6-Methoxy-2(3H)-benzoxazolone (BioDeep_00000017253)

 

Secondary id: BioDeep_00000860944

human metabolite PANOMIX_OTCML-2023 blood metabolite


代谢物信息卡片


6-methoxy-2,3-dihydro-1,3-benzoxazol-2-one

化学式: C8H7NO3 (165.0426)
中文名称: 6-甲氧基-2-苯并噁唑酮, 6-甲氧基-2-苯噁唑啉酮, 薏苡素, 薏苡醇, 6-甲氧基-2-苯唑啉酮
谱图信息: 最多检出来源 Homo sapiens(otcml) 23.32%

分子结构信息

SMILES: c1c(cc2c(c1)[nH]c(=O)o2)OC
InChI: InChI=1S/C8H7NO3/c1-11-5-2-3-6-7(4-5)12-8(10)9-6/h2-4H,1H3,(H,9,10)

描述信息

6-methoxy-2-benzoxazolinone is a 2-benzoxazolinone that is substituted by a methoxy group at position 6. It has a role as a plant metabolite, a muscle relaxant, an anticonvulsant, an antibacterial agent and an antifungal agent. It is a benzoxazole and an aromatic ether. It is functionally related to a 2-benzoxazolinone.
Coixol is a natural product found in Scoparia dulcis, Oceanapia, and other organisms with data available.
Isolated from roots of Coix lacryma jobi (Jobs tears) and from seedlings of wheat, corn and rye. 6-Methoxy-2(3H)-benzoxazolone is found in many foods, some of which are cereals and cereal products, corn, alcoholic beverages, and coffee and coffee products.
6-Methoxy-2(3H)-benzoxazolone is found in alcoholic beverages. 6-Methoxy-2(3H)-benzoxazolone is isolated from roots of Coix lacryma jobi (Jobs tears) and from seedlings of wheat, corn and rye.
Coixol (6-Methoxy-2-benzoxazolinone;6-MBOA) is a polyphenol extracted from coix (Coix lachryma-jobi?L.var.ma-yuen?Stapf) with antimicrobial and antitumor activities[1].
Coixol (6-Methoxy-2-benzoxazolinone;6-MBOA) is a polyphenol extracted from coix (Coix lachryma-jobi?L.var.ma-yuen?Stapf) with antimicrobial and antitumor activities[1].

同义名列表

26 个代谢物同义名

6-methoxy-2,3-dihydro-1,3-benzoxazol-2-one; 2(3H)-Benzoxazolone, 6-methoxy- (9CI); 6-methoxy-1,3-benzoxazolin-2(3H)-one; 6-Methoxy-1,3-benzoxazol-2(3H)-one #; 6-Methoxy-2-benzoxazolinone;6-MBOA; 6-Methoxy-1,3-benzoxazol-2(3H)-one; 6-methoxy-3H-1,3-benzoxazol-2-one; 6-Methoxy-2-benzoxazolinone, 97\\%; 6-METHOXYBENZO[D]OXAZOL-2(3H)-ONE; 6-Methoxy-2-benzoxazolinone;MBOA; 6-methoxy-benzoxazolin-2(3h)-one; 6-Methoxy-2-benzoxazolinone, 8CI; 2(3H)-Benzoxazolone, 6-methoxy-; 6-methoxybenzoxazolin-2(3h)-one; 6-methoxy-2-hydroxybenzoxazole; 6-methoxy-3H-benzooxazol-2-one; 6-methoxy-3h-benzoxazol-2-one; 6-Methoxy-2(3H)-benzoxazolone; 2-BENZOXAZOLINONE, 6-METHOXY-; 6-methoxy-2-benzoxazolinone; 6-methoxybenzoxazolinone; 6-methoxybenzoxazolone; AI3-30619; Coixol; 6-MBOA; MBOA



数据库引用编号

13 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)

