(-)-trans-Isopulegone (BioDeep_00000008982)

 

Secondary id: BioDeep_00000869759, BioDeep_00001872281

human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


(2R-trans)-5-methyl-2-(1-methylethenyl)-cyclohexanone

化学式: C10H16O (152.1201)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(plant) 13.6%

分子结构信息

SMILES: C1C[C@@H](C(=O)C[C@@H]1C)C(C)=C
InChI: InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h8-9H,1,4-6H2,2-3H3

描述信息

(-)-trans-Isopulegone is found in fats and oils. (-)-trans-Isopulegone is a flavouring ingredient. It is isolated from oil of American pennyroyal (Hedeoma pulegioides), Mentha species and others, usually with Pulegon
Flavouring ingredient. Isolated from oil of American pennyroyal (Hedeoma pulegioides), Mentha subspecies and others, usually with Pulegone. (-)-trans-Isopulegone is found in fats and oils.

同义名列表

15 个代谢物同义名

(2R-trans)-5-methyl-2-(1-methylethenyl)-cyclohexanone; (2R-cis)-5-methyl-2-(1-methylethenyl)-cyclohexanone; 5-methyl-2-(prop-1-en-2-yl)cyclohexan-1-one; 1-Methyl-4-isopropenyl-3-cyclohexanone; (-)-trans-P-Menth-8-en-3-one; (-)-trans-Isopulegone; pulegone, (R)-isomer; pulegone, (S)-isomer; (+)-cis-Isopulegone; cis-isopulegone; (+)-Isopulegone; isopulegone; Pulegone; Isopulegone; Isopulegone



数据库引用编号

22 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

PlantCyc(1)

代谢反应

3 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(1)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(2)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

