Clovamide (BioDeep_00000395560)

 

Secondary id: BioDeep_00000402726

PANOMIX_OTCML-2023


代谢物信息卡片


N-[3 inverted exclamation mark ,4 inverted exclamation mark -Dihydroxy-(E)-cinnamoyl]-3-hydroxy-L-tyrosine

  化学式: C18H17NO7 (359.1005)
中文名称: 化合物TRANS-CLOVAMIDE
  谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 71.57%

分子结构信息

SMILES: C1=CC(=C(C=C1CC(C(=O)O)NC(=O)C=CC2=CC(=C(C=C2)O)O)O)O
InChI: InChI=1S/C18H17NO7/c20-13-4-1-10(8-15(13)22)3-6-17(24)19-12(18(25)26)7-11-2-5-14(21)16(23)9-11/h1-6,8-9,12,20-23H,7H2,(H,19,24)(H,25,26)/b6-3-/t12-/m0/s1


描述信息

Trans-Clovamide is a tyrosine derivative.
trans-Clovamide is a natural product found in Dalbergia melanoxylon, Theobroma cacao, and Trifolium pratense with data available.
See also: Cocoa (part of); Trifolium pratense flower (part of).
cis-Clovamide is a natural product found in Theobroma cacao and Trifolium pratense with data available.
See also: Cocoa (part of); Trifolium pratense flower (part of).
Clovamide (trans-Clovamide), a natural phenolic compound, is a potent antioxidant. Clovamide is an excellent ROS and oxygen radical scavenger. Clovamide also has anti-inflammatory and neuroprotective effects[1][2]. Clovamide is an anti-microbial with activity against the human pathogens influenza A subtype H5N1, Trypanosoma evansi, and Heliobacter pylori[3].

同义名列表

32 个代谢物同义名

N-[3 inverted exclamation mark ,4 inverted exclamation mark -Dihydroxy-(E)-cinnamoyl]-3-hydroxy-L-tyrosine; (2S)-3-(3,4-dihydroxyphenyl)-2-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]amino]propanoic acid; (S,E)-3-(3,4-dihydroxyphenyl)-2-(3-(3,4-dihydroxyphenyl)acrylamido)propanoic acid; L-Tyrosine, N-((2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl)-3-hydroxy-; L-Tyrosine, N-(3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl)-3-hydroxy-, (E)-; L-Tyrosine, N-((2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl)-3-hydroxy-; (-)-n-[3,4-dihydroxy-(e)-cinnamoyl]-3-hydroxy-l-tyrosine; N-[3,4-Dihydroxy-(E)-cinnamoyl]-3-hydroxy-L-tyrosine; N-trans-Caffeoyl-3,4-dihydroxy-L-phenylalanine; N-(E)-Caffeoyl-L-dihydroxyphenylalanine; N-trans-Caffeoy-L-dopa; trans-Clovamide; MEGxp0_001180; Clovamide; 3-(3,4-dihydroxyphenyl)-2-[(2Z)-3-(3,4-dihydroxyphenyl)prop-2-enamido]propanoic acid; N-[3-(3,4-Dihydroxyphenyl)-1-oxo-2-propenyl]-3-hydroxytyrosine, 9ci; N-(3,4-Dihydroxycinnamoyl)dopa; Caffeoyl 3-hydroxytyrosine; N-Caffeoyl dopa; (2S)-3-(3,4-dihydroxyphenyl)-2-[[(Z)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]amino]propanoic acid; L-TYROSINE, N-(3-(3,4-DIHYDROXYPHENYL)-1-OXO-2-PROPENYL)-3-HYDROXY-, (Z)-; L-TYROSINE, N-((2Z)-3-(3,4-DIHYDROXYPHENYL)-1-OXO-2-PROPENYL)-3-HYDROXY-; UNII-WZC65G68KW; cis-Clovamide; WZC65G68KW; (-)-n-[3',4'-dihydroxy-(e)-cinnamoyl]-3-hydroxy-l-tyrosine; N-[(2E)-3-(3,4-Dihydroxyphenyl)-1-oxo-2-propen-1-yl]-3-hydroxy-L-tyrosine; trans-Clovamide;; N-[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]-3-hydroxy-l-tyrosine; N-[3',4'-Dihydroxy-(E)-cinnamoyl]-3-hydroxy-L-tyrosine; (R)-3-(3,4-Dihydroxy-phenyl)-2-[(E)-3-(3,4-dihydroxy-phenyl)-acryloylamino]-propionic acid; (S,E)-clovamide; 3-(3,4-dihydroxy-phenyl)-2-[3-(3,4-dihydroxy-phenyl)-acryloylamino]-propionic acid



