Hydroxypropionic acid (BioDeep_00000405340)

PANOMIX_OTCML-2023

代谢物信息卡片

3-Hydroxypropionic acid

化学式: C3H6O3 (90.0316926)
中文名称: 3-羟基丙酸(含有数量不等的3,3-氧基二丙酸)
谱图信息: 最多检出来源 () 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

A 3-hydroxy monocarboxylic acid that is propionic acid in which one of the hydrogens attached to the terminal carbon is replaced by a hydroxy group.
Hydroxypropionic acid, also known as 3-hydroxypropionate or hydracrylic acid, belongs to beta hydroxy acids and derivatives class of compounds. Those are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom. Hydroxypropionic acid is soluble (in water) and a weakly acidic compound (based on its pKa). Hydroxypropionic acid can be synthesized from propionic acid. Hydroxypropionic acid is also a parent compound for other transformation products, including but not limited to, beta-propiolactone, ascr#5, and 3-hydroxypropanoyl-CoA. Hydroxypropionic acid can be found in a number of food items such as apple, poppy, yam, and cupuaçu, which makes hydroxypropionic acid a potential biomarker for the consumption of these food products. Hydroxypropionic acid can be found primarily in blood, cerebrospinal fluid (CSF), feces, and urine. Hydroxypropionic acid exists in all living organisms, ranging from bacteria to humans. In humans, hydroxypropionic acid is involved in the propanoate metabolism. Hydroxypropionic acid is also involved in few metabolic disorders, which include malonic aciduria, malonyl-coa decarboxylase deficiency, and methylmalonic aciduria due to cobalamin-related disorders. Moreover, hydroxypropionic acid is found to be associated with biotinidase deficiency and propionic acidemia. Hydroxypropionic acid is a non-carcinogenic (not listed by IARC) potentially toxic compound. Hydroxypropanoic acid, or alternately hydroxypropionic acid, may refer to either of two isomeric chemical compounds: 3-Hydroxypropionic acid (hydracrylic acid) Lactic acid (2-hydroxypropanoic acid) . Chronically high levels of hydroxypropionic acid are associated with at least 5 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 (T3DB).

同义名列表

3 个代谢物同义名

3-Hydroxypropionic acid; Hydroxypropionic acid; 3-Hydroxypropionate

数据库引用编号

17 个数据库交叉引用编号

ChEBI: CHEBI:33404
KEGG: C01013
PubChem: 68152
DrugBank: DB03688
ChEMBL: CHEMBL1205969
foodb: FDB030432
CAS: 503-66-2
MoNA: HMDB0000700_ms_ms_975
MoNA: HMDB0000700_ms_ms_976
MoNA: HMDB0000700_ms_ms_977
MetaboLights: MTBLC33404
ChEBI: CHEBI:16510
PubChem: 4258
PDB-CCD: 3OH
3DMET: B00221
NIKKAJI: J6.213H
RefMet: Hydroxypropionic acid

分类词条

Hydroxy FA

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)

8 个相关的物种来源信息

1080010 - Aloe africana: 10.1021/JF071110T
3702 - Arabidopsis thaliana: 10.1073/PNAS.1403248111
7227 - Drosophila melanogaster: 10.1038/S41467-019-11933-Z
9606 - Homo sapiens: 10.1007/S11306-016-1051-4
3879 - Medicago sativa: 10.3389/FPLS.2017.01208
1807034 - Phomopsis phaseoli: 10.1016/J.PHYTOCHEM.2004.06.035
28511 - Pogostemon cablin: 10.1021/JF304466T
28901 - Salmonella enterica: 10.1021/ACS.JPROTEOME.0C00281

