(-)-Menthone (BioDeep_00000000875)

Main id: BioDeep_00000279402

 

human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


InChI=1/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3/t8-,9+/m1/s

化学式: C10H18O (154.1357578)
中文名称: 5-甲基-2-(1-甲乙基)环已硐, (-)-薄荷酮, 胡薄荷酮, 薄荷酮, 孟酮
谱图信息: 最多检出来源 Homo sapiens(lipidomics) 98.79%

分子结构信息

SMILES: CC(C)[C@@H]1CC[C@@H](C)CC1=O
InChI: InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3/t8-,9+/m1/s1

描述信息

(-)-menthone, also known as P-menthan-3-one or (2s,5r)-2-isopropyl-5-methylcyclohexanone, is a member of the class of compounds known as menthane monoterpenoids. Menthane monoterpenoids are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Thus, (-)-menthone is considered to be an isoprenoid lipid molecule (-)-menthone is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). (-)-menthone is a fresh, green, and minty tasting compound and can be found in a number of food items such as lemon, kai-lan, babassu palm, and linden, which makes (-)-menthone a potential biomarker for the consumption of these food products (-)-menthone exists in all eukaryotes, ranging from yeast to humans.
(-)-Menthone, also known as (1R,4S)-menthone or L-menthone, belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. (-)-Menthone is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Thus, (-)-menthone is considered to be an isoprenoid lipid molecule.
(-)-menthone is a menthone that is cyclohexanone substituted by a methyl and an isopropyl group at positions 5 and 2 respectively (the 2S,5R-stereoisomer). It is an enantiomer of a (+)-menthone.
Menthone is a natural product found in Xylopia aromatica, Hedeoma multiflora, and other organisms with data available.
Menthone is a metabolite found in or produced by Saccharomyces cerevisiae.
A menthone that is cyclohexanone substituted by a methyl and an isopropyl group at positions 5 and 2 respectively (the 2S,5R-stereoisomer).
(-)-Menthone is a monoterpene component of the essential oil of maturing peppermint. (+)-Neomenthyl-β-d-glucoside is a metabolite of (-)-Menthone[1].Mortality of two biological forms of Anopheles stephensi(larvae) exposed to about 45 ppm (-)-Menthone is 27.67\\\\\\% and 94.92\\\\\\%. [2]
(-)-Menthone is a monoterpene component of the essential oil of maturing peppermint. (+)-Neomenthyl-β-d-glucoside is a metabolite of (-)-Menthone[1].Mortality of two biological forms of Anopheles stephensi(larvae) exposed to about 45 ppm (-)-Menthone is 27.67\\\\\% and 94.92\\\\\%. [2]
(-)-Menthone is a monoterpene component of the essential oil of maturing peppermint. (+)-Neomenthyl-β-d-glucoside is a metabolite of (-)-Menthone[1].Mortality of two biological forms of Anopheles stephensi(larvae) exposed to about 45 ppm (-)-Menthone is 27.67\\\\% and 94.92\\\\%. [2]
(-)-Menthone is a monoterpene component of the essential oil of maturing peppermint. (+)-Neomenthyl-β-d-glucoside is a metabolite of (-)-Menthone[1].Mortality of two biological forms of Anopheles stephensi(larvae) exposed to about 45 ppm (-)-Menthone is 27.67\\\% and 94.92\\\%. [2]
Menthone, a monoterpene extracted from plants and Mentha oil with strong antioxidant properties. Menthone is a main volatile component of the essential oil, and has anti-Inflammatory properties in Schistosoma mansoni Infection[1][2].
Menthone, a monoterpene extracted from plants and Mentha oil with strong antioxidant properties. Menthone is a main volatile component of the essential oil, and has anti-Inflammatory properties in Schistosoma mansoni Infection[1][2].

