Malonyl-CoA (BioDeep_00000001517)

 

Secondary id: BioDeep_00000630377, BioDeep_00001868615

natural product human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


3-[(2-{3-[(2R)-3-[({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-2-hydroxy-3-methylbutanamido]propanamido}ethyl)sulfanyl]-3-oxopropanoic acid

化学式: C24H38N7O19P3S (853.1155988)
中文名称: 丙二酰辅酶A
谱图信息: 最多检出来源 Macaca mulatta(otcml) 1.49%

分子结构信息

SMILES: CC(C)(COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)N2C=NC3=C(N=CN=C32)N)O)OP(=O)(O)O)C(C(=O)NCCC(=O)NCCSC(=O)CC(=O)O)O
InChI: InChI=1S/C24H38N7O19P3S/c1-24(2,19(37)22(38)27-4-3-13(32)26-5-6-54-15(35)7-14(33)34)9-47-53(44,45)50-52(42,43)46-8-12-18(49-51(39,40)41)17(36)23(48-12)31-11-30-16-20(25)28-10-29-21(16)31/h10-12,17-19,23,36-37H,3-9H2,1-2H3,(H,26,32)(H,27,38)(H,33,34)(H,42,43)(H,44,45)(H2,25,28,29)(H2,39,40,41)/t12-,17-,18-,19+,23-/m1/s1

描述信息

Malonyl-CoA belongs to the class of organic compounds known as acyl-CoAs. These are organic compounds containing a coenzyme A substructure linked to an acyl chain. Thus, malonyl-CoA is considered to be a fatty ester lipid molecule. Malonyl-CoA is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Within humans, malonyl-CoA participates in a number of enzymatic reactions. In particular, malonyl-CoA can be biosynthesized from acetyl-CoA; which is mediated by the enzyme acetyl-CoA carboxylase 1. In addition, malonyl-CoA can be converted into malonic acid and coenzyme A; which is catalyzed by the enzyme fatty acid synthase. Outside of the human body, malonyl-CoA has been detected, but not quantified in, several different foods, such as rapes, mamey sapotes, jews ears, pepper (C. chinense), and Alaska wild rhubarbs. This could make malonyl-CoA a potential biomarker for the consumption of these foods. Malonyl-CoA is a coenzyme A derivative that plays a key role in fatty acid synthesis in the cytoplasmic and microsomal systems.
Malonyl-coa, also known as malonyl coenzyme a or coenzyme a, s-(hydrogen propanedioate), is a member of the class of compounds known as acyl coas. Acyl coas are organic compounds containing a coenzyme A substructure linked to an acyl chain. Thus, malonyl-coa is considered to be a fatty ester lipid molecule. Malonyl-coa is slightly soluble (in water) and an extremely strong acidic compound (based on its pKa). Malonyl-coa can be found in a number of food items such as root vegetables, sourdock, ceylon cinnamon, and buffalo currant, which makes malonyl-coa a potential biomarker for the consumption of these food products. Malonyl-coa exists in E.coli (prokaryote) and yeast (eukaryote).

同义名列表

20 个代谢物同义名

3-[(2-{3-[(2R)-3-[({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-2-hydroxy-3-methylbutanamido]propanamido}ethyl)sulfanyl]-3-oxopropanoic acid; 3-[2-[3-[[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]ethylsulfanyl]-3-oxopropanoic acid; coenzyme A, S-(Hydrogen propanedioic acid); coenzyme A, S-(Hydrogen propanedioate); S-(hydrogen propanedioate) Coenzyme A; Malonyl coenzyme A lithium salt; S-(Hydrogen malonyl)coenzyme A; S-(hydrogen propanedioate) CoA; ω-Carboxyacyl-Coenzyme A; S-(hydrogen propanedioic acid; S-(hydrogen propanedioate; ω-Carboxyacyl-CoA; coenzyme A, Malonyl; Malonyl coenzyme A; malonyl-Coenzyme A; CoA, Malonyl; Malonyl CoA; Malonyl-CoA; Q424593; Malonyl-CoA



数据库引用编号

25 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

PlantCyc(0)

代谢反应

374 个相关的代谢反应过程信息。

Reactome(25)

BioCyc(1)

WikiPathways(3)

Plant Reactome(277)

INOH(2)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(66)

PharmGKB(0)

