lipoamide (BioDeep_00000399999)
Main id: BioDeep_00000003137
natural product PANOMIX_OTCML-2023 BioNovoGene_Lab2019
代谢物信息卡片
5-(1,2-dithiolan-3-yl)pentanamide
化学式: C8H15NOS2 (205.0595)
中文名称: 硫辛酰胺, DL-硫辛酰胺, (±)-α-硫辛酰胺
谱图信息:
最多检出来源 Homo sapiens(natural_products) 19.81%
分子结构信息
SMILES: C(CCC(=O)N)CC1CCSS1
InChI: InChI=1S/C8H15NOS2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H2,9,10)
描述信息
A monocarboxylic acid amide resulting from the formal condensation of the carboxy group of lipoic acid with ammonia.
同义名列表
数据库引用编号
38 个数据库交叉引用编号
- ChEBI: CHEBI:17460
- KEGG: C00248
- KEGGdrug: D92402
- KEGGdrug: D00048
- PubChem: 863
- ChEMBL: CHEMBL1403899
- LipidMAPS: LMFA08010006
- CAS: 3206-73-3
- CAS: 940-69-2
- MoNA: CCMSLIB00005464349
- MoNA: CCMSLIB00005720523
- MoNA: MoNA038646
- MoNA: MoNA038007
- MoNA: MoNA037277
- MoNA: MoNA036283
- MoNA: MoNA036282
- MoNA: MoNA036281
- MoNA: MoNA034422
- MoNA: MoNA034421
- MoNA: MoNA034420
- MoNA: MoNA032391
- MoNA: MoNA032389
- MoNA: MoNA032385
- MoNA: MoNA023887
- MoNA: MoNA023868
- MoNA: MoNA016893
- MoNA: FiehnHILIC002057
- MoNA: FiehnHILIC000485
- MoNA: HMDB0000962_ms_ms_1368
- MoNA: HMDB0000962_ms_ms_1366
- MoNA: HMDB0000962_ms_ms_1367
- MoNA: CCMSLIB00000578066
- MetaboLights: MTBLC17460
- PubChem: 3547
- NIKKAJI: J25.390A
- RefMet: Lipoamide
- BioNovoGene_Lab2019: BioNovoGene_Lab2019-440
- KNApSAcK: 17460
分类词条
相关代谢途径
Reactome(7)
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
- 7461 - Apis cerana: 10.1371/JOURNAL.PONE.0175573
- 9606 - Homo sapiens:
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
- Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
Cell reports.
2021 04; 35(4):109040. doi:
10.1016/j.celrep.2021.109040. [PMID: 33910017] - Jie Yang, Qingzheng Zhu, Feng Xu, Ming Yang, Hechao Du, Xiaoying Bian, Zhaoxin Lu, Yingjian Lu, Fengxia Lu. Genome Mining, Heterologous Expression, Antibacterial and Antioxidant Activities of Lipoamides and Amicoumacins from Compost-Associated Bacillus subtilis fmb60.
Molecules (Basel, Switzerland).
2021 Mar; 26(7):. doi:
10.3390/molecules26071892. [PMID: 33810551] - Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
Molecular pharmacology.
2019 11; 96(5):629-640. doi:
10.1124/mol.119.115964. [PMID: 31515284] - Can Peng, Xiaohan Jiang, Ying Xiao, Zhiping Yuan, Yanwen Mao, Yuanyuan Wang Wang, Yingying Zhang, Fan Zhang, Lei Tang, Bing Guo. [Alpha-lipoamide inhibits renal inflammation and collagen 4 production in diabetic rats and its mechanism].
Xi bao yu fen zi mian yi xue za zhi = Chinese journal of cellular and molecular immunology.
2018 Jul; 34(7):617-622. doi:
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Science (New York, N.Y.).
2012 Oct; 338(6105):394-7. doi:
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Integrative biology : quantitative biosciences from nano to macro.
