Indole-3-carboxaldehyde (BioDeep_00000001084)

 

Secondary id: BioDeep_00000400204, BioDeep_00000400366, BioDeep_00000860841

natural product human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite Marine Natural Products


代谢物信息卡片


1H-indole-3-carbaldehyde

化学式: C9H7NO (145.0528)
中文名称: 3-吲哚甲醛, 吲哚-3-甲醛
谱图信息: 最多检出来源 Homo sapiens(blood) 15.8%

Reviewed

Last reviewed on 2024-07-02.

Cite this Page

Indole-3-carboxaldehyde. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/indole-3-carboxaldehyde (retrieved 2024-12-22) (BioDeep RN: BioDeep_00000001084). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C1=CC=C2C(=C1)C(=CN2)C=O
InChI: InChI=1/C9H7NO/c11-6-7-5-10-9-4-2-1-3-8(7)9/h1-6,10H

描述信息

Indole-3-carboxaldehyde (IAld or I3A), also known as 3-formylindole or 3-indolealdehyde, belongs to the class of organic compounds known as indoles. Indoles are compounds containing an indole moiety, which consists of a pyrrole ring fused to benzene to form 2,3-benzopyrrole. In humans, I3A is a biologically active metabolite which acts as a receptor agonist at the aryl hydrocarbon receptor in intestinal immune cells. It stimulates the production of interleukin-22 which facilitates mucosal reactivity (PMID:27102537). I3A is a microbially derived tryptophan metabolite produced by Clostridium and Lactobacillus (PMID:30120222, 27102537). I3A has also been found in the urine of patients with untreated phenylketonuria (PMID:5073866). I3A has been detected, but not quantified, in several different foods, such as beans, Brussels sprouts, cucumbers, cereals and cereal products, and white cabbages. This could make I3A a potential biomarker for the consumption of these foods.
Indole-3-carbaldehyde is a heteroarenecarbaldehyde that is indole in which the hydrogen at position 3 has been replaced by a formyl group. It has a role as a plant metabolite, a human xenobiotic metabolite, a bacterial metabolite and a marine metabolite. It is a heteroarenecarbaldehyde, an indole alkaloid and a member of indoles.
Indole-3-carboxaldehyde is a natural product found in Euphorbia hirsuta, Derris ovalifolia, and other organisms with data available.
A heteroarenecarbaldehyde that is indole in which the hydrogen at position 3 has been replaced by a formyl group.
Found in barley and tomato seedlings and cotton

Indole-3-carboxaldehyde. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=487-89-8 (retrieved 2024-07-02) (CAS RN: 487-89-8). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Indole-3-carboxaldehyde (3-Formylindole), a banlangen extract, is the product of the oxidative degradation of indole-3-acetic acid (IAA) by crude enzyme preparations from etiolated pea seedlings. Indole-3-carboxaldehyde (3-Formylindole) is a biochemical used to prepare analogs of the indole phytoalexin cyclobrassinin[1].
Indole-3-carboxaldehyde (3-Formylindole), a banlangen extract, is the product of the oxidative degradation of indole-3-acetic acid (IAA) by crude enzyme preparations from etiolated pea seedlings. Indole-3-carboxaldehyde (3-Formylindole) is a biochemical used to prepare analogs of the indole phytoalexin cyclobrassinin[1].

同义名列表

52 个代谢物同义名

1H-indole-3-carbaldehyde1H-Indole-3-carboxaldehyde487-89-8246045-99-8.beta.-IndolylaldehydeIndole-3-carbaldehydeIndole-3-carboxaldehyde57210_FLUKA129445_ALDRICHZINC00087959SBB004120BAS 07339836C084933; 3-Indolylformaldehyde, 3-Formylindole, Indole-3-carbaldehyde; InChI=1/C9H7NO/c11-6-7-5-10-9-4-2-1-3-8(7)9/h1-6,10H; Indole-3-carboxaldehyde, purum, >=98.0\\% (T); 5-21-08-00246 (Beilstein Handbook Reference); Indole-3-carboxaldehyde, 97\\%; 1H-Indol-3-yl carboxaldehyde; OLNJUISKUQQNIM-UHFFFAOYSA-; 1H-Indole-3-carboxaldehyde; Indole-3-carboxylaldehyde; 1H-Indole-3-carboxaldehde; indole-3-carboxy-aldehyde; INDOLE-3-CARBOXYALDEHYDE; 1H-Indole-3-carbaldehyde; 1H-indole-3-carbaldehyd; indole 3-carboxaldehyde; Indole-3-carboxaldehyde; 3-Indolecarboxaldehyde; .beta.-Indolylaldehyde; Indol-3-carboxaldehyde; indole-3-carboaldehyde; Indole-3-formaldehyde; indole-3-carbaldehyde; 3-indolylformaldehyde; beta-Indolylaldehyde; 1H-indole-3-aldehyde; 3-Indolecarbaldehyde; Indol-3-carbaldehyde; 1H-Indole-3-methanal; Indol-3-carbaldehyd; 3-Formyl-1H-indole; 3-indole aldehyde; Β-indolylaldehyde; indole-3-aldehyde; b-Indolylaldehyde; A-Indolylaldehyde; 3-indolemethanal; Indol-3-aldehyde; 3-Indolealdehyde; UNII-7FN04C32UO; 3-formyl indole; 3-formyl-indole; 3-Formylindole; 3-Formylindol; 7FN04C32UO; AI3-52407; I3CHO; I3CA; I3A; Indole-3-carboxaldehyde; Indole-3-carboxaldehyde; Indole-3-carboxaldehyde



