acetoacetic acid (BioDeep_00000405193)
Main id: BioDeep_00000004137
PANOMIX_OTCML-2023 BioNovoGene_Lab2019
代谢物信息卡片
化学式: C4H6O3 (102.0316926)
中文名称: 3-氧丁酸, 乙酰乙酸锂
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC(=O)CC(=O)O
InChI: 3-2+
描述信息
A 3-oxo monocarboxylic acid that is butyric acid bearing a 3-oxo substituent.
It is a weak organic acid and can be produced in the human liver under certain conditions of poor metabolism leading to excessive fatty acid breakdown (diabetes mellitus leading to diabetic ketoacidosis), it is then partially converted to acetone by decarboxylation and excreted either in urine or through respiration. Persistent mild hyperketonemia is a common finding in newborns. These compounds serve as an indispensable source of energy for extrahepatic tissues, especially the brain and lung of developing rats. Another important function of ketone bodies is to provide acetoacetyl-CoA and acetyl-CoA for synthesis of cholesterol, fatty acids, and complex lipids. During the early postnatal period, acetoacetate (AcAc) and beta-hydroxybutyrate are preferred over glucose as substrates for synthesis of phospholipids and sphingolipids in accord with requirements for brain growth and myelination. Thus, during the first 2 wk of postnatal development, when the accumulation of cholesterol and phospholipids accelerates, the proportion of ketone bodies incorporated into these lipids increases. On the other hand, an increased proportion of ketone bodies are utilized for cerebroside synthesis during the period of active myelination. In the lung, AcAc serves better than glucose as a precursor for the synthesis of lung phospholipids. The synthesized lipids, particularly dipalmityl phosphatidylcholine, are incorporated into surfactant, and thus have a potential role in supplying adequate surfactant lipids to maintain lung function during the early days of life. (PMID 3884391) The acid is also present in the metabolism of those undergoing starvation or prolonged physical exertion as part of gluconeogenesis. When ketone bodies are measured by way of urine concentration, acetoacetic acid, along with beta-hydroxybutyric acid or acetone, is what is detected. [HMDB]
同义名列表
2 个代谢物同义名
数据库引用编号
25 个数据库交叉引用编号
- ChEBI: CHEBI:15344
- KEGG: C00164
- PubChem: 96
- DrugBank: DB01762
- ChEMBL: CHEMBL1230762
- foodb: FDB021801
- CAS: 4387-93-3
- CAS: 541-50-4
- MoNA: MoNA038344
- MoNA: MoNA034851
- MoNA: MoNA034848
- MoNA: MoNA034844
- MoNA: HMDB0000060_ms_ms_97
- MoNA: HMDB0000060_ms_ms_96
- MoNA: HMDB0000060_ms_ms_98
- MetaboLights: MTBLC15344
- ChEBI: CHEBI:13705
- PubChem: 3464
- LipidMAPS: LMFA01060003
- KNApSAcK: C00007458
- PDB-CCD: AAE
- 3DMET: B00047
- NIKKAJI: J4.508J
- RefMet: Acetoacetic acid
- BioNovoGene_Lab2019: BioNovoGene_Lab2019-530
分类词条
相关代谢途径
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)
2 个相关的物种来源信息
- 9606 - Homo sapiens:
- 418402 - Pseudostellaria heterophylla: 10.3390/MOLECULES21111538
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
- Xiangyu Liu, Bo Zhang, Junsheng Tian, Yumei Han. Plasma metabolomics reveals the intervention mechanism of different types of exercise on chronic unpredictable mild stress-induced depression rat model.
Metabolic brain disease.
2024 Jan; 39(1):1-13. doi:
10.1007/s11011-023-01310-7
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Advanced science (Weinheim, Baden-Wurttemberg, Germany).
2023 Jun; ?(?):e2300032. doi:
10.1002/advs.202300032
. [PMID: 37382194] - Angeliki M Angelidi, Alexander Kokkinos, Despina Sanoudou, Margery A Connelly, Andreas Alexandrou, Geltrude Mingrone, Christos S Mantzoros. Early metabolomic, lipid and lipoprotein changes in response to medical and surgical therapeutic approaches to obesity.
Metabolism: clinical and experimental.
2023 01; 138(?):155346. doi:
10.1016/j.metabol.2022.155346
. [PMID: 36375643] - Xiao-Jun Wu, Qin-Qin Shu, Bin Wang, Lan Dong, Bin Hao. Acetoacetate Improves Memory in Alzheimer's Mice via Promoting Brain-Derived Neurotrophic Factor and Inhibiting Inflammation.
American journal of Alzheimer's disease and other dementias.
2022 Jan; 37(?):15333175221124949. doi:
10.1177/15333175221124949
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Frontiers in endocrinology.
2022; 13(?):972890. doi:
10.3389/fendo.2022.972890
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Biochemical and biophysical research communications.
2021 12; 585(?):61-67. doi:
10.1016/j.bbrc.2021.11.034
. [PMID: 34794035] - Ran Zhong, Renling Miao, Jiao Meng, Rimao Wu, Yong Zhang, Dahai Zhu. Acetoacetate promotes muscle cell proliferation via the miR-133b/SRF axis through the Mek-Erk-MEF2 pathway.
Acta biochimica et biophysica Sinica.
2021 Jul; 53(8):1009-1016. doi:
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Physiological research.
2020 11; 69(5):823-834. doi:
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Toxicology letters.
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Magnetic resonance in medicine.
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Cell chemical biology.
2017 Aug; 24(8):935-943.e7. doi:
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Analytical chemistry.
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Cell metabolism.
2017 02; 25(2):358-373. doi:
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Pharmacology.
2017; 100(3-4):194-200. doi:
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Neurological research.
2017 Jan; 39(1):1-6. doi:
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The journal of nutrition, health & aging.
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Journal of Alzheimer's disease : JAD.
2017; 56(4):1459-1468. doi:
10.3233/jad-161163
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Analytica chimica acta.
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International journal of environmental research and public health.
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Free radical biology & medicine.
2016 06; 95(?):268-77. doi:
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PloS one.
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PloS one.
2016; 11(4):e0152740. doi:
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Annals of the American Thoracic Society.
2015 Jan; 12(1):46-56. doi:
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Journal of breath research.
2014 Nov; 8(4):046008. doi:
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Clinica chimica acta; international journal of clinical chemistry.
2014 Jun; 433(?):278-83. doi:
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Neuropharmacology.
2014 Apr; 79(?):399-404. doi:
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Journal of dairy science.
2014 Mar; 97(3):1552-62. doi:
10.3168/jds.2013-6757
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Diabetes.
2013 Oct; 62(10):3618-26. doi:
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Nutrition (Burbank, Los Angeles County, Calif.).
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Nutrition (Burbank, Los Angeles County, Calif.).
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Ecotoxicology and environmental safety.
2012 Oct; 84(?):139-46. doi:
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Regulatory toxicology and pharmacology : RTP.
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Hepatology research : the official journal of the Japan Society of Hepatology.
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G3 (Bethesda, Md.).
2012 Jun; 2(6):707-20. doi:
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International journal of legal medicine.
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Journal of proteome research.
2012 Apr; 11(4):2224-35. doi:
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Pediatric nephrology (Berlin, Germany).
2012 Apr; 27(4):539-50. doi:
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Journal of Korean medical science.
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Environmental health and preventive medicine.
2012 Mar; 17(2):157-63. doi:
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Clinical chemistry.
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"
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Genome biology.
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