2012 Aug; 4(8):838-46. doi:
10.1039/c2ib20075a. [PMID: 22733276] - Meiyi Zhou, Gang Lu, Chen Gao, Yibin Wang, Haipeng Sun. Tissue-specific and nutrient regulation of the branched-chain α-keto acid dehydrogenase phosphatase, protein phosphatase 2Cm (PP2Cm).
The Journal of biological chemistry.
2012 Jul; 287(28):23397-406. doi:
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2012 May; 54(5):469-71. doi:
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Gene.
2012 Apr; 498(1):112-5. doi:
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Archives of biochemistry and biophysics.
2012 Jan; 517(1):30-6. doi:
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2012; 3(?):182. doi:
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American journal of human genetics.
2011 Dec; 89(6):792-7. doi:
10.1016/j.ajhg.2011.11.011. [PMID: 22152680] - Jill Casteel, Ján A Miernyk, Jay J Thelen. Mapping the lipoylation site of Arabidopsis thaliana plastidial dihydrolipoamide S-acetyltransferase using mass spectrometry and site-directed mutagenesis.
Plant physiology and biochemistry : PPB.
2011 Nov; 49(11):1355-61. doi:
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2011 Sep; 38(9):1287-94. doi:
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Analytical and bioanalytical chemistry.
2011 May; 400(5):1387-96. doi:
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2011 03; 12(?):171. doi:
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2011 Feb; 20(4):631-40. doi:
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2011 Jan; 10(?):16. doi:
10.1186/1476-511x-10-16. [PMID: 21247506] - Peng Chen, Qiu-Gang Ma, Cheng Ji, Jian-Yun Zhang, Li-Hong Zhao, Yong Zhang, Yong-Ze Jie. Dietary lipoic acid influences antioxidant capability and oxidative status of broilers.
International journal of molecular sciences.
2011; 12(12):8476-88. doi:
10.3390/ijms12128476. [PMID: 22272085] - Hyung-Doo Park, Dong Hwan Lee, Yong Hee Hong, Dong Hee Kang, You Kyoung Lee, Junghan Song, Soo-Youn Lee, Jong-Won Kim, Chang-Seok Ki, Yong-Wha Lee. Three Korean patients with maple syrup urine disease: four novel mutations in the BCKDHA gene.
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2011; 41(2):167-73. doi:
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2011; 24(9-10):827-9. doi:
10.1515/jpem.2011.278. [PMID: 22145486] - Wayne Chadwick, Randall Brenneman, Bronwen Martin, Stuart Maudsley. Complex and multidimensional lipid raft alterations in a murine model of Alzheimer's disease.
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2010 Dec; 2010(?):604792. doi:
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Lipids.
2010 Nov; 45(11):987-95. doi:
10.1007/s11745-010-3470-8. [PMID: 20835892] - Weihua Chen, Yingjun Chi, Nicolas L Taylor, Hans Lambers, Patrick M Finnegan. Disruption of ptLPD1 or ptLPD2, genes that encode isoforms of the plastidial lipoamide dehydrogenase, confers arsenate hypersensitivity in Arabidopsis.
Plant physiology.
2010 Jul; 153(3):1385-97. doi:
10.1104/pp.110.153452. [PMID: 20488895] - Chiaki Kusumoto, Tomoyo Kinugawa, Hitoshi Morikawa, Mari Teraoka, Tadashi Nishida, Yoshikazu Murawaki, Kazuo Yamada, Tatsuya Matsura. Protection by Exogenously Added Coenzyme Q(9) against Free Radical-Induced Injuries in Human Liver Cells.
Journal of clinical biochemistry and nutrition.
2010 May; 46(3):244-51. doi:
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The British journal of nutrition.
2010 Apr; 103(7):964-76. doi:
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Analytical biochemistry.
2010 Apr; 399(1):1-6. doi:
10.1016/j.ab.2009.12.017. [PMID: 20018161] - Stephanie M Carleton, Dawn S Peck, Julie Grasela, Kristin L Dietiker, Charlotte L Phillips. DNA carrier testing and newborn screening for maple syrup urine disease in Old Order Mennonite communities.
