Benzofuran (BioDeep_00000009947)

 

Secondary id: BioDeep_00000858364

human metabolite Chemicals and Drugs natural product


代谢物信息卡片


2,3-Benzofuran

化学式: C8H6O (118.0418626)
中文名称: 苯并呋喃
谱图信息: 最多检出来源 Homo sapiens(natural_products) 43.44%

分子结构信息

SMILES: C1=CC=C2C(=C1)C=CO2
InChI: InChI=1S/C8H6O/c1-2-4-8-7(3-1)5-6-9-8/h1-6H

描述信息

Benzofuran, also known as coumaron or 1-oxaindene, belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Benzothiophene, an analog with a sulfur instead of the oxygen atom. Benzofuran is a drug. benzofuran has been detected, but not quantified, in several different foods, such as alcoholic beverages, coffee and coffee products, herbs and spices, root vegetables, and tea. This could make benzofuran a potential biomarker for the consumption of these foods. This colourless liquid is a component of coal tar. Benzofuran is the heterocyclic compound consisting of fused benzene and furan rings. Benzofuran is a potentially toxic compound. For example, psoralen is a benzofuran derivative that occurs in several plants. Isobenzofuran, the isomer with oxygen in the adjacent position.
Benzofuran is a Maillard product. It is a heterocyclic compound consisting of fused benzene and furan rings. It is the parent of many related compounds with more complex structures. For example, psoralen is a benzofuran derivative that occurs in several plants. It is found in many foods, some of which are herbs and spices, tea, alcoholic beverages, and coffee and coffee products.

同义名列表

16 个代谢物同义名

2,3-Benzofuran; benzo(b)Furan; Benzo[b]furan; Benzofurfuran; 1-Benzofuran; 1-Oxaindene; 1-Oxindene; BENZOFURAN; 1-Oxidene; Coumarone; Coumaron; Cumarone; Cumaron; BZF; Benzofuran; Benzofuran



数据库引用编号

20 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)

