DIMBOA-Glc (BioDeep_00000004060)

 

Secondary id: BioDeep_00000226798, BioDeep_00001869402

human metabolite Endogenous blood metabolite natural product


代谢物信息卡片


4-hydroxy-7-methoxy-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-1,4-benzoxazin-3-one

化学式: C15H19NO10 (373.1008914)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(blood) 0.05%

分子结构信息

SMILES: c1(ccc2c(c1)O[C@@H](C(=O)N2O)O[C@H]1[C@@H]([C@@H]([C@@H]([C@H](O1)CO)O)O)O)OC
InChI: InChI=1S/C15H19NO10/c1-23-6-2-3-7-8(4-6)24-15(13(21)16(7)22)26-14-12(20)11(19)10(18)9(5-17)25-14/h2-4,9-12,14-15,17-20,22H,5H2,1H3

描述信息

Isolated from sweet corn (Zea mays). (R)-2,4-Dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one 2-glucoside is found in many foods, some of which are corn, fats and oils, common wheat, and cereals and cereal products.
DIMBOA-Glc is found in cereals and cereal products. DIMBOA-Glc is isolated from sweet corn (Zea mays

同义名列表

11 个代谢物同义名

4-hydroxy-7-methoxy-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-1,4-benzoxazin-3-one; 4-hydroxy-7-methoxy-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2H-1,4-benzoxazin-3-one; (R)-2,4-Dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one 2-glucoside; 2,4-Dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one 2-D-glucoside; 2,4-Dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one 2-O-glucoside; 2-O-Glucopyranosyl-4-hydroxy-7-methoxy-1,4-benzoxazin-3-one; 2,4-Dihydroxy-7-methoxy-1,4-benzoxazin-3-one glucoside; DIMBOA glucoside; DIMBOA-glucoside; DIMBOA-Glc; DIMBOAGlc



数据库引用编号

22 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

1 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(1)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

12 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

  • Christiane Förster, Jonathan Gershenzon, Tobias G Köllner. Evolution of DIMBOA-Glc O-Methyltransferases from Flavonoid O-Methyltransferases in the Grasses. Molecules (Basel, Switzerland). 2022 Feb; 27(3):. doi: 10.3390/molecules27031007. [PMID: 35164272]
  • Fei Zhang, Jinfeng Wu, Nir Sade, Si Wu, Aiman Egbaria, Alisdair R Fernie, Jianbing Yan, Feng Qin, Wei Chen, Yariv Brotman, Mingqiu Dai. Genomic basis underlying the metabolome-mediated drought adaptation of maize. Genome biology. 2021 09; 22(1):260. doi: 10.1186/s13059-021-02481-1. [PMID: 34488839]
  • Hossein Hazrati, Inge S Fomsgaard, Per Kudsk. Root-Exuded Benzoxazinoids: Uptake and Translocation in Neighboring Plants. Journal of agricultural and food chemistry. 2020 Sep; 68(39):10609-10617. doi: 10.1021/acs.jafc.0c04245. [PMID: 32877180]
  • Jingfei Guo, Jianqing Guo, Kanglai He, Shuxiong Bai, Tiantao Zhang, Jiuran Zhao, Zhenying Wang. Physiological Responses Induced by Ostrinia furnacalis (Lepidoptera: Crambidae) Feeding in Maize and Their Effects on O. furnacalis Performance. Journal of economic entomology. 2017 Apr; 110(2):739-747. doi: 10.1093/jee/tox060. [PMID: 28334193]
  • Felipe C Wouters, Michael Reichelt, Gaétan Glauser, Eugen Bauer, Matthias Erb, Jonathan Gershenzon, Daniel G Vassão. Reglucosylation of the benzoxazinoid DIMBOA with inversion of stereochemical configuration is a detoxification strategy in lepidopteran herbivores. Angewandte Chemie (International ed. in English). 2014 Oct; 53(42):11320-4. doi: 10.1002/anie.201406643. [PMID: 25196135]
  • Masayuki Sue, Chihiro Nakamura, Toru Miyamoto, Shunsuke Yajima. Active-site architecture of benzoxazinone-glucoside β-D-glucosidases in Triticeae. Plant science : an international journal of experimental plant biology. 2011 Feb; 180(2):268-75. doi: 10.1016/j.plantsci.2010.09.001. [PMID: 21421370]
  • Riffat Jabeen, Kosumi Yamada, Hideyuki Shigemori, Tsuyoshi Hasegawa, Masakazu Hara, Toru Kuboi, Koji Hasegawa. Induction of beta-glucosidase activity in maize coleoptiles by blue light illumination. Journal of plant physiology. 2006 Mar; 163(5):538-45. doi: 10.1016/j.jplph.2005.05.004. [PMID: 16473658]
  • Akira Oikawa, Atsushi Ishihara, Hajime Iwamura. Induction of HDMBOA-Glc accumulation and DIMBOA-Glc 4-O-methyltransferase by jasmonic acid in poaceous plants. Phytochemistry. 2002 Oct; 61(3):331-7. doi: 10.1016/s0031-9422(02)00225-x. [PMID: 12359519]
  • H Otsuka, Y Hirai, T Nagao, K Yamasaki. Anti-inflammatory activity of benzoxazinoids from roots of Coix lachryma-jobi var. ma-yuen. Journal of natural products. 1988 Jan; 51(1):74-9. doi: 10.1021/np50055a009. [PMID: 2453615]
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