xi-5-Hexyldihydro-2(3H)-furanone (BioDeep_00000018591)

   

human metabolite


代谢物信息卡片


4-Hydroxydecanoic acid gamma-lactone

化学式: C10H18O2 (170.1306728)
中文名称: 丙位癸内酯
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1(=O)CC[C@@H](O1)CCCCCC
InChI: InChI=1S/C10H18O2/c1-2-3-4-5-6-9-7-8-10(11)12-9/h9H,2-8H2,1H3

描述信息

xi-5-Hexyldihydro-2(3H)-furanone, also known as 4-hexyl-4-butanolide or gamma-lactone decanoic acid, belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a carboxy group on the carbon adjacent to the oxygen atom. xi-5-Hexyldihydro-2(3H)-furanone has been detected, but not quantified, in fruits. This could make XI-5-hexyldihydro-2(3H)-furanone a potential biomarker for the consumption of these foods.
Component of apricot, plum and strawberry aromas. xi-5-Hexyldihydro-2(3H)-furanone is found in fruits.

同义名列表

31 个代谢物同义名

4-Hydroxydecanoic acid gamma-lactone; gamma-N-Hexyl-gamma-butyrolactone; 4-Hydroxydecanoic acid g-lactone; 4-Hydroxydecanoate gamma-lactone; 4-Hydroxydecanoic acid γ-lactone; xi-5-Hexyldihydro-2(3H)-furanone; gamma-Hexyl-gamma-butyrolactone; 5-Hexyldihydro-2(3H)-furanone; 5-Hexyltetrahydro-2-furanone; 4-Hydroxydecanoate γ-lactone; 4-Hydroxydecanoate g-lactone; gamma-Lactone decanoic acid; 4-Hexyl-gamma-butyrolactone; Γ-N-hexyl-γ-butyrolactone; g-N-Hexyl-g-butyrolactone; Γ-hexyl-γ-butyrolactone; 4-Hexyl-g-butyrolactone; g-Hexyl-g-butyrolactone; 4-Hexyl-γ-butyrolactone; 4-Hexyl-4-butanolide; gamma-Decanolactone; 5-Hexyloxolan-2-one; gamma-N-Decalactone; gamma-Decalactone; g-N-Decalactone; Γ-decanolactone; g-Decanolactone; UNII:7HLS05KP9O; Γ-N-decalactone; Decan-4-olide; 4-Decanolide



数据库引用编号

11 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)