18 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

  • Jianzhuan Li, Qiu Liu, Sha Li, Lu Zeng, Jiahui Yao, Hongde Li, Zhongjie Shen, Funeng Lu, Zengxue Wu, Baoan Song, Runjiang Song. Design, Synthesis, Antibacterial Activity, and Mechanisms of Novel Benzofuran Derivatives Containing Disulfide Moieties. Journal of agricultural and food chemistry. 2024 May; 72(18):10195-10205. doi: 10.1021/acs.jafc.3c08392. [PMID: 38662962]
  • Koichi Yoshioka, Hoon Kim, Fachuang Lu, Nette De Ridder, Ruben Vanholme, Shinya Kajita, Wout Boerjan, John Ralph. Hydroxycinnamaldehyde-derived benzofuran components in lignins. Plant physiology. 2023 Sep; ?(?):. doi: 10.1093/plphys/kiad514. [PMID: 37773018]
  • Yiming Hu, Yoshinori Saito, Yosuke Matsuo, Xun Gong, Takashi Tanaka. New Benzofuran Oligomers from the Roots of Eupatorium heterophyllum Collected in China. Molecules (Basel, Switzerland). 2022 Dec; 27(24):. doi: 10.3390/molecules27248856. [PMID: 36557988]
  • Pasqualina Liana Scognamiglio, Caterina Vicidomini, Francesco Fontanella, Claudio De Stefano, Rosanna Palumbo, Giovanni N Roviello. Protein Binding of Benzofuran Derivatives: A CD Spectroscopic and In Silico Comparative Study of the Effects of 4-Nitrophenyl Functionalized Benzofurans and Benzodifurans on BSA Protein Structure. Biomolecules. 2022 02; 12(2):. doi: 10.3390/biom12020262. [PMID: 35204762]
  • Zhi Xu, Dan Xu, Wei Zhou, Xiaoyan Zhang. Therapeutic Potential of Naturally Occurring Benzofuran Derivatives and Hybrids of Benzofurans with other Pharmacophores as Antibacterial Agents. Current topics in medicinal chemistry. 2022; 22(1):64-82. doi: 10.2174/1568026621666211122162439. [PMID: 34809548]
  • Le Thanh Huong, Pham Anh Thu, Phi Thi Dao, Doan Thi Mai Huong, Pham Van Cuong, Nguyen Hai Dang. Anti-Inflammatory Properties of Longifuran A, a New Benzofuran from the Stems of Amomum longiligulare. Chemistry & biodiversity. 2021 Dec; 18(12):e2100518. doi: 10.1002/cbdv.202100518. [PMID: 34705327]
  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Liang Chang, Nathalie Fischer-Durand, Geoffrey Gontard, Benoît Bertrand, Serge Thorimbert, Luc Dechoux. A Solvent-free, Catalyst-free Formal [3+3] Cycloaddition Dearomatization Strategy: Towards New Fluorophores for Biomolecules Labelling. ChemSusChem. 2021 Apr; 14(8):1821-1824. doi: 10.1002/cssc.202100301. [PMID: 33651919]
  • Jagadeesh Nagarajappa Masagalli, Melanayakanakatte Kuberappa BasavanaGowda, Hee-Sung Chae, Won Jun Choi. Synthesis of Moracin C and Its Derivatives with a 2-arylbenzofuran Motif and Evaluation of Their PCSK9 Inhibitory Effects in HepG2 Cells. Molecules (Basel, Switzerland). 2021 Mar; 26(5):. doi: 10.3390/molecules26051327. [PMID: 33801308]
  • Feng Wang, Kai-Rui Feng, Jia-Ying Zhao, Jian-Wei Zhang, Xin-Wei Shi, Jian Zhou, Dingding Gao, Guo-Qiang Lin, Ping Tian. Identification of novel STAT3 inhibitors bearing 2-acetyl-7-phenylamino benzofuran scaffold for antitumour study. Bioorganic & medicinal chemistry. 2020 12; 28(24):115822. doi: 10.1016/j.bmc.2020.115822. [PMID: 33126089]
  • Shuai Lin, Rong-Hua Liu, Guang-Qiang Ma, Dan-Yi Mei, Feng Shao, Lan-Ying Chen. Two new compounds from the heartwood of Dalbergia melanoxylon. Natural product research. 2020 Oct; 34(19):2794-2801. doi: 10.1080/14786419.2019.1591397. [PMID: 30990102]
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  • Temitope O Olomola, Malose J Mphahlele, Samantha Gildenhuys. Benzofuran-selenadiazole hybrids as novel α-glucosidase and cyclooxygenase-2 inhibitors with antioxidant and cytotoxic properties. Bioorganic chemistry. 2020 07; 100(?):103945. doi: 10.1016/j.bioorg.2020.103945. [PMID: 32450390]
  • Xingrui He, Yuan Gao, Zi Hui, Guodong Shen, Shuo Wang, Tian Xie, Xiang-Yang Ye. 4-Hydroxy-3-methylbenzofuran-2-carbohydrazones as novel LSD1 inhibitors. Bioorganic & medicinal chemistry letters. 2020 05; 30(10):127109. doi: 10.1016/j.bmcl.2020.127109. [PMID: 32201021]
  • Pradeep Paudel, Su Hui Seong, Aditi Wagle, Byung Sun Min, Hyun Ah Jung, Jae Sue Choi. Antioxidant and anti-browning property of 2-arylbenzofuran derivatives from Morus alba Linn root bark. Food chemistry. 2020 Mar; 309(?):125739. doi: 10.1016/j.foodchem.2019.125739. [PMID: 31787394]