数据库引用编号

44 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

12 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(2)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(10)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

292 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 7 AHR, CYP1A1, IDO1, MSRA, MYD88, NLRC4, XDH
Peripheral membrane protein 2 CYP1A1, CYP1B1
Endosome membrane 1 MYD88
Endoplasmic reticulum membrane 2 CYP1A1, CYP1B1
Nucleus 2 AHR, MYD88
cytosol 6 AHR, IDO1, MSRA, MYD88, NLRC4, XDH
nucleoplasm 2 AHR, MSRA
Cell membrane 2 CD8A, TNF
Lipid-anchor 1 MSRA
cell surface 2 MYD88, TNF
Golgi membrane 1 INS
lysosomal membrane 1 GAA
mitochondrial inner membrane 1 CYP1A1
neuronal cell body 1 TNF
Cytoplasm, cytosol 2 IDO1, NLRC4
Lysosome 2 GAA, IL4I1
acrosomal vesicle 1 IL4I1
plasma membrane 7 CD8A, GAA, IFNLR1, MSRA, MYD88, NLRC4, TNF
Membrane 4 CYP1B1, GAA, IFNLR1, MSRA
extracellular exosome 2 GAA, MSRA
Lysosome membrane 1 GAA
extracellular space 9 ADAMTS5, CRP, IL10, IL22, IL4, IL6, INS, TNF, XDH
lysosomal lumen 1 GAA
mitochondrion 3 CYP1A1, CYP1B1, MSRA
protein-containing complex 2 AHR, MYD88
intracellular membrane-bounded organelle 5 CYP1A1, CYP1B1, GAA, MSRA, NLRC4
Microsome membrane 2 CYP1A1, CYP1B1
Single-pass type I membrane protein 2 CD8A, IFNLR1
Secreted 8 CRP, GAA, IL10, IL22, IL4, IL4I1, IL6, INS
extracellular region 11 ADAMTS5, CD8A, CRP, GAA, IL10, IL22, IL4, IL4I1, IL6, INS, TNF
[Isoform 2]: Secreted 1 CD8A
transcription regulator complex 1 AHR
external side of plasma membrane 2 CD8A, TNF
Secreted, extracellular space, extracellular matrix 1 ADAMTS5
actin cytoskeleton 1 MSRA
midbody 1 MSRA
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Mitochondrion inner membrane 1 CYP1A1
Membrane raft 1 TNF
extracellular matrix 1 ADAMTS5
Peroxisome 1 XDH
sarcoplasmic reticulum 1 XDH
collagen-containing extracellular matrix 1 ADAMTS5
Inflammasome 1 NLRC4
receptor complex 1 CD8A
chromatin 1 AHR
stereocilium bundle 1 IDO1
phagocytic cup 1 TNF
Cytoplasmic vesicle, secretory vesicle, acrosome 1 IL4I1
sperm midpiece 1 IL4I1
endosome lumen 1 INS
aryl hydrocarbon receptor complex 1 AHR
tertiary granule membrane 1 GAA
plasma membrane raft 1 CD8A
secretory granule lumen 1 INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 3 ADAMTS5, IL6, INS
transport vesicle 1 INS
azurophil granule membrane 1 GAA
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
immunological synapse 1 IL4I1
extrinsic component of cytoplasmic side of plasma membrane 1 MYD88
ficolin-1-rich granule membrane 1 GAA
canonical inflammasome complex 1 NLRC4
[Isoform 1]: Cell membrane 1 CD8A
extrinsic component of plasma membrane 1 MYD88
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
T cell receptor complex 1 CD8A
interleukin-6 receptor complex 1 IL6
autolysosome lumen 1 GAA
smooth muscle contractile fiber 1 IDO1
nuclear aryl hydrocarbon receptor complex 1 AHR
IPAF inflammasome complex 1 NLRC4
cytosolic aryl hydrocarbon receptor complex 1 AHR
interleukin-28 receptor complex 1 IFNLR1
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Mingfei Liu, Yuxuan Wang, Haixin Xiang, Meng Guo, Shirong Li, Ming Liu, Jingchun Yao. The Tryptophan Metabolite Indole-3-Carboxaldehyde Alleviates Mice with DSS-Induced Ulcerative Colitis by Balancing Amino Acid Metabolism, Inhibiting Intestinal Inflammation, and Improving Intestinal Barrier Function. Molecules (Basel, Switzerland). 2023 Apr; 28(9):. doi: 10.3390/molecules28093704. [PMID: 37175112]
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  • 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]
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  • Xianbang Hou, Xueyuan Zhang, Jingting Bi, Anhong Zhu, Liwei He. Indole-3-carboxaldehyde regulates RSV-induced inflammatory response in RAW264.7 cells by moderate inhibition of the TLR7 signaling pathway. Journal of natural medicines. 2021 Jun; 75(3):602-611. doi: 10.1007/s11418-021-01506-0. [PMID: 33755912]
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