CoA 18:0 (BioDeep_00000630387)
Main id: BioDeep_00000004422
PANOMIX_OTCML-2023
代谢物信息卡片
C18:0-CoA;C18:0-coenzyme A;S-stearoyl-CoA;S-stearoylcoenzyme A;octadecanoyl-CoA;octadecanoyl-coenzyme A;stearoyl-coenzyme A
化学式: C39H70N7O17P3S (1033.376156)
中文名称: S-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyl] octadecanethioate
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CCCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)C(C(C)(C)COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)N2C=NC3=C(N=CN=C32)N)O)OP(=O)(O)O)O
InChI: InChI=1S/C39H70N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h26-28,32-34,38,49-50H,4-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/t28-,32-,33-,34+,38-/m1/s1
数据库引用编号
9 个数据库交叉引用编号
- ChEBI: CHEBI:15541
- KEGG: C00412
- PubChem: 94140
- LipidMAPS: LMFA07050369
- CAS: 362-66-3
- PubChem: 3702
- PDB-CCD: ST9
- 3DMET: B04680
- NIKKAJI: J426.067H
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)
2 个相关的物种来源信息
- 9606 Homo sapiens: 10.1007/S11306-016-1051-4
- 9606 Homo sapiens: 10.1007/S11306-016-1051-4
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
- Wei Wang, Yulin Kong, Xia Wang, Zhe Wang, Chunlei Tang, Jinyou Li, Qin Yang, Yong Q Chen, Shenglong Zhu. Identification of novel SCD1 inhibitor alleviates nonalcoholic fatty liver disease: critical role of liver-adipose axis.
Cell communication and signaling : CCS.
2023 09; 21(1):268. doi:
10.1186/s12964-023-01297-9. [PMID: 37777801] - Jiaping Chen, Yangwei Wang, Wangyang Meng, Rong Zhao, Wei Lin, Han Xiao, Yongde Liao. Stearoyl-CoA Desaturases1 Accelerates Non-Small Cell Lung Cancer Metastasis by Promoting Aromatase Expression to Improve Estrogen Synthesis.
International journal of molecular sciences.
2023 Apr; 24(7):. doi:
10.3390/ijms24076826. [PMID: 37047797] - Tianqi Wu, Jian Wan, Xiao Qu, Kai Xia, Fangtao Wang, Zichao Zhang, Muqing Yang, Xiaocai Wu, Renyuan Gao, Xiaoqi Yuan, Lin Fang, Chunqiu Chen, Lu Yin. Nodal promotes colorectal cancer survival and metastasis through regulating SCD1-mediated ferroptosis resistance.
Cell death & disease.
2023 03; 14(3):229. doi:
10.1038/s41419-023-05756-6. [PMID: 37002201] - Huibin Tian, Huimin Niu, Jun Luo, Weiwei Yao, Wenchang Gao, Yang Wen, Min Cheng, Anmin Lei, Jinlian Hua. Effects of CRISPR/Cas9-mediated stearoyl-Coenzyme A desaturase 1 knockout on mouse embryo development and lipid synthesis.
PeerJ.
2022; 10(?):e13945. doi:
10.7717/peerj.13945. [PMID: 36124130] - G Volpi-Lagreca, S K Duckett. Supplementation of glycerol or fructose via drinking water to grazing lambs on tissue glycogen level and lipogenesis.
Journal of animal science.
2017 Jun; 95(6):2558-2575. doi:
10.2527/jas.2017.1449. [PMID: 28727036] - Kenshi Watanabe, Makoto Ohno, Masahiro Taguchi, Seiji Kawamoto, Kazuhisa Ono, Tsunehiro Aki. Identification of amino acid residues that determine the substrate specificity of mammalian membrane-bound front-end fatty acid desaturases.
Journal of lipid research.
2016 Jan; 57(1):89-99. doi:
10.1194/jlr.m064121. [PMID: 26590171] - Yonghong Bai, Jason G McCoy, Elena J Levin, Pablo Sobrado, Kanagalaghatta R Rajashankar, Brian G Fox, Ming Zhou. X-ray structure of a mammalian stearoyl-CoA desaturase.
Nature.
2015 Aug; 524(7564):252-6. doi:
10.1038/nature14549. [PMID: 26098370] - Hui Wang, Michael G Klein, Hua Zou, Weston Lane, Gyorgy Snell, Irena Levin, Ke Li, Bi-Ching Sang. Crystal structure of human stearoyl-coenzyme A desaturase in complex with substrate.
Nature structural & molecular biology.
2015 Jul; 22(7):581-5. doi:
10.1038/nsmb.3049. [PMID: 26098317] - Nicole S Hou, Aljona Gutschmidt, Daniel Y Choi, Keouna Pather, Xun Shi, Jennifer L Watts, Thorsten Hoppe, Stefan Taubert. Activation of the endoplasmic reticulum unfolded protein response by lipid disequilibrium without disturbed proteostasis in vivo.
Proceedings of the National Academy of Sciences of the United States of America.
2014 Jun; 111(22):E2271-80. doi:
10.1073/pnas.1318262111. [PMID: 24843123] - Shu Wang, Nirupa R Matthan, Dayong Wu, Debra B Reed, Priyanka Bapat, Xiangling Yin, Paula Grammas, Chwan-Li Shen, Alice H Lichtenstein. Lipid content in hepatic and gonadal adipose tissue parallel aortic cholesterol accumulation in mice fed diets with different omega-6 PUFA to EPA plus DHA ratios.
Clinical nutrition (Edinburgh, Scotland).
