Oxyresveratrol (cis-) (BioDeep_00000229368)

   

human metabolite


代谢物信息卡片


2-(4-hydroxyphenyl)ethyl (3S)-4-formyl-3-(2-oxoethyl)hex-4-enoate

化学式: C17H20O5 (304.13106700000003)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC=C(C=O)[C@@H](CC=O)CC(=O)OCCC1=CC=C(O)C=C1
InChI: InChI=1S/C19H24O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-21-19(2)20/h8-11,16-17H,3-7,18H2,1-2H3/b9-8+,11-10+,17-16+

描述信息

同义名列表

8 个代谢物同义名

2-(4-hydroxyphenyl)ethyl (3S)-4-formyl-3-(2-oxoethyl)hex-4-enoate; (-)-Deacetoxy ligstroside aglycone; (-)-Deacetoxy ligstroside aglycon; Deacetoxy ligstroside aglycone; Deacetoxy ligstroside aglycon; Oxyresveratrol (cis-); (-)-Oleocanthal; Oleocanthal



数据库引用编号

7 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)

1 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

  • Maria Chiara Monti, Luigi Margarucci, Raffaele Riccio, Agostino Casapullo. Modulation of tau protein fibrillization by oleocanthal. Journal of natural products. 2012 Sep; 75(9):1584-8. doi: 10.1021/np300384h. [PMID: 22988908]
  • Samantha M Bennett, John E Hayes. Differences in the chemesthetic subqualities of capsaicin, ibuprofen, and olive oil. Chemical senses. 2012 Jun; 37(5):471-8. doi: 10.1093/chemse/bjr129. [PMID: 22281531]
  • Ivan Fistonić, Mirna Situm, Vedrana Bulat, Mario Harapin, Nikola Fistonić, Donatella Verbanac. Olive oil biophenols and women's health. Medicinski glasnik : official publication of the Medical Association of Zenica-Doboj Canton, Bosnia and Herzegovina. 2012 Feb; 9(1):1-9. doi: . [PMID: 22634935]
  • Alaa H Abuznait, Hisham Qosa, Nicholas D O'Connell, Jessica Akbarian-Tefaghi, Paul W Sylvester, Khalid A El Sayed, Amal Kaddoumi. Induction of expression and functional activity of P-glycoprotein efflux transporter by bioactive plant natural products. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2011 Nov; 49(11):2765-72. doi: 10.1016/j.fct.2011.08.004. [PMID: 21851848]
  • Ahmed Y Elnagar, Paul W Sylvester, Khalid A El Sayed. (-)-Oleocanthal as a c-Met inhibitor for the control of metastatic breast and prostate cancers. Planta medica. 2011 Jul; 77(10):1013-9. doi: 10.1055/s-0030-1270724. [PMID: 21328179]
  • Maria Chiara Monti, Luigi Margarucci, Alessandra Tosco, Raffaele Riccio, Agostino Casapullo. New insights on the interaction mechanism between tau protein and oleocanthal, an extra-virgin olive-oil bioactive component. Food & function. 2011 Jul; 2(7):423-8. doi: 10.1039/c1fo10064e. [PMID: 21894330]
  • Jing Ke, Dhrubojyoti D Laskar, Deepak Singh, Shulin Chen. In situ lignocellulosic unlocking mechanism for carbohydrate hydrolysis in termites: crucial lignin modification. Biotechnology for biofuels. 2011 Jun; 4(?):17. doi: 10.1186/1754-6834-4-17. [PMID: 21672247]
  • Leonardo Di Donna, Hicham Benabdelkamel, Fabio Mazzotti, Anna Napoli, Monica Nardi, Giovanni Sindona. High-throughput assay of oleopentanedialdheydes in extra virgin olive oil by the UHPLC-ESI-MS/MS and isotope dilution methods. Analytical chemistry. 2011 Mar; 83(6):1990-5. doi: 10.1021/ac200152r. [PMID: 21329394]
  • Karl-Erik Eilertsen, Hanne K Mæhre, Katrien Cludts, Jan O Olsen, Marc F Hoylaerts. Dietary enrichment of apolipoprotein E-deficient mice with extra virgin olive oil in combination with seal oil inhibits atherogenesis. Lipids in health and disease. 2011 Mar; 10(?):41. doi: 10.1186/1476-511x-10-41. [PMID: 21371300]
  • S Cicerale, X A Conlan, N W Barnett, R S J Keast. The concentration of oleocanthal in olive oil waste. Natural product research. 2011 Mar; 25(5):542-8. doi: 10.1080/14786419.2010.511214. [PMID: 21391116]
  • Nermine K Saleh, Hanan A Saleh. Olive oil effectively mitigates ovariectomy-induced osteoporosis in rats. BMC complementary and alternative medicine. 2011 Feb; 11(?):10. doi: 10.1186/1472-6882-11-10. [PMID: 21294895]
  • Catherine Peyrot des Gachons, Kunitoshi Uchida, Bruce Bryant, Asako Shima, Jeffrey B Sperry, Luba Dankulich-Nagrudny, Makoto Tominaga, Amos B Smith, Gary K Beauchamp, Paul A S Breslin. Unusual pungency from extra-virgin olive oil is attributable to restricted spatial expression of the receptor of oleocanthal. The Journal of neuroscience : the official journal of the Society for Neuroscience. 2011 Jan; 31(3):999-1009. doi: 10.1523/jneurosci.1374-10.2011. [PMID: 21248124]
