3-Methyl-2-butenal (BioDeep_00000004152)

 

Secondary id: BioDeep_00000861991, BioDeep_00001867839, BioDeep_00001893616

natural product human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


β,β-Dimethylacrylic aldehyde

化学式: C5H8O (84.0575118)
中文名称: 异戊烯醛, 3-甲基-2-丁烯醛
谱图信息: 最多检出来源 Viridiplantae(plant) 1.01%

分子结构信息

SMILES: C/C(C)=C/C=O
InChI: InChI=1/C5H8O/c1-5(2)3-4-6/h3-4H,1-2H3

描述信息

3-Methyl-2-butenal, also known as senecialdehyde or 3,3-dimethylacrolein, belongs to the class of organic compounds known as enals. These are alpha,beta-unsaturated aldehydes of the general formula RC=C-CH=O in which the aldehydic C=O function is conjugated to a C=C triple bond at the alpha,beta position. 3-methyl-2-butenal has been detected, but not quantified, in several different foods, such as common oregano, beechnuts, oval-leaf huckleberries, tea leaf willows, and red rice. This could make 3-methyl-2-butenal a potential biomarker for the consumption of these foods. 3-Methyl-2-butenal is a derivative of acrolein that is an alpha, beta-unsaturated carbonyl metabolite. It can be formed endogenously during lipid peroxidation or after oxidative stress, and is considered to play an important role in human carcinogenesis. The endogenously formed acroleins are a constant source of DNA damage, can lead to mutation, and can also induce tumours in humans (PMID:8319634). 3-Methyl-2-butenal, which is an unsaturated aldehyde bearing substitution at the alkene terminus, is a poor inactivator of the enzymes protein tyrosine phosphatases (PTPs). The inactivation of PTPs can yield profound biological consequences arising from the disruption of cellular signalling pathways (PMID:17655273).
Present in blackberry, grape brandy, cocoa, currants, baked potato, tea, costmary and white bread. Flavouring ingredient

同义名列表

23 个代谢物同义名

beta,beta-Dimethylacrylic aldehyde; β,β-Dimethylacrylic aldehyde; beta,beta-Dimethylacrolein; 3,3-Dimethyl-acrylaldehyde; beta-Methylcrotonaldehyde; 3,3-Dimethylacrylaldehyde; 3-Methyl-2-butenaldehyde; b-Methylcrotonaldehyde; Β-methylcrotonaldehyde; 3-Methylcrotonaldehyde; 3-Methyl-2-buten-1-al; 2-Methyl-2-buten-4-al; 3,3-Dimethylacrolein; Β,β-dimethylacrolein; b,b-Dimethylacrolein; 3-Methyl-2-butenal; 3-Methylbut-2-enal; Senecioaldehyde; Senecialdehyde; Prenal; β,β-Dimethylacrylic aldehyde; β,β-Dimethylacrolein; β-Methylcrotonaldehyde



数据库引用编号

18 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(2)

PlantCyc(1)

代谢反应

124 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(4)

WikiPathways(0)

Plant Reactome(3)

INOH(0)

PlantCyc(116)

COVID-19 Disease Map(0)

PathBank(1)

  • Cytokinins Degradation: FAD + Hydrogen Ion + N6-dimethylallyladenine + Water ⟶ 3-Methyl-2-butenal + Adenine + FADH

PharmGKB(0)

6 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

  • Jayaram Bhandari, A Heather Fitzpatrick, Dring N Crowell. Identification of a novel abscisic acid-regulated farnesol dehydrogenase from Arabidopsis. Plant physiology. 2010 Nov; 154(3):1116-27. doi: 10.1104/pp.110.157784. [PMID: 20807998]
  • Yiping Qi, Fumiaki Katagiri. Purification of low-abundance Arabidopsis plasma-membrane protein complexes and identification of candidate components. The Plant journal : for cell and molecular biology. 2009 Mar; 57(5):932-44. doi: 10.1111/j.1365-313x.2008.03736.x. [PMID: 19000159]
  • Jui-Yun Lu, Sandra L Hofmann. Thematic review series: lipid posttranslational modifications. Lysosomal metabolism of lipid-modified proteins. Journal of lipid research. 2006 Jul; 47(7):1352-7. doi: 10.1194/jlr.r600010-jlr200. [PMID: 16627894]
  • Bernhard Weckerle, Tamás Gáti, Gábor Tóth, Peter Schreier. 3-Methylbutanoyl and 3-methylbut-2-enoyl disaccharides from green coffee beans (Coffea arabica). Phytochemistry. 2002 Jun; 60(4):409-14. doi: 10.1016/s0031-9422(02)00042-0. [PMID: 12031434]
  • B G Brownlee, R H Hall, C D Whitty. 3-Methyl-2-butenal: an enzymatic degradation product of the cytokinin, N-6-(delta-2 isopentenyl)adenine. Canadian journal of biochemistry. 1975 Jan; 53(1):37-41. doi: 10.1139/o75-006. [PMID: 1120289]
  • . . . . doi: . [PMID: 11154345]
  • . . . . doi: . [PMID: 12721786]