同义名列表

89 个代谢物同义名

InChI=1/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3/t8-,9+/m1/s; 1/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3/t8-,9+/m1/s; Cyclohexanone, 5-methyl-2-(1-methylethyl)-, trans-(.+/-.)-; Cyclohexanone, 5-methyl-2-(1-methylethyl)-, trans-(+/-)-; Cyclohexanone, 5-methyl-2-(1-methylethyl)-, (2R,5S)-rel-; (-)-Menthone, primary pharmaceutical reference standard; Cyclohexanone, 5-methyl-2-(1-methylethyl)-, (2S-trans)-; Cyclohexanone, 5-methyl-2-(1-methylethyl)-, (2S,5R)-; 5-Methyl-2-(1-methylethyl)-(2S-trans)-Cyclohexanone; Cyclohexanone, 5-methyl-2-(1-methylethyl)-, trans-; (2S-trans)-5-methyl-2-(1-methylethyl)cyclohexanone; 5-Methyl-2-(1-methylethyl)-(2S,5R)-Cyclohexanone; (2S,5R)-5-METHYL-2-(1-METHYLETHYL)-CYCLOHEXANONE; (2S,5R)-5-Methyl-2-(Propan-2-Yl)Cyclohexan-1-One; (2S, 5R)-trans-2-isopropyl-5-methylcyclohexanone; Cyclohexan-1-one, 2-isopropyl-5-methyl-, racemic; 5-Methyl-2-(1-methylethyl)cyclohexanone, trans-; (2S,5R)-5-methyl-2-(1-methylethyl)cyclohexanone; (2S,5R)-5-methyl-2-propan-2-ylcyclohexan-1-one; rel-(2R,5S)-2-isopropyl-5-methylcyclohexanone; (2S,5R)-5-methyl-2-(propan-2-yl)cyclohexanone; (2S,5R)-2-Isopropyl-5-methylcyclohexan-1-one; (-)-5-Methyl-2-(1-methylethyl)cyclohexanone; (2S,5R)-2-isopropyl-5-methyl-cyclohexanone; (2S,5R)-2-isopropyl-5-methylcyclohexanone; 2-Isopropyl-5-methylcyclohexanone, trans; (2S,5R)2-isopropyl-5-methylcyclohexanone; 5-Methyl-2-(1-methylethyl)cyclohexanone; 1-METHYL-4-ISOPROPYLCYCLOHEXAN-3-ONE; (-)-Menthone, analytical standard; (1R,4S)-(-)-p-Menthan-3-one; (1S)-trans-p-menthan-3-one; trans-(-)-p-Menthan-3-one; (1R,4S)-p-menthan-3-one; p-Menthan-3-one racemic; p-Menthan-3-one, trans-; (1R,4S)-p-Menth-3-one; trans-p-Menthan-3-one; p-Menthan-3-one, dl-; (-)-(2S,5R)-Menthone; (2S,5R)-(-)-Menthone; (-)-(1R,4S)-menthone; Menthan-3-one, trans; trans-Menthan-3-one; (-)-Menthone, 90\\%; Menthone (natural); (-)-MENTHONE [FCC]; Menthone racemic; (1R,4S)-Menthone; Spectrum2_000691; (2S,5R)-Menthone; Spectrum5_000495; (-)-Menthone,(S); trans-p-menthone; Spectrum4_001648; Spectrum3_001272; UNII-5F709W4OG4; UNII-9NH5J4V8FN; L-Menthan-3-one; p-Menthan-3-one; L-MENTHONE [MI]; MENTHONE [FHFI]; MENTHONE, (-)-; Tox21_111510_1; trans-Menthone; (dl)-Menthone; DivK1c_006533; (-)-Menthone; Tox21_302153; KBio3_002364; KBio1_001477; KBio2_001779; Tox21_111510; KBio2_004347; (±)-Menthone; MENTHONE, L-; KBio2_006915; Neomenthone; DL-Menthone; (-)menthone; 9NH5J4V8FN; 1-menthone; p-Menthone; Menthone G; 5F709W4OG4; l-MENTHONE; AI3-11106; Menthone; menthon



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

4 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(1)

PharmGKB(0)

