4-O-(Indole-3-acetyl)-D-glucopyranose (BioDeep_00000005436)

 

Secondary id: BioDeep_00001869632, BioDeep_00001890465

human metabolite natural product


代谢物信息卡片


(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 2-(1H-indol-3-yl)acetate

化学式: C16H19NO7 (337.1161)
中文名称:
谱图信息: 最多检出来源 Viridiplantae(plant) 16.8%

分子结构信息

SMILES: C1=CC=C2C(=C1)C(=CN2)CC(=O)OC3C(C(C(C(O3)CO)O)O)O
InChI: InChI=1S/C16H19NO7/c18-7-11-13(20)14(21)15(22)16(23-11)24-12(19)5-8-6-17-10-4-2-1-3-9(8)10/h1-4,6,11,13-18,20-22H,5,7H2/t11-,13-,14+,15-,16+/m1/s1

描述信息

4-o-(indole-3-acetyl)-d-glucopyranose, also known as indole-3-acetyl-beta-1-D-glucose or B-D-glucopyranose, 1-(1h-indole-3-acetic acid), belongs to indole-3-acetic acid derivatives class of compounds. Those are compounds containing an acetic acid (or a derivative) linked to the C3 carbon atom of an indole. 4-o-(indole-3-acetyl)-d-glucopyranose is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 4-o-(indole-3-acetyl)-d-glucopyranose can be found in corn, which makes 4-o-(indole-3-acetyl)-d-glucopyranose a potential biomarker for the consumption of this food product.
D006133 - Growth Substances > D010937 - Plant Growth Regulators > D007210 - Indoleacetic Acids

同义名列表

34 个代谢物同义名

(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 2-(1H-indol-3-yl)acetate; beta-D-Glucopyranose, 1-(1H-indole-3-acetic acid); b-D-Glucopyranose, 1-(1H-indole-3-acetic acid); Β-D-glucopyranose, 1-(1H-indole-3-acetic acid); beta-D-Glucopyranose, 1-(1H-indole-3-acetate); Β-D-glucopyranose, 1-(1H-indole-3-acetate); b-D-Glucopyranose, 1-(1H-indole-3-acetate); 1-O-(Indole-3-acetyl)-beta-1-D-glucose; 4-O-(Indole-3-acetyl)-D-glucopyranose; Indole-3-acetic acid beta-D-glucoside; 1-O-(indol-3-yl)Acetyl-beta-D-glucose; 1-O-indol-3-Ylacetyl-beta-D-glucose; 1-O-(Indole-3-acetyl)-b-1-D-glucose; 1-O-(Indole-3-acetyl)-β-1-D-glucose; Indole-3-acetyl |A-D-Glucopyranose; Indole-3-acetic acid β-D-glucoside; Indole-3-acetyl-beta-1-D-glucoside; 1-O-(indol-3-Ylacetyl)-β-D-glucose; 1-O-(indol-3-Ylacetyl)-b-D-glucose; 1-O-(indol-3-yl)Acetyl-b-D-glucose; 1-O-(indol-3-yl)Acetyl-β-D-glucose; Indole-3-acetic acid b-D-glucoside; Indole-3-acetate beta-D-glucoside; 1-O-indol-3-Ylacetyl-β-D-glucose; 1-O-indol-3-Ylacetyl-b-D-glucose; Indole-3-acetyl-beta-1-D-glucose; Indole-3-acetyl-β-1-D-glucoside; Indole-3-acetyl-b-1-D-glucoside; Indole-3-acetate b-D-glucoside; Indole-3-acetate β-D-glucoside; Indole-3-acetyl-b-1-D-glucose; Indole-3-acetyl-β-1-D-glucose; 1-O-indol-3-Ylacetylglucose; Iaa-glucose



数据库引用编号

15 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(3)

PlantCyc(3)

代谢反应

19 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(4)

WikiPathways(0)

Plant Reactome(3)

INOH(0)

PlantCyc(12)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

9 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

  • Tatsuki Akabane, Nobuhiro Suzuki, Kazuyoshi Ikeda, Tomoki Yonezawa, Satoru Nagatoishi, Hiroyoshi Matsumura, Takuya Yoshizawa, Wataru Tsuchiya, Satoshi Kamino, Kouhei Tsumoto, Ken Ishimaru, Etsuko Katoh, Naoki Hirotsu. THOUSAND-GRAIN WEIGHT 6, which is an IAA-glucose hydrolase, preferentially recognizes the structure of the indole ring. Scientific reports. 2024 03; 14(1):6778. doi: 10.1038/s41598-024-57506-z. [PMID: 38514802]
  • Ken Ishimaru, Naoki Hirotsu, Yuka Madoka, Naomi Murakami, Nao Hara, Haruko Onodera, Takayuki Kashiwagi, Kazuhiro Ujiie, Bun-Ichi Shimizu, Atsuko Onishi, Hisashi Miyagawa, Etsuko Katoh. Loss of function of the IAA-glucose hydrolase gene TGW6 enhances rice grain weight and increases yield. Nature genetics. 2013 Jun; 45(6):707-11. doi: 10.1038/ng.2612. [PMID: 23583977]
  • Yu Luo, Genji Qin, Jun Zhang, Yuan Liang, Yingqi Song, Meiping Zhao, Tomohiko Tsuge, Takashi Aoyama, Jingjing Liu, Hongya Gu, Li-Jia Qu. D-myo-inositol-3-phosphate affects phosphatidylinositol-mediated endomembrane function in Arabidopsis and is essential for auxin-regulated embryogenesis. The Plant cell. 2011 Apr; 23(4):1352-72. doi: 10.1105/tpc.111.083337. [PMID: 21505066]
  • Anna Jakubowska, Stanisław Kowalczyk. A specific enzyme hydrolyzing 6-O(4-O)-indole-3-ylacetyl-beta-D-glucose in immature kernels of Zea mays. Journal of plant physiology. 2005 Feb; 162(2):207-13. doi: 10.1016/j.jplph.2004.05.015. [PMID: 15779830]
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