  • Charlotta Sundin, Caroline E Zetterström, Duc Duy Vo, Robert Brkljača, Sylvia Urban, Mikael Elofsson. Exploring resveratrol dimers as virulence blocking agents - Attenuation of type III secretion in Yersinia pseudotuberculosis and Pseudomonas aeruginosa. Scientific reports. 2020 02; 10(1):2103. doi: 10.1038/s41598-020-58872-0. [PMID: 32034212]
  • Ling-Min Liao, Qian Gao, Yin-Ke Li, Jing Li, Xin Liu, Xue-Mei Li, Guang-Yu Yang, Yan-Qing Ye, Qiu-Fen Hu, Jian-Gang Li, Miao Dong. [A new antimicrobial isobenzoisofuran compound from Cassia pumila]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2020 Feb; 45(4):896-898. doi: 10.19540/j.cnki.cjcmm.20191031.202. [PMID: 32237491]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Ana J S Alves, José A Pereira, Tida Dethoup, Sara Cravo, Sharad Mistry, Artur M S Silva, Madalena M M Pinto, Anake Kijjoa. A New Meroterpene, A New Benzofuran Derivative and Other Constituents from Cultures of the Marine Sponge-Associated Fungus Acremonium persicinum KUFA 1007 and Their Anticholinesterase Activities. Marine drugs. 2019 Jun; 17(6):. doi: 10.3390/md17060379. [PMID: 31242631]
  • Xin Liu, Ji Yang, Xiao-Jun Yao, Xing Yang, Jing Fu, Li-Ping Bai, Liang Liu, Zhi-Hong Jiang, Guo-Yuan Zhu. Linderalides A-D, Disesquiterpenoid-Geranylbenzofuranone Conjugates from Lindera aggregata. The Journal of organic chemistry. 2019 06; 84(12):8242-8247. doi: 10.1021/acs.joc.9b00522. [PMID: 31135158]
  • Jianlin Xu, Zhaoming Liu, Yuchan Chen, Haibo Tan, Haohua Li, Saini Li, Heng Guo, Zilei Huang, Xiaoxia Gao, Hongxin Liu, Weimin Zhang. Lithocarols A-F, six tenellone derivatives from the deep-sea derived fungus Phomopsis lithocarpus FS508. Bioorganic chemistry. 2019 06; 87(?):728-735. doi: 10.1016/j.bioorg.2019.03.078. [PMID: 30954837]
  • Min-Jing Cheng, Xin-Yi Yang, Jia-Qing Cao, Chao Liu, Li-Ping Zhong, Ying Wang, Xue-Fu You, Chuang-Chuang Li, Lei Wang, Wen-Cai Ye. Isolation, Structure Elucidation, and Total Synthesis of Myrtuspirone A from Myrtus communis. Organic letters. 2019 03; 21(6):1583-1587. doi: 10.1021/acs.orglett.9b00108. [PMID: 30799624]
  • Xuezhen Xu, Ok-Kyoung Kwon, In-Sik Shin, Jyotirling R Mali, Dipesh S Harmalkar, Yourim Lim, Gilhye Lee, Qili Lu, Sei-Ryang Oh, Kyung-Seop Ahn, Hye-Gwang Jeong, Kyeong Lee. Novel benzofuran derivative DK-1014 attenuates lung inflammation via blocking of MAPK/AP-1 and AKT/mTOR signaling in vitro and in vivo. Scientific reports. 2019 01; 9(1):862. doi: 10.1038/s41598-018-36925-9. [PMID: 30696844]
  • Jinfeng Sun, Wei Zhou, Cheng-Xi Wei, Zhihong Zhang, Xuejun Jin, Gao Li. A new benzofuran from Artemisia halodendron Turcz. ex Bess. Natural product research. 2019 Jan; 33(2):226-232. doi: 10.1080/14786419.2018.1443098. [PMID: 29468903]
  • Aibibai Aierken, Peiru Xu. Bacterial respiratory tract inflammation in neonatal rat model is attenuated by benzofuran through inhibition of GATA3. Microbial pathogenesis. 2018 Dec; 125(?):313-317. doi: 10.1016/j.micpath.2018.09.043. [PMID: 30278208]
  • Le Zhou, Jie Wang, Rui Guo, Bin Lin, Xiao-Bo Wang, Xiao-Xiao Huang, Shao-Jiang Song. Discovery of dihydrobenzofuran neolignans from Rubus ideaus L. with enantioselective anti-Aβ1-42 aggregation activity. Bioorganic chemistry. 2018 10; 80(?):64-69. doi: 10.1016/j.bioorg.2018.05.016. [PMID: 29883933]
  • James A Pfister, Bryan L Stegelmeier, Stephen T Lee, T Zane Davis, Ben T Green. Transmammary transfer of toxicity to nursing kids from Isocoma pluriflora (rayless goldenrod) dosed to lactating goats. Toxicon : official journal of the International Society on Toxinology. 2018 May; 146(?):61-68. doi: 10.1016/j.toxicon.2018.04.006. [PMID: 29621527]
  • Colin Chung, Ronald Pethig, Stewart Smith, Martin Waterfall. Intracellular potassium under osmotic stress determines the dielectrophoresis cross-over frequency of murine myeloma cells in the MHz range. Electrophoresis. 2018 04; 39(7):989-997. doi: 10.1002/elps.201700433. [PMID: 29274244]
  • Jie Jian, Jilin Fan, Hui Yang, Ping Lan, Manmei Li, Peijun Liu, Hao Gao, Pinghua Sun. Total Synthesis of the Flavonoid Natural Product Houttuynoid A. Journal of natural products. 2018 02; 81(2):371-377. doi: 10.1021/acs.jnatprod.7b00791. [PMID: 29394065]
