2-Dodecanone (BioDeep_00000021274)

   

human metabolite Endogenous


代谢物信息卡片


12-(2,3-Dihydroxycyclopentyl)-2-dodecanone

化学式: C12H24O (184.18270539999997)
中文名称: 2-十二酮
谱图信息: 最多检出来源 Homo sapiens(feces) 50%

分子结构信息

SMILES: CCCCCCCCCCC(=O)C
InChI: InChI=1S/C12H24O/c1-3-4-5-6-7-8-9-10-11-12(2)13/h3-11H2,1-2H3

描述信息

2-Dodecanone, also known as dodecan-2-one or dodecanone-(2) is a 12-carbon long-chain aliphatic molecule that belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol. 2-Dodecanone is also considered to be a long-chain methyl ketone. 2-Dodecanone is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. It has a low melting point of just 19 oC. 2-Dodecanone has a citrus, floral, or fruity aroma which is contrasted with a fatty taste. 2-Dodecanone has been found in the volatile components of human feces (PMID: 21970810) and saliva (PMID: 24421258). It has also been linked celiac disease in children (PMID: 21970810). Outside of the human body, 2-dodecanone has been found at levels of up to 1.8 mg/kg in blue cheese, milk and cocoa and up to 2700 mg/kg in hop oil (Humulus lupulus). It has also been detected, but not quantified in, several other oils, such as laurel leaf oil, rue oil (Ruta graveolens) and tomato leaves and trichomes (PMID: 11757742). This could make 2-dodecanone a potential biomarker for the consumption of these foods. 2-Dodecanone is a natural insecticide and exhibits strong insecticidal properties to several insect species including Tribolium castaneum (LD50 = 5.21 ug/adult), Lasioderma serricorne (LD50 = 2.54 ug/adult) and Liposcelis bostrychophila (LD50 = 23.41 ug/cm2) in contact assays (PMID: 31240663).
Constituent of essential oil of rue (Ruta graveolens)and is also in hop oil (Humulus lupulus) and tomato leaf oil. 2-Dodecanone is found in many foods, some of which are fats and oils, alcoholic beverages, garden tomato, and herbs and spices.

同义名列表

8 个代谢物同义名

12-(2,3-Dihydroxycyclopentyl)-2-dodecanone; 2,3-Epoxypropyl methanesulphonate; N-Decyl methyl ketone; Decyl methyl ketone; Methyl decyl ketone; Dodecanone-(2); Dodecan-2-one; 2-Dodecanone



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

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代谢反应

0 个相关的代谢反应过程信息。

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19 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。

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文献列表

  • Mayanka Walia, Tavleen S Mann, Dharmesh Kumar, Vijai K Agnihotri, Bikram Singh. Chemical Composition and In Vitro Cytotoxic Activity of Essential Oil of Leaves of Malus domestica Growing in Western Himalaya (India). Evidence-based complementary and alternative medicine : eCAM. 2012; 2012(?):649727. doi: 10.1155/2012/649727. [PMID: 22619691]
  • Teresa Weise, Marco Kai, Anja Gummesson, Armin Troeger, Stephan von Reuß, Silvia Piepenborn, Francine Kosterka, Martin Sklorz, Ralf Zimmermann, Wittko Francke, Birgit Piechulla. Volatile organic compounds produced by the phytopathogenic bacterium Xanthomonas campestris pv. vesicatoria 85-10. Beilstein journal of organic chemistry. 2012; 8(?):579-96. doi: 10.3762/bjoc.8.65. [PMID: 22563356]
  • Nikoletta G Ntalli, Francesca Manconi, Marco Leonti, Andrea Maxia, Pierluigi Caboni. Aliphatic ketones from Ruta chalepensis (Rutaceae) induce paralysis on root knot nematodes. Journal of agricultural and food chemistry. 2011 Jul; 59(13):7098-103. doi: 10.1021/jf2013474. [PMID: 21631118]
  • Marco W Fraaije, Nanne M Kamerbeek, Annelies J Heidekamp, Riccardo Fortin, Dick B Janssen. The prodrug activator EtaA from Mycobacterium tuberculosis is a Baeyer-Villiger monooxygenase. The Journal of biological chemistry. 2004 Jan; 279(5):3354-60. doi: 10.1074/jbc.m307770200. [PMID: 14610090]
  • Aijun Zhang, Paul S Robbins, Anne L Averill, Donald C Weber, Charles E Linn, Wendell L Roelofs, Michael G Villani. Identification of the female-produced sex pheromone of the scarab beetle, Hoplia equina. Journal of chemical ecology. 2003 Jul; 29(7):1635-42. doi: 10.1023/a:1024226931240. [PMID: 12921441]
  • G F Antonious. Production and quantification of methyl ketones in wild tomato accessions. Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes. 2001 Nov; 36(6):835-48. doi: 10.1081/pfc-100107416. [PMID: 11757742]
  • H R el-Seedi, L Bohlin, F Ghia, K B Torssell. Ecologically active 2-octanoylcyclohexane-1,3-dione from Philodendron guttiferum. Journal of chemical ecology. 2001 Mar; 27(3):517-21. doi: 10.1023/a:1010349224578. [PMID: 11441442]