Terameprocol (BioDeep_00000748289)

   

natural product


代谢物信息卡片


tetra-O-methyl nordihydroguaiaretic acid

化学式: C22H30O4 (358.214398)
中文名称: 2,6-二甲氧基-4-羟基苯甲醛
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(CC1=CC(=C(C=C1)OC)OC)C(C)CC2=CC(=C(C=C2)OC)OC
InChI: InChI=1S/C22H30O4/c1-15(11-17-7-9-19(23-3)21(13-17)25-5)16(2)12-18-8-10-20(24-4)22(14-18)26-6/h7-10,13-16H,11-12H2,1-6H3

描述信息

C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C2842 - DNA Binding Agent
C274 - Antineoplastic Agent > C1742 - Angiogenesis Inhibitor
Terameprocol is a synthetic derivative of Nordihydroguaiaretic acid and a non-selective lipoxygenase inhibitor. Terameprocol has antiviral and antitumor effects[1][2][3].

同义名列表

3 个代谢物同义名

Terameprocol; tetra-O-methyl nordihydroguaiaretic acid; EM-1421



数据库引用编号

11 个数据库交叉引用编号

分类词条

相关代谢途径

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代谢反应

0 个相关的代谢反应过程信息。

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Plant Reactome(0)

INOH(0)

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COVID-19 Disease Map(0)

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16 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

  • Nicole M Anders, Carlos G Romo, Avelina Hemingway, Manmeet S Ahluwalia, Michelle A Rudek. Quantitation of terameprocol in human plasma by liquid chromatography-tandem mass spectrometry. Journal of pharmaceutical and biomedical analysis. 2022 Feb; 209(?):114525. doi: 10.1016/j.jpba.2021.114525. [PMID: 34906921]
  • Qinghua Cui, Ruikun Du, Miaomiao Liu, Lijun Rong. Lignans and Their Derivatives from Plants as Antivirals. Molecules (Basel, Switzerland). 2020 Jan; 25(1):. doi: 10.3390/molecules25010183. [PMID: 31906391]
  • Teresa Merino-Ramos, Nereida Jiménez de Oya, Juan-Carlos Saiz, Miguel A Martín-Acebes. Antiviral Activity of Nordihydroguaiaretic Acid and Its Derivative Tetra-O-Methyl Nordihydroguaiaretic Acid against West Nile Virus and Zika Virus. Antimicrobial agents and chemotherapy. 2017 08; 61(8):. doi: 10.1128/aac.00376-17. [PMID: 28507114]
  • Kotohiko Kimura, Ru Chih C Huang. Tetra-O-Methyl Nordihydroguaiaretic Acid Broadly Suppresses Cancer Metabolism and Synergistically Induces Strong Anticancer Activity in Combination with Etoposide, Rapamycin and UCN-01. PloS one. 2016; 11(2):e0148685. doi: 10.1371/journal.pone.0148685. [PMID: 26886430]
  • Carwyn Davies, Linda A Hogarth, Karen L Mackenzie, Andrew G Hall, Richard B Lock. p21(WAF1) modulates drug-induced apoptosis and cell cycle arrest in B-cell precursor acute lymphoblastic leukemia. Cell cycle (Georgetown, Tex.). 2015; 14(22):3602-12. doi: 10.1080/15384101.2015.1100774. [PMID: 26506264]
  • Takeshi Yokoyama, Yuto Kosaka, Mineyuki Mizuguchi. Inhibitory activities of propolis and its promising component, caffeic acid phenethyl ester, against amyloidogenesis of human transthyretin. Journal of medicinal chemistry. 2014 Nov; 57(21):8928-35. doi: 10.1021/jm500997m. [PMID: 25314129]
  • Stuart A Grossman, Xiaobu Ye, David Peereboom, Myrna R Rosenfeld, Tom Mikkelsen, Jeffrey G Supko, Serena Desideri. Phase I study of terameprocol in patients with recurrent high-grade glioma. Neuro-oncology. 2012 Apr; 14(4):511-7. doi: 10.1093/neuonc/nor230. [PMID: 22323663]
  • Xiao-Nian Li, Jian-Xin Pu, Xue Du, Liu-Meng Yang, Hui-Mei An, Chun Lei, Fei He, Xiao Luo, Yong-Tang Zheng, Yang Lu, Wei-Lie Xiao, Han-Dong Sun. Lignans with anti-HIV activity from Schisandra propinqua var. sinensis. Journal of natural products. 2009 Jun; 72(6):1133-41. doi: 10.1021/np900123z. [PMID: 19413342]
  • D Eads, Rl Hansen, Ao Oyegunwa, Ce Cecil, Ca Culver, F Scholle, Itd Petty, Sm Laster. Terameprocol, a methylated derivative of nordihydroguaiaretic acid, inhibits production of prostaglandins and several key inflammatory cytokines and chemokines. Journal of inflammation (London, England). 2009 Jan; 6(?):2. doi: 10.1186/1476-9255-6-2. [PMID: 19133137]
  • Qingqi Chen. Nordihydroguaiaretic acid analogues: their chemical synthesis and biological activities. Current topics in medicinal chemistry. 2009; 9(17):1636-59. doi: 10.2174/156802609789941915. [PMID: 19903157]
  • Piotr Smolewski. Terameprocol, a novel site-specific transcription inhibitor with anticancer activity. IDrugs : the investigational drugs journal. 2008 Mar; 11(3):204-14. doi: ". [PMID: 18311658]
  • J D Lambert, R O Meyers, B N Timmermann, R T Dorr. tetra-O-methylnordihydroguaiaretic acid inhibits melanoma in vivo. Cancer letters. 2001 Sep; 171(1):47-56. doi: 10.1016/s0304-3835(01)00560-2. [PMID: 11485827]