Senecioic acid (BioDeep_00000024734)

 

Secondary id: BioDeep_00000405289, BioDeep_00000601621

human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


beta,beta-Dimethylacrylic acid

化学式: C5H8O2 (100.05242679999999)
中文名称: 3,3-二甲基丙烯酸
谱图信息: 最多检出来源 Bos taurus(endogenous) 27.27%

分子结构信息

SMILES: C(=C(C)C)C(=O)O
InChI: InChI=1S/C5H8O2/c1-4(2)3-5(6)7/h3H,1-2H3,(H,6,7)

描述信息

Senecioic acid, also known as 3-methylcrotonate, 3-methylcrotonic acid or 3,3-dimethylacrylic acid, belongs to the class of organic compounds known as methyl-branched fatty acids. These are fatty acids with an acyl chain that has a methyl branch. Usually, they are saturated (however senecioic acid is unsaturated) and contain only one or more methyl group. However, branches other than methyl may be present. Senecioic acid is a methyl-branched fatty acid that has a but-2-enoic acid skeleton bearing a methyl substituent at position 3. Senecioic acid is an unsaturated fatty acid found in the pheromones of mealybug species, the Madeira cockroach and the Southern long-nosed bat. It also appears in the urine of patients with 3-Methylcrotonic aciduria caused by 3-hydroxy-3-methylglutaryl-CoA lyase deficiency (PMID: 6157502) and those with 3-Hydroxy-3-methylglutaric aciduria (PMID: 947633). The appearance of 3-methylcrotonic acid in urine indicates a blockage in the sixth step of leucine catabolism, which is the cleavage of 3-hydroxy-3-methylglutaryl-CoA to acetoacetic acid and acetyl-CoA.
Flavouring ingredient
3-Methylbut-2-enoic acid is an endogenous metabolite.
3-Methylbut-2-enoic acid is an endogenous metabolite.

同义名列表

38 个代谢物同义名

beta,beta-Dimethylacrylic acid; beta,beta-Dimethacrylic acid; beta,beta-Dimethyl acrylate; beta,beta-Dimethylacrylate; Β,β-dimethyl acrylic acid; b,b-Dimethyl acrylic acid; 3,3-Dimethylacrylic acid; b,b-Dimethylacrylic acid; beta-Methylcrotonic acid; beta,beta-Dimethacrylate; Β,β-dimethylacrylic acid; 3-Methyl-2-butenoic acid; 3-Methylbut-2-enoic acid; 3-Methyl crotonic acid; b,b-Dimethacrylic acid; 3-Methyl-crotonic acid; Β,β-dimethacrylic acid; Β-methylcrotonic acid; Β,β-dimethyl acrylate; b,b-Dimethyl acrylate; b-Methylcrotonic acid; 3-Methylcrotonic acid; b,b-Dimethylacrylate; 3,3-Dimethylacrylate; 3-Methylbut-2-enoate; beta-Methylcrotonate; Β,β-dimethylacrylate; 3-Methyl-2-butenoate; 3-Methyl-crotonate; Β,β-dimethacrylate; b,b-Dimethacrylate; 3-Methylcrotonate; Β-methylcrotonate; b-Methylcrotonate; Senecioic acid; SENECIC ACID; Senecioate; SENECate



数据库引用编号

10 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)

