3-Indoleacetonitrile (BioDeep_00000001238)

 

Secondary id: BioDeep_00000398009, BioDeep_00000400201

natural product human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite Chemicals and Drugs Antibiotics BioNovoGene_Lab2019 Volatile Flavor Compounds


代谢物信息卡片


2-(1H-indol-3-yl)acetonitrile

化学式: C10H8N2 (156.0687448)
中文名称: 3-吲哚乙腈, 吲哚-3-乙腈
谱图信息: 最多检出来源 Homo sapiens(blood) 0.08%

分子结构信息

SMILES: C1=CC=C2C(=C1)C(=CN2)CC#N
InChI: InChI=1/C10H8N2/c11-6-5-8-7-12-10-4-2-1-3-9(8)10/h1-4,7,12H,5H2

描述信息

3-Indoleacetonitrile is a phytoalexin. Phytoalexins are antibiotics produced by plants that are under attack. Phytoalexins tend to fall into several classes including terpenoids, glycosteroids, and alkaloids; however, researchers often find it convenient to extend the definition to include all phytochemicals that are part of the plants defensive arsenal. Phytoalexins produced in plants act as toxins to the attacking organism. They may puncture the cell wall, delay maturation, disrupt metabolism, or prevent the reproduction of the pathogen in question. However, phytoalexins are often targeted to specific predators; a plant that has anti-insect phytoalexins may not have the ability to repel a fungal attack. 3-Indoleacetonitrile is common in cruciferous vegetables such as cabbage, cauliflower, broccoli, and Brussels sprouts. Dietary indoles in cruciferous vegetables induce cytochrome P450 enzymes and have prevented tumours in various animal models. Consumption of Brassica vegetables is associated with a reduced risk of cancer of the alimentary tract in animal models and human populations (PMID:15612779, 15884814, 2342128, 3014947, 3880668, 6334634, 6419397, 6426808, 6584878, 6725517, 6838646, 7123561).
Myrosinase-induced hydrolysis product of indole glucosinolates, found in cabbage and other crucifers
Acquisition and generation of the data is financially supported in part by CREST/JST.
KEIO_ID I022
3-Indoleacetonitrile is an endogenous metabolite.
3-Indoleacetonitrile is an endogenous metabolite.

同义名列表

25 个代谢物同义名

2-(1H-indol-3-yl)acetonitrile; (1H-Indol-3-yl)acetonitrile; (Indole-3-yl)acetonitrile; 1H-indol-3-Ylacetonitrile; 1H-Indole-3-acetonitrile; (indol-3-yl)Acetonitrile; (3-Indolyl)acetonitrile; 3-Cyanomethyl-1H-indole; beta-Indoleacetonitrile; 3-Indolyl-acetonitrile; indol-3-Ylacetonitrile; Indolyl-3-acetonitrile; 3-(Cyanomethyl)indole; Indole-3-acetonitrile; 3-Indolylacetonitrile; 3-Indoleacetonitrile; b-Indoleacetonitrile; 3-Indolacetonitrile; Indolylacetonitrile; Indoleacetonitrile; Indolylacetonitril; Usaf CB-29; IAN; 3-Indoleacetonitrile; 3-Indoleacetonitrile



数据库引用编号

35 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(4)

PlantCyc(2)

代谢反应

276 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(14)

WikiPathways(0)

Plant Reactome(228)

INOH(0)

PlantCyc(33)

COVID-19 Disease Map(0)

PathBank(1)

  • Camalexin Biosynthesis: Dehydro(indole-3-yl)acetonitrile + Glutathione ⟶ (glutathion-S-yl)(1H-indol-3-yl)acetonitrile

PharmGKB(0)

67 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

  • Wanyou Liu, Baozhu Dong, Jinghan Hu, Zhenpeng Xu, Chengzhong Zheng, Yin Nian, Hongyou Zhou. Indole-3-acetonitrile is a critical molecule with weed allopathic suppression function in broccoli (Brassica oleracea var. italica). Chemistry & biodiversity. 2023 Jun; ?(?):e202300444. doi: 10.1002/cbdv.202300444. [PMID: 37332028]
  • Xuejin Zhao, Lianzhong Zhao, Ya Zhao, Kun Huang, Wenxiao Gong, Ying Yang, Li Zhao, Xiaohan Xia, Zaiyun Li, Feng Sheng, Xuezhu Du, Meilin Jin. 3-Indoleacetonitrile Is Highly Effective in Treating Influenza A Virus Infection In Vitro and In Vivo. Viruses. 2021 07; 13(8):. doi: 10.3390/v13081433. [PMID: 34452298]
  • Linda Jahn, Uta Hofmann, Jutta Ludwig-Müller. Indole-3-Acetic Acid Is Synthesized by the Endophyte Cyanodermella asteris via a Tryptophan-Dependent and -Independent Way and Mediates the Interaction with a Non-Host Plant. International journal of molecular sciences. 2021 Mar; 22(5):. doi: 10.3390/ijms22052651. [PMID: 33800748]
  • Dongdong Zhang, Kang Du, Yitian Zhao, Songshan Shi, Yingchun Wu, Qi Jia, Kaixian Chen, Yiming Li, Rui Wang. Indole alkaloid glycosides from Isatis tinctoria roots. Natural product research. 2021 Jan; 35(2):244-250. doi: 10.1080/14786419.2019.1624960. [PMID: 31174427]
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  • Shi-Lei Sun, Wen-Long Yang, Wen-Wan Fang, Yun-Xiu Zhao, Ling Guo, Yi-Jun Dai. The Plant Growth-Promoting Rhizobacterium Variovorax boronicumulans CGMCC 4969 Regulates the Level of Indole-3-Acetic Acid Synthesized from Indole-3-Acetonitrile. Applied and environmental microbiology. 2018 08; 84(16):. doi: 10.1128/aem.00298-18. [PMID: 29884755]
  • Wenchao Qu, Christelle A M Robert, Matthias Erb, Bruce E Hibbard, Maxim Paven, Tassilo Gleede, Barbara Riehl, Lena Kersting, Aylin S Cankaya, Anna T Kunert, Youwen Xu, Michael J Schueller, Colleen Shea, David Alexoff, So Jeong Lee, Joanna S Fowler, Richard A Ferrieri. Dynamic Precision Phenotyping Reveals Mechanism of Crop Tolerance to Root Herbivory. Plant physiology. 2016 10; 172(2):776-788. doi: 10.1104/pp.16.00735. [PMID: 27406166]
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