Indoleacetaldehyde (BioDeep_00000003530)

 

Secondary id: BioDeep_00000400107, BioDeep_00001894521

human metabolite PANOMIX_OTCML-2023 Endogenous natural product


代谢物信息卡片


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

化学式: C10H9NO (159.0684)
中文名称: 吲哚-3-乙醛, 2-（1H-吲哚-3-基）乙醛
谱图信息: 最多检出来源 Homo sapiens(plant) 9.36%

分子结构信息

SMILES: C1=CC=C2C(=C1)C(=CN2)CC=O
InChI: InChI=1S/C10H9NO/c12-6-5-8-7-11-10-4-2-1-3-9(8)10/h1-4,6-7,11H,5H2

描述信息

Indoleacetaldehyde, also known as tryptaldehyde, belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. Indoleacetaldehyde is an extremely weak basic (essentially neutral) compound (based on its pKa). Indoleacetaldehyde exists in all living species, ranging from bacteria to humans. Within humans, indoleacetaldehyde participates in a number of enzymatic reactions. In particular, indoleacetaldehyde can be biosynthesized from tryptamine; which is mediated by the enzyme kynurenine 3-monooxygenase. In addition, indoleacetaldehyde can be converted into indoleacetic acid; which is catalyzed by the enzyme aldehyde dehydrogenase, mitochondrial. In humans, indoleacetaldehyde is involved in tryptophan metabolism. Outside of the human body, indoleacetaldehyde has been detected, but not quantified in, several different foods, such as nuts, turmerics, Alaska blueberries, summer savouries, and black raspberries. This could make indoleacetaldehyde a potential biomarker for the consumption of these foods. Indoleacetaldehyde is also a substrate for amine oxidase and 4-trimethylaminobutyraldehyde dehydrogenase.
Indoleacetaldehyde is a substrate for Retina-specific copper amine oxidase, Aldehyde dehydrogenase X (mitochondrial), Amine oxidase B, Amiloride-sensitive amine oxidase, Aldehyde dehydrogenase (mitochondrial), Fatty aldehyde dehydrogenase, 4-trimethylaminobutyraldehyde dehydrogenase, Aldehyde dehydrogenase (dimeric NADP-preferring), Aldehyde dehydrogenase family 7 member A1, Amine oxidase A, Aldehyde dehydrogenase 1A3 and Membrane copper amine oxidase. [HMDB]. 1H-Indole-3-acetaldehyde is found in many foods, some of which are oil palm, rowanberry, cherimoya, and japanese persimmon.
Acquisition and generation of the data is financially supported in part by CREST/JST.
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同义名列表

12 个代谢物同义名

2-(1H-indol-3-yl)Acetaldehyde; 2-(indol-3-yl)Acetaldehyde; 1H-indol-3-Ylacetaldehyde; 2-(3-Indolyl)acetaldehyde; 1H-Indole-3-acetaldehyde; indol-3-Ylacetaldehyde; indole-3-acetaldehyde; Indoleacetaldehyde; Tryptaldehyde; Indole-3-acetaldehyde; Indole-3-acetaldehyde; 2-(1H-indol-3-yl)acetaldehyde



数据库引用编号

19 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(0)

代谢反应

315 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(13)

WikiPathways(1)

Plant Reactome(231)

INOH(1)

PlantCyc(61)

COVID-19 Disease Map(1)

PathBank(7)

PharmGKB(0)