  • Lisa Lucas, Aaron Russell, Russell Keast. Molecular mechanisms of inflammation. Anti-inflammatory benefits of virgin olive oil and the phenolic compound oleocanthal. Current pharmaceutical design. 2011; 17(8):754-68. doi: 10.2174/138161211795428911. [PMID: 21443487]
  • Mohamed Attya, Hicham Benabdelkamel, Enzo Perri, Anna Russo, Giovanni Sindona. Effects of conventional heating on the stability of major olive oil phenolic compounds by tandem mass spectrometry and isotope dilution assay. Molecules (Basel, Switzerland). 2010 Dec; 15(12):8734-46. doi: 10.3390/molecules15128734. [PMID: 21124271]
  • Sara Cicerale, Lisa Lucas, Russell Keast. Biological activities of phenolic compounds present in virgin olive oil. International journal of molecular sciences. 2010 Feb; 11(2):458-79. doi: 10.3390/ijms11020458. [PMID: 20386648]
  • Sara Cicerale, Paul A S Breslin, Gary K Beauchamp, Russell S J Keast. Sensory characterization of the irritant properties of oleocanthal, a natural anti-inflammatory agent in extra virgin olive oils. Chemical senses. 2009 May; 34(4):333-9. doi: 10.1093/chemse/bjp006. [PMID: 19273462]
  • Sara Cicerale, Xavier A Conlan, Neil W Barnett, Andrew J Sinclair, Russell S J Keast. Influence of heat on biological activity and concentration of oleocanthal--a natural anti-inflammatory agent in virgin olive oil. Journal of agricultural and food chemistry. 2009 Feb; 57(4):1326-30. doi: 10.1021/jf803154w. [PMID: 19166297]
  • Hui Liao, Linda K Banbury, David N Leach. Antioxidant activity of 45 Chinese herbs and the relationship with their TCM characteristics. Evidence-based complementary and alternative medicine : eCAM. 2008 Dec; 5(4):429-34. doi: 10.1093/ecam/nem054. [PMID: 18955214]
  • Lucia Fini, Erin Hotchkiss, Vincenzo Fogliano, Giulia Graziani, Marco Romano, Edward B De Vol, Huanying Qin, Michael Selgrad, C Richard Boland, Luigi Ricciardiello. Chemopreventive properties of pinoresinol-rich olive oil involve a selective activation of the ATM-p53 cascade in colon cancer cell lines. Carcinogenesis. 2008 Jan; 29(1):139-46. doi: 10.1093/carcin/bgm255. [PMID: 17999988]
  • Fabio Galvano, Luca La Fauci, Giulia Graziani, Rosalia Ferracane, Roberta Masella, Claudia Di Giacomo, Antonio Scacco, Massimo D'Archivio, Luca Vanella, Giacomo Galvano. Phenolic compounds and antioxidant activity of Italian extra virgin olive oil Monti Iblei. Journal of medicinal food. 2007 Dec; 10(4):650-6. doi: 10.1089/jmf.2007.409. [PMID: 18158836]
  • Amos B Smith, Jeffrey B Sperry, Qiang Han. Syntheses of (-)-oleocanthal, a natural NSAID found in extra virgin olive oil, the (-)-deacetoxy-oleuropein aglycone, and related analogues. The Journal of organic chemistry. 2007 Aug; 72(18):6891-900. doi: 10.1021/jo071146k. [PMID: 17685574]
  • John Impellizzeri, Jianming Lin. A simple high-performance liquid chromatography method for the determination of throat-burning oleocanthal with probated antiinflammatory activity in extra virgin olive oils. Journal of agricultural and food chemistry. 2006 May; 54(9):3204-8. doi: 10.1021/jf052870b. [PMID: 16637673]
  • Vincenzo Fogliano, Raffaele Sacchi. Oleocanthal in olive oil: between myth and reality. Molecular nutrition & food research. 2006 Jan; 50(1):5-6. doi: 10.1002/mnfr.200690002. [PMID: 16397870]
  • Amos B Smith, Qiang Han, Paul A S Breslin, Gary K Beauchamp. Synthesis and assignment of absolute configuration of (-)-oleocanthal: a potent, naturally occurring non-steroidal anti-inflammatory and anti-oxidant agent derived from extra virgin olive oils. Organic letters. 2005 Oct; 7(22):5075-8. doi: 10.1021/ol052106a. [PMID: 16235961]
  • Linda Hagfors, Ingela Nilsson, Lars Sköldstam, Gunnar Johansson. Fat intake and composition of fatty acids in serum phospholipids in a randomized, controlled, Mediterranean dietary intervention study on patients with rheumatoid arthritis. Nutrition & metabolism. 2005 Oct; 2(?):26. doi: 10.1186/1743-7075-2-26. [PMID: 16216119]
  • Gary K Beauchamp, Russell S J Keast, Diane Morel, Jianming Lin, Jana Pika, Qiang Han, Chi-Ho Lee, Amos B Smith, Paul A S Breslin. Phytochemistry: ibuprofen-like activity in extra-virgin olive oil. Nature. 2005 Sep; 437(7055):45-6. doi: 10.1038/437045a. [PMID: 16136122]