数据库引用编号

14 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。

亚细胞结构定位 关联基因列表


文献列表

  • P Bouchez, V Teixeira Benites, E E K Baidoo, J C Mortimer, M L Sullivan, H V Scheller, A Eudes. Production of clovamide and its analogues in Saccharomyces cerevisiae and Lactococcus lactis. Letters in applied microbiology. 2019 Sep; 69(3):181-189. doi: 10.1111/lam.13190. [PMID: 31220356]
  • Jia-Hao Feng, Xiao-Long Hu, Xian-Yu Lv, Bao-Lin Wang, Jun Lin, Xiao-Qi Zhang, Wen-Cai Ye, Fei Xiong, Hao Wang. Synthesis and biological evaluation of clovamide analogues with catechol functionality as potent Parkinson's disease agents in vitro and in vivo. Bioorganic & medicinal chemistry letters. 2019 01; 29(2):302-312. doi: 10.1016/j.bmcl.2018.11.030. [PMID: 30470490]
  • Xiao-Long Hu, Jun Lin, Xian-Yu Lv, Jia-Hao Feng, Xiao-Qi Zhang, Hao Wang, Wen-Cai Ye. Synthesis and biological evaluation of clovamide analogues as potent anti-neuroinflammatory agents in vitro and in vivo. European journal of medicinal chemistry. 2018 May; 151(?):261-271. doi: 10.1016/j.ejmech.2018.03.081. [PMID: 29626798]
  • Joanna Kolodziejczyk-Czepas, Justyna Krzyżanowska-Kowalczyk, Malgorzata Sieradzka, Pawel Nowak, Anna Stochmal. Clovamide and clovamide-rich extracts of three Trifolium species as antioxidants and moderate antiplatelet agents in vitro. Phytochemistry. 2017 Nov; 143(?):54-63. doi: 10.1016/j.phytochem.2017.07.011. [PMID: 28777978]
  • Ju-Young Park, Byung-Wook Kim, Hae Un Lee, Dong-Kug Choi, Sung-Hwa Yoon. Synthesis of Clovamide Analogues That Inhibit NO Production in Activated BV-2 Microglial Cells. Biological & pharmaceutical bulletin. 2017 Sep; 40(9):1475-1482. doi: 10.1248/bpb.b17-00303. [PMID: 28592715]
  • Aldo Tava, Łukasz Pecio, Anna Stochmal, Luciano Pecetti. Clovamide and Flavonoids from Leaves of Trifolium pratense and T. pratense subsp. nivale Grown in Italy. Natural product communications. 2015 Jun; 10(6):933-6. doi: . [PMID: 26197520]
  • Michael L Sullivan, Wayne E Zeller. Efficacy of various naturally occurring caffeic acid derivatives in preventing post-harvest protein losses in forages. Journal of the science of food and agriculture. 2013 Jan; 93(2):219-26. doi: 10.1002/jsfa.5781. [PMID: 22777944]
  • Joanna Kolodziejczyk, Beata Olas, Barbara Wachowicz, Barbara Szajwaj, Anna Stochmal, Wieslaw Oleszek. Clovamide-rich extract from Trifolium pallidum reduces oxidative stress-induced damage to blood platelets and plasma. Journal of physiology and biochemistry. 2011 Sep; 67(3):391-9. doi: 10.1007/s13105-011-0089-z. [PMID: 21465272]
  • Huawu Zeng, Monica Locatelli, Claudio Bardelli, Angela Amoruso, Jean Daniel Coisson, Fabiano Travaglia, Marco Arlorio, Sandra Brunelleschi. Anti-inflammatory properties of clovamide and Theobroma cacao phenolic extracts in human monocytes: evaluation of respiratory burst, cytokine release, NF-κB activation, and PPARγ modulation. Journal of agricultural and food chemistry. 2011 May; 59(10):5342-50. doi: 10.1021/jf2005386. [PMID: 21486087]
  • Timo Stark, Thomas Hofmann. Isolation, structure determination, synthesis, and sensory activity of N-phenylpropenoyl-L-amino acids from cocoa (Theobroma cacao). Journal of agricultural and food chemistry. 2005 Jun; 53(13):5419-28. doi: 10.1021/jf050458q. [PMID: 15969528]
  • Jakob P Ley, Heinz-Jürgen Bertram. Synthesis of lipophilic clovamide derivatives and their antioxidative potential against lipid peroxidation. Journal of agricultural and food chemistry. 2003 Jul; 51(16):4596-602. doi: 10.1021/jf034286d. [PMID: 14705883]