23 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 9 AHR, CD36, CYP1A1, CYP2D6, HSP90AA1, NOS3, TGFB1, TSSK2, XDH
Peripheral membrane protein 2 CYP1A1, CYP1B1
Endoplasmic reticulum membrane 5 ACER3, CD4, CYP1A1, CYP1B1, CYP2D6
Nucleus 5 AHR, HSP90AA1, NOS3, TGFB1, TSSK2
cytosol 6 AHR, AKR1A1, HSP90AA1, NOS3, TDO2, XDH
phagocytic vesicle 1 CD36
nucleoplasm 3 AHR, HSP90AA1, NOS3
Cell membrane 5 CD36, CD4, CD69, HSP90AA1, PDCD1
Multi-pass membrane protein 3 ACER3, CD36, ST7
Golgi apparatus membrane 1 ACER3
Synapse 1 AKR1A1
cell surface 3 CD36, HSP90AA1, TGFB1
Golgi apparatus 2 CD36, NOS3
Golgi membrane 2 ACER3, NOS3
mitochondrial inner membrane 1 CYP1A1
neuronal cell body 2 HSP90AA1, TGFB1
Cytoplasm, cytosol 1 AKR1A1
Lysosome 1 IL4I1
acrosomal vesicle 2 IL4I1, TSSK2
plasma membrane 8 CD36, CD4, CD69, HSP90AA1, NOS3, PDCD1, ST7, TGFB1
Membrane 7 ACER3, CD36, CYP1B1, CYP2D6, HSP90AA1, PDCD1, ST7
apical plasma membrane 3 AKR1A1, CD36, HSP90AA1
axon 1 TGFB1
basolateral plasma membrane 1 HSP90AA1
caveola 2 CD36, NOS3
extracellular exosome 2 AKR1A1, HSP90AA1
endoplasmic reticulum 1 CYP2D6
extracellular space 6 AKR1A1, CD36, IL10, IL22, TGFB1, XDH
lysosomal lumen 1 HSP90AA1
perinuclear region of cytoplasm 2 HSP90AA1, NOS3
mitochondrion 4 CYP1A1, CYP1B1, CYP2D6, HSP90AA1
protein-containing complex 3 AHR, CD69, HSP90AA1
intracellular membrane-bounded organelle 3 CYP1A1, CYP1B1, CYP2D6
Microsome membrane 3 CYP1A1, CYP1B1, CYP2D6
Single-pass type I membrane protein 2 CD4, ST7
Secreted 4 IL10, IL22, IL4I1, TGFB1
extracellular region 5 HSP90AA1, IL10, IL22, IL4I1, TGFB1
Single-pass membrane protein 1 CYP2D6
transcription regulator complex 1 AHR
external side of plasma membrane 4 CD36, CD4, CD69, PDCD1
Secreted, extracellular space, extracellular matrix 1 TGFB1
Cytoplasm, P-body 1 NOS3
P-body 1 NOS3
Early endosome 1 CD4
clathrin-coated pit 1 ST7
Single-pass type II membrane protein 1 CD69
Apical cell membrane 2 AKR1A1, CD36
Mitochondrion inner membrane 1 CYP1A1
Membrane raft 2 CD36, CD4
extracellular matrix 1 TGFB1
Peroxisome 1 XDH
collagen trimer 1 CD36
sarcoplasmic reticulum 1 XDH
collagen-containing extracellular matrix 2 HSP90AA1, TGFB1
secretory granule 1 TGFB1
receptor complex 1 CD36
chromatin 1 AHR
axonal growth cone 1 HSP90AA1
cell periphery 1 CD36
cytoskeleton 1 NOS3
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome, centriole 1 TSSK2
centriole 1 TSSK2
brush border membrane 2 CD36, HSP90AA1
Cytoplasmic vesicle, secretory vesicle, acrosome 1 IL4I1
blood microparticle 1 TGFB1
sperm midpiece 1 IL4I1
aryl hydrocarbon receptor complex 1 AHR
specific granule membrane 1 CD36
Melanosome 1 HSP90AA1
Cytoplasm, Stress granule 1 NOS3
cytoplasmic stress granule 1 NOS3
dendritic growth cone 1 HSP90AA1
myelin sheath 1 HSP90AA1
sperm mitochondrial sheath 1 HSP90AA1
sperm plasma membrane 1 HSP90AA1
ficolin-1-rich granule lumen 1 HSP90AA1
secretory granule lumen 1 HSP90AA1
Golgi lumen 1 TGFB1
endoplasmic reticulum lumen 1 CD4
platelet alpha granule lumen 1 TGFB1
endocytic vesicle membrane 2 CD36, NOS3
immunological synapse 1 IL4I1
clathrin-coated endocytic vesicle membrane 1 CD4
Membrane, coated pit 1 ST7
platelet alpha granule membrane 1 CD36
endocytic vesicle lumen 1 HSP90AA1
[Latency-associated peptide]: Secreted, extracellular space, extracellular matrix 1 TGFB1
[Transforming growth factor beta-1]: Secreted 1 TGFB1
T cell receptor complex 1 CD4
nuclear aryl hydrocarbon receptor complex 1 AHR
cytosolic aryl hydrocarbon receptor complex 1 AHR


文献列表

  • Ateek Shah, Yamini Mathur, Amrita B Hazra. Double agent indole-3-acetic acid: mechanistic analysis of indole-3-acetaldehyde dehydrogenase AldA that synthesizes IAA, an auxin that aids bacterial virulence. Bioscience reports. 2021 08; 41(8):. doi: 10.1042/bsr20210598. [PMID: 34369556]
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  • Qixia Shen, Wenyu Xiang, Sen Ye, Xin Lei, Lefeng Wang, Sha Jia, Xue Shao, Chunhua Weng, Xiujin Shen, Yucheng Wang, Shi Feng, Lihui Qu, Cuili Wang, Jianghua Chen, Ping Zhang, Hong Jiang. Plasma metabolite biomarkers related to secondary hyperparathyroidism and parathyroid hormone. Journal of cellular biochemistry. 2019 09; 120(9):15766-15775. doi: 10.1002/jcb.28846. [PMID: 31069832]
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  • Michael P Torrens-Spence, Renee von Guggenberg, Michael Lazear, Haizhen Ding, Jianyong Li. Diverse functional evolution of serine decarboxylases: identification of two novel acetaldehyde synthases that uses hydrophobic amino acids as substrates. BMC plant biology. 2014 Sep; 14(?):247. doi: 10.1186/s12870-014-0247-x. [PMID: 25230835]
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