7 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

  • Julia S Scott, Lake-Ee Quek, Andrew J Hoy, Johannes V Swinnen, Zeyad D Nassar, Lisa M Butler. Fatty acid elongation regulates mitochondrial β-oxidation and cell viability in prostate cancer by controlling malonyl-CoA levels. Biochemical and biophysical research communications. 2024 Jan; 691(?):149273. doi: 10.1016/j.bbrc.2023.149273. [PMID: 38029544]
  • Lin Tan, Sara A Martinez, Philip L Lorenzi, Anja Karlstaedt. Quantitative Analysis of Acetyl-CoA, Malonyl-CoA, and Succinyl-CoA in Myocytes. Journal of the American Society for Mass Spectrometry. 2023 Oct; ?(?):. doi: 10.1021/jasms.3c00278. [PMID: 37812744]
  • ". Malonyl-CoA links lipid metabolism to nutrient signalling by directly inhibiting mTORC1. Nature cell biology. 2023 09; 25(9):1250-1251. doi: 10.1038/s41556-023-01206-9. [PMID: 37563254]
  • Jiwei Mao, Marta Tous Mohedano, Jing Fu, Xiaowei Li, Quanli Liu, Jens Nielsen, Verena Siewers, Yun Chen. Fine-tuning of p-coumaric acid synthesis to increase (2S)-naringenin production in yeast. Metabolic engineering. 2023 Aug; 79(?):192-202. doi: 10.1016/j.ymben.2023.08.003. [PMID: 37611820]
  • Raffaele Nicastro, Laura Brohée, Josephine Alba, Julian Nüchel, Gianluca Figlia, Stefanie Kipschull, Peter Gollwitzer, Jesus Romero-Pozuelo, Stephanie A Fernandes, Andreas Lamprakis, Stefano Vanni, Aurelio A Teleman, Claudio De Virgilio, Constantinos Demetriades. Malonyl-CoA is a conserved endogenous ATP-competitive mTORC1 inhibitor. Nature cell biology. 2023 Aug; ?(?):. doi: 10.1038/s41556-023-01198-6. [PMID: 37563253]
  • Tamara Ivkovic, Snezana Tepavcevic, Snjezana Romic, Mojca Stojiljkovic, Milan Kostic, Jelena Stanisic, Goran Koricanac, Tijana Culafic. Cholecalciferol affects cardiac proteins regulating malonyl-CoA availability and intracellular calcium level. General physiology and biophysics. 2023 May; 42(3):241-250. doi: 10.4149/gpb_2023005. [PMID: 37098736]
  • Tobias Schwanemann, Maike Otto, Benedikt Wynands, Jan Marienhagen, Nick Wierckx. A Pseudomonas taiwanensis malonyl-CoA platform strain for polyketide synthesis. Metabolic engineering. 2023 Apr; 77(?):219-230. doi: 10.1016/j.ymben.2023.04.001. [PMID: 37031949]
  • Haoya Yao, Yaoqing Wang, Xiao Zhang, Ping Li, Lin Shang, Xiaocui Chen, Jia Zeng. Targeting peroxisomal fatty acid oxidation improves hepatic steatosis and insulin resistance in obese mice. The Journal of biological chemistry. 2023 02; 299(2):102845. doi: 10.1016/j.jbc.2022.102845. [PMID: 36586435]
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  • Muhammad Zulfiqar Ahmad, Yanrui Zhang, Xiangsheng Zeng, Penghui Li, Xiaobo Wang, Vagner A Benedito, Jian Zhao. Isoflavone malonyl-CoA acyltransferase GmMaT2 is involved in nodulation of soybean by modifying synthesis and secretion of isoflavones. Journal of experimental botany. 2021 02; 72(4):1349-1369. doi: 10.1093/jxb/eraa511. [PMID: 33130852]
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  • Xin'e Shi, Xiaomin Zhou, Jie Wang, Deming Zhang, Kuilong Huang, Xiao Li, Gongshe Yang. Tartronic acid promotes de novo lipogenesis and inhibits CPT-1β by upregulating acetyl-CoA and malonyl-CoA. Life sciences. 2020 Oct; 258(?):118240. doi: 10.1016/j.lfs.2020.118240. [PMID: 32781072]
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  • Seung Hoon Lee, Jung Min Ko, Mi-Kyoung Song, Junghan Song, Kyung Sun Park. A Korean child diagnosed with malonic aciduria harboring a novel start codon mutation following presentation with dilated cardiomyopathy. Molecular genetics & genomic medicine. 2020 09; 8(9):e1379. doi: 10.1002/mgg3.1379. [PMID: 32602666]
  • Eiichiro Kan, Yohei Katsuyama, Jun-Ichi Maruyama, Koichi Tamano, Yasuji Koyama, Yasuo Ohnishi. Efficient heterologous production of atrochrysone carboxylic acid-related polyketides in an Aspergillus oryzae host with enhanced malonyl-coenzyme A supply. The Journal of general and applied microbiology. 2020 Aug; 66(3):195-199. doi: 10.2323/jgam.2019.07.001. [PMID: 31776294]
  • Todd A Starich, Xiaofei Bai, David Greenstein. Gap junctions deliver malonyl-CoA from soma to germline to support embryogenesis in Caenorhabditis elegans. eLife. 2020 07; 9(?):. doi: 10.7554/elife.58619. [PMID: 32735213]
  • Xiaocui Chen, Lin Shang, Senwen Deng, Ping Li, Kai Chen, Ting Gao, Xiao Zhang, Zhilan Chen, Jia Zeng. Peroxisomal oxidation of erucic acid suppresses mitochondrial fatty acid oxidation by stimulating malonyl-CoA formation in the rat liver. The Journal of biological chemistry. 2020 07; 295(30):10168-10179. doi: 10.1074/jbc.ra120.013583. [PMID: 32493774]
  • Johann E Kufs, Sandra Hoefgen, Julia Rautschek, Alexander U Bissell, Carola Graf, Jonas Fiedler, Daniel Braga, Lars Regestein, Miriam A Rosenbaum, Julian Thiele, Vito Valiante. Rational Design of Flavonoid Production Routes Using Combinatorial and Precursor-Directed Biosynthesis. ACS synthetic biology. 2020 07; 9(7):1823-1832. doi: 10.1021/acssynbio.0c00172. [PMID: 32525654]
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