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

  • Xing-Chen Wang, Xin-Yu Shen, Lin Chen, Rong Wei, Ming-Yuan Wei, Cai-Hong Gu, Rong-Rong Xu, Sheng-Qing Ding, Bo Pan. Preparation, characterization, and anticancer effects of an inclusion complex of coixol with β-cyclodextrin polymers. Pharmaceutical biology. 2024 Dec; 62(1):2294331. doi: 10.1080/13880209.2023.2294331. [PMID: 38126136]
  • Ga-Ram Yu, Jai-Eun Kim, Dong-Woo Lim, Won-Hwan Park. The combination of Ephedrae herba and coixol from Coicis semen attenuate adiposity via glucocorticoid receptor regulation. Scientific reports. 2023 11; 13(1):20324. doi: 10.1038/s41598-023-47553-3. [PMID: 37990123]
  • Enjing Cui, Shihu Qian, Jiaming Li, Xueyang Jiang, Hongwei Wang, Shuaishuai Du, Le Du. Discovery of Coixol Derivatives as Potent Anti-inflammatory Agents. Journal of natural products. 2023 Aug; ?(?):. doi: 10.1021/acs.jnatprod.3c00309. [PMID: 37561816]
  • Xin-Yu Shen, Jing-Mei Lu, Yu-Nan Lu, Guang-Nan Jin, Jing-Wen Ma, Jing-He Wang, Yu Wang, Xiang Xu, Lian-Xun Piao. Coixol ameliorates Toxoplasma gondii infection-induced lung injury by interfering with T. gondii HSP70/TLR4/NF-κB signaling pathway. International immunopharmacology. 2023 Mar; 118(?):110031. doi: 10.1016/j.intimp.2023.110031. [PMID: 36933491]
  • Li-Yun Lin, Yi-Lun Liao, Min-Hung Chen, Shih-Feng Chang, Kuan-Chou Chen, Robert Y Peng. Molecular Action Mechanism of Coixol from Soft-Shelled Adlay on Tyrosinase: The Future of Cosmetics. Molecules (Basel, Switzerland). 2022 Jul; 27(14):. doi: 10.3390/molecules27144626. [PMID: 35889498]
  • J Acharya, T C Kaspar, A E Robertson. Effect of 6-Methoxy-2-Benzoxazolinone (MBOA) on Pythium Species and Corn Seedling Growth and Disease. Plant disease. 2021 Apr; 105(4):752-757. doi: 10.1094/pdis-04-20-0824-sc. [PMID: 33048595]
  • Yusheng Hu, Qilyu Zhou, Tianlong Liu, Zhongjie Liu. Coixol Suppresses NF-κB, MAPK Pathways and NLRP3 Inflammasome Activation in Lipopolysaccharide-Induced RAW 264.7 Cells. Molecules (Basel, Switzerland). 2020 Feb; 25(4):. doi: 10.3390/molecules25040894. [PMID: 32085388]
  • Lingfei Hu, Christelle A M Robert, Selma Cadot, Xi Zhang, Meng Ye, Beibei Li, Daniele Manzo, Noemie Chervet, Thomas Steinger, Marcel G A van der Heijden, Klaus Schlaeppi, Matthias Erb. Root exudate metabolites drive plant-soil feedbacks on growth and defense by shaping the rhizosphere microbiota. Nature communications. 2018 07; 9(1):2738. doi: 10.1038/s41467-018-05122-7. [PMID: 30013066]
  • Yhiya Amen, Enos Tangke Arung, Mohamed S Afifi, Ahmed F Halim, Ahmed Ashour, Ryoji Fujimoto, Takahiro Goto, Kuniyoshi Shimizu. Melanogenesis inhibitors from Coix lacryma-jobi seeds in B16-F10 melanoma cells. Natural product research. 2017 Dec; 31(23):2712-2718. doi: 10.1080/14786419.2017.1292270. [PMID: 28278663]
  • Arslan Ali, Faraz Ul Haq, Qamar Ul Arfeen, Khaga Raj Sharma, Achyut Adhikari, Syed Ghulam Musharraf. Sensitive quantification of coixol, a potent insulin secretagogue, in Scoparia dulcis extract using high-performance liquid chromatography combined with tandem mass spectrometry and UV detection. Biomedical chromatography : BMC. 2017 Oct; 31(10):. doi: 10.1002/bmc.3964. [PMID: 28214376]
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  • Rogelio Santiago, Ana Butrón, Pedro Revilla, Rosa Ana Malvar. Is the basal area of maize internodes involved in borer resistance?. BMC plant biology. 2011 Oct; 11(?):137. doi: 10.1186/1471-2229-11-137. [PMID: 21999882]
  • M Iftikhar Hussain, Manuel J Reigosa. Allelochemical stress inhibits growth, leaf water relations, PSII photochemistry, non-photochemical fluorescence quenching, and heat energy dissipation in three C3 perennial species. Journal of experimental botany. 2011 Aug; 62(13):4533-45. doi: 10.1093/jxb/err161. [PMID: 21659663]
  • Ke-Jing Chen, Yong-Quan Zheng, Chui-Hua Kong, Song-Zhu Zhang, Jing Li, Xing-Gang Liu. 2,4-Dihydroxy-7-methoxy-1,4-benzoxazin-3-one (DIMBOA) and 6-methoxy-benzoxazolin-2-one (MBOA) levels in the wheat rhizosphere and their effect on the soil microbial community structure. Journal of agricultural and food chemistry. 2010 Dec; 58(24):12710-6. doi: 10.1021/jf1032608. [PMID: 21087039]
  • Hisashi Kato-Noguchi, Francisco A Macías, José M G Molinillo. Structure-activity relationship of benzoxazinones and related compounds with respect to the growth inhibition and alpha-amylase activity in cress seedlings. Journal of plant physiology. 2010 Oct; 167(15):1221-5. doi: 10.1016/j.jplph.2010.04.006. [PMID: 20605653]
  • Ismaël Yekini, Fatma Hammoudi, Françoise Martin-Nizard, Saïd Yous, Nicolas Lebegue, Pascal Berthelot, Pascal Carato. Antioxidant activity of benzoxazolinonic and benzothiazolinonic derivatives in the LDL oxidation model. Bioorganic & medicinal chemistry. 2009 Nov; 17(22):7823-30. doi: 10.1016/j.bmc.2009.09.016. [PMID: 19819150]
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  • Hisashi Kato-Noguchi, Francisco A Macías. Effects of 6-methoxy-2-benzoxazolinone on the germination and alpha-amylase activity in lettuce seeds. Journal of plant physiology. 2005 Dec; 162(12):1304-7. doi: 10.1016/j.jplph.2005.03.013. [PMID: 16425448]
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