5-Hydroxyindoleacetaldehyde (BioDeep_00000005888)

 

Secondary id: BioDeep_00001869030

human metabolite Endogenous blood metabolite natural product


代谢物信息卡片


2-(5-hydroxy-1H-indol-3-yl)acetaldehyde

化学式: C10H9NO2 (175.0633254)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(blood) 0.28%

分子结构信息

SMILES: C1=CC2=C(C=C1O)C(=CN2)CC=O
InChI: InChI=1S/C10H9NO2/c12-4-3-7-6-11-10-2-1-8(13)5-9(7)10/h1-2,4-6,11,13H,3H2

描述信息

5-Hydroxyindoleacetaldehyde, also known as 5-HIAL, belongs to the class of organic compounds known as hydroxyindoles. These are organic compounds containing an indole moiety that carries a hydroxyl group. Within humans, 5-hydroxyindoleacetaldehyde participates in a number of enzymatic reactions. In particular, 5-hydroxyindoleacetaldehyde can be biosynthesized from serotonin through its interaction with the enzyme kynurenine 3-monooxygenase. In humans, 5-hydroxyindoleacetaldehyde is involved in tryptophan metabolism. Outside of the human body, 5-hydroxyindoleacetaldehyde has been detected, but not quantified in, several different foods, such as garden rhubarbs, black radish, oriental wheat, garden tomato, and wild leeks. This could make 5-hydroxyindoleacetaldehyde a potential biomarker for the consumption of these foods. 5-Hydroxyindoleacetaldehyde is a biogenic aldehyde of serotonin derived from the action of monoamine oxidase (MAO) (PMID: 11306106, 2470392).
5-hydroxyindoleacetaldehyde, also known as 5-hial, is a member of the class of compounds known as hydroxyindoles. Hydroxyindoles are organic compounds containing an indole moiety that carries a hydroxyl group. 5-hydroxyindoleacetaldehyde is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 5-hydroxyindoleacetaldehyde can be found in a number of food items such as durian, squashberry, black huckleberry, and daikon radish, which makes 5-hydroxyindoleacetaldehyde a potential biomarker for the consumption of these food products. 5-hydroxyindoleacetaldehyde can be found primarily in blood, feces, and urine, as well as in human kidney and liver tissues. In humans, 5-hydroxyindoleacetaldehyde is involved in the tryptophan metabolism.
D006133 - Growth Substances > D010937 - Plant Growth Regulators > D007210 - Indoleacetic Acids
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同义名列表

10 个代谢物同义名

2-(5-hydroxy-1H-indol-3-yl)acetaldehyde; (5-Hydroxy-1H-indol-3-yl)acetaldehyde; 5-Hydroxy-1H-indole-3-acetaldehyde; (5-Hydroxyindol-3-yl)acetaldehyde; 5-Hydroxyindole-3-acetaldehyde; 5-hydroxyindole acetaldehyde; 5-Hydroxyindoleacetaldehyde; Hydroxyindoleacetaldehyde; 5-Hydroxytryptaldehyde; 5-Hial



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(10)

BioCyc(1)

PlantCyc(0)

代谢反应

145 个相关的代谢反应过程信息。

Reactome(132)

BioCyc(4)

WikiPathways(2)

Plant Reactome(0)

INOH(1)

PlantCyc(0)

COVID-19 Disease Map(1)

PathBank(5)

PharmGKB(0)

11 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

  • Saki Yoshino, Aya Hara, Hiroyuki Sakakibara, Kyuichi Kawabata, Akira Tokumura, Akari Ishisaka, Yoshichika Kawai, Junji Terao. Effect of quercetin and glucuronide metabolites on the monoamine oxidase-A reaction in mouse brain mitochondria. Nutrition (Burbank, Los Angeles County, Calif.). 2011 Jul; 27(7-8):847-52. doi: 10.1016/j.nut.2010.09.002. [PMID: 21371861]
  • Xiaochao Ma, Chi Chen, Kristopher W Krausz, Jeffrey R Idle, Frank J Gonzalez. A metabolomic perspective of melatonin metabolism in the mouse. Endocrinology. 2008 Apr; 149(4):1869-79. doi: 10.1210/en.2007-1412. [PMID: 18187545]
  • A Yazar, K Büyükafpar, G Polat, C Pata, A Kanýk, E N Tiftik, O Bağdatoğlu. The urinary 5-hydroxyindole acetic acid and plasma nitric oxide levels in irritable bowel syndrome: a preliminary study. Scottish medical journal. 2005 Feb; 50(1):27-9. doi: 10.1177/003693300505000111. [PMID: 15792386]
  • M Some, S Svensson, J O Höög, A Helander. Studies on the interaction between ethanol and serotonin metabolism in rat, using deuterated ethanol and 4-methylpyrazole. Biochemical pharmacology. 2000 Feb; 59(4):385-91. doi: 10.1016/s0006-2952(99)00336-6. [PMID: 10644046]
  • A Helander, O Tottmar. Metabolism of biogenic aldehydes in isolated human blood cells, platelets and in plasma. Biochemical pharmacology. 1987 Apr; 36(7):1077-82. doi: 10.1016/0006-2952(87)90417-5. [PMID: 2436624]
  • A Helander, O Tottmar. Metabolism of biogenic aldehydes in human blood: effects of ethanol, acetaldehyde and disulfiram. Alcohol and alcoholism (Oxford, Oxfordshire). Supplement. 1987; 1(?):193-7. doi: . [PMID: 2447900]