Methyl indole-3-acetate (BioDeep_00000001379)

 

Secondary id: BioDeep_00000415740, BioDeep_00000415891, BioDeep_00000615842, BioDeep_00001868721, BioDeep_00001892327

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite BioNovoGene_Lab2019 natural product


代谢物信息卡片


(1H-Indol-3-yl)acetic acid methyl ester

化学式: C11H11NO2 (189.079)
中文名称: 吲哚-3-醋酸甲酯, 吲哚-3-乙酸甲酯, 2-（1H-吲哚-3-基）乙酸甲酯
谱图信息: 最多检出来源 Homo sapiens(blood) 24.1%

Reviewed

Last reviewed on 2024-09-14.

Cite this Page

Methyl indole-3-acetate. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/methyl_indole-3-acetate (retrieved 2024-12-22) (BioDeep RN: BioDeep_00000001379). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: c1ccc2c(c1)c(c[nH]2)CC(=O)OC
InChI: InChI=1S/C11H11NO2/c1-14-11(13)6-8-7-12-10-5-3-2-4-9(8)10/h2-5,7,12H,6H2,1H3

描述信息

Indole-3-methyl acetate, also known as methyl indole-3-acetate (methyl-IAA), is a catabolite of tryptophan converted by the gut microbiota. After absorption through the intestinal epithelium, tryptophan catabolites enter the bloodstream and are later excreted in the urine (PMID: 30120222). Pediatric enthesitis-related arthritis (ERA) patients (i.e. spondyloarthropathy associated with inflammatory bowel disease) have intestinal inflammation and decreased gut microbial diversity. Such alterations in the gut microbiota resulted in the reduction of tryptophan metabolism and several tryptophan metabolites in pediatric ERA fecal samples, including indole-3-methyl acetate (PMID: 27786174). Indole-3-methyl acetate is found in apple, and has been isolated from immature seeds of beach pea (Lathyrus maritimus), Vicia amurensis, wild soybean (Glycine soja), lobiya (Vigna catiang var. sinensis) and hyacinth bean (Dolichos lablab).
Isolated from immature seeds of beach pea (Lathyrus maritimus), Vicia amurensis, wild soybean (Glycine soja), lobiya (Vigna catiang variety sinensis) and hyacinth bean (Dolichos lablab). Indole-3-methyl acetate is found in many foods, some of which are gram bean, yellow wax bean, common bean, and sweet orange.
Methyl 2-(1H-indol-3-yl)acetate is an endogenous metabolite.

同义名列表

46 个代谢物同义名

(1H-Indol-3-yl)acetic acid methyl ester; beta -Indolylacetic acid methyl ester; 1H-Indole-3-acetic acid, methyl ester; beta-Indolylacetic acid methyl ester; Indolyl-3-acetic acid methyl ester; Indole-3-acetic acid, methyl ester; Methylester OF 3-indoleacetic acid; b-Indolylacetic acid methyl ester; Indole-3-acetic acid methyl ester; Β-indolylacetic acid methyl ester; INDOLE-3-acetIC ACID methylester; beta-Indolylacetate methyl ester; methyl 2-(1H-indol-3-yl)acetate; Methyl (indol-3-yl)acetic acid; Methyl beta-indolylacetic acid; Indole-3-acetate, methyl ester; Methyl beta-indoleacetic acid; Β-indolylacetate methyl ester; b-Indolylacetate methyl ester; Methyl indol-3-ylacetic acid; Methyl beta -indolylacetate; Methyl b-indolylacetic acid; Methyl 3-indolylacetic acid; Indole-3-methyl acetic acid; Methyl β-indolylacetic acid; Methyl 1H-indol-3-ylacetate; Methyl 1H-indole-3-acetate; Methyl b-indoleacetic acid; Methyl beta-indolylacetate; Methyl β-indoleacetic acid; Methyl beta -indoleacetate; Methyl beta-indoleacetate; Methyl indol-3-ylacetate; Methyl β-indolylacetate; Indole-3-methyl acetate; Methyl 3-indolylacetate; Methyl indole-3-acetate; Methyl b-indolylacetate; Methyl β-indoleacetate; Methyl b-indoleacetate; IAA methyl ester; Methyl-IAA; Methyl iaa; Meiaa; Indole-3-methyl acetate; methyl 2-(1H-indol-3-yl)acetate



