21M14KDA67 (BioDeep_00000396317)

Main id: BioDeep_00000007671

Secondary id: BioDeep_00000016706

PANOMIX_OTCML-2023 Volatile Flavor Compounds


代谢物信息卡片


3-Cyclohexene-1-methanol, .alpha.,.alpha.,4-trimethyl-, (1S)-

化学式: C10H18O (154.1357578)
中文名称: α-萜品醇, (-)-α-松油醇, （+）-α-萜品醇, (+)-α-松油醇, （-）-α-萜品醇, α-松油醇
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=C(CC[C@@H](C1)C(C)(C)O)C
InChI: InChI=1S/C10H18O/c1-8-4-6-9(7-5-8)10(2,3)11/h4,9,11H,5-7H2,1-3H3/t9-/m1/s1

描述信息

(S)-(-)-alpha-terpineol is the (S)-enantiomer of alpha-terpineol. It has a role as a plant metabolite. It is an enantiomer of a (R)-(+)-alpha-terpineol.
(-)-alpha-Terpineol is a natural product found in Curcuma amada, Hypericum gentianoides, and other organisms with data available.
The (S)-enantiomer of alpha-terpineol.
(-)-α-Terpineol ((S)-α-Terpineol), a monoterpene compound, is one of compounds in Melaleuca alternifolia[1].
(-)-α-Terpineol ((S)-α-Terpineol), a monoterpene compound, is one of compounds in Melaleuca alternifolia[1].
(-)-α-Terpineol ((S)-α-Terpineol), a monoterpene compound, is one of compounds in Melaleuca alternifolia[1].
(-)-α-Terpineol ((S)-α-Terpineol), a monoterpene compound, is one of compounds in Melaleuca alternifolia[1].
α-Terpineol is isolated from Eucalyptus globulus Labill, exhibits strong antimicrobial activity against periodontopathic and cariogenic bacteria[1]. α-Terpineol possesses antifungal activity against T. mentagrophytes, and the activity might lead to irreversible cellular disruption[2].
α-Terpineol is isolated from Eucalyptus globulus Labill, exhibits strong antimicrobial activity against periodontopathic and cariogenic bacteria[1]. α-Terpineol possesses antifungal activity against T. mentagrophytes, and the activity might lead to irreversible cellular disruption[2].

同义名列表

61 个代谢物同义名

3-Cyclohexene-1-methanol, .alpha.,.alpha.,4-trimethyl-, (1S)-; 3-Cyclohexene-1-methanol, alpha,alpha,4-trimethyl-, (theta)-; 3-Cyclohexene-1-methanol, .alpha.,.alpha.,4-trimethyl-, (S)-; 3-Cyclohexene-1-methanol, alpha,alpha,4-trimethyl-, (1S)-; 3-Cyclohexene-1-methanol, alpha,alpha,4-trimethyl-, (1R)-; 3-Cyclohexene-1-methanol, alpha,alpha,4-trimethyl-, (S)-; (1S)-alpha,alpha,4-trimethyl-3-cyclohexene-1-methanol; (S)-alpha,alpha,4-trimethyl-3-cyclohexene-1-methanol; (R)-alpha,alpha,4-Trimethylcyclohex-3-ene-1-methanol; 3-Cyclohexene-1-methanol, a,a,4-trimethyl-, (1S)-; 2-(4-Methyl-3-cyclohexen-1-yl)-2-propanol, (S)-; 2-[(1S)-4-methylcyclohex-3-en-1-yl]propan-2-ol; (S)-2-(4-methylcyclohex-3-en-1-yl)propan-2-ol; (S)-2-(4-Methyl-3-cyclohexenyl)-2-propanol; alpha-Terpineol, natural, >=96\\%, FCC, FG; alpha-terpineol, sodium salt; p-Menth-1-en-8-ol, (S)-(-)-; p-Menth-1-en-8-ol (S)-(-)-; (S)-(-)-p-menth-1-en-8-ol; (-)-(4S)-alpha-terpineol; (S)-(-)-alpha-terpineol; .alpha.-Terpineol, (-)-; (4S)-p-menth-1-en-8-ol; alpha-Terpineol, (+)-; (-)-.alpha.-Terpineol; (S)-p-Menth-1-en-8-ol; (-?)?-?|A-?Terpineol; (S)-alpha-terpineol; (+)-alpha-terpineol; L-.alpha.-Terpineol; (-)-alpha-Terpineol; (-​)​-​α-​Terpineol; 1-.alpha.-Terpineol; (L)-alpha-Terpineol; DL-alpha-terpineol; p-menth-1-en-8-ol; D-alpha-terpineol; (S)-(-)-Terpineol; L-alpha-TERPINEOL; 1-alpha-terpineol; alpha-Terpinenol; (-) -α-Terpineol; alpha-terpineol; UNII-21M14KDA67; UNII-N9K6X87HU9; (S)--erpineol; (-)--erpineol; Tox21_303728; a-Terpineol; N9K6X87HU9; 21M14KDA67; XGE; (S?)?-?α-?Terpineol; (-?)?-?α-?Terpineol; α-Terpineol; alpha-Terpineol; (R)-(+)-alpha-Terpineol; (-)-alpha-Terpineol; alpha-Terpineol; (+)-alpha-Terpineol; (-)-alpha-Terpineol



