance to gray mold and downy mildew. Phytopathology. 2006 Nov; 96(11):1188-94. doi: 10.1094/phyto-96-1188. [PMID: 18943955]
  • John Lekakis, Loukianos S Rallidis, Ioanna Andreadou, Georgia Vamvakou, Georgios Kazantzoglou, Prokopios Magiatis, Alexios-Leandros Skaltsounis, Dimitrios T Kremastinos. Polyphenolic compounds from red grapes acutely improve endothelial function in patients with coronary heart disease. European journal of cardiovascular prevention and rehabilitation : official journal of the European Society of Cardiology, Working Groups on Epidemiology & Prevention and Cardiac Rehabilitation and Exercise Physiology. 2005 Dec; 12(6):596-600. doi: 10.1097/00149831-200512000-00013. [PMID: 16319551]
  • Xavier Vitrac, Aurélie Bornet, Regina Vanderlinde, Josep Valls, Tristan Richard, Jean-Claude Delaunay, Jean-Michel Mérillon, Pierre-Louis Teissédre. Determination of stilbenes (delta-viniferin, trans-astringin, trans-piceid, cis- and trans-resveratrol, epsilon-viniferin) in Brazilian wines. Journal of agricultural and food chemistry. 2005 Jul; 53(14):5664-9. doi: 10.1021/jf050122g. [PMID: 15998130]
  • Aziz Aziz, Benoît Poinssot, Xavier Daire, Marielle Adrian, Annie Bézier, B Lambert, Jean-Marie Joubert, Alain Pugin. Laminarin elicits defense responses in grapevine and induces protection against Botrytis cinerea and Plasmopara viticola. Molecular plant-microbe interactions : MPMI. 2003 Dec; 16(12):1118-28. doi: 10.1094/mpmi.2003.16.12.1118. [PMID: 14651345]
  • Roger Pezet, Camille Perret, Julien Bernard Jean-Denis, Raffaele Tabacchi, Katia Gindro, Olivier Viret. Delta-viniferin, a resveratrol dehydrodimer: one of the major stilbenes synthesized by stressed grapevine leaves. Journal of agricultural and food chemistry. 2003 Aug; 51(18):5488-92. doi: 10.1021/jf030227o. [PMID: 12926902]
  • Bertrand Piver, François Berthou, Yvonne Dreano, Danièle Lucas. Differential inhibition of human cytochrome P450 enzymes by epsilon-viniferin, the dimer of resveratrol: comparison with resveratrol and polyphenols from alcoholized beverages. Life sciences. 2003 Jul; 73(9):1199-213. doi: 10.1016/s0024-3205(03)00420-x. [PMID: 12818727]
  • Nanik S Aminah, Sjamsul A Achmad, Norio Aimi, Emilio L Ghisalberti, Euis H Hakim, Mariko Kitajima, Yana M Syah, Hiromitsu Takayama. Diptoindonesin A, a new C-glucoside of epsilon-viniferin from Shorea seminis (Dipterocarpaceae). Fitoterapia. 2002 Oct; 73(6):501-7. doi: 10.1016/s0367-326x(02)00179-x. [PMID: 12385874]
  • Christian Billard, Jean-Claude Izard, Viviana Roman, Catherine Kern, Claire Mathiot, Franck Mentz, Jean-Pierre Kolb. Comparative antiproliferative and apoptotic effects of resveratrol, epsilon-viniferin and vine-shots derived polyphenols (vineatrols) on chronic B lymphocytic leukemia cells and normal human lymphocytes. Leukemia & lymphoma. 2002 Oct; 43(10):1991-2002. doi: 10.1080/1042819021000015952. [PMID: 12481898]
  • Christelle Privat, João Paulo Telo, Vania Bernardes-Genisson, Abel Vieira, Jean-Pierre Souchard, Françoise Nepveu. Antioxidant properties of trans-epsilon-viniferin as compared to stilbene derivatives in aqueous and nonaqueous media. Journal of agricultural and food chemistry. 2002 Feb; 50(5):1213-7. doi: 10.1021/jf010676t. [PMID: 11853506]
  • J Z Yang, L X Zhou, Y Ding. [Studies on chemical constituents of oligostilbenes from Vitis davidii Foex]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2001 Aug; 26(8):553-5. doi: ". [PMID: 12776371]