Piperitenone (BioDeep_00000638379)

Main id: BioDeep_00000004803

 

PANOMIX_OTCML-2023 Volatile Flavor Compounds natural product


代谢物信息卡片


2-CYCLOHEXEN-1-ONE, 3-METHYL-6-(1-METHYLETHYLIDENE)-

化学式: C10H14O (150.1044594)
中文名称: 3-甲基-6-(1-甲基乙亚基)环己-2-烯-1-酮
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1(=CC(/C(/CC1)=C(\C)/C)=O)C
InChI: InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h6H,4-5H2,1-3H3

描述信息

同义名列表

16 个代谢物同义名

Piperitenone; 2-CYCLOHEXEN-1-ONE, 3-METHYL-6-(1-METHYLETHYLIDENE)-; 3-methyl-6-propan-2-ylidene-cyclohex-2-en-1-one; 3-Methyl-6-propan-2-ylidenecyclohex-2-en-1-one; 6-isopropylidene-3-methyl-cyclohex-2-en-1-one; 6-isopropylidene-3-methyl-1-cyclohex-2-enone; p-mentha-1,4(8)-dien-3-one; NCI60_023460; CHEBI:17304; AIDS-161030; AIDS161030; NSC667470; 491-09-8; C01951; Piperitenone; Piperitenone



数据库引用编号

13 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)

