Isorhapontigenin (BioDeep_00000230811)

 

Secondary id: BioDeep_00000227982

natural product PANOMIX_OTCML-2023


代谢物信息卡片


1,3-BENZENEDIOL, 5-(2-(4-HYDROXY-3-METHOXYPHENYL)ETHENYL)-, (E)-

化学式: C15H14O4 (258.0892044)
中文名称: 异丹叶大黄素
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 2.67%

分子结构信息

SMILES: COC1=C(C=CC(=C1)C=CC2=CC(=CC(=C2)O)O)O
InChI: InChI=1S/C15H14O4/c1-19-15-8-10(4-5-14(15)18)2-3-11-6-12(16)9-13(17)7-11/h2-9,16-18H,1H3/b3-2+

描述信息

Isorhapontigenin is a stilbenoid.
Isorhapontigenin is a natural product found in Smilax corbularia, Aiphanes horrida, and other organisms with data available.
Isorhapontigenin, an orally bioavailable dietary polyphenol isolated from the Chinese herb Gnetum cleistostachyum, displays anti-inflammatory effects. Isorhapontigenin induces autophagy and inhibits invasive bladder cancer formation[1][2].
Isorhapontigenin, an orally bioavailable dietary polyphenol isolated from the Chinese herb Gnetum cleistostachyum, displays anti-inflammatory effects. Isorhapontigenin induces autophagy and inhibits invasive bladder cancer formation[1][2].

同义名列表

22 个代谢物同义名

1,3-BENZENEDIOL, 5-(2-(4-HYDROXY-3-METHOXYPHENYL)ETHENYL)-, (E)-; 1,3-Benzenediol, 5-[(1E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-; 5-((1E)-2-(4-HYDROXY-3-METHOXYPHENYL)ETHENYL)-1,3-BENZENEDIOL; 5-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]benzene-1,3-diol; 5-[(E)-2-(4-hydroxy-3-methoxy-phenyl)vinyl]benzene-1,3-diol; 1,3-Benzenediol, 5-[2-(4-hydroxy-3-methoxyphenyl)ethenyl]-; 5-[2-(4-Hydroxy-3-methoxyphenyl)ethenyl]-1,3-benzenediol; (E)-5-(4-hydroxy-3-methoxystyryl)benzene-1,3-diol; 3,5,4-trihydroxy-3-methoxy-trans-stilbene; 3,4,5-Trihydroxy-3-methoxy-trans-stilbene; 3,4,5-STILBENETRIOL, 3-METHOXY-, (E)-; ANNNBEZJTNCXHY-NSCUHMNNSA-N; 3-methoxy-resveratrol; 3-Methoxyresveratrol; ?isorhapontigenin; Isorhapontigenin; Isorhapotogenin; UNII-CZ49V3K5HS; MEGxp0_001015; ACon1_000713; CZ49V3K5HS; ISOR



数据库引用编号

28 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)