18 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

  • Aleksandra Maria Izdebska, Małgorzata Kłyś, Magdalena Nowak-Chmura, Sylwia Koczanowicz. Lower dose of plant substance more effective in repelling Rhyzopertha dominica F . (Coleoptera, Bostrichidae) and Sitophilus granarius L. (Coleoptera, Dryophthoridae). Annals of agricultural and environmental medicine : AAEM. 2023 Sep; 30(3):407-412. doi: 10.26444/aaem/163326. [PMID: 37772516]
  • Fatemeh Shahdadi, Maliheh Faryabi, Haroon Khan, Ali Salehi Sardoei, Bahman Fazeli-Nasab, Bey Hing Goh, Khang Wen Goh, Ching Siang Tan. Mentha longifolia Essential Oil and Pulegone in Edible Coatings of Alginate and Chitosan: Effects on Pathogenic Bacteria in Lactic Cheese. Molecules (Basel, Switzerland). 2023 Jun; 28(11):. doi: 10.3390/molecules28114554. [PMID: 37299028]
  • Tyler M Wilson, Audra Davis, Reilly E Sonstrom, Justin L Neill, Emma A Ziebarth, Ariel Poulson, Richard E Carlson. Essential Oil Composition and Enantioselective Profile of Agastache urticifolia (Lamiaceae) and Monardella odoratissima (Lamiaceae) from Utah. Molecules (Basel, Switzerland). 2023 Feb; 28(5):. doi: 10.3390/molecules28052249. [PMID: 36903495]
  • Paco Noriega, Lissette Calderón, Andrea Ojeda, Erika Paredes. Chemical Composition, Antimicrobial and Antioxidant Bioautography Activity of Essential Oil from Leaves of Amazon Plant Clinopodium brownei (Sw.). Molecules (Basel, Switzerland). 2023 Feb; 28(4):. doi: 10.3390/molecules28041741. [PMID: 36838728]
  • Muryam Abdul Razzaq, Waqas Younis, Muhammad Nasir Hayat Malik, Tariq G Alsahli, Alamgeer, Shah Jahan, Roma Ehsan, Arquimedes Gasparotto Junior, Asifa Bashir. Pulegone Prevents Hypertension through Activation of Muscarinic Receptors and Cyclooxygenase Pathway in L-NAME-Induced Hypertensive Rats. Cardiovascular therapeutics. 2023; 2023(?):8166840. doi: 10.1155/2023/8166840. [PMID: 37214130]
  • Chao Shou, Yu-Cong Zheng, Jing-Ru Zhan, Chun-Xiu Li, Jian-He Xu. Removing the Obstacle to (-)-Menthol Biosynthesis by Building a Microbial Cell Factory of (+)-cis-Isopulegone from (-)-Limonene. ChemSusChem. 2022 May; 15(9):e202101741. doi: 10.1002/cssc.202101741. [PMID: 34519416]
  • Mohammed Messaoudi, Abdelkrim Rebiai, Barbara Sawicka, Maria Atanassova, Hamza Ouakouak, Imane Larkem, Chukwuebuka Egbuna, Chinaza Godswill Awuchi, Sihem Boubekeur, Mohamed Amine Ferhat, Samir Begaa, Naima Benchikha. Effect of Extraction Methods on Polyphenols, Flavonoids, Mineral Elements, and Biological Activities of Essential Oil and Extracts of Mentha pulegium L. Molecules (Basel, Switzerland). 2021 Dec; 27(1):. doi: 10.3390/molecules27010011. [PMID: 35011242]
  • Haiyan Gong, Lijuan He, Zhilong Zhao, Xinmin Mao, Chen Zhang. The specific effect of (R)-(+)-pulegone on growth and biofilm formation in multi-drug resistant Escherichia coli and molecular mechanisms underlying the expression of pgaABCD genes. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2021 Feb; 134(?):111149. doi: 10.1016/j.biopha.2020.111149. [PMID: 33385683]
  • Mohammadreza Azimi, Jalil Mehrzad, Armita Ahmadi, Elnaz Ahmadi, Ali Ghorbani Ranjbary. Apoptosis Induced by Ziziphora tenuior Essential Oil in Human Colorectal Cancer Cells. BioMed research international. 2021; 2021(?):5522964. doi: 10.1155/2021/5522964. [PMID: 34337019]
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  • You Yeon Choi, Mi Hye Kim, Haesu Lee, Si Yeon Jo, Woong Mo Yang. (R)-(+)-pulegone suppresses allergic and inflammation responses on 2,4-dinitrochlorobenzene-induced atopic dermatitis in mice model. Journal of dermatological science. 2018 Sep; 91(3):292-300. doi: 10.1016/j.jdermsci.2018.06.002. [PMID: 29933898]
  • Yee Ching Ng, Ye Won Kim, Jeong-Su Lee, Sung Joon Lee, Moon Jung Song. Antiviral activity of Schizonepeta tenuifolia Briquet against noroviruses via induction of antiviral interferons. Journal of microbiology (Seoul, Korea). 2018 Sep; 56(9):683-689. doi: 10.1007/s12275-018-8228-7. [PMID: 30141161]
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  • Abdelhakim Bouyahya, Abdeslam Et-Touys, Youssef Bakri, Ahmed Talbaui, Hajiba Fellah, Jamal Abrini, Nadia Dakka. Chemical composition of Mentha pulegium and Rosmarinus officinalis essential oils and their antileishmanial, antibacterial and antioxidant activities. Microbial pathogenesis. 2017 Oct; 111(?):41-49. doi: 10.1016/j.micpath.2017.08.015. [PMID: 28821401]
  • Mijat Božović, Rino Ragno. Calamintha nepeta (L.) Savi and its Main Essential Oil Constituent Pulegone: Biological Activities and Chemistry. Molecules (Basel, Switzerland). 2017 Feb; 22(2):. doi: 10.3390/molecules22020290. [PMID: 28216606]