143 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

  • Vanja Tadić, Mijat Božović, Filippo Sapienza, Roberta Astolfi, Milan Mladenović, Maria Cristina Zaka, Fabiana Del Bove, Francesca Borzacchi, Caterina Fraschetti, Caterina Rossi, Silvia Vertuani, Anna Baldisserotto, Stefano Manfredini, Rino Ragno. Chemical Composition and Anti-Candida Activity of Mentha suaveolens Ehrh. Essential Oils Obtained by Different Distillation Processes. Molecules (Basel, Switzerland). 2023 Oct; 28(19):. doi: 10.3390/molecules28196934. [PMID: 37836777]
  • Hosein Ahmadi, Habib Farhadi, Mohammad Reza Morshedloo, Filippo Maggi. Modeling and optimizing concentration of exogenous application of γ-aminobutyric acid on NaCl-stressed pineapple mint (Mentha suaveolens) using response surface methodology: an investigation into secondary metabolites and physiological parameters. BMC plant biology. 2023 Jun; 23(1):309. doi: 10.1186/s12870-023-04312-w. [PMID: 37296388]
  • Michiru Kimura, Michiho Ito. Bioconversion of essential oil components of Perilla frutescens by Saccharomyces cerevisiae. Journal of natural medicines. 2020 Jan; 74(1):189-199. doi: 10.1007/s11418-019-01363-y. [PMID: 31576496]
  • Athanassios Giatropoulos, Athanasios Kimbaris, Αntonios Michaelakis, Dimitrios P Papachristos, Moschos G Polissiou, Nickolaos Emmanouel. Chemical composition and assessment of larvicidal and repellent capacity of 14 Lamiaceae essential oils against Aedes albopictus. Parasitology research. 2018 Jun; 117(6):1953-1964. doi: 10.1007/s00436-018-5892-9. [PMID: 29717370]
  • Mehdi Teymouri, Ardalan Alizadeh. Chemical composition and antimicrobial activity of the essential oil of Mentha mozaffarianii Jamzad growing wild and cultivated in Iran. Natural product research. 2018 Jun; 32(11):1320-1323. doi: 10.1080/14786419.2017.1342082. [PMID: 28658991]
  • Juan Antonio Llorens-Molina, Cynthia Fiorella Rivera Seclén, Sandra Vacas Gonzalez, Herminio Boira Tortajada. Mentha suaveolens Ehrh. Chemotypes in Eastern Iberian Peninsula: Essential Oil Variation and Relation with Ecological Factors. Chemistry & biodiversity. 2017 Dec; 14(12):. doi: 10.1002/cbdv.201700320. [PMID: 28886241]
  • Antonella Di Sotto, Silvia Di Giacomo, Lorena Abete, Mijat Božović, Olga A Parisi, Fabio Barile, Annabella Vitalone, Angelo A Izzo, Rino Ragno, Gabriela Mazzanti. Genotoxicity assessment of piperitenone oxide: An in vitro and in silico evaluation. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2017 Aug; 106(Pt A):506-513. doi: 10.1016/j.fct.2017.06.021. [PMID: 28606765]
  • Athanasios C Kimbaris, Azucena González-Coloma, Maria Fe Andrés, Veroniki P Vidali, Moschos G Polissiou, Omar Santana-Méridas. Biocidal Compounds from Mentha sp. Essential Oils and Their Structure-Activity Relationships. Chemistry & biodiversity. 2017 Mar; 14(3):. doi: 10.1002/cbdv.201600270. [PMID: 27770481]
  • K B Rameshkumar, D B Alan Sheeja, Mangalam S Nair, V George. Curcuma ecalcarata - new natural source of pinocembrin and piperitenone. Natural product research. 2015; 29(13):1276-9. doi: 10.1080/14786419.2014.994210. [PMID: 25553726]
  • Livia Civitelli, Simona Panella, Maria Elena Marcocci, Alberto De Petris, Stefania Garzoli, Federico Pepi, Elisabetta Vavala, Rino Ragno, Lucia Nencioni, Anna Teresa Palamara, Letizia Angiolella. In vitro inhibition of herpes simplex virus type 1 replication by Mentha suaveolens essential oil and its main component piperitenone oxide. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2014 May; 21(6):857-65. doi: 10.1016/j.phymed.2014.01.013. [PMID: 24629600]
  • Sanja Ćavar, Danijela Vidic, Milka Maksimović. Volatile constituents, phenolic compounds, and antioxidant activity of Calamintha glandulosa (Req.) Bentham. Journal of the science of food and agriculture. 2013 May; 93(7):1758-64. doi: 10.1002/jsfa.5967. [PMID: 23184904]
  • Mitscheli S Da Rocha, Puttappa R Dodmane, Lora L Arnold, Karen L Pennington, Muhammad M Anwar, Bret R Adams, Sean V Taylor, Clint Wermes, Timothy B Adams, Samuel M Cohen. Mode of action of pulegone on the urinary bladder of F344 rats. Toxicological sciences : an official journal of the Society of Toxicology. 2012 Jul; 128(1):1-8. doi: 10.1093/toxsci/kfs135. [PMID: 22499580]