58 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

  • Xin An, Yangzhen Liao, Yifan Yu, Jiahe Fan, Jingqiong Wan, Yuan Wei, Zhen Ouyang. Effects of MhMYB1 and MhMYB2 transcription factors on the monoterpenoid biosynthesis pathway in l-menthol chemotype of Mentha haplocalyx Briq. Planta. 2024 May; 260(1):3. doi: 10.1007/s00425-024-04441-y. [PMID: 38767800]
  • Bartłomiej Piasecki, Izabela Korona-Głowniak, Anna Kiełtyka-Dadasiewicz, Agnieszka Ludwiczuk. Composition and Anti-Helicobacter pylori Properties of Essential Oils Obtained from Selected Mentha Cultivars. Molecules (Basel, Switzerland). 2023 Jul; 28(15):. doi: 10.3390/molecules28155690. [PMID: 37570659]
  • 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]
  • Wenming Zhao, Chengwei Yang, Ning Zhang, Yuanyuan Peng, Ying Ma, Keru Gu, Xia Liu, Xiaohui Liu, Xijian Liu, Yumin Liu, Songkai Li, Linjing Zhao. Menthone Exerts its Antimicrobial Activity Against Methicillin Resistant Staphylococcus aureus by Affecting Cell Membrane Properties and Lipid Profile. Drug design, development and therapy. 2023; 17(?):219-236. doi: 10.2147/dddt.s384716. [PMID: 36721663]
  • Hui Zhao, Shan Ren, Han Yang, Shun Tang, Chenyang Guo, Maolun Liu, Qiu Tao, Tianqi Ming, Haibo Xu. Peppermint essential oil: its phytochemistry, biological activity, pharmacological effect and application. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2022 Oct; 154(?):113559. doi: 10.1016/j.biopha.2022.113559. [PMID: 35994817]
  • Yi-Hsuan Su, Jin-Yuarn Lin. Menthone supplementation protects from allergic inflammation in the lungs of asthmatic mice. European journal of pharmacology. 2022 Sep; 931(?):175222. doi: 10.1016/j.ejphar.2022.175222. [PMID: 35988786]
  • Jiajia Zeng, Wenjuan Wang, Junjun Lin, Yuchi Zhang, Hao Li, Jiangang Liu, Chen Yan, Yanxiang Gu, Yun Wei. Purification of menthone and menthol from Mentha haplocalyx by suspension particle assisted solvent sublation, neuroprotective effect in vitro and molecular docking of menthol on amyloid-β. Journal of chromatography. A. 2022 Jul; 1674(?):463125. doi: 10.1016/j.chroma.2022.463125. [PMID: 35597196]
  • Xiangjie Chen, Qiuyu Wu, Zheng Gong, Tengfei Ren, Qian Du, Yukang Yuan, Yibo Zuo, Ying Miao, Jiuyi He, Caixia Qiao, Zhijin Zheng, Tingting Zhang, Lin Huang, Zhijun Xie, Jun Wang, Yueping Zhu, Chuanwu Zhu, Yang Xu, Depei Wu, Fangyuan Gong, Junping Cheng, Chengping Wen, Hui Zheng. A Natural Plant Ingredient, Menthone, Regulates T Cell Subtypes and Lowers Pro-inflammatory Cytokines of Rheumatoid Arthritis. Journal of natural products. 2022 04; 85(4):1109-1117. doi: 10.1021/acs.jnatprod.1c01231. [PMID: 35302365]
  • 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]
  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Daniela Grul'ová, Mária Pl'uchtová, Jozef Fejér, Laura De Martino, Lucia Caputo, Vincent Sedlák, Vincenzo De Feo. Influence of six essential oils on invasive Solidago canadensis L. seed germination. Natural product research. 2020 Nov; 34(22):3231-3233. doi: 10.1080/14786419.2018.1552694. [PMID: 30689411]
  • Sayed Amin Alavi, Ahmad Mohammadi Ghehsareh, Ali Soleymani, Ebrahim Panahpour, Morteza Mozafari. Pepermint (Mentha piperita L.) growth and biochemical properties affected by magnetized saline water. Ecotoxicology and environmental safety. 2020 Sep; 201(?):110775. doi: 10.1016/j.ecoenv.2020.110775. [PMID: 32535365]
  • Amanda Gisler, Jiayi Lan, Kapil Dev Singh, Jakob Usemann, Urs Frey, Renato Zenobi, Pablo Sinues. Real-time breath analysis of exhaled compounds upon peppermint oil ingestion by secondary electrospray ionization-high resolution mass spectrometry: technical aspects. Journal of breath research. 2020 07; 14(4):046001. doi: 10.1088/1752-7163/ab9f8b. [PMID: 32691749]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • 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]
  • 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]
  • Chanchan Liu, Narayanan Srividya, Amber N Parrish, Wei Yue, Mingqiu Shan, Qinan Wu, B Markus Lange. Morphology of glandular trichomes of Japanese catnip (Schizonepeta tenuifolia Briquet) and developmental dynamics of their secretory activity. Phytochemistry. 2018 Jun; 150(?):23-30. doi: 10.1016/j.phytochem.2018.02.018. [PMID: 29533838]
  • 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]
  • Martina Cirlini, Pedro Mena, Michele Tassotti, Kelli A Herrlinger, Kristin M Nieman, Chiara Dall'Asta, Daniele Del Rio. Phenolic and Volatile Composition of a Dry Spearmint (Mentha spicata L.) Extract. Molecules (Basel, Switzerland). 2016 Aug; 21(8):. doi: 10.3390/molecules21081007. [PMID: 27527127]