数据库引用编号

16 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

PlantCyc(1)

代谢反应

235 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(3)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(232)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

68 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。

亚细胞结构定位 关联基因列表
Cytoplasm 10 AIMP2, BCL2, CAT, G6PD, MAPK3, MAPK8, NIN, RAF1, S1PR1, SPHK1
Peripheral membrane protein 3 G6PD, GBA1, SPHK1
Endosome membrane 1 SPHK1
Endoplasmic reticulum membrane 1 BCL2
Mitochondrion membrane 1 MAOA
Nucleus 7 AIMP2, BCL2, JUND, MAPK3, MAPK8, RAF1, SPHK1
cytosol 11 AIMP2, BCL2, CAT, G6PD, GCLM, MAOA, MAPK3, MAPK8, RAF1, SPHK1, TDO2
dendrite 1 NIN
trans-Golgi network 1 GBA1
centrosome 1 NIN
nucleoplasm 6 JUND, MAPK3, MAPK8, NIN, S1PR1, SPHK1
RNA polymerase II transcription regulator complex 1 JUND
Cell membrane 4 RAF1, S1PR1, SELP, SPHK1
Cytoplasmic side 1 MAOA
Early endosome membrane 1 SPHK1
Multi-pass membrane protein 1 S1PR1
Synapse 2 MAPK8, SPHK1
cell surface 1 TNFRSF10B
glutamatergic synapse 1 MAPK3
Golgi apparatus 3 GBA1, MAPK3, RAF1
lysosomal membrane 1 GBA1
Cytoplasm, cytosol 2 AIMP2, G6PD
Lysosome 1 GBA1
Presynapse 2 S1PR1, SPHK1
endosome 1 S1PR1
plasma membrane 7 MAPK3, NIN, RAF1, S1PR1, SELP, SPHK1, TNFRSF10B
Membrane 7 AIMP2, BCL2, CAT, G6PD, MAOA, SPHK1, TNFRSF10B
axon 1 MAPK8
caveola 1 MAPK3
extracellular exosome 4 CAT, G6PD, GBA1, SELP
Lysosome membrane 1 GBA1
Lumenal side 1 GBA1
endoplasmic reticulum 2 BCL2, GBA1
extracellular space 2 COL2A1, SELP
lysosomal lumen 1 GBA1
mitochondrion 5 BCL2, CAT, MAOA, MAPK3, RAF1
protein-containing complex 2 BCL2, CAT
intracellular membrane-bounded organelle 4 CAT, G6PD, S1PR1, SPHK1
Single-pass type I membrane protein 1 SELP
Secreted 2 COL2A1, SELP
extracellular region 3 CAT, COL2A1, SELP
cytoplasmic side of plasma membrane 1 G6PD
Mitochondrion outer membrane 2 BCL2, MAOA
Single-pass membrane protein 2 BCL2, MAOA
mitochondrial outer membrane 3 BCL2, MAOA, RAF1
mitochondrial matrix 1 CAT
transcription regulator complex 1 JUND
centriolar satellite 1 G6PD
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 NIN
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 2 S1PR1, SELP
Secreted, extracellular space, extracellular matrix 1 COL2A1
nucleolus 1 NIN
Early endosome 1 MAPK3
Membrane, clathrin-coated pit 1 SPHK1
apical part of cell 1 NIN
clathrin-coated pit 1 SPHK1
Membrane raft 1 S1PR1
pore complex 1 BCL2
Cell junction, focal adhesion 1 MAPK3
focal adhesion 2 CAT, MAPK3
Peroxisome 1 CAT
basement membrane 1 COL2A1
collagen trimer 1 COL2A1
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
collagen-containing extracellular matrix 1 COL2A1
Late endosome 1 MAPK3
chromatin 1 JUND
axonal growth cone 1 NIN
mitotic spindle 1 NIN
cytoskeleton 1 MAPK3
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome, centriole 1 NIN
centriole 1 NIN
spindle pole 1 NIN
nuclear envelope 1 MAPK3
Membrane, caveola 1 MAPK3
myelin sheath 1 BCL2
pseudopodium 2 MAPK3, RAF1
centriolar subdistal appendage 1 NIN
platelet dense granule membrane 1 SELP
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 1 CAT
endoplasmic reticulum lumen 2 COL2A1, MAPK3
transcription repressor complex 1 JUND
mitotic spindle pole 1 NIN
endocytic vesicle 1 SPHK1
Single-pass type IV membrane protein 1 MAOA
cytoplasmic microtubule 1 NIN
basal dendrite 1 MAPK8
aminoacyl-tRNA synthetase multienzyme complex 1 AIMP2
pericentriolar material 1 NIN
platelet alpha granule membrane 1 SELP
transcription factor AP-1 complex 1 JUND
collagen type II trimer 1 COL2A1
collagen type XI trimer 1 COL2A1
platelet dense granule lumen 1 SELP
catalase complex 1 CAT
BAD-BCL-2 complex 1 BCL2
[Isoform 6]: Cytoplasm 1 NIN
glutamate-cysteine ligase complex 1 GCLM
ciliary transition fiber 1 NIN