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  • Prawez Alam, Mahmoud Fayez Saleh, Maged Saad Abdel-Kader. Quantitative estimation of pulegone in Mentha longifolia growing in Saudi Arabia. Is it safe to use?. Pakistan journal of pharmaceutical sciences. 2016 Mar; 29(2):389-96. doi: . [PMID: 27087088]
  • Zheng Jiang, Hong Wang, Qi-nan Wu, Wei Yue, Da-wei Wu, Xiu-he Fan. [Qualitative and Quantitative Analysis of Major Constituents of Gland Products in Peltate Glandular Trichomes of Schizonepetae Spica]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2016 Jan; 39(1):31-6. doi: ". [PMID: 30079698]
  • Yukari Sunohara, Yohei Baba, Shigeru Matsuyama, Kaori Fujimura, Hiroshi Matsumoto. Screening and identification of phytotoxic volatile compounds in medicinal plants and characterizations of a selected compound, eucarvone. Protoplasma. 2015 Jul; 252(4):1047-59. doi: 10.1007/s00709-014-0739-4. [PMID: 25534256]
  • Guanying Hu, Xing Yuan, Sanyin Zhang, Ruru Wang, Miao Yang, Chunjie Wu, Zhigang Wu, Xiao Ke. Research on choleretic effect of menthol, menthone, pluegone, isomenthone, and limonene in DanShu capsule. International immunopharmacology. 2015 Feb; 24(2):191-197. doi: 10.1016/j.intimp.2014.12.001. [PMID: 25499726]
  • Franco Matías Escobar, María Carola Sabini, Laura Noelia Cariddi, Liliana Inés Sabini, Fernando Mañas, Andrea Cristofolini, Guillermo Bagnis, Mauro Nicolas Gallucci, Lilia Renée Cavaglieri. Safety assessment of essential oil from Minthostachys verticillata (Griseb.) Epling (peperina): 90-days oral subchronic toxicity study in rats. Regulatory toxicology and pharmacology : RTP. 2015 Feb; 71(1):1-7. doi: 10.1016/j.yrtph.2014.11.001. [PMID: 25445298]
  • Marzieh Piryaei, Mir Mahdi Abolghasemi, Hossein Nazemiyeh. Fast determination of Ziziphora tenuior L. essential oil by inorganic-organic hybrid material based on ZnO nanoparticles anchored to a composite made from polythiophene and hexagonally ordered silica. Natural product research. 2015; 29(9):833-7. doi: 10.1080/14786419.2014.989394. [PMID: 25496469]
  • Artur Santos-Miranda, Antonio Nei Gondim, Jose Evaldo Rodrigues Menezes-Filho, Carla Marina Lins Vasconcelos, Jader Santos Cruz, Danilo Roman-Campos. Pharmacological evaluation of R(+)-pulegone on cardiac excitability: role of potassium current blockage and control of action potential waveform. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2014 Sep; 21(10):1146-53. doi: 10.1016/j.phymed.2014.05.007. [PMID: 24912864]
  • He Qin Li, Qi Zhi Liu, Zhi Long Liu, Shu Shan Du, Zhi Wei Deng. Chemical composition and nematicidal activity of essential oil of Agastache rugosa against Meloidogyne incognita. Molecules (Basel, Switzerland). 2013 Apr; 18(4):4170-80. doi: 10.3390/molecules18044170. [PMID: 23571530]
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  • Mario Chessa, Angela Sias, Andrea Piana, Giuseppe Salvatore Mangano, Giacomo Luigi Petretto, Maria Dolores Masia, Bruno Tirillini, Giorgio Pintore. Chemical composition and antibacterial activity of the essential oil from Mentha requienii Bentham. Natural product research. 2013; 27(2):93-9. doi: 10.1080/14786419.2012.658798. [PMID: 22385272]
  • Fabrizio Araniti, Antonio Lupini, Agostino Sorgonà, Filomena Conforti, Mariangela Marrelli, Giancarlo Antonio Statti, Francesco Menichini, Maria Rosa Abenavoli. Allelopathic potential of Artemisia arborescens: isolation, identification and quantification of phytotoxic compounds through fractionation-guided bioassays. Natural product research. 2013; 27(10):880-7. doi: 10.1080/14786419.2012.691491. [PMID: 22687059]
  • A Kasrati, C Alaoui Jamali, K Bekkouche, H Lahcen, M Markouk, H Wohlmuth, D Leach, A Abbad. Essential oil composition and antimicrobial activity of wild and cultivated mint timija (Mentha suaveolens subsp. timija (Briq.) Harley), an endemic and threatened medicinal species in Morocco. Natural product research. 2013; 27(12):1119-22. doi: 10.1080/14786419.2012.708661. [PMID: 22838406]
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  • Sung-Hwa Sohn, Sunim Cho, Eun Seok Ji, Sung-Hoon Kim, Minkyu Shin, Moochang Hong, Hyunsu Bae. Microarray analysis of the gene expression profile of HMC-1 mast cells following Schizonepeta tenuifolia Briquet treatment. Cellular immunology. 2012 May; 277(1-2):58-65. doi: 10.1016/j.cellimm.2012.05.012. [PMID: 22726350]
  • Yanina Estefanía Rossi, Lilián Canavoso, Sara María Palacios. Molecular response of Musca domestica L. to Mintostachys verticillata essential oil, (4R)+-pulegone and menthone. Fitoterapia. 2012 Mar; 83(2):336-42. doi: 10.1016/j.fitote.2011.11.019. [PMID: 22155595]
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