  • Niko S Radulović, Polina D Blagojević. Volatile secondary metabolites of Micromeria dalmatica Benth. (Lamiaceae): biosynthetical and chemotaxonomical aspects. Chemistry & biodiversity. 2012 Jul; 9(7):1303-19. doi: 10.1002/cbdv.201100429. [PMID: 22782877]
  • Glenn W Turner, Edward M Davis, Rodney B Croteau. Immunocytochemical localization of short-chain family reductases involved in menthol biosynthesis in peppermint. Planta. 2012 Jun; 235(6):1185-95. doi: 10.1007/s00425-011-1567-9. [PMID: 22170164]
  • Alessandra Bertoli, Michele Leonardi, Justyna Krzyzanowska, Wieslaw Oleszek, Luisa Pistelli. In vitro production of M. × piperita not containing pulegone and menthofuran. Acta biochimica Polonica. 2012; 59(3):417-23. doi: . [PMID: 22946028]
  • Yong-Wei Wang, Wei-Cai Zeng, Pei-Yu Xu, Ya-Jia Lan, Rui-Xue Zhu, Kai Zhong, Yi-Na Huang, Hong Gao. Chemical composition and antimicrobial activity of the essential oil of kumquat (Fortunella crassifolia Swingle) peel. International journal of molecular sciences. 2012; 13(3):3382-3393. doi: 10.3390/ijms13033382. [PMID: 22489157]
  • Márcia M M Marques, Selene M Morais, Icaro G P Vieira, Mariano G S Vieira, Ana Raquel, A Silva, Raimundo Rafael De Almeida, Maria Izabel F Guedes. Larvicidal activity of Tagetes erecta against Aedes aegypti. Journal of the American Mosquito Control Association. 2011 Jun; 27(2):156-8. doi: 10.2987/10-6056.1. [PMID: 21805850]
  • Donatella Pietrella, Letizia Angiolella, Elisabetta Vavala, Anna Rachini, Francesca Mondello, Rino Ragno, Francesco Bistoni, Anna Vecchiarelli. Beneficial effect of Mentha suaveolens essential oil in the treatment of vaginal candidiasis assessed by real-time monitoring of infection. BMC complementary and alternative medicine. 2011 Feb; 11(?):18. doi: 10.1186/1472-6882-11-18. [PMID: 21356078]
  • Alessandra Bertoli, Michele Leonardi, Justine Krzyzanowska, Wieslaw Oleszek, Luisa Pistelli. Mentha longifolia in vitro cultures as safe source of flavouring ingredients. Acta biochimica Polonica. 2011; 58(4):581-7. doi: . [PMID: 22175048]
  • B Marongiu, A Piras, S Porcedda, D Falconieri, A Maxia, M J Gonçalves, C Cavaleiro, L Salgueiro. Chemical composition and biological assays of essential oils of Calamintha nepeta (L.) Savi subsp. nepeta (Lamiaceae). Natural product research. 2010 Nov; 24(18):1734-42. doi: 10.1080/14786410903108944. [PMID: 20981614]
  • A Samie, A Housein, N Lall, J J M Meyer. Crude extracts of, and purified compounds from, Pterocarpus angolensis, and the essential oil of Lippia javanica: their in-vitro cytotoxicities and activities against selected bacteria and Entamoeba histolytica. Annals of tropical medicine and parasitology. 2009 Jul; 103(5):427-39. doi: 10.1179/136485909x435111. [PMID: 19583913]
  • P J C Sousa, C F B M Linard, D Azevedo-Batista, A C Oliveira, A N Coelho-de-Souza, J H Leal-Cardoso. Antinociceptive effects of the essential oil of Mentha x villosa leaf and its major constituent piperitenone oxide in mice. Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas. 2009 Jul; 42(7):655-9. doi: 10.1590/s0100-879x2009000700010. [PMID: 19578645]
  • Hamzeh Amiri. Influence of growth phase on the essential oil composition of Ziziphora clinopodioides Lam. Natural product research. 2009; 23(7):601-6. doi: 10.1080/14786410802113995. [PMID: 19401912]
  • Mohaddese Mahboubi, Ghasem Haghi. Antimicrobial activity and chemical composition of Mentha pulegium L. essential oil. Journal of ethnopharmacology. 2008 Sep; 119(2):325-7. doi: 10.1016/j.jep.2008.07.023. [PMID: 18703127]
  • Michiho Ito, Gisho Honda, Kongmany Sydara. Perilla frutescens var. frutescens in northern Laos. Journal of natural medicines. 2008 Apr; 62(2):251-8. doi: 10.1007/s11418-007-0213-0. [PMID: 18404336]
  • Bruno Marongiu, Alessandra Piras, Silvia Porcedda, Enrica Tuveri, Andrea Maxia. Comparative analysis of the oil and supercritical CO2 extract of Ridolfia segetum (L.) Moris. Natural product research. 2007 May; 21(5):412-7. doi: 10.1080/00319100600577443. [PMID: 17487612]
