L-Homocysteic acid (BioDeep_00000003659)

 

Secondary id: BioDeep_00000402773

human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


(2S)-2-Amino-4-sulphobutanoic acid

化学式: C4H9NO5S (183.0201424)
中文名称: DL-高磺基丙氨酸
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 2.14%

分子结构信息

SMILES: C(CS(=O)(=O)O)C(C(=O)O)N
InChI: InChI=1S/C4H9NO5S/c5-3(4(6)7)1-2-11(8,9)10/h3H,1-2,5H2,(H,6,7)(H,8,9,10)

描述信息

L-homocysteic acid is a homocysteic acid with L-configuration. It has a role as a NMDA receptor agonist. It is an enantiomer of a D-homocysteic acid. L-Homocysteic acid is a sulfur-containing glutamic acid analog and a potent NMDA receptor agonist. It is related to homocysteine, a by-product of methionine metabolism. It belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
Short-term incubation of lymphocytes with homocysteine or its oxidation product homocysteinic acid increased the formation of reactive oxygen species and cell necrosis [HMDB]

同义名列表

25 个代谢物同义名

(2S)-2-Amino-4-sulphobutanoic acid; (2S)-2-Amino-4-sulfobutanoic acid; (S)-2-Amino-4-sulphobutanoic acid; (2S)-2-Amino-4-sulphobutyric acid; (2S)-2-Amino-4-sulfobutyric acid; (S)-2-Amino-4-sulphobutyric acid; (S)-2-Amino-4-sulfobutanoic acid; (S)-2-Amino-4-sulfobutyric acid; L-2-Amino-4-sulphobutyric acid; (2S)-2-Amino-4-sulphobutanoate; (2S)-2-Amino-4-sulphobutyrate; (S)-2-Amino-4-sulphobutanoate; L-2-Amino-4-sulfobutyric acid; (2S)-2-Amino-4-sulfobutanoate; (2S)-2-Amino-4-sulfobutyrate; (S)-2-Amino-4-sulfobutanoate; (S)-2-Amino-4-sulphobutyrate; (S)-2-Amino-4-sulfobutyrate; L-2-Amino-4-sulphobutyrate; L-2-Amino-4-sulfobutyrate; DL-Homocysteic acid; L-Homocysteic acid; Homocysteic acid; L-Homocysteate; Homocysteate