Genetic testing and molecular biomarkers.
2010 Apr; 14(2):205-8. doi:
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PloS one.
2010 Jan; 5(1):e8786. doi:
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PPAR research.
2010; 2010(?):. doi:
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Genetic testing and molecular biomarkers.
2009 Oct; 13(5):657-64. doi:
10.1089/gtmb.2009.0065. [PMID: 19715473] - Gustavo Bajotto, Taro Murakami, Masaru Nagasaki, Yuzo Sato, Yoshiharu Shimomura. Decreased enzyme activity and contents of hepatic branched-chain alpha-keto acid dehydrogenase complex subunits in a rat model for type 2 diabetes mellitus.
Metabolism: clinical and experimental.
2009 Oct; 58(10):1489-95. doi:
10.1016/j.metabol.2009.04.029. [PMID: 19586643] - Tadeja Rezen, Viola Tamasi, Anita Lövgren-Sandblom, Ingemar Björkhem, Urs A Meyer, Damjana Rozman. Effect of CAR activation on selected metabolic pathways in normal and hyperlipidemic mouse livers.
BMC genomics.
2009 Aug; 10(?):384. doi:
10.1186/1471-2164-10-384. [PMID: 19691840] - Kristen J Skvorak, Harbhajan S Paul, Kenneth Dorko, Fabio Marongiu, Ewa Ellis, Donald Chace, Carolyn Ferguson, K Michael Gibson, Gregg E Homanics, Stephen C Strom. Hepatocyte transplantation improves phenotype and extends survival in a murine model of intermediate maple syrup urine disease.
Molecular therapy : the journal of the American Society of Gene Therapy.
2009 Jul; 17(7):1266-73. doi:
10.1038/mt.2009.99. [PMID: 19436271] - Gang Lu, Haipeng Sun, Pengxiang She, Ji-Youn Youn, Sarah Warburton, Peipei Ping, Thomas M Vondriska, Hua Cai, Christopher J Lynch, Yibin Wang. Protein phosphatase 2Cm is a critical regulator of branched-chain amino acid catabolism in mice and cultured cells.
The Journal of clinical investigation.
2009 Jun; 119(6):1678-87. doi:
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Annals of human genetics.
2009 May; 73(Pt 3):298-303. doi:
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2009 Apr; 32(2):229-46. doi:
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FEMS microbiology letters.
2009 Apr; 293(2):285-91. doi:
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Journal of neurochemistry.
2009 Mar; 108(5):1289-99. doi:
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The Turkish journal of pediatrics.
2009 Mar; 51(2):97-102. doi:
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2009; 50(1):47-50. doi:
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2009; 42(1):69-77. doi:
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Journal of inherited metabolic disease.
2008 Dec; 31 Suppl 2(?):S457-60. doi:
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BMC systems biology.
2008 Nov; 2(?):100. doi:
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BMC systems biology.
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BMC plant biology.
2008 Jul; 8(?):76. doi:
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Free radical biology & medicine.
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Journal of experimental botany.
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American journal of physiology. Endocrinology and metabolism.
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2007 Nov; 30(6):903-9. doi:
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American journal of physiology. Cell physiology.
2007 Jul; 293(1):C142-51. doi:
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American journal of physiology. Cell physiology.
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2007 Apr; 50(4):824-32. doi:
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Diabetologia.
2007 Mar; 50(3):654-65. doi:
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Pharmacology & therapeutics.
2007 Jan; 113(1):154-64. doi:
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The Biochemical journal.
2006 Nov; 400(1):153-62. doi:
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Zeitschrift fur Naturforschung. C, Journal of biosciences.
2006 Nov; 61(11-12):889-95. doi:
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Diabetes.
2006 Nov; 55(11):3020-7. doi:
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Animal reproduction science.
2006 Oct; 95(3-4):283-94. doi:
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Journal of Korean medical science.