  • Zhi-Hua Jiang, Yan-Ping Liu, Ze-Hao Huang, Ting-Ting Wang, Xing-Yang Feng, Hao Yue, Wei Guo, Yan-Hui Fu. Cytotoxic dihydrobenzofuran neolignans from Mappianthus iodoies. Bioorganic chemistry. 2017 12; 75(?):260-264. doi: 10.1016/j.bioorg.2017.10.003. [PMID: 29040842]
  • Bernardino Barceló, Isabel Gomila, Maria Concetta Rotolo, Emilia Marchei, Chrystalla Kyriakou, Simona Pichini, Carolina Roset, Miguel Ángel Elorza, Francesco Paolo Busardò. Intoxication caused by new psychostimulants: analytical methods to disclose acute and chronic use of benzofurans and ethylphenidate. International journal of legal medicine. 2017 Nov; 131(6):1543-1553. doi: 10.1007/s00414-017-1648-9. [PMID: 28710651]
  • Hao Luo, Dan-Feng Liang, Min-Yue Bao, Rong Sun, Yuan-Yuan Li, Jian-Zong Li, Xin Wang, Kai-Min Lu, Jin-Ku Bao. In silico identification of potential inhibitors targeting Streptococcus mutans sortase A. International journal of oral science. 2017 03; 9(1):53-62. doi: 10.1038/ijos.2016.58. [PMID: 28358034]
  • Ze-Wei Mao, Xi Zheng, Yu-Ping Lin, Chun-Yan Hu, Xiu-Li Wang, Chun-Ping Wan, Gao-Xiong Rao. Design, synthesis and anticancer activity of novel hybrid compounds between benzofuran and N-aryl piperazine. Bioorganic & medicinal chemistry letters. 2016 08; 26(15):3421-4. doi: 10.1016/j.bmcl.2016.06.055. [PMID: 27371110]
  • Pinghong Ming, Ting Cai, Jin Li, Yong Ning, Shengao Xie, Tao Tao, Faqing Tang. A novel arylbenzofuran induces cervical cancer cell apoptosis and G1/S arrest through ERK-mediated Cdk2/cyclin-A signaling pathway. Oncotarget. 2016 Jul; 7(27):41843-41856. doi: 10.18632/oncotarget.9731. [PMID: 27259234]
  • T Z Davis, B L Stegelmeier, S T Lee, M G Collett, B T Green, J A Pfister, T J Evans, D S Grum, S Buck. White snakeroot poisoning in goats: Variations in toxicity with different plant chemotypes. Research in veterinary science. 2016 Jun; 106(?):29-36. doi: 10.1016/j.rvsc.2016.02.008. [PMID: 27234532]
  • Manik Chandra Shill, Asish Kumar Das, Tomohiro Itou, Sanmoy Karmakar, Pulok K Mukherjee, Hiroyuki Mizuguchi, Yoshiki Kashiwada, Hiroyuki Fukui, Hisao Nemoto. The isolation and synthesis of a novel benzofuran compound from Tephrosia purpurea, and the synthesis of several related derivatives, which suppress histamine H1 receptor gene expression. Bioorganic & medicinal chemistry. 2015 Nov; 23(21):6869-74. doi: 10.1016/j.bmc.2015.09.049. [PMID: 26476665]
  • Wen-Juan Liang, Yun-Bao Ma, Chang-An Geng, Xiao-Yan Huang, Hong-Bo Xu, Xue-Mei Zhang, Ji-Jun Chen. Paeoveitols A-E from Paeonia veitchii. Fitoterapia. 2015 Oct; 106(?):36-40. doi: 10.1016/j.fitote.2015.07.015. [PMID: 26241495]
  • Jessica Welter, Pierce Kavanagh, Markus R Meyer, Hans H Maurer. Benzofuran analogues of amphetamine and methamphetamine: studies on the metabolism and toxicological analysis of 5-APB and 5-MAPB in urine and plasma using GC-MS and LC-(HR)-MS(n) techniques. Analytical and bioanalytical chemistry. 2015 Feb; 407(5):1371-88. doi: 10.1007/s00216-014-8360-0. [PMID: 25471293]
  • Keiyu Oshida, Naresh Vasani, Russell S Thomas, Dawn Applegate, Mitch Rosen, Barbara Abbott, Christopher Lau, Grace Guo, Lauren M Aleksunes, Curtis Klaassen, J Christopher Corton. Identification of modulators of the nuclear receptor peroxisome proliferator-activated receptor α (PPARα) in a mouse liver gene expression compendium. PloS one. 2015; 10(2):e0112655. doi: 10.1371/journal.pone.0112655. [PMID: 25689681]
  • Afsane Soleimani, Jahanbakhsh Asadi, Faramarz Rostami-Charati, Roghaye Gharaei. High Cytotoxicity and Apoptotic Effects of Natural Bioactive Benzofuran Derivative on the MCF-7 Breast Cancer Cell Line. Combinatorial chemistry & high throughput screening. 2015; 18(5):505-13. doi: 10.2174/1386207318666150430114815. [PMID: 25924658]
  • Hunseung Yoo, Hee-Sung Chae, Young-Mi Kim, Minseok Kang, Keun Ho Ryu, Hee Chul Ahn, Kee Dong Yoon, Young-Won Chin, Jinwoong Kim. Flavonoids and arylbenzofurans from the rhizomes and roots of Sophora tonkinensis with IL-6 production inhibitory activity. Bioorganic & medicinal chemistry letters. 2014 Dec; 24(24):5644-5647. doi: 10.1016/j.bmcl.2014.10.077. [PMID: 25467151]
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