2014 Apr; 33(2):260-6. doi:
10.1016/j.clnu.2013.04.009. [PMID: 23672804] - Shi-Hao Tan, Guanghou Shui, Jing Zhou, Yin Shi, Jingxiang Huang, Dajing Xia, Markus R Wenk, Han-Ming Shen. Critical role of SCD1 in autophagy regulation via lipogenesis and lipid rafts-coupled AKT-FOXO1 signaling pathway.
Autophagy.
2014 Feb; 10(2):226-42. doi:
10.4161/auto.27003. [PMID: 24296537] - Benjamin C Jennings, Maurine E Linder. DHHC protein S-acyltransferases use similar ping-pong kinetic mechanisms but display different acyl-CoA specificities.
The Journal of biological chemistry.
2012 Mar; 287(10):7236-45. doi:
10.1074/jbc.m111.337246. [PMID: 22247542] - C C Zouboulis, S Angres, H Seltmann. Regulation of stearoyl-coenzyme A desaturase and fatty acid delta-6 desaturase-2 expression by linoleic acid and arachidonic acid in human sebocytes leads to enhancement of proinflammatory activity but does not affect lipogenesis.
The British journal of dermatology.
2011 Aug; 165(2):269-76. doi:
10.1111/j.1365-2133.2011.10340.x. [PMID: 21457203] - Michalis D Mantzaris, Epameinondas V Tsianos, Dimitrios Galaris. Interruption of triacylglycerol synthesis in the endoplasmic reticulum is the initiating event for saturated fatty acid-induced lipotoxicity in liver cells.
The FEBS journal.
2011 Feb; 278(3):519-30. doi:
10.1111/j.1742-4658.2010.07972.x. [PMID: 21182590] - Jamil A Haque, Ryan S McMahan, Jean S Campbell, Masami Shimizu-Albergine, Angela M Wilson, Dianne Botta, Theo K Bammler, Richard P Beyer, Thomas J Montine, Matthew M Yeh, Terrance J Kavanagh, Nelson Fausto. Attenuated progression of diet-induced steatohepatitis in glutathione-deficient mice.
Laboratory investigation; a journal of technical methods and pathology.
2010 Dec; 90(12):1704-17. doi:
10.1038/labinvest.2010.112. [PMID: 20548286] - Jean-François Carmel, Evelyne Tarnus, Jeffrey S Cohn, Emmanuel Bourdon, Jean Davignon, Lise Bernier. High expression of apolipoprotein E impairs lipid storage and promotes cell proliferation in human adipocytes.
Journal of cellular biochemistry.
2009 Mar; 106(4):608-17. doi:
10.1002/jcb.22037. [PMID: 19130493] - Patricia Soulard, Meg McLaughlin, Jessica Stevens, Brendan Connolly, Rocco Coli, Leyu Wang, Jennifer Moore, Ming-Shang T Kuo, William A LaMarr, Can C Ozbal, B Ganesh Bhat. Development of a high-throughput screening assay for stearoyl-CoA desaturase using rat liver microsomes, deuterium labeled stearoyl-CoA and mass spectrometry.
Analytica chimica acta.
2008 Oct; 627(1):105-11. doi:
10.1016/j.aca.2008.04.017. [PMID: 18790133] - Sarah M Turpin, Graeme I Lancaster, Ian Darby, Mark A Febbraio, Matthew J Watt. Apoptosis in skeletal muscle myotubes is induced by ceramides and is positively related to insulin resistance.
American journal of physiology. Endocrinology and metabolism.
2006 Dec; 291(6):E1341-50. doi:
10.1152/ajpendo.00095.2006. [PMID: 16849630] - K Murakami, T Ide, T Nakazawa, T Okazaki, T Mochizuki, T Kadowaki. Fatty-acyl-CoA thioesters inhibit recruitment of steroid receptor co-activator 1 to alpha and gamma isoforms of peroxisome-proliferator-activated receptors by competing with agonists.
The Biochemical journal.
2001 Jan; 353(Pt 2):231-8. doi:
10.1042/0264-6021:3530231. [PMID: 11139385] - K G Milne, M A Ferguson, P T Englund. A novel glycosylphosphatidylinositol in African trypanosomes. A possible catabolic intermediate.
The Journal of biological chemistry.
1999 Jan; 274(3):1465-71. doi:
10.1074/jbc.274.3.1465. [PMID: 9880521] - A Yamamoto, Y Kawashima. Perfluorodecanoic acid enhances the formation of oleic acid in rat liver.
The Biochemical journal.
1997 Jul; 325 ( Pt 2)(?):429-34. doi:
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Journal of lipid research.
1997 Jun; 38(6):1163-9. doi:
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The Journal of biological chemistry.
1996 Sep; 271(37):22514-21. doi:
10.1074/jbc.271.37.22514. [PMID: 8798418] - M T Chen, L N Kaufman, T Spennetta, E Shrago. Effects of high fat-feeding to rats on the interrelationship of body weight, plasma insulin, and fatty acyl-coenzyme A esters in liver and skeletal muscle.
Metabolism: clinical and experimental.
1992 May; 41(5):564-9. doi:
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10.1016/0005-2760(86)90023-8. [PMID: 3707975] - R Lessire, H Juguelin, P Moreau, C Cassagne. Nature of the reaction product of [1-14C]stearoyl-CoA elongation by etiolated leek seeding microsomes.
Archives of biochemistry and biophysics.
1985 May; 239(1):260-9. doi:
10.1016/0003-9861(85)90834-3. [PMID: 4004258] - Y Kawashima, N Hanioka, H Kozuka. Induction of microsomal stearoyl-CoA desaturase by the administration of various phenoxyacetic acid derivatives.
Journal of pharmacobio-dynamics.
1984 May; 7(5):286-93. doi:
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1984 Feb; 25(2):185-8. doi:
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