29 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

  • Jolanta Małajowicz, Karen Khachatryan, Zdzisław Oszczęda, Piotr Karpiński, Agata Fabiszewska, Bartłomiej Zieniuk, Konrad Krysowaty. The Effect of Plasma-Treated Water on Microbial Growth and Biosynthesis of Gamma-Decalactones by Yarrowia lipolytica Yeast. International journal of molecular sciences. 2023 Oct; 24(20):. doi: 10.3390/ijms242015204. [PMID: 37894885]
  • Bin Peng, Mingliang Yu, Binbin Zhang, Jianlan Xu, Ruijuan Ma. Differences in PpAAT1 Activity in High- and Low-Aroma Peach Varieties Affect γ-Decalactone Production. Plant physiology. 2020 04; 182(4):2065-2080. doi: 10.1104/pp.19.00964. [PMID: 32001520]
  • Rongrong Ma, Yaoqi Tian, Haihua Zhang, Canxin Cai, Long Chen, Zhengyu Jin. Interactions between rice amylose and aroma compounds and their effect on rice fragrance release. Food chemistry. 2019 Aug; 289(?):603-608. doi: 10.1016/j.foodchem.2019.03.102. [PMID: 30955654]
  • Liping Zhang, Haiyan Li, Ling Gao, Yujie Qi, Wanyi Fu, Xiongwei Li, Xiang Zhou, Qikang Gao, Zhongshan Gao, Huijuan Jia. Acyl-CoA oxidase 1 is involved in γ-decalactone release from peach (Prunus persica) fruit. Plant cell reports. 2017 Jun; 36(6):829-842. doi: 10.1007/s00299-017-2113-4. [PMID: 28238071]
  • José F Sánchez-Sevilla, Eduardo Cruz-Rus, Victoriano Valpuesta, Miguel A Botella, Iraida Amaya. Deciphering gamma-decalactone biosynthesis in strawberry fruit using a combination of genetic mapping, RNA-Seq and eQTL analyses. BMC genomics. 2014 Apr; 15(?):218. doi: 10.1186/1471-2164-15-218. [PMID: 24742100]
  • Alan H Chambers, Jeremy Pillet, Anne Plotto, Jinhe Bai, Vance M Whitaker, Kevin M Folta. Identification of a strawberry flavor gene candidate using an integrated genetic-genomic-analytical chemistry approach. BMC genomics. 2014 Apr; 15(?):217. doi: 10.1186/1471-2164-15-217. [PMID: 24742080]
  • Alan H Chambers, Shane Alan Evans, Kevin M Folta. Methyl anthranilate and γ-decalactone inhibit strawberry pathogen growth and achene Germination. Journal of agricultural and food chemistry. 2013 Dec; 61(51):12625-33. doi: 10.1021/jf404255a. [PMID: 24328200]
  • Bin Li, Hui-Juan Jia, Goro Okamoto. Effects of post-harvest light conditions on quality and aromatic volatile formation in 'Hakuho' peach (Prunus persica Batsch) fruits. Zhi wu sheng li yu fen zi sheng wu xue xue bao = Journal of plant physiology and molecular biology. 2007 Jun; 33(3):205-12. doi: ". [PMID: 17556807]
  • Bin Li, Hui-Juan Jia, Xiao-Meng Zhang. Effects of fruit pre-harvest bagging on fruit quality of peach (Prunus persica Batsch cv. Hujingmilu). Zhi wu sheng li yu fen zi sheng wu xue xue bao = Journal of plant physiology and molecular biology. 2006 Jun; 32(3):280-6. doi: ". [PMID: 16775394]
  • Hirotoshi Tamura, Markus Appel, Elke Richling, Peter Schreier. Authenticity assessment of gamma- and delta-decalactone from prunus fruits by gas chromatography combustion/pyrolysis isotope ratio mass spectrometry (GC-C/P-IRMS). Journal of agricultural and food chemistry. 2005 Jun; 53(13):5397-401. doi: 10.1021/jf0503964. [PMID: 15969525]
  • Jerzy Beltowski, Anna Jamroz-Wiśniewska, Ewelina Borkowska, Grazyna Wójcicka. Differential effect of antioxidant treatment on plasma and tissue paraoxonase activity in hyperleptinemic rats. Pharmacological research. 2005 Jun; 51(6):523-32. doi: 10.1016/j.phrs.2005.01.007. [PMID: 15829432]
  • Mario Aguedo, Yves Waché, Jean-Marc Belin, José A Teixeira. Surface properties of Yarrowia lipolytica and their relevance to gamma-decalactone formation from methyl ricinoleate. Biotechnology letters. 2005 Mar; 27(6):417-22. doi: 10.1007/s10529-005-1776-z. [PMID: 15834807]
  • Nancy Pulido-Mayoral, Enrique Galindo. Phases dispersion and oxygen transfer in a simulated fermentation broth containing castor oil and proteins. Biotechnology progress. 2004 Sep; 20(5):1608-13. doi: 10.1021/bp030064o. [PMID: 15458353]
  • Jerzy Bełtowski, Grazyna Wójcicka, Anna Jamroz. Leptin decreases plasma paraoxonase 1 (PON1) activity and induces oxidative stress: the possible novel mechanism for proatherogenic effect of chronic hyperleptinemia. Atherosclerosis. 2003 Sep; 170(1):21-9. doi: 10.1016/s0021-9150(03)00236-3. [PMID: 12957679]
  • Y Waché, M Aguedo, J-M Nicaud, J-M Belin. Catabolism of hydroxyacids and biotechnological production of lactones by Yarrowia lipolytica. Applied microbiology and biotechnology. 2003 Jun; 61(5-6):393-404. doi: 10.1007/s00253-002-1207-1. [PMID: 12764554]
  • Mario Aguedo, Laurent Beney, Yves Waché, Jean-Marc Belin. Interaction of an odorant lactone with model phospholipid bilayers and its strong fluidizing action in yeast membrane. International journal of food microbiology. 2003 Feb; 80(3):211-5. doi: 10.1016/s0168-1605(02)00150-2. [PMID: 12423922]
  • Stanley J Ulijaszek. Serum insulin-like growth factor-I, insulin-like growth factor binding protein-3, and the pubertal growth spurt in the female rhesus monkey. American journal of physical anthropology. 2002 May; 118(1):77-85. doi: 10.1002/ajpa.10072. [PMID: 11953947]
  • Jerzy Bełtowski, Grazyna Wójcicka, Andrzej Marciniak. Species- and substrate-specific stimulation of human plasma paraoxonase 1 (PON1) activity by high chloride concentration. Acta biochimica Polonica. 2002; 49(4):927-36. doi: 024904927. [PMID: 12545199]
  • J E De Larco, D A Pigott. Ectopic peptides released by a human melanoma cell line that modulate the transformed phenotype. Ciba Foundation symposium. 1985; 116(?):224-40. doi: 10.1002/9780470720974.ch14. [PMID: 3000706]