  • Suzan Ozturk, Sezai Ercisli. The chemical composition of essential oil and in vitro antibacterial activities of essential oil and methanol extract of Ziziphora persica Bunge. Journal of ethnopharmacology. 2006 Jul; 106(3):372-6. doi: 10.1016/j.jep.2006.01.014. [PMID: 16529887]
  • Rodney B Croteau, Edward M Davis, Kerry L Ringer, Mark R Wildung. (-)-Menthol biosynthesis and molecular genetics. Die Naturwissenschaften. 2005 Dec; 92(12):562-77. doi: 10.1007/s00114-005-0055-0. [PMID: 16292524]
  • Peyman Salehi, Ali Sonboli, Fereshteh Eftekhar, Samad Nejad-Ebrahimi, Morteza Yousefzadi. Essential oil composition, antibacterial and antioxidant activity of the oil and various extracts of Ziziphora clinopodioides subsp. rigida (BOISS.) RECH. f. from Iran. Biological & pharmaceutical bulletin. 2005 Oct; 28(10):1892-6. doi: 10.1248/bpb.28.1892. [PMID: 16204941]
  • C Romagnoli, R Bruni, E Andreotti, M K Rai, C B Vicentini, D Mares. Chemical characterization and antifungal activity of essential oil of capitula from wild Indian Tagetes patula L. Protoplasma. 2005 Apr; 225(1-2):57-65. doi: 10.1007/s00709-005-0084-8. [PMID: 15868213]
  • Kerry L Ringer, Edward M Davis, Rodney Croteau. Monoterpene metabolism. Cloning, expression, and characterization of (-)-isopiperitenol/(-)-carveol dehydrogenase of peppermint and spearmint. Plant physiology. 2005 Mar; 137(3):863-72. doi: 10.1104/pp.104.053298. [PMID: 15734920]
  • Arun K Tripathi, Veena Prajapati, Ateeque Ahmad, Kishan K Aggarwal, Suman P S Khanuja. Piperitenone oxide as toxic, repellent, and reproduction retardant toward malarial vector Anopheles stephensi (Diptera: Anophelinae). Journal of medical entomology. 2004 Jul; 41(4):691-8. doi: 10.1603/0022-2585-41.4.691. [PMID: 15311462]
  • Elena E Stashenko, Beatriz E Jaramillo, Jairo René Martínez. Comparison of different extraction methods for the analysis of volatile secondary metabolites of Lippia alba (Mill.) N.E. Brown, grown in Colombia, and evaluation of its in vitro antioxidant activity. Journal of chromatography. A. 2004 Jan; 1025(1):93-103. doi: 10.1016/j.chroma.2003.10.058. [PMID: 14753676]
  • Kerry L Ringer, Marie E McConkey, Edward M Davis, Gary W Rushing, Rodney Croteau. Monoterpene double-bond reductases of the (-)-menthol biosynthetic pathway: isolation and characterization of cDNAs encoding (-)-isopiperitenone reductase and (+)-pulegone reductase of peppermint. Archives of biochemistry and biophysics. 2003 Oct; 418(1):80-92. doi: 10.1016/s0003-9861(03)00390-4. [PMID: 13679086]
  • Paolo Emilio Tomei, Rita Elisabetta Uncini Manganelli, Guido Flamini, Pier Luigi Cioni, Ivano Morelli. Composition of the essential oil of Mentha microphylla from the Gennargentu Mountains (Sardinia, Italy). Journal of agricultural and food chemistry. 2003 Jun; 51(12):3614-7. doi: 10.1021/jf026091w. [PMID: 12769534]
  • Gozde Elgin Meral, Sibel Konyalioglu, Bintug Ozturk. Essential oil composition and antioxidant activity of endemic Ziziphora taurica subsp. cleonioides. Fitoterapia. 2002 Dec; 73(7-8):716-8. doi: 10.1016/s0367-326x(02)00244-7. [PMID: 12490239]
  • B Marinković, P D Marin, J Knezević-Vukcević, M D Soković, D Brkić. Activity of essential oils of three Micromeria species (Lamiaceae) against micromycetes and bacteria. Phytotherapy research : PTR. 2002 Jun; 16(4):336-9. doi: 10.1002/ptr.893. [PMID: 12112289]
  • S Lahlou, R F Carneiro-Leão, J H Leal-Cardoso, C F Toscano. Cardiovascular effects of the essential oil of Mentha x villosa and its main constituent, piperitenone oxide, in normotensive anaesthetised rats: role of the autonomic nervous system. Planta medica. 2001 Oct; 67(7):638-43. doi: 10.1055/s-2001-17352. [PMID: 11582542]
  • S Fuchs, V Montag, A Mosandl. Menthone and isomenthone biosynthesis in Pelargonium tomentosum Jacq. Enantiomer. 2001; 6(6):319-27. doi: . [PMID: 11958337]
  • P J Sousa, P J Magalhães, C C Lima, V S Oliveira, J H Leal-Cardoso. Effects of piperitenone oxide on the intestinal smooth muscle of the guinea pig. Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas. 1997 Jun; 30(6):787-91. doi: 10.1590/s0100-879x1997000600014. [PMID: 9292118]