  • Dragana Stojičić, Svetlana Tošić, Violeta Slavkovska, Bojan Zlatković, Snežana Budimir, Dušica Janošević, Branka Uzelac. Glandular trichomes and essential oil characteristics of in vitro propagated Micromeria pulegium (Rochel) Benth. (Lamiaceae). Planta. 2016 Aug; 244(2):393-404. doi: 10.1007/s00425-016-2513-7. [PMID: 27074837]
  • Liam M Heaney, Dorota M Ruszkiewicz, Kayleigh L Arthur, Andria Hadjithekli, Clive Aldcroft, Martin R Lindley, Cl Paul Thomas, Matthew A Turner, James C Reynolds. Real-time monitoring of exhaled volatiles using atmospheric pressure chemical ionization on a compact mass spectrometer. Bioanalysis. 2016 Jul; 8(13):1325-36. doi: 10.4155/bio-2016-0045. [PMID: 27277875]
  • E Darvishi, D Kahrizi, S Bahraminejad, M Mansouri. In vitro induction of α-pinene, pulegone, menthol, menthone and limonene in cell suspension culture of pennyroyal (Mentha pulegium). Cellular and molecular biology (Noisy-le-Grand, France). 2016 Mar; 62(3):7-9. doi: . [PMID: 27064866]
  • Yi Lan, Jingyan Wang, Hui Li, Yewen Zhang, Yanyan Chen, Bochen Zhao, Qing Wu. Effect of menthone and related compounds on skin permeation of drugs with different lipophilicity and molecular organization of stratum corneum lipids. Pharmaceutical development and technology. 2016; 21(4):389-98. doi: 10.3109/10837450.2015.1011660. [PMID: 25684238]
  • 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]
  • Daniela Grulova, Laura De Martino, Emilia Mancini, Ivan Salamon, Vincenzo De Feo. Seasonal variability of the main components in essential oil of Mentha × piperita L. Journal of the science of food and agriculture. 2015 Feb; 95(3):621-7. doi: 10.1002/jsfa.6802. [PMID: 24965379]
  • 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]
  • Ma Carmen Romero, Ma Concepción Navarro, Joaquina Martín-Sánchez, Adela Valero. Peppermint (Mentha piperita) and albendazole against anisakiasis in an animal model. Tropical medicine & international health : TM & IH. 2014 Dec; 19(12):1430-6. doi: 10.1111/tmi.12399. [PMID: 25330410]
  • Nicholas John Sadgrove, Graham Lloyd Jones. Cytogeography of essential oil chemotypes of Eremophila longifolia F. Muell (Scrophulariaceae). Phytochemistry. 2014 Sep; 105(?):43-51. doi: 10.1016/j.phytochem.2014.05.005. [PMID: 24874947]
  • Immacolata Iovinella, Paolo Pelosi, Barbara Conti. A rationale to design longer lasting mosquito repellents. Parasitology research. 2014 May; 113(5):1813-20. doi: 10.1007/s00436-014-3827-7. [PMID: 24599300]
  • Subir K Bose, Ritesh Kumar Yadav, Smrati Mishra, Rajender S Sangwan, A K Singh, B Mishra, A K Srivastava, Neelam S Sangwan. Effect of gibberellic acid and calliterpenone on plant growth attributes, trichomes, essential oil biosynthesis and pathway gene expression in differential manner in Mentha arvensis L. Plant physiology and biochemistry : PPB. 2013 May; 66(?):150-8. doi: 10.1016/j.plaphy.2013.02.011. [PMID: 23514759]
  • 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]
  • 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]
  • Djamel Djenane, Mohammed Aïder, Javier Yangüela, Lamia Idir, Diego Gómez, Pedro Roncalés. Antioxidant and antibacterial effects of Lavandula and Mentha essential oils in minced beef inoculated with E. coli O157:H7 and S. aureus during storage at abuse refrigeration temperature. Meat science. 2012 Dec; 92(4):667-74. doi: 10.1016/j.meatsci.2012.06.019. [PMID: 22789458]
  • Franco Matías Escobar, Laura Noelia Cariddi, María Carola Sabini, Elina Reinoso, Sonia Beatriz Sutil, Cristina Vanesa Torres, Silvia Matilde Zanon, Liliana Inés Sabini. Lack of cytotoxic and genotoxic effects of Minthostachys verticillata essential oil: studies in vitro and in vivo. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2012 Sep; 50(9):3062-7. doi: 10.1016/j.fct.2012.06.018. [PMID: 22727859]
  • Razan Hamoud, Frank Sporer, Jürgen Reichling, Michael Wink. Antimicrobial activity of a traditionally used complex essential oil distillate (Olbas(®) Tropfen) in comparison to its individual essential oil ingredients. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2012 Aug; 19(11):969-76. doi: 10.1016/j.phymed.2012.05.014. [PMID: 22739414]
  • 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]
  • Regina Karousou, Effie Hanlidou, Diamando Lazari. Essential-oil diversity of three Calamintha species from Greece. Chemistry & biodiversity. 2012 Jul; 9(7):1364-72. doi: 10.1002/cbdv.201100262. [PMID: 22782882]
  • 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]
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