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 (853.1156)
中文名称: 丙二酰辅酶A
谱图信息: 最多检出来源 Homo sapiens(otcml) 7.17%

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

21 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; Malonyl-CoA



数据库引用编号

26 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)

4 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。

亚细胞结构定位 关联基因列表
Cytoplasm 6 ACLY, AKT1, ALB, FASN, MLYCD, PRKAA2
Peripheral membrane protein 2 CPT2, CRAT
Endoplasmic reticulum membrane 1 CPT1C
Nucleus 5 ACACB, AKT1, ALB, PPARA, PRKAA2
cytosol 12 AASDHPPT, ACACA, ACACB, ACLY, AKT1, ALB, CRAT, FASN, LEP, MLYCD, PRKAA2, PRKCQ
dendrite 2 CPT1C, PRKAA2
centrosome 1 ALB
nucleoplasm 6 ACLY, ACSF3, AKT1, CPT2, PPARA, PRKAA2
Cell membrane 1 AKT1
lamellipodium 1 AKT1
Cell projection, axon 1 CPT1C
Multi-pass membrane protein 2 CPT1B, CPT1C
cell cortex 1 AKT1
glutamatergic synapse 2 AKT1, CPT1C
Golgi apparatus 3 ALB, FASN, PRKAA2
Golgi membrane 1 INS
mitochondrial inner membrane 2 CPT2, CRAT
neuronal cell body 1 PRKAA2
postsynapse 2 AKT1, CPT1C
Cytoplasm, cytosol 3 AASDHPPT, ACACA, ACLY
plasma membrane 4 AKT1, FASN, GCG, PRKCQ
Membrane 6 ACLY, AKT1, CPT1B, CPT1C, FASN, PRKAA2
axon 2 CPT1C, PRKAA2
extracellular exosome 4 AASDHPPT, ACLY, ALB, FASN
endoplasmic reticulum 3 ALB, CPT1C, CRAT
extracellular space 4 ALB, GCG, INS, LEP
mitochondrion 8 ACACA, ACACB, ACSF3, CPT1B, CPT2, CRAT, MCAT, MLYCD
protein-containing complex 2 AKT1, ALB
Secreted 4 ALB, GCG, INS, LEP
extracellular region 5 ACLY, ALB, GCG, INS, LEP
Mitochondrion outer membrane 1 CPT1B
mitochondrial outer membrane 2 ACACB, CPT1B
Mitochondrion matrix 1 MLYCD
mitochondrial matrix 3 ACSF3, MCAT, MLYCD
anchoring junction 1 ALB
centriolar satellite 1 PRKCQ
actin cytoskeleton 1 ACACA
microtubule cytoskeleton 1 AKT1
nucleolus 1 CPT2
cell-cell junction 1 AKT1
vesicle 1 AKT1
Mitochondrion inner membrane 2 CPT2, CRAT
Matrix side 2 CPT2, CRAT
spindle 1 AKT1
Peroxisome 2 CRAT, MLYCD
Peroxisome matrix 1 MLYCD
peroxisomal matrix 2 CRAT, MLYCD
Mitochondrion intermembrane space 1 AKT1
mitochondrial intermembrane space 1 AKT1
nuclear speck 1 PRKAA2
ciliary basal body 2 AKT1, ALB
chromatin 1 PPARA
centriole 1 ALB
[Isoform 1]: Mitochondrion 1 CRAT
spindle pole 1 ALB
blood microparticle 1 ALB
fibrillar center 1 ACACA
endosome lumen 1 INS
AMPA glutamate receptor complex 1 CPT1C
Cell projection, dendrite 1 CPT1C
Melanosome 1 FASN
cytoplasmic stress granule 1 PRKAA2
ficolin-1-rich granule lumen 1 ACLY
secretory granule lumen 2 GCG, INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 3 ALB, GCG, INS
platelet alpha granule lumen 1 ALB
transport vesicle 1 INS
azurophil granule lumen 1 ACLY
mitochondrial fatty acid beta-oxidation multienzyme complex 1 ACACB
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
immunological synapse 1 PRKCQ
aggresome 1 PRKCQ
nucleotide-activated protein kinase complex 1 PRKAA2
[Glucagon-like peptide 1]: Secreted 1 GCG
[Isoform 2]: Peroxisome 1 CRAT
glycogen granule 1 FASN
ciliary transition fiber 1 ALB


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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  • Dongni Ji, Jianhua Li, Fanglin Xu, Yuhong Ren, Yong Wang. Improve the Biosynthesis of Baicalein and Scutellarein via Manufacturing Self-Assembly Enzyme Reactor In Vivo. ACS synthetic biology. 2021 05; 10(5):1087-1094. doi: 10.1021/acssynbio.0c00606. [PMID: 33880917]
  • Jixing Xia, Zhaojiang Guo, Zezhong Yang, Haolin Han, Shaoli Wang, Haifeng Xu, Xin Yang, Fengshan Yang, Qingjun Wu, Wen Xie, Xuguo Zhou, Wannes Dermauw, Ted C J Turlings, Youjun Zhang. Whitefly hijacks a plant detoxification gene that neutralizes plant toxins. Cell. 2021 04; 184(7):1693-1705.e17. doi: 10.1016/j.cell.2021.02.014. [PMID: 33770502]
  • 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]
  • Rut Fadó, Rosalía Rodríguez-Rodríguez, Núria Casals. The return of malonyl-CoA to the brain: Cognition and other stories. Progress in lipid research. 2021 01; 81(?):101071. doi: 10.1016/j.plipres.2020.101071. [PMID: 33186641]
  • Meaghan A Valliere, Tyler P Korman, Mark A Arbing, James U Bowie. A bio-inspired cell-free system for cannabinoid production from inexpensive inputs. Nature chemical biology. 2020 12; 16(12):1427-1433. doi: 10.1038/s41589-020-0631-9. [PMID: 32839605]
  • Maria Casas, Rut Fadó, José Luis Domínguez, Aina Roig, Moena Kaku, Shigeru Chohnan, Montse Solé, Mercedes Unzeta, Alfredo Jesús Miñano-Molina, José Rodríguez-Álvarez, Eamonn James Dickson, Núria Casals. Sensing of nutrients by CPT1C controls SAC1 activity to regulate AMPA receptor trafficking. The Journal of cell biology. 2020 10; 219(10):. doi: 10.1083/jcb.201912045. [PMID: 32931550]
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