Geranylacetone (BioDeep_00000019377)

 

Secondary id: BioDeep_00000418808, BioDeep_00000859900

human metabolite PANOMIX_OTCML-2023 Endogenous natural product


代谢物信息卡片


trans-6,10-Dimethyl-5,9-undecadien-2-one

化学式: C13H22O (194.1670562)
中文名称: 香叶基丙酮, 香叶基丙酮
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 0.72%

分子结构信息

SMILES: CC(=CCCC(=CCCC(=O)C)C)C
InChI: InChI=1S/C13H22O/c1-11(2)7-5-8-12(3)9-6-10-13(4)14/h7,9H,5-6,8,10H2,1-4H3/b12-9-

描述信息

Constituent of many essential oils including peppermint (Mentha piperita) and Carolina vanilla (Carphephorus odoratissimus). It is used in food flavouring. Geranylacetone is found in many foods, some of which are corn, pepper (c. frutescens), herbs and spices, and watermelon.
Geranylacetone is found in carrot. Geranylacetone is a constituent of many essential oils including peppermint (Mentha piperita) and Carolina vanilla (Carphephorus odoratissimus). Geranylacetone is used in food flavouring

同义名列表

28 个代谢物同义名

trans-6,10-Dimethyl-5,9-undecadien-2-one; (e)-6,10-Dimethyl-5,9- undecadien-2-one; trans-2,6-Dimethyl-2,6-undecadien-2-one; (5E)-6,10-Dimethyl-5,9-undecadien-2-one; 6,10-Dimethyl-(5E)-5,9-undecadien-2-one; (5Z)-6,10-dimethylundeca-5,9-dien-2-one; 6,10-Dimethyl-5,9-undecadien-2-one, (e); (5E)-6,10-Dimethylundeca-5,9-dien-2-one; (e)-6,10-Dimethyl-5,9-undecadien-2-one; (e)-6,10-Dimethylundeca-5,9-dien-2-one; 6,10-Dimethyl-(e)-5,9-undecadien-2-one; 6,10-Dimethyl-5,9-undecadiene-2-one; 6,10-Dimethyl-5,9-undecadien-2-one; 6,10-Dimethylundeca-5,9-dien-2-one; 6,10-Dimethyl-undecadien-2-one; 6,10-Dimethylundecadien-2-one; Geranylgeranylacetone; trans-Geranylacetone; (e)-Geranyl acetone; Dihydropseudoionone; (e)-Geranylacetone; Geranyl-acetone; Geranyl acetone; Geranylacetone; Geranylaceton; Nerylacetone; Teprenone; FEMA 3542



数据库引用编号

12 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)

