Cercosporamide (BioDeep_00000316694)

 

Secondary id: BioDeep_00000177161

PANOMIX_OTCML-2023


代谢物信息卡片


Cercosporamide2-Hydroxycinnamic acidBenzoylaconine9-Dihydro-13-acetylbaccatin IIISanguinarine10-Deacetyl-7-xylosyl paclitaxelArecolineGinkgolide B2-Heptanol2,3-Pentanedione

化学式: C16H13NO7 (331.0691988)
中文名称: 尾孢素酰胺
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 17.39%

分子结构信息

SMILES: CC(=O)C1=C(C=C2C(C1=O)(C3=C(C=C(C(=C3O2)C(=O)N)O)O)C)O
InChI: InChI=1S/C16H13NO7/c1-5(18)10-7(20)4-9-16(2,14(10)22)12-8(21)3-6(19)11(15(17)23)13(12)24-9/h3-4,19-21H,1-2H3,(H2,17,23)/t16-/m1/s1

描述信息

Cercosporamide is a member of the class of dibenzofurans that is a potent broad spectrum antifungal agent isolated from the fungus Cercosporidium henningsii. It has a role as an antifungal agent, a phytotoxin, a fungal metabolite and an EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor. It is a member of dibenzofurans, a polyphenol, a monocarboxylic acid amide and a methyl ketone.
Cercosporamide is a natural product found in Clarohilum henningsii and Phoma with data available.
Chlorinated dibenzofurans (CDFs) are a family of chemical that contain one to eight chlorine atoms attached to the carbon atoms of the parent chemical, dibenzofuran. The CDF family contains 135 individual compounds (known as congeners) with varying harmful health and environmental effects. Of these 135 compounds, those that contain chlorine atoms at the 2,3,7,8-positions of the parent dibenzofuran molecule are especially harmful. Other than for laboratory use of small amounts of CDFs for research and development purposes, these chemicals are not deliberately produced by industry. Most CDFs are produced in very small amounts as unwanted impurities of certain products and processes utilizing chlorinated compounds. Only a few of the 135 CDF compounds have been produced in large enough quantities so that their properties, such as color, smell, taste, and toxicity could be studied. (L952)
A member of the class of dibenzofurans that is a potent broad spectrum antifungal agent isolated from the fungus Cercosporidium henningsii.

同义名列表

11 个代谢物同义名

Cercosporamide2-Hydroxycinnamic acidBenzoylaconine9-Dihydro-13-acetylbaccatin IIISanguinarine10-Deacetyl-7-xylosyl paclitaxelArecolineGinkgolide B2-Heptanol2,3-Pentanedione; 8-Acetyl-1,3,7-trihydroxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboximidic acid; (9aS)-8-acetyl-1,3,7-trihydroxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide; 4-Dibenzofurancarboxamide, 8-acetyl-9,9a-dihydro-1,3,7-trihydroxy-9a-methyl-9-oxo-, (9aS)-; (R)-8-Acetyl-9,9a-dihydro-1,3,7-trihydroxy-9abeta-methyl-9-oxodibenzofuran-4-carboxamide; 4-Dibenzofurancarboxamide, 8-acetyl-9,9a-dihydro-1,3,7-trihydroxy-9a-methyl-9-oxo-, (S)-; (9aS)-8-Acetyl-9,9a-dihydro-1,3,7-trihydroxy-9a-methyl-9-oxo-4-dibenzofurancaboxamide; (9aS)-8-acetyl-1,3,7-trihydroxy-9a-methyl-9-oxodibenzofuran-4-carboxamide; GEWLYFZWVLXQME-MRXNPFEDSA-N; (-)-Cercosporamide; Cercosporamide



数据库引用编号

8 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。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