109 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

  • Yuqiong Chen, Su Li, Ming Yin, Yafei Li, Chao Chen, Jun Zhang, Kangyun Sun, Xiangqing Kong, Zhangwei Chen, Juying Qian. Isorhapontigenin Attenuates Cardiac Microvascular Injury in Diabetes via the Inhibition of Mitochondria-Associated Ferroptosis Through PRDX2-MFN2-ACSL4 Pathways. Diabetes. 2023 Mar; 72(3):389-404. doi: 10.2337/db22-0553. [PMID: 36367849]
  • Qiang Zheng, Yuan Zhang, Xiaofeng Wang, Fudong Wang, Hongyu Zhao. Isorhapontigenin Modulates SOX9/TOLLIP Expression to Attenuate Cell Apoptosis and Oxidative Stress in Paraquat-Induced Acute Kidney Injury. Oxidative medicine and cellular longevity. 2022; 2022(?):3328623. doi: 10.1155/2022/3328623. [PMID: 35720190]
  • Luce M Mattio, Giorgia Catinella, Andrea Pinto, Sabrina Dallavalle. Natural and nature-inspired stilbenoids as antiviral agents. European journal of medicinal chemistry. 2020 Sep; 202(?):112541. doi: 10.1016/j.ejmech.2020.112541. [PMID: 32652408]
  • Ting-Ting Zhang, Ya-Li Wang, Bo Jin, Tong Li, Chen Ma. Plasma pharmacokinetics of isorhapontigenin, a novel derivative of stilbenes, in mice by LC-MS/MS method. Journal of Asian natural products research. 2019 Sep; 21(9):895-904. doi: 10.1080/10286020.2018.1540602. [PMID: 30589363]
  • Xiaosheng Tang, Ping Tang, Lei Ma, Liangliang Liu. Screening and Evaluation of Xanthine Oxidase Inhibitors from Gnetum parvifolium in China. Molecules (Basel, Switzerland). 2019 Jul; 24(14):. doi: 10.3390/molecules24142671. [PMID: 31340570]
  • Jorge Rencoret, Duarte Neiva, Gisela Marques, Ana Gutiérrez, Hoon Kim, Jorge Gominho, Helena Pereira, John Ralph, José C Del Río. Hydroxystilbene Glucosides Are Incorporated into Norway Spruce Bark Lignin. Plant physiology. 2019 07; 180(3):1310-1321. doi: 10.1104/pp.19.00344. [PMID: 31023874]
  • Nellie Francezon, Naamwin-So-Bâwfu Romaric Meda, Tatjana Stevanovic. Optimization of Bioactive Polyphenols Extraction from Picea Mariana Bark. Molecules (Basel, Switzerland). 2017 Dec; 22(12):. doi: 10.3390/molecules22122118. [PMID: 29194377]
  • Chi N Chan, Benjamin Trinité, David N Levy. Potent Inhibition of HIV-1 Replication in Resting CD4 T Cells by Resveratrol and Pterostilbene. Antimicrobial agents and chemotherapy. 2017 09; 61(9):. doi: 10.1128/aac.00408-17. [PMID: 28652233]
  • Samuel Chao Ming Yeo, Peter S Fenwick, Peter J Barnes, Hai Shu Lin, Louise E Donnelly. Isorhapontigenin, a bioavailable dietary polyphenol, suppresses airway epithelial cell inflammation through a corticosteroid-independent mechanism. British journal of pharmacology. 2017 07; 174(13):2043-2059. doi: 10.1111/bph.13803. [PMID: 28369685]
  • K V Kiselev, V P Grigorchuk, Z V Ogneva, A R Suprun, A S Dubrovina. Stilbene biosynthesis in the needles of spruce Picea jezoensis. Phytochemistry. 2016 Nov; 131(?):57-67. doi: 10.1016/j.phytochem.2016.08.011. [PMID: 27576046]
  • Amr M Abbas. Cardioprotective effect of resveratrol analogue isorhapontigenin versus omega-3 fatty acids in isoproterenol-induced myocardial infarction in rats. Journal of physiology and biochemistry. 2016 Sep; 72(3):469-84. doi: 10.1007/s13105-016-0494-4. [PMID: 27193109]
  • Yuguang Liang, Junlan Zhu, Haishan Huang, Daimin Xiang, Yang Li, Dongyun Zhang, Jingxia Li, Yulei Wang, Honglei Jin, Guosong Jiang, Zeyuan Liu, Chuanshu Huang. SESN2/sestrin 2 induction-mediated autophagy and inhibitory effect of isorhapontigenin (ISO) on human bladder cancers. Autophagy. 2016 08; 12(8):1229-39. doi: 10.1080/15548627.2016.1179403. [PMID: 27171279]
  • Shinpei Kawakami, Yosuke Kinoshita, Hiroko Maruki-Uchida, Koji Yanae, Masahiko Sai, Tatsuhiko Ito. Piceatannol and its metabolite, isorhapontigenin, induce SIRT1 expression in THP-1 human monocytic cell line. Nutrients. 2014 Oct; 6(11):4794-804. doi: 10.3390/nu6114794. [PMID: 25360511]
  • Yixi Liu, Liva Harinantenaina, Peggy J Brodie, Jessica D Bowman, Maria B Cassera, Carla Slebodnick, Martin W Callmander, Richard Randrianaivo, Etienne Rakotobe, Vincent E Rasamison, Wendy Applequist, Chris Birkinshaw, Gwilym P Lewis, David G I Kingston. Bioactive compounds from Stuhlmannia moavi from the Madagascar dry forest. Bioorganic & medicinal chemistry. 2013 Dec; 21(24):7591-4. doi: 10.1016/j.bmc.2013.10.038. [PMID: 24239390]
  • María Isabel Fernández-Marín, Raúl F Guerrero, María Carmen García-Parrilla, Belén Puertas, Tristan Richard, Miriam Adriana Rodriguez-Werner, Peter Winterhalter, Jean-Pierre Monti, Emma Cantos-Villar. Isorhapontigenin: a novel bioactive stilbene from wine grapes. Food chemistry. 2012 Dec; 135(3):1353-9. doi: 10.1016/j.foodchem.2012.05.086. [PMID: 22953865]
  • Hong-Liang Li, Ai-Bing Wang, Yue Huang, De-Pei Liu, Chiming Wei, G Metville Williams, Chan-Na Zhang, Guang Liu, Yu-Qing Liu, De-Long Hao, Rui-Tai Hui, Mao Lin, Chih-Chuan Liang. Isorhapontigenin, a new resveratrol analog, attenuates cardiac hypertrophy via blocking signaling transduction pathways. Free radical biology & medicine. 2005 Jan; 38(2):243-57. doi: 10.1016/j.freeradbiomed.2004.10.020. [PMID: 15607907]
  • Q L Wang, M Lin, G T Liu. Antioxidative activity of natural isorhapontigenin. Japanese journal of pharmacology. 2001 Sep; 87(1):61-6. doi: 10.1254/jjp.87.61. [PMID: 11676199]
  • H Matsuda, T Kageura, T Morikawa, I Toguchida, S Harima, M Yoshikawa. Effects of stilbene constituents from rhubarb on nitric oxide production in lipopolysaccharide-activated macrophages. Bioorganic & medicinal chemistry letters. 2000 Feb; 10(4):323-7. doi: 10.1016/s0960-894x(99)00702-7. [PMID: 10714491]