136 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

  • Chengsheng Gong, Nan He, Hongju Zhu, Muhammad Anees, Xuqiang Lu, Wenge Liu. Multi-omics integration to explore the molecular insight into the volatile organic compounds in watermelon. Food research international (Ottawa, Ont.). 2023 04; 166(?):112603. doi: 10.1016/j.foodres.2023.112603. [PMID: 36914327]
  • Anna Wróblewska-Kurdyk, Katarzyna Dancewicz, Anna Gliszczyńska, Beata Gabryś. Antifeedant Potential of Geranylacetone and Nerylacetone and Their Epoxy-Derivatives against Myzus persicae (Sulz.). Molecules (Basel, Switzerland). 2022 Dec; 27(24):. doi: 10.3390/molecules27248871. [PMID: 36558003]
  • Benjamin Fürstenau, Gloria Rosell, Angel Guerrero, Carmen Quero. Electrophysiological and behavioral responses of the black-banded oak borer, Coroebus florentinus, to conspecific and host-plant volatiles. Journal of chemical ecology. 2012 Apr; 38(4):378-88. doi: 10.1007/s10886-012-0110-1. [PMID: 22477026]
  • Adelene Ai Lian Song, Janna O Abdullah, Mohd Puad Abdullah, Norazizah Shafee, Raha A Rahim. Functional expression of an orchid fragrance gene in Lactococcus lactis. International journal of molecular sciences. 2012; 13(2):1582-1597. doi: 10.3390/ijms13021582. [PMID: 22408409]
  • Nora C Lawo, Georg J F Weingart, Rainer Schuhmacher, Astrid Forneck. The volatile metabolome of grapevine roots: first insights into the metabolic response upon phylloxera attack. Plant physiology and biochemistry : PPB. 2011 Sep; 49(9):1059-63. doi: 10.1016/j.plaphy.2011.06.008. [PMID: 21764593]
  • Marta Ferreira Maia, Sarah J Moore. Plant-based insect repellents: a review of their efficacy, development and testing. Malaria journal. 2011 Mar; 10 Suppl 1(?):S11. doi: 10.1186/1475-2875-10-s1-s11. [PMID: 21411012]
  • Federica Brandi, Einat Bar, Fabienne Mourgues, Györgyi Horváth, Erika Turcsi, Giovanni Giuliano, Alessandro Liverani, Stefano Tartarini, Efraim Lewinsohn, Carlo Rosati. Study of 'Redhaven' peach and its white-fleshed mutant suggests a key role of CCD4 carotenoid dioxygenase in carotenoid and norisoprenoid volatile metabolism. BMC plant biology. 2011 Jan; 11(?):24. doi: 10.1186/1471-2229-11-24. [PMID: 21269483]
  • S Mabrouk, A Elaissi, H Ben Jannet, F Harzallah-Skhiri. Chemical composition of essential oils from leaves, stems, flower heads and roots of Conyza bonariensis L. from Tunisia. Natural product research. 2011 Jan; 25(1):77-84. doi: 10.1080/14786419.2010.513685. [PMID: 21240765]
  • Christy E Manyi-Loh, Roland N Ndip, Anna M Clarke. Volatile compounds in honey: a review on their involvement in aroma, botanical origin determination and potential biomedical activities. International journal of molecular sciences. 2011; 12(12):9514-32. doi: 10.3390/ijms12129514. [PMID: 22272147]
  • J Daniel Hare. Ontogeny and season constrain the production of herbivore-inducible plant volatiles in the field. Journal of chemical ecology. 2010 Dec; 36(12):1363-74. doi: 10.1007/s10886-010-9878-z. [PMID: 21058044]
  • Marcy G Fonseca, Diogo M Vidal, Paulo H G Zarbin. Male-produced sex pheromone of the cerambycid beetle Hedypathes betulinus: chemical identification and biological activity. Journal of chemical ecology. 2010 Oct; 36(10):1132-9. doi: 10.1007/s10886-010-9850-y. [PMID: 20809143]
  • Tatsuya Fujii, Masatoshi Hori, Kazuhiro Matsuda. Attractants for rice leaf bug, Trigonotylus caelestialium (Kirkaldy), are emitted from flowering rice panicles. Journal of chemical ecology. 2010 Sep; 36(9):999-1005. doi: 10.1007/s10886-010-9839-6. [PMID: 20680414]
  • Kanitha Tananuwong, Sittiwat Lertsiri. Changes in volatile aroma compounds of organic fragrant rice during storage under different conditions. Journal of the science of food and agriculture. 2010 Aug; 90(10):1590-6. doi: 10.1002/jsfa.3976. [PMID: 20564458]
  • Tjeerd A L Snoeren, Iris F Kappers, Colette Broekgaarden, Roland Mumm, Marcel Dicke, Harro J Bouwmeester. Natural variation in herbivore-induced volatiles in Arabidopsis thaliana. Journal of experimental botany. 2010 Jun; 61(11):3041-56. doi: 10.1093/jxb/erq127. [PMID: 20488836]
  • Martin Talavera-Bianchi, Koushik Adhikari, Edgar Chambers, Edward E Carey, Delores H Chambers. Relation between developmental stage, sensory properties, and volatile content of organically and conventionally grown pac choi (Brassica rapa var. Mei Qing Choi). Journal of food science. 2010 May; 75(4):S173-81. doi: 10.1111/j.1750-3841.2010.01585.x. [PMID: 20546419]
