cis-4-Decenoic acid (BioDeep_00000028031)

   

human metabolite Endogenous natural product


代谢物信息卡片


(4Z)-dec-4-enoic acid

化学式: C10H18O2 (170.1307)
中文名称: 顺-4-癸烯酸, 4-癸烯酸
谱图信息: 最多检出来源 Homo sapiens(not specific) 44.26%

Reviewed

Last reviewed on 2024-10-24.

Cite this Page

cis-4-Decenoic acid. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/cis-4-decenoic_acid (retrieved 2025-01-30) (BioDeep RN: BioDeep_00000028031). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: CCCCC/C=C\CCC(=O)O
InChI: InChI=1S/C10H18O2/c1-2-3-4-5-6-7-8-9-10(11)12/h6-7H,2-5,8-9H2,1H3,(H,11,12)/b7-6-

描述信息

cis-4-Decenoic acid, also known as obtusilic acid, belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. cis-4-Decenoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 4-Decenoic acid (and other intermediates of unsaturated fatty acid oxidation) has been found in increased amounts in liver, skeletal muscle, and heart obtained post mortem from patients with medium-chain acyl-CoA dehydrogenase deficiency (MCADD), multiple acyl-CoA dehydrogenase deficiency (MADD), and very-long-chain acyl-CoA dehydrogenase deficiency (VLCADD) (PMID: 11486898).
Occurs in hops and beer. Comly. available flavour ingredient. 4-Decenoic acid is found in alcoholic beverages.

同义名列表

28 个代谢物同义名

(Z)-Isomer OF 4-decenoic acid; cis-Delta(4)-Decenoic acid; cis-Δ(4)-decenoic acid; cis-delta(4)-Decenoate; (4Z)-dec-4-enoic acid; (4Z)-4-Decenoic acid; cis-4-Decenoic acid; (Z)-4-decenoic acid; 4-cis-Decenoic acid; cis-Decen-4-saeure; cis-Obtusilic acid; cis-Δ(4)-decenoate; Dec-4C-enoic acid; Z-4-Decenoic acid; Dec-4-enoic acid; Dec-4C-ensaeure; 4-Decenoic acid; (Z)-4-Decenoate; cis-4-Decenoate; cis-Obtusilate; Obtusilic acid; Dec-4C-enoate; Z-4-Decenoate; FA(10:1(4Z)); 4-Decenoate; C10:1 (N-6); FA(10:1n6); 10:1 (N-6)



数据库引用编号

7 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)

20 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


文献列表

  • Alexandre Umpierrez Amaral, Cristiane Cecatto, Janaína Camacho da Silva, Alessandro Wajner, Kálita Dos Santos Godoy, Rafael Teixeira Ribeiro, Moacir Wajner. cis-4-Decenoic and decanoic acids impair mitochondrial energy, redox and Ca(2+) homeostasis and induce mitochondrial permeability transition pore opening in rat brain and liver: Possible implications for the pathogenesis of MCAD deficiency. Biochimica et biophysica acta. 2016 09; 1857(9):1363-1372. doi: 10.1016/j.bbabio.2016.05.007. [PMID: 27240720]
  • Patrícia F Schuck, Paula C Ceolato, Gustavo C Ferreira, Anelise Tonin, Guilhian Leipnitz, Carlos S Dutra-Filho, Alexandra Latini, Moacir Wajner. Oxidative stress induction by cis-4-decenoic acid: relevance for MCAD deficiency. Free radical research. 2007 Nov; 41(11):1261-72. doi: 10.1080/10715760701687109. [PMID: 17987455]
  • D R de Assis, R C Maria, G C Ferreira, P F Schuck, A Latini, C S Dutra-Filho, C M D Wannmacher, A T S Wyse, M Wajner. Na+, K+ ATPase activity is markedly reduced by cis-4-decenoic acid in synaptic plasma membranes from cerebral cortex of rats. Experimental neurology. 2006 Jan; 197(1):143-9. doi: 10.1016/j.expneurol.2005.09.002. [PMID: 16203000]
  • W Onkenhout, V Venizelos, P F van der Poel, M P van den Heuvel, B J Poorthuis. Identification and quantification of intermediates of unsaturated fatty acid metabolism in plasma of patients with fatty acid oxidation disorders. Clinical chemistry. 1995 Oct; 41(10):1467-74. doi: 10.1093/clinchem/41.10.1467. [PMID: 7586519]
  • R G Boles, S K Martin, M G Blitzer, P Rinaldo. Biochemical diagnosis of fatty acid oxidation disorders by metabolite analysis of postmortem liver. Human pathology. 1994 Aug; 25(8):735-41. doi: 10.1016/0046-8177(94)90240-2. [PMID: 8056418]
  • M J Bennett, S Powell. Metabolic disease and sudden, unexpected death in infancy. Human pathology. 1994 Aug; 25(8):742-6. doi: 10.1016/0046-8177(94)90241-0. [PMID: 8056419]
  • D W Johnson, J R Harrison, W A Norton, A Poulos, E F Robertson. Plasma cis-dec-4-enoic acid measured by isotope dilution mass spectrometry; an improved assay to diagnose medium-chain acyl-CoA dehydrogenase deficiency. Journal of inherited metabolic disease. 1994; 17(5):554-9. doi: 10.1007/bf00711590. [PMID: 7837761]
  • S J Heales, D A Woolf, P Robinson, J V Leonard. Rapid diagnosis of medium-chain acyl CoA dehydrogenase deficiency by measurement of cis-4-decenoic acid in plasma. Journal of inherited metabolic disease. 1991; 14(5):661-7. doi: 10.1007/bf01799930. [PMID: 1779611]
  • D H Morton, R I Kelley. Diagnosis of medium-chain acyl-coenzyme A dehydrogenase deficiency in the neonatal period by measurement of medium-chain fatty acids in plasma and filter paper blood samples. The Journal of pediatrics. 1990 Sep; 117(3):439-42. doi: 10.1016/s0022-3476(05)81091-1. [PMID: 2391601]
  • M Duran, L Bruinvis, D Ketting, J B de Klerk, S K Wadman. Cis-4-decenoic acid in plasma: a characteristic metabolite in medium-chain acyl-CoA dehydrogenase deficiency. Clinical chemistry. 1988 Mar; 34(3):548-51. doi: . [PMID: 3349606]