Hydroxypropionic acid (BioDeep_00000003204)

 

Secondary id: BioDeep_00000405340

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite


代谢物信息卡片


beta-Hydroxypropionic acid

化学式: C3H6O3 (90.0316926)
中文名称: 羟基丙酸
谱图信息: 最多检出来源 Homo sapiens(blood) 1.39%

Reviewed

Last reviewed on 2024-08-06.

Cite this Page

Hydroxypropionic acid. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/hydroxypropionic_acid (retrieved 2024-09-19) (BioDeep RN: BioDeep_00000003204). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C(CO)C(=O)O
InChI: InChI=1S/C3H6O3/c4-2-1-3(5)6/h4H,1-2H2,(H,5,6)

描述信息

3-Hydroxypropionic acid is a carboxylic acid. It is an intermediate in the breakdown of branched-chain amino acids and propionic acid from the gut. Typically it originates from propionyl-CoA and a defect in the enzyme propionyl carboxylase. This leads to a buildup in propionyl-CoA in the mitochondria.  Such a buildup can lead to a disruption of the esterified CoA:free CoA ratio and ultimately to mitochondrial toxicity. Detoxification of these metabolic end products occurs via the transfer of the propionyl moiety to carnitine-forming propionyl-carnitine, which is then transferred across the inner mitochondrial membrane. 3-Hydroxypropionic acid is then released as the free acid. As an industrial chemical, it is used in the production of various chemicals such as acrylates in industry. When present in sufficiently high levels, 3-hydroxypropionic acid can act as an acidogen and a metabotoxin. An acidogen is an acidic compound that induces acidosis, which has multiple adverse effects on many organ systems. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of hydroxypropionic acid are associated with many inborn errors of metabolism including biotinidase deficiency, malonic aciduria, methylmalonate semialdehyde dehydrogenase deficiency, methylmalonic aciduria, methylmalonic aciduria due to cobalamin-related disorders, and propionic acidemia. Hydroxypropionic acid is an organic acid. Abnormally high levels of organic acids in the blood (organic acidemia), urine (organic aciduria), the brain, and other tissues lead to general metabolic acidosis. Acidosis typically occurs when arterial pH falls below 7.35. Infants with acidosis have symptoms that include poor feeding, vomiting, loss of appetite, weak muscle tone (hypotonia), and lack of energy (lethargy). These can progress to heart, liver, and kidney abnormalities, seizures, coma, and possibly death. These are also the characteristic symptoms of the IEMs mentioned above. Many affected children with organic acidemias experience intellectual disability or delayed development. In adults, acidosis or acidemia is characterized by headaches, confusion, feeling tired, tremors, sleepiness, and seizures. 3-Hydroxypropionic acid is also a microbial metabolite found in Escherichia, Klebsiella and Saccharomyces (PMID: 26360870).

同义名列表

28 个代谢物同义名

beta-Hydroxypropionic acid; 3-hydroxy-propionic acid; 3-HYDROXY-propanoIC ACID; 3-Hydroxypropanoic acid; b-Hydroxypropionic acid; Β-hydroxypropionic acid; 3-Hydroxypropionic acid; beta-Hydroxypropionate; Hydroxypropionic acid; 2-Deoxyglyceric acid; 3-HYDROXY-propanoate; Hydroxy acrylic acid; 3-Hydroxypropanoate; b-Hydroxypropionate; Ethylenelactic acid; 3-Hydroxypropionate; Β-hydroxypropionate; β-lactic acid; Hydroxypropionate; Hydracrylic acid; 2-Deoxyglycerate; beta-Lactic acid; Ethylenelactate; b-Lactic acid; Hydracrylate; beta-Lactate; b-Lactate; Hydroxypropionic acid



数据库引用编号

24 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

22 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(1)

Plant Reactome(4)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(17)

PharmGKB(0)

17 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

  • Nailing Qi, Wentao Ding, Genlai Dong, Zhihui Wang, Shuobo Shi. De novo bio-production of odd-chain fatty acids in Saccharomyces cerevisiae through a synthetic pathway via 3-hydroxypropionic acid. Biotechnology and bioengineering. 2023 03; 120(3):852-858. doi: 10.1002/bit.28297. [PMID: 36464776]
  • Juefeng Lu, Yuying Wang, Mingcheng Xu, Qiang Fei, Yang Gu, Yuanchan Luo, Hui Wu. Efficient biosynthesis of 3-hydroxypropionic acid from ethanol in metabolically engineered Escherichia coli. Bioresource technology. 2022 Nov; 363(?):127907. doi: 10.1016/j.biortech.2022.127907. [PMID: 36087655]
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  • Nam Hoai Nguyen, Satish Kumar Ainala, Shengfang Zhou, Sunghoon Park. A novel 3-hydroxypropionic acid-inducible promoter regulated by the LysR-type transcriptional activator protein MmsR of Pseudomonas denitrificans. Scientific reports. 2019 03; 9(1):5333. doi: 10.1038/s41598-019-41785-y. [PMID: 30926872]
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