文献列表

  • Zizhen Zhang, Hao Chen, Ziyang Chen, Peng Ding, Yingchen Ju, Qiong Gu, Jun Xu, Huihao Zhou. Identify liver X receptor β modulator building blocks by developing a fluorescence polarization-based competition assay. European journal of medicinal chemistry. 2019 Sep; 178(?):458-467. doi: 10.1016/j.ejmech.2019.06.011. [PMID: 31202993]
  • Erik Alexandersson, John Vw Becker, Dan Jacobson, Eric Nguema-Ona, Cobus Steyn, Katherine J Denby, Melané A Vivier. Constitutive expression of a grapevine polygalacturonase-inhibiting protein affects gene expression and cell wall properties in uninfected tobacco. BMC research notes. 2011 Nov; 4(?):493. doi: 10.1186/1756-0500-4-493. [PMID: 22078230]
  • Javier Gallego-Bartolomé, David Alabadí, Miguel A Blázquez. DELLA-induced early transcriptional changes during etiolated development in Arabidopsis thaliana. PloS one. 2011; 6(8):e23918. doi: 10.1371/journal.pone.0023918. [PMID: 21904598]
  • Hui-Jiao Yan, Shu-Shan Gao, Chun-Shun Li, Xiao-Ming Li, Bin-Gui Wang. Chemical constituents of a marine-derived endophytic fungus Penicillium commune G2M. Molecules (Basel, Switzerland). 2010 May; 15(5):3270-5. doi: 10.3390/molecules15053270. [PMID: 20657476]
  • Linchuan Li, Xianhui Hou, Tomohiko Tsuge, Maoyu Ding, Takashi Aoyama, Atsuhiro Oka, Hongya Gu, Yunde Zhao, Li-Jia Qu. The possible action mechanisms of indole-3-acetic acid methyl ester in Arabidopsis. Plant cell reports. 2008 Mar; 27(3):575-84. doi: 10.1007/s00299-007-0458-9. [PMID: 17926040]
  • Yeon Jong Koo, Eunsil Yoon, Jong Tae Song, Hak Soo Seo, Jeong-Han Kim, Yin-Won Lee, Jong Seob Lee, Jong-Joo Cheong, Yang Do Choi. An advanced method for the determination of carboxyl methyl esterase activity using gas chromatography-chemical ionization-mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2008 Feb; 863(1):80-7. doi: 10.1016/j.jchromb.2008.01.015. [PMID: 18255361]
  • . . . . doi: . [PMID: 17499822]