10 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

  • Saskia B Wortmann, Leo A Kluijtmans, Udo F H Engelke, Ron A Wevers, Eva Morava. The 3-methylglutaconic acidurias: what's new?. Journal of inherited metabolic disease. 2012 Jan; 35(1):13-22. doi: 10.1007/s10545-010-9210-7. [PMID: 20882351]
  • Nadav Sorek, Orit Gutman, Einat Bar, Mohamad Abu-Abied, Xuehui Feng, Mark P Running, Efraim Lewinsohn, Naomi Ori, Einat Sadot, Yoav I Henis, Shaul Yalovsky. Differential effects of prenylation and s-acylation on type I and II ROPS membrane interaction and function. Plant physiology. 2011 Feb; 155(2):706-20. doi: 10.1104/pp.110.166850. [PMID: 21139084]
  • Stéphane Jouneau, Mélanie Bonizec, Chantal Belleguic, Benoit Desrues, Graziella Brinchault, Jeanne Galaine, Jean-Pierre Gangneux, Corinne Martin-Chouly. Anti-inflammatory effect of fluvastatin on IL-8 production induced by Pseudomonas aeruginosa and Aspergillus fumigatus antigens in cystic fibrosis. PloS one. 2011; 6(8):e22655. doi: 10.1371/journal.pone.0022655. [PMID: 21826199]
  • Richard Kones. Rosuvastatin, inflammation, C-reactive protein, JUPITER, and primary prevention of cardiovascular disease--a perspective. Drug design, development and therapy. 2010 Dec; 4(?):383-413. doi: 10.2147/dddt.s10812. [PMID: 21267417]
  • Jennifer M Maucher, John S Ramsdell. Maternal-fetal transfer of domoic acid in rats at two gestational time points. Environmental health perspectives. 2007 Dec; 115(12):1743-6. doi: 10.1289/ehp.10446. [PMID: 18087593]
  • Sebastian Maurer-Stroh, Manfred Koranda, Wolfgang Benetka, Georg Schneider, Fernanda L Sirota, Frank Eisenhaber. Towards complete sets of farnesylated and geranylgeranylated proteins. PLoS computational biology. 2007 Apr; 3(4):e66. doi: 10.1371/journal.pcbi.0030066. [PMID: 17411337]
  • Alberto Plaza, Carole A Bewley. Largamides A-H, unusual cyclic peptides from the marine cyanobacterium Oscillatoria sp. The Journal of organic chemistry. 2006 Sep; 71(18):6898-907. doi: 10.1021/jo061044e. [PMID: 16930043]
  • J P Ley, M Blings, G Krammer, G Reinders, C-O Schmidt, H-J Bertram. Isolation and synthesis of acmellonate, a new unsaturated long chain 2-ketol ester from Spilanthes acmella. Natural product research. 2006 Jul; 20(9):798-804. doi: 10.1080/14786410500246733. [PMID: 16753916]
  • Christopher L Schardl, Daniel G Panaccione, Paul Tudzynski. Ergot alkaloids--biology and molecular biology. The Alkaloids. Chemistry and biology. 2006; 63(?):45-86. doi: 10.1016/s1099-4831(06)63002-2. [PMID: 17133714]
  • Vincent Courdavault, Vincent Burlat, Benoit St-Pierre, Pascal Gantet, Nathalie Giglioli-Guivarc'h. Isolation of a cDNA encoding the alpha-subunit of CAAX-prenyltransferases from Catharanthus roseus and the expression of the active recombinant protein farnesyltransferase. Cellular & molecular biology letters. 2005; 10(4):649-57. doi: ". [PMID: 16341273]
  • Sebastian Maurer-Stroh, Stefan Washietl, Frank Eisenhaber. Protein prenyltransferases. Genome biology. 2003; 4(4):212. doi: 10.1186/gb-2003-4-4-212. [PMID: 12702202]
  • Beatrice Dursina, Nicolas H Thomä, Vadim Sidorovitch, Anca Niculae, Andrei Iakovenko, Alexy Rak, Stefan Albert, Alice-Corina Ceacareanu, Ralf Kölling, Christian Herrmann, Roger S Goody, Kirill Alexandrov. Interaction of yeast Rab geranylgeranyl transferase with its protein and lipid substrates. Biochemistry. 2002 May; 41(21):6805-16. doi: 10.1021/bi016067w. [PMID: 12022885]
  • J Palaty, F S Abbott. Structure-activity relationships of unsaturated analogues of valproic acid. Journal of medicinal chemistry. 1995 Aug; 38(17):3398-406. doi: 10.1021/jm00017a024. [PMID: 7650693]
  • C Jakobs, M Bojasch, M Duran, D Ketting, S K Wadman, D Leupold. 3-methyl-3-butenoic acid: an artefact in the urinary metabolic pattern of patients with 3-hydroxy-3-methylglutaryl-CoA lyase deficiency. Clinica chimica acta; international journal of clinical chemistry. 1980 Sep; 106(1):85-9. doi: 10.1016/0009-8981(80)90377-0. [PMID: 6157502]
  • K Roth, R Cohn, J Yandrasitz, G Preti, P Dodd, S Segal. Beta-methylcrotonic aciduria associated with lactic acidosis. The Journal of pediatrics. 1976 Feb; 88(2):229-35. doi: 10.1016/s0022-3476(76)80987-0. [PMID: 1249684]
  • J BONNER, M W PARKER, J C MONTERMOSO. Biosynthesis of rubber. Science (New York, N.Y.). 1954 Oct; 120(3119):549-51. doi: 10.1126/science.120.3119.549. [PMID: 13205183]