4-Hydroxyphenylpyruvic acid (BioDeep_00000001655)

 

Secondary id: BioDeep_00000265280, BioDeep_00000400000

natural product human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite


代谢物信息卡片


4-Hydroxy-alpha-oxobenzenepropanoic acid

化学式: C9H8O4 (180.0422568)
中文名称: 4-羟苯基丙酮酸, 4-羟苯基丙酮酸
谱图信息: 最多检出来源 Homo sapiens(blood) 0.21%

Reviewed

Last reviewed on 2024-09-13.

Cite this Page

4-Hydroxyphenylpyruvic acid. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/4-hydroxyphenylpyruvic_acid (retrieved 2024-09-17) (BioDeep RN: BioDeep_00000001655). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: c1(ccc(cc1)O)CC(=O)C(=O)O
InChI: InChI=1S/C9H8O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,10H,5H2,(H,12,13)

描述信息

3-(4-hydroxy-phenyl)pyruvic acid, also known as 4-hydroxy a-oxobenzenepropanoate or 3-(p-hydroxyphenyl)-2-oxopropanoate, belongs to phenylpyruvic acid derivatives class of compounds. Those are compounds containing a phenylpyruvic acid moiety, which consists of a phenyl group substituted at the second position by an pyruvic acid. 3-(4-hydroxy-phenyl)pyruvic acid is slightly soluble (in water) and a moderately acidic compound (based on its pKa). 3-(4-hydroxy-phenyl)pyruvic acid can be synthesized from pyruvic acid. 3-(4-hydroxy-phenyl)pyruvic acid can also be synthesized into 4-hydroxyphenylpyruvic acid oxime. 3-(4-hydroxy-phenyl)pyruvic acid can be found in a number of food items such as garden onion (variety), rose hip, sourdough, and horseradish tree, which makes 3-(4-hydroxy-phenyl)pyruvic acid a potential biomarker for the consumption of these food products. 3-(4-hydroxy-phenyl)pyruvic acid can be found primarily in blood and urine, as well as in human prostate tissue. 3-(4-hydroxy-phenyl)pyruvic acid exists in all eukaryotes, ranging from yeast to humans. In humans, 3-(4-hydroxy-phenyl)pyruvic acid is involved in few metabolic pathways, which include disulfiram action pathway, phenylalanine and tyrosine metabolism, and tyrosine metabolism. 3-(4-hydroxy-phenyl)pyruvic acid is also involved in several metabolic disorders, some of which include tyrosinemia type I, phenylketonuria, tyrosinemia, transient, of the newborn, and alkaptonuria. Moreover, 3-(4-hydroxy-phenyl)pyruvic acid is found to be associated with hawkinsinuria and phenylketonuria.
4-Hydroxyphenylpyruvic acid (4-HPPA) is a keto acid that is involved in the tyrosine catabolism pathway. It is a product of the enzyme (R)-4-hydroxyphenyllactate dehydrogenase (EC 1.1.1.222) and is formed during tyrosine metabolism. The conversion from tyrosine to 4-HPPA is catalyzed by tyrosine aminotransferase. Additionally, 4-HPPA can be converted to homogentisic acid which is one of the precursors to ochronotic pigment. The enzyme 4-hydroxyphenylpyruvic acid dioxygenase (HPD) catalyzes the reaction that converts 4-hydroxyphenylpyruvic acid to homogentisic acid. A deficiency in the catalytic activity of HPD is known to lead to tyrosinemia type III, an autosomal recessive disorder characterized by elevated levels of blood tyrosine and massive excretion of tyrosine derivatives into urine. It has been shown that hawkinsinuria, an autosomal dominant disorder characterized by the excretion of hawkinsin, may also be a result of HPD deficiency (PMID: 11073718). Moreover, 4-hydroxyphenylpyruvic acid is also found to be associated in phenylketonuria, which is also an inborn error of metabolism. There are two isomers of HPPA, specifically 4HPPA and 3HPPA, of which 4HPPA is the most common. 4-HPPA has been found to be a microbial metabolite in Escherichia (ECMDB).
KEIO_ID H007
4-Hydroxyphenylpyruvic acid is an intermediate in the metabolism of the amino acid phenylalanine.
4-Hydroxyphenylpyruvic acid is an intermediate in the metabolism of the amino acid phenylalanine.

同义名列表

46 个代谢物同义名

4-Hydroxy-alpha-oxobenzenepropanoic acid; 4-Hydroxyphenylpyruvic acid, sodium salt; 3-(4-Hydroxyphenyl)-2-oxo-propanoic acid; 4-Hydroxy alpha-oxobenzenepropanoic acid; 3-(4-Hydroxyphenyl)-2-oxopropionic acid; 3-(p-Hydroxyphenyl)-2-oxopropionic acid; 3-(4-hydroxyphenyl)-2-oxopropanoic acid; 3-(p-Hydroxyphenyl)-2-oxopropanoic acid; 4-Hydroxy α-oxobenzenepropanoic acid; 4-Hydroxy alpha-oxobenzenepropanoate; 4-Hydroxy-alpha-oxobenzenepropanoate; 4-Hydroxy-a-oxobenzenepropanoic acid; 3-(4-Hydroxyphenyl)-2-oxo-propanoate; 4-Hydroxy a-oxobenzenepropanoic acid; 3-(4-Hydroxyphenyl)-2-oxopropionate; 3-(p-Hydroxyphenyl)-2-oxopropanoate; 3-(p-Hydroxyphenyl)-2-oxopropionate; 3-(4-HYDROXY-phenyl)pyruvIC ACID; 4-Hydroxy-a-oxobenzenepropanoate; 4-Hydroxy α-oxobenzenepropanoate; 4-Hydroxyphenylpyruvic acid, ion; 4-Hydroxy a-oxobenzenepropanoate; 3-(4-Hydroxyphenyl)pyruvic acid; 3-(p-Hydroxyphenyl)pyruvic acid; (p-Hydroxyphenyl)-pyruvic acid; Para-hydroxyphenylpyruvic acid; (p-Hydroxyphenyl)pyruvic acid; (4-Hydroxyphenyl)pyruvic acid; 3-(4-HYDROXY-phenyl)pyruvate; 3-(p-Hydroxyphenyl)pyruvate; p-Hydroxyphenylpyruvic acid; 4-Hydroxyphenylpyruvic acid; 3-(4-Hydroxyphenyl)pyruvate; (p-Hydroxyphenyl)-pyruvate; Hydroxyphenylpyruvic acid; (p-Hydroxyphenyl)pyruvate; (4-Hydroxyphenyl)pyruvate; p-Hydroxyphenylpyruvate; 4-Hydroxyphenylpyruvate; p-Hydroxyphenylpyruvic; Hydroxyphenylpyruvate; Testacid; 4HPPA; HPPA; 4-Hydroxyphenylpyruvic acid; 4-?Hydroxyphenylpyruvic acid



数据库引用编号

26 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(6)

BioCyc(2)

PlantCyc(0)

代谢反应

623 个相关的代谢反应过程信息。

Reactome(84)

BioCyc(7)

WikiPathways(1)

Plant Reactome(486)

INOH(2)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(43)

PharmGKB(0)

30 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

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