3-(3-Hydroxyphenyl)-3-hydroxypropanoic acid (BioDeep_00000027842)

   

human metabolite Endogenous blood metabolite


代谢物信息卡片


3-Hydroxy-3-(3-hydroxyphenyl)propanoic acid

化学式: C9H10O4 (182.057906)
中文名称: β-(间羟基苯基)羟丙烯酸, 3-(3-羟基苯基)-3-羟基丙酸
谱图信息: 最多检出来源 Mus musculus(blood) 2.33%

Reviewed

Last reviewed on 2024-09-14.

Cite this Page

3-(3-Hydroxyphenyl)-3-hydroxypropanoic acid. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/3-(3-hydroxyphenyl)-3-hydroxypropanoic_acid (retrieved 2024-09-17) (BioDeep RN: BioDeep_00000027842). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: c1cc(cc(c1)O)C(CC(=O)O)O
InChI: InChI=1S/C9H10O4/c10-7-3-1-2-6(4-7)8(11)5-9(12)13/h1-4,8,10-11H,5H2,(H,12,13)

描述信息

3-(3-Hydroxyphenyl)-3-hydroxypropanoic acid (HPHPA) is an organic acid detected in human urine. It is relatively abundant in adult human urine and it is normally relatively benign. It is thought that the presence of this acid is from nutritional sources (i.e. dietary phenylalanine or polyphenols). However, there has been a considerable degree of ambiguity in the origin and/or significance of this compound (PMID:11978597). Recently, it has been reported that HPHPA is actually an abnormal phenylalanine metabolite arising from bacterial metabolism in the gastrointestinal tract. Specifically, HPHPA appears to arise from the action of the anaerobic bacteria Clostridia sp. (PMID:20423563; PMID:24063620). Elevated levels of HPHPA have been reported in the urine of children with autism as well as in adult patients with schizophrenia. It has been proposed that HPHPA may be a bacterial metabolite of m-tyrosine, a tyrosine analog that causes symptoms of autism in experimental animals. Under certain conditions, HPHPA can act as a neurotoxin and a metabotoxin. A neurotoxin causes damage to nerve cells and nerve tissues. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of HPHPA are associated with autism and schizophrenia. The mechanism by which HPHPA exerts its toxic effects is not clear. It may function as a catecholamine analog and disrupt catecholamine signalling, especially in younger individuals. Alternately, HPHPA may function as an amino acid analog to tyrosine and phenylalanine. High plasma concentrations of phenylalanine (and possibly HPHPA) are known to influence the blood-brain barrier transport of large neutral amino acids. This altered transport is believed to interfere with the function of different cerebral enzyme systems in the developing brain. Studies have shown that higher levels of HPHPA are associated with overgrowth of Clostridia in the gut, including Clostridium difficile, Clostridium sporogenes, Clostridium botulinum, Clostridium calortolerans, Clostridium mangenoyi, Clostridium ghoni, Clostridium bifermentans, Clostridium sordelli. (PMID:20423563; PMID:24063620)
(3-Hydroxyphenyl)hydracrylate (HPHPA) is an organic acid detected in human urine. It is thought that the presence of this acid is from nutritional sources (i.e. dietary phenylalanine). However, there has been a considerable degree of ambiguity in the origin and/or significance of this compound (PMID:11978597). Recently it has been reported that HPHPA is actually an abnormal phenylalanine metabolite arising from bacterial metabolism in the gastrointestinal tract. Specifically HPHPA appears to arise from the action of the anaerobic bacteria Clostrida species (PMID:20423563). Elevated levels of HPHPA have been reported in the urine of children with autism as well as in adult patients with schizophrenia. It has been proposed that HPHPA may be a bacterial metabolite of m-tyrosine, a tyrosine analog that causes symptoms of autism in experimental animals. [HMDB]

同义名列表

26 个代谢物同义名

3-Hydroxy-3-(3-hydroxyphenyl)propanoic acid; 3-(3-hydroxyphenyl)-3-hydroxypropionic acid; 3-(3-Hydroxyphenyl)-3-hydroxypropanoic acid; beta-(Meta-hydroxyphenyl)hydracrylic acid; 3-(3-Hydroxyphenyl)-3-hydroxypropionate; 3-Hydroxy-3-(3-hydroxyphenyl)propionate; 3-(3-Hydroxyphenyl)-3-hydroxypropanoate; beta-(m-Hydroxyphenyl)hydracrylic acid; 3-(m-Hydroxyphenyl)hydracrylic acid; b-(m-Hydroxyphenyl)hydracrylic acid; Β-(m-hydroxyphenyl)hydracrylic acid; beta-(m-Hydroxyphenyl)hydracrylate; (3-Hydroxyphenyl)hydracrylic acid; 3-Hydroxyphenyl-hydracrylic acid; b-(m-Hydroxyphenyl)hydracrylate; 3-Hydroxyphenylhydracrylic acid; Β-(m-hydroxyphenyl)hydracrylate; 3-(3-Hydroxyphenyl)hydracrylate; 3-(m-Hydroxyphenyl)hydracrylate; (3-Hydroxyphenyl)hydracrylate; 3-Hydroxyphenyl-hydracrylate; 3-Hydroxyphenylhydracrylate; HPHPA CPD; HPHPA; MHPHA; 3-3-Hydroxyphenyl -3-hydroxypropanoic acid



数据库引用编号

5 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

1 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