数据库引用编号

20 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

  • Hendrik Nieraad, Natasja de Bruin, Olga Arne, Martine C J Hofmann, Robert Gurke, Dominik Schmidt, Marcel Ritter, Michael J Parnham, Gerd Geisslinger. Effects of Alzheimer-Like Pathology on Homocysteine and Homocysteic Acid Levels-An Exploratory In Vivo Kinetic Study. International journal of molecular sciences. 2021 Jan; 22(2):. doi: 10.3390/ijms22020927. [PMID: 33477684]
  • Hendrik Nieraad, Natasja de Bruin, Olga Arne, Martine C J Hofmann, Mike Schmidt, Takashi Saito, Takaomi C Saido, Robert Gurke, Dominik Schmidt, Uwe Till, Michael J Parnham, Gerd Geisslinger. Impact of Hyperhomocysteinemia and Different Dietary Interventions on Cognitive Performance in a Knock-in Mouse Model for Alzheimer's Disease. Nutrients. 2020 Oct; 12(11):. doi: 10.3390/nu12113248. [PMID: 33114054]
  • Tohru Hasegawa, Yoshinori Kosoku, Yuka Sano, Hiroshi Yoshida, Chiaki Kudoh, Takeshi Tabira. Homocysteic Acid in Blood Can Detect Mild Cognitive Impairment: A Preliminary Study. Journal of Alzheimer's disease : JAD. 2020; 77(2):773-780. doi: 10.3233/jad-200234. [PMID: 32741817]
  • R Gurke, D Schmidt, D Thomas, S C Fleck, G Geisslinger, N Ferreirós. A validated LC-MS/MS method for the determination of homocysteic acid in biological samples. Journal of pharmaceutical and biomedical analysis. 2019 Sep; 174(?):578-587. doi: 10.1016/j.jpba.2019.06.008. [PMID: 31261039]
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  • Tohru Hasegawa, Wataru Ukai. Targeting therapy for homocysteic acid in the blood represents a potential recovery treatment for cognition in Alzheimer's disease patients. Aging. 2016 09; 8(9):1838-1843. doi: 10.18632/aging.101046. [PMID: 27632569]
  • E Stone, J H Coote, T A Lovick. Effect of electrical vs. chemical deep brain stimulation at midbrain sites on micturition in anaesthetized rats. Acta physiologica (Oxford, England). 2015 May; 214(1):135-45. doi: 10.1111/apha.12491. [PMID: 25778550]
  • Min Tan, Ying Ouyang, Minghua Jin, Meihui Chen, Peiqing Liu, Xiaojuan Chao, Ziwei Chen, Xiaohong Chen, Charles Ramassamy, Youheng Gao, Rongbiao Pi. Downregulation of Nrf2/HO-1 pathway and activation of JNK/c-Jun pathway are involved in homocysteic acid-induced cytotoxicity in HT-22 cells. Toxicology letters. 2013 Oct; 223(1):1-8. doi: 10.1016/j.toxlet.2013.08.011. [PMID: 23994730]
  • Robert Zorec, Alfonso Araque, Giorgio Carmignoto, Philip G Haydon, Alexei Verkhratsky, Vladimir Parpura. Astroglial excitability and gliotransmission: an appraisal of Ca2+ as a signalling route. ASN neuro. 2012 Mar; 4(2):. doi: 10.1042/an20110061. [PMID: 22313347]
  • Yu-Peng Liu, Jin-Qing Song, Yan-Yan Ma, Tong-Fei Wu, Qiao Wang, Yu Huang, Yan-Ling Yang. [Skin lesions induced by malnutrition in an infant with methylmalonic aciduria and homocysteic acidemia]. Zhongguo dang dai er ke za zhi = Chinese journal of contemporary pediatrics. 2012 Mar; 14(3):233-4. doi: NULL. [PMID: 22433417]
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  • Mao-ping Chu, Xing Rong, Rong-zhou Wu, Ru-lian Xiang, Qiang Xu, Yuan-hai Zhang. [Reducing plasma homocysteic acid lowers serum C-reactive protein level in children with Kawasaki disease]. Nan fang yi ke da xue xue bao = Journal of Southern Medical University. 2007 Nov; 27(11):1762-3. doi: . [PMID: 18024309]
  • Jaroslava Folbergrová, Pavel Jesina, Zdenĕk Drahota, Václav Lisý, Renata Haugvicová, Alena Vojtísková, Josef Houstĕk. Mitochondrial complex I inhibition in cerebral cortex of immature rats following homocysteic acid-induced seizures. Experimental neurology. 2007 Apr; 204(2):597-609. doi: 10.1016/j.expneurol.2006.12.010. [PMID: 17270175]
  • Zhou Yang, J H Coote. Paraventricular nucleus influence on renal sympathetic activity in vasopressin gene-deleted rats. Experimental physiology. 2007 Jan; 92(1):109-17. doi: 10.1113/expphysiol.2006.034884. [PMID: 17012145]
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  • Liyang Wang, Eiichi Hinoi, Akihiro Takemori, Noritaka Nakamichi, Yukio Yoneda. Glutamate inhibits chondral mineralization through apoptotic cell death mediated by retrograde operation of the cystine/glutamate antiporter. The Journal of biological chemistry. 2006 Aug; 281(34):24553-65. doi: 10.1074/jbc.m600939200. [PMID: 16790444]
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  • Changjin Liu, Ai Li, Xinwu Hu, Ming Tang, Yimei Du, Liangpin Zhang, Lei Chen. Characterization of monoclonal antibody to L-homocysteic acid and its immunohistochemistry in rat hippocampus. Journal of Huazhong University of Science and Technology. Medical sciences = Hua zhong ke ji da xue xue bao. Yi xue Ying De wen ban = Huazhong keji daxue xuebao. Yixue Yingdewen ban. 2005; 25(1):1-4. doi: 10.1007/bf02831371. [PMID: 15934293]
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