0 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

  • Sen Chen, Long Cui, Qiao Hu, Yingying Shen, Yan Jiang, Juan Zhao. Preclinical evidence that MNK/eIF4E inhibition by cercosporamide enhances the response to antiangiogenic TKI and mTOR inhibitor in renal cell carcinoma. Biochemical and biophysical research communications. 2020 09; 530(1):142-148. doi: 10.1016/j.bbrc.2020.06.133. [PMID: 32828276]
  • L Wang, J Shen, L Xu, J Gao, C Zhang, Y Wang, F Chen. A metabolite of endophytic fungus Cadophora orchidicola from Kalimeris indica serves as a potential fungicide and TLR4 agonist. Journal of applied microbiology. 2019 May; 126(5):1383-1390. doi: 10.1111/jam.14239. [PMID: 30811736]
  • Akihiro Furukawa, Tsuyoshi Arita, Takehiro Fukuzaki, Makoto Mori, Takeshi Honda, Susumu Satoh, Yumi Matsui, Kenji Wakabayashi, Shinko Hayashi, Kouichi Nakamura, Kazushi Araki, Masanori Kuroha, Jun Tanaka, Satoko Wakimoto, Osamu Suzuki, Jun Ohsumi. Synthesis and biological evaluation of novel (-)-Cercosporamide derivatives as potent selective PPARγ modulators. European journal of medicinal chemistry. 2012 Aug; 54(?):522-33. doi: 10.1016/j.ejmech.2012.05.040. [PMID: 22727448]
  • Li-Wei Wang, Bai-Ge Xu, Jia-Ying Wang, Zhen-Zhu Su, Fu-Cheng Lin, Chu-Long Zhang, Christian P Kubicek. Bioactive metabolites from Phoma species, an endophytic fungus from the Chinese medicinal plant Arisaema erubescens. Applied microbiology and biotechnology. 2012 Feb; 93(3):1231-9. doi: 10.1007/s00253-011-3472-3. [PMID: 21814808]
  • Akihiro Furukawa, Tsuyoshi Arita, Takehiro Fukuzaki, Susumu Satoh, Makoto Mori, Takeshi Honda, Yumi Matsui, Kenji Wakabayashi, Shinko Hayashi, Kazushi Araki, Jun Ohsumi. Substituents at the naphthalene C3 position of (-)-Cercosporamide derivatives significantly affect the maximal efficacy as PPARγ partial agonists. Bioorganic & medicinal chemistry letters. 2012 Feb; 22(3):1348-51. doi: 10.1016/j.bmcl.2011.12.066. [PMID: 22225641]
  • Kenji Wakabayashi, Shinko Hayashi, Yumi Matsui, Takuo Matsumoto, Akihiro Furukawa, Masanori Kuroha, Naomi Tanaka, Tomoko Inaba, Shoichi Kanda, Jun Tanaka, Ryo Okuyama, Satoko Wakimoto, Tsuneaki Ogata, Kazushi Araki, Jun Ohsumi. Pharmacology and in vitro profiling of a novel peroxisome proliferator-activated receptor γ ligand, Cerco-A. Biological & pharmaceutical bulletin. 2011; 34(7):1094-104. doi: 10.1248/bpb.34.1094. [PMID: 21720019]
  • Akihiro Furukawa, Tsuyoshi Arita, Susumu Satoh, Kenji Wakabayashi, Shinko Hayashi, Yumi Matsui, Kazushi Araki, Masanori Kuroha, Jun Ohsumi. Discovery of a novel selective PPARgamma modulator from (-)-Cercosporamide derivatives. Bioorganic & medicinal chemistry letters. 2010 Apr; 20(7):2095-8. doi: 10.1016/j.bmcl.2010.02.073. [PMID: 20219371]
  • Akihiro Furukawa, Tsuyoshi Arita, Susumu Satoh, Kazushi Araki, Masanori Kuroha, Jun Ohsumi. (-)-Cercosporamide derivatives as novel antihyperglycemic agents. Bioorganic & medicinal chemistry letters. 2009 Feb; 19(3):724-6. doi: 10.1016/j.bmcl.2008.12.035. [PMID: 19109017]
  • Angela M Hoffman, Steven G Mayer, Gary A Strobel, Wilford M Hess, G Wayne Sovocool, Andrew H Grange, James K Harper, Atta M Arif, David M Grant, Elizabeth G Kelley-Swift. Purification, identification and activity of phomodione, a furandione from an endophytic Phoma species. Phytochemistry. 2008 Feb; 69(4):1049-56. doi: 10.1016/j.phytochem.2007.10.031. [PMID: 18070629]