  • Hanen Medini, Ameur Elaissi, Mohamed L Khouja, Imed Chraief, Farhat Farhat, Mohamed Hammami, Rachid Chemli, Fethia Harzallah-Skhiri. Leaf essential oil of Juniperus oxycedrus L. (Cupressaceae) harvested in northern Tunisia: composition and intra-specific variability. Chemistry & biodiversity. 2010 May; 7(5):1254-66. doi: 10.1002/cbdv.200900241. [PMID: 20491081]
  • Margit Leitner, Roland Kaiser, Bettina Hause, Wilhelm Boland, Axel Mithöfer. Does mycorrhization influence herbivore-induced volatile emission in Medicago truncatula?. Mycorrhiza. 2010 Feb; 20(2):89-101. doi: 10.1007/s00572-009-0264-z. [PMID: 19582485]
  • Bo Huang, Xiaoquan Ban, Jingsheng He, Jing Tong, Jun Tian, Youwei Wang. Comparative analysis of essential oil components and antioxidant activity of extracts of Nelumbo nucifera from various areas of China. Journal of agricultural and food chemistry. 2010 Jan; 58(1):441-8. doi: 10.1021/jf902643e. [PMID: 19919095]
  • Ester Innocent, Cosam C Joseph, Nicholas K Gikonyo, Mayunga H H Nkunya, Ahmed Hassanali. Constituents of the essential oil of Suregada zanzibariensis leaves are repellent to the mosquito, Anopheles gambiae s.s. Journal of insect science (Online). 2010; 10(?):57. doi: 10.1673/031.010.5701. [PMID: 20569134]
  • Martin J Sergeant, Jian-Jun Li, Christine Fox, Nicola Brookbank, Dean Rea, Timothy D H Bugg, Andrew J Thompson. Selective inhibition of carotenoid cleavage dioxygenases: phenotypic effects on shoot branching. The Journal of biological chemistry. 2009 Feb; 284(8):5257-64. doi: 10.1074/jbc.m805453200. [PMID: 19098002]
  • Sherifat A Aboaba, Isiaka A Ogunwande, Tameka M Walker, William N Setzer, Ibrahim A Oladosu, Olusegun Ekundayo. Essential oil composition, antibacterial activity and toxicity of the leaves of Tetrapleura tetraptera (Schum. & Thonn.) taubert from Nigeria. Natural product communications. 2009 Feb; 4(2):287-90. doi: ". [PMID: 19370941]
  • Sandrine Mathieu, Valeriano Dal Cin, Zhangjun Fei, Hua Li, Peter Bliss, Mark G Taylor, Harry J Klee, Denise M Tieman. Flavour compounds in tomato fruits: identification of loci and potential pathways affecting volatile composition. Journal of experimental botany. 2009; 60(1):325-37. doi: 10.1093/jxb/ern294. [PMID: 19088332]
  • A Cavaggioni, C Mucignat-Caretta, M Redaelli. Mice recognize recent urine scent marks by the molecular composition. Chemical senses. 2008 Sep; 33(7):655-63. doi: 10.1093/chemse/bjn035. [PMID: 18603651]
  • Hongyan Gao, Hongliang Zhu, Yi Shao, Anjun Chen, Chengwen Lu, Benzhong Zhu, Yunbo Luo. Lycopene accumulation affects the biosynthesis of some carotenoid-related volatiles independent of ethylene in tomato. Journal of integrative plant biology. 2008 Aug; 50(8):991-6. doi: 10.1111/j.1744-7909.2008.00685.x. [PMID: 18713349]
  • Mwafaq Ibdah, Yaniv Azulay, Vitaly Portnoy, Boris Wasserman, Einat Bar, Ayala Meir, Yossi Burger, Joseph Hirschberg, Arthur A Schaffer, Nurit Katzir, Yaakov Tadmor, Efraim Lewinsohn. Functional characterization of CmCCD1, a carotenoid cleavage dioxygenase from melon. Phytochemistry. 2006 Aug; 67(15):1579-89. doi: 10.1016/j.phytochem.2006.02.009. [PMID: 16563447]
  • Subha Rastogi, Dinesh K Kulshreshtha, Ajay Kumar Singh Rawat. Streblus asper Lour. (Shakhotaka): A Review of its Chemical, Pharmacological and Ethnomedicinal Properties. Evidence-based complementary and alternative medicine : eCAM. 2006 Jun; 3(2):217-22. doi: 10.1093/ecam/nel018. [PMID: 16786051]
  • Niko Radulović, Gordana Stojanović, Radosav Palić. Composition and antimicrobial activity of Equisetum arvense L. essential oil. Phytotherapy research : PTR. 2006 Jan; 20(1):85-8. doi: 10.1002/ptr.1815. [PMID: 16397851]
  • Andrew J Simkin, Steven H Schwartz, Michele Auldridge, Mark G Taylor, Harry J Klee. The tomato carotenoid cleavage dioxygenase 1 genes contribute to the formation of the flavor volatiles beta-ionone, pseudoionone, and geranylacetone. The Plant journal : for cell and molecular biology. 2004 Dec; 40(6):882-92. doi: 10.1111/j.1365-313x.2004.02263.x. [PMID: 15584954]
  • Ann M Fraser, Wendy L Mechaber, John G Hildebrand. Electroantennographic and behavioral responses of the sphinx moth Manduca sexta to host plant headspace volatiles. Journal of chemical ecology. 2003 Aug; 29(8):1813-33. doi: 10.1023/a:1024898127549. [PMID: 12956509]
  • Olusola Lamikanra, Olga A Richard, Alesia Parker. Ultraviolet induced stress response in fresh cut cantaloupe. Phytochemistry. 2002 May; 60(1):27-32. doi: 10.1016/s0031-9422(02)00048-1. [PMID: 11985848]
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