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]
Shengfang Zhou, Suman Lama, Jihong Jiang, Mugesh Sankaranarayanan, Sunghoon Park. Use of acetate for the production of 3-hydroxypropionic acid by metabolically-engineered Pseudomonas denitrificans. Bioresource technology. 2020 Jul; 307(?):123194. doi: 10.1016/j.biortech.2020.123194. [PMID: 32234590]
Ying Xu, Zhe Zhao, Wenhua Tong, Yamei Ding, Bin Liu, Yixin Shi, Jichao Wang, Shenmei Sun, Min Liu, Yuhui Wang, Qingsheng Qi, Mo Xian, Guang Zhao. An acid-tolerance response system protecting exponentially growing Escherichia coli. Nature communications. 2020 03; 11(1):1496. doi: 10.1038/s41467-020-15350-5. [PMID: 32198415]
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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Nicola Longo, Leisa B Price, Eduard Gappmaier, Nancy L Cantor, Sharon L Ernst, Carrie Bailey, Marzia Pasquali. Anaplerotic therapy in propionic acidemia. Molecular genetics and metabolism. 2017 09; 122(1-2):51-59. doi: 10.1016/j.ymgme.2017.07.003. [PMID: 28712602]
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Sunil K Chattopadhyay, Satyanshu Kumar. A rapid liquid chromatography-tandem mass spectrometry method for quantification of a biologically active molecule camboginol in the extract of Garcinia cambogia. Biomedical chromatography : BMC. 2007 Jan; 21(1):55-66. doi: 10.1002/bmc.719. [PMID: 17080506]
Marc A von Mach, Jürgen Burhenne, Ludwig S Weilemann. Accumulation of the solvent vehicle sulphobutylether beta cyclodextrin sodium in critically ill patients treated with intravenous voriconazole under renal replacement therapy. BMC clinical pharmacology. 2006 Sep; 6(?):6. doi: 10.1186/1472-6904-6-6. [PMID: 16981986]
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Jiang-hua Zhang, Ming Jiang, Lijun Zou, Dan Shi, Su-rong Mei, Ye-xiang Zhu, Yun Shi, Kang Dai, Bin Lu. Selective solid-phase extraction of bisphenol A using molecularly imprinted polymers and its application to biological and environmental samples. Analytical and bioanalytical chemistry. 2006 Jun; 385(4):780-6. doi: 10.1007/s00216-006-0406-5. [PMID: 16741779]
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Steven J Hallam, Tracy J Mincer, Christa Schleper, Christina M Preston, Katie Roberts, Paul M Richardson, Edward F DeLong. Pathways of carbon assimilation and ammonia oxidation suggested by environmental genomic analyses of marine Crenarchaeota. PLoS biology. 2006 Apr; 4(4):e95. doi: 10.1371/journal.pbio.0040095. [PMID: 16533068]
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Luciano Maestri, Sara Negri, Massimo Ferrari, Sergio Ghittori, Francesca Fabris, Paolo Danesino, Marcello Imbriani. Determination of perfluorooctanoic acid and perfluorooctanesulfonate in human tissues by liquid chromatography/single quadrupole mass spectrometry. Rapid communications in mass spectrometry : RCM. 2006; 20(18):2728-34. doi: 10.1002/rcm.2661. [PMID: 16915561]
Gabriela Karasová, Jozef Lehotay, Jana Sádecká, Ivan Skacáni, Miroslava Lachová. Selective extraction of derivates of p-hydroxy-benzoic acid from plant material by using a molecularly imprinted polymer. Journal of separation science. 2005 Dec; 28(18):2468-76. doi: 10.1002/jssc.200500190. [PMID: 16405176]
Naoaki Murao, Norihisa Ohishi, Yoshiaki Nabuchi, Masaki Ishigai, Takehiko Kawanishi, Yoshinori Aso. The determination of 2beta-(3-hydroxypropoxy)-1alpha,25-dihydroxy vitamin D3 (ED-71) in human serum by high-performance liquid chromatography-electrospray tandem mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2005 Sep; 823(2):61-8. doi: 10.1016/j.jchromb.2004.10.066. [PMID: 16102526]
Nobuyuki Suzuki, Naoto Miyashita, Akira Kotani, Fumiyo Kusu, Takao Kawasaki. Determination of troglitazone stereoisomers in rat plasma using semi-micro HPLC with electrochemical detection. Journal of pharmaceutical and biomedical analysis. 2005 Jun; 38(1):155-61. doi: 10.1016/j.jpba.2004.12.016. [PMID: 15907634]
Frances M DuPont, Ronald Chan, Rocio Lopez, William H Vensel. Sequential extraction and quantitative recovery of gliadins, glutenins, and other proteins from small samples of wheat flour. Journal of agricultural and food chemistry. 2005 Mar; 53(5):1575-84. doi: 10.1021/jf048697l. [PMID: 15740043]
Beate Schatter, Shenchu Jin, Konrad Löffelholz, Jochen Klein. Cross-talk between phosphatidic acid and ceramide during ethanol-induced apoptosis in astrocytes. BMC pharmacology. 2005 Feb; 5(?):3. doi: 10.1186/1471-2210-5-3. [PMID: 15694004]
Guojun Wu, Mingzhao Xing, Elizabeth Mambo, Xin Huang, Junwei Liu, Zhongmin Guo, Aditi Chatterjee, David Goldenberg, Susanne M Gollin, Saraswati Sukumar, Barry Trink, David Sidransky. Somatic mutation and gain of copy number of PIK3CA in human breast cancer. Breast cancer research : BCR. 2005; 7(5):R609-16. doi: 10.1186/bcr1262. [PMID: 16168105]
Michael Schwarz, Bärbel Köpcke, Roland W S Weber, Olov Sterner, Heidrun Anke. 3-hydroxypropionic acid as a nematicidal principle in endophytic fungi. Phytochemistry. 2004 Aug; 65(15):2239-45. doi: 10.1016/j.phytochem.2004.06.035. [PMID: 15587708]
Qingyong Lang, Chien M Wai, Catharina Y W Ang, Yanyan Cui, Thomas M Heinze, Antonia Mattia, Michael Dinovi. Sample preparation and determination of ginkgo terpene trilactones in selected beverage, snack, and dietary supplement products by liquid chromatography with evaporative light-scattering detection. Journal of AOAC International. 2004 Jul; 87(4):815-26. doi: . [PMID: 15295874]
Yihong Lu, Hongmei Wen, Wei Li, Yumei Chi, Zhengxing Zhang. Determination of donepezil hydrochloride (E2020) in plasma by liquid chromatography-mass spectrometry and its application to pharmacokinetic studies in healthy, young, Chinese subjects. Journal of chromatographic science. 2004 May; 42(5):234-7. doi: 10.1093/chromsci/42.5.234. [PMID: 15189594]
Toshio Naka, Rinaldo Bellomo. Bench-to-bedside review: treating acid-base abnormalities in the intensive care unit--the role of renal replacement therapy. Critical care (London, England). 2004 Apr; 8(2):108-14. doi: 10.1186/cc2821. [PMID: 15025771]
Donald M Mock, Cindy L Henrich-Shell, Nadine Carnell, Phyllis Stumbo, Nell I Mock. 3-Hydroxypropionic acid and methylcitric acid are not reliable indicators of marginal biotin deficiency in humans. The Journal of nutrition. 2004 Feb; 134(2):317-20. doi: 10.1093/jn/134.2.317. [PMID: 14747666]
Joel A Klappenbach, Beverly K Pierson. Phylogenetic and physiological characterization of a filamentous anoxygenic photoautotrophic bacterium ' Candidatus Chlorothrix halophila' gen. nov., sp. nov., recovered from hypersaline microbial mats. Archives of microbiology. 2004 Jan; 181(1):17-25. doi: 10.1007/s00203-003-0615-7. [PMID: 14655000]