2006 Oct; 21(5):800-4. doi:
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Molecular & cellular proteomics : MCP.
2006 Aug; 5(8):1426-36. doi:
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Life sciences.
2006 Jul; 79(8):737-43. doi:
10.1016/j.lfs.2006.02.037. [PMID: 16616211] - Pilar Rodríguez-Pombo, Rosa Navarrete, Begoña Merinero, Paulino Gómez-Puertas, Magdalena Ugarte. Mutational spectrum of maple syrup urine disease in Spain.
Human mutation.
2006 Jul; 27(7):715. doi:
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BMC medical genetics.
2006 Mar; 7(?):33. doi:
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Yi chuan = Hereditas.
2006 Mar; 28(3):311-6. doi:
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Autoimmunity.
2006 Mar; 39(2):107-12. doi:
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Journal of inherited metabolic disease.
2006 Feb; 29(1):203-4. doi:
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Genome biology.
2006; 7(11):R108. doi:
10.1186/gb-2006-7-11-r108. [PMID: 17107606] - Nathalie Gass, Tatiana Glagotskaia, Stefan Mellema, Jeroen Stuurman, Mario Barone, Therese Mandel, Ute Roessner-Tunali, Cris Kuhlemeier. Pyruvate decarboxylase provides growing pollen tubes with a competitive advantage in petunia.
The Plant cell.
2005 Aug; 17(8):2355-68. doi:
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Human mutation.
2005 Mar; 25(3):323-4. doi:
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Proteins.
2004 Aug; 56(2):338-45. doi:
10.1002/prot.20115. [PMID: 15211516] - Abir U Igamberdiev, Natalia V Bykova, Werner Ens, Robert D Hill. Dihydrolipoamide dehydrogenase from porcine heart catalyzes NADH-dependent scavenging of nitric oxide.
FEBS letters.
2004 Jun; 568(1-3):146-50. doi:
10.1016/j.febslet.2004.05.024. [PMID: 15196936] - Sherry LeClere, Rebekah A Rampey, Bonnie Bartel. IAR4, a gene required for auxin conjugate sensitivity in Arabidopsis, encodes a pyruvate dehydrogenase E1alpha homolog.
Plant physiology.
2004 Jun; 135(2):989-99. doi:
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Chemical research in toxicology.
2004 May; 17(5):605-12. doi:
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Biology of reproduction.
2004 May; 70(5):1444-51. doi:
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Brain research. Molecular brain research.
2004 Mar; 122(2):180-7. doi:
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Journal of hepatology.
2004 Mar; 40(3):439-45. doi:
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Biochemical and biophysical research communications.
2004 Jan; 313(2):381-5. doi:
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Biochemical and biophysical research communications.
2004 Jan; 313(2):391-6. doi:
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Journal of inherited metabolic disease.
2004; 27(5):633-9. doi:
10.1023/b:boli.0000042988.31581.ed. [PMID: 15669679] - Maria Szpetnar, Kazimierz Pasternak, Anna Boguszewska. Branched chain amino acids (BCAAs) in heart diseases (ischaemic heart disease and myocardial infarction).
Annales Universitatis Mariae Curie-Sklodowska. Sectio D: Medicina.
2004; 59(2):91-5. doi:
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American journal of physiology. Endocrinology and metabolism.
2004 Jan; 286(1):E64-76. doi:
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American journal of kidney diseases : the official journal of the National Kidney Foundation.
2003 Dec; 42(6):1212-20. doi:
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Human mutation.
2003 Nov; 22(5):417. doi:
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The Journal of biological chemistry.
2003 Jul; 278(28):26021-30. doi:
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Neuroradiology.
2003 Jun; 45(6):393-9. doi:
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Mikrobiologiia.
2003 May; 72(3):308-11. doi:
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The Plant journal : for cell and molecular biology.
2003 Apr; 34(1):57-66. doi:
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European journal of biochemistry.
2003 Mar; 270(6):1035. doi:
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Research communications in molecular pathology and pharmacology.
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