数据库引用编号

27 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

3 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(3)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

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

  • M Shiraiwa, T Fang, J Wei, Psj Lakey, Bch Hwang, K C Edwards, S Kapur, Jem Mena, Y-K Huang, M A Digman, S A Weichenthal, S Nizkorodov, M T Kleinman. Chemical and Cellular Formation of Reactive Oxygen Species from Secondary Organic Aerosols in Epithelial Lining Fluid. Research report (Health Effects Institute). 2023 Dec; ?(215):1-56. doi: ". [PMID: 38420854]
  • Wenhui Zeng, Tong Chen, Yong Chen, Xun Yan, Wenjing Wu, Shijun Zhang, Zhiqiang Li. α-Terpineol affects social immunity, increasing the pathogenicity of entomopathogenic nematodes to subterranean termites (Isoptera). Pesticide biochemistry and physiology. 2023 Nov; 196(?):105621. doi: 10.1016/j.pestbp.2023.105621. [PMID: 37945257]
  • Xiujuan Pan, He Xiao, Xinping Hu, Zhi Long Liu. Insecticidal activities of the essential oil of Rhynchanthus beesianus rhizomes and its constituents against two species of grain storage insects. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2023 Jan; 78(1-2):83-89. doi: 10.1515/znc-2022-0017. [PMID: 36130869]
  • Azize Demirpolat. Chemical Composition of Essential Oils of Seven Polygonum Species from Turkey: A Chemotaxonomic Approach. Molecules (Basel, Switzerland). 2022 Dec; 27(24):. doi: 10.3390/molecules27249053. [PMID: 36558187]
  • Valtcho D Zheljazkov, Giuseppe Micalizzi, Solomon Yilma, Charles L Cantrell, Amber Reichley, Luigi Mondello, Ivanka Semerdjieva, Tzenka Radoukova. Melissa officinalis L. as a Sprout Suppressor in Solanum tuberosum L. and an Alternative to Synthetic Pesticides. Journal of agricultural and food chemistry. 2022 Nov; 70(44):14205-14219. doi: 10.1021/acs.jafc.2c05942. [PMID: 36306427]
  • Majid Mohammadhosseini, Alessandro Venditti, Behnam Mahdavi, Mohammad Reza Kianasab, Reyhaneh Shirazi. Profiling of the essential oil compositions from the flowers and leaves of Tanacetum fisherae Aitch. & Hemsl., an endemic plant in Kerman province, Iran. Natural product research. 2022 Oct; 36(20):5347-5352. doi: 10.1080/14786419.2021.1924711. [PMID: 33977845]
  • Emanuel Tenório Paulino, Amanda Karine Barros Ferreira Rodrigues, Maria Luiza Dal Pont Machado, Kelly Rayane Vital de Oliveira, Alessando César Bernardino, Lucindo José Quintans-Júnior, Aldeídia Pereira Oliveira, Êurica Adélia Nogueira Ribeiro. Alpha-terpineol prevents myocardial damage against isoproterenol-MI induced in Wistar-Kyoto rats: new possible to promote cardiovascular integrity. Life sciences. 2022 Feb; 290(?):120087. doi: 10.1016/j.lfs.2021.120087. [PMID: 34740575]
  • Guodong Zheng, Yingxin Chao, Mengshi Liu, Yuhua Yang, Dedong Zhang, Kanghui Wang, Yiwen Tao, Jianye Zhang, Yongmei Li, Minyan Wei. Evaluation of dynamic changes in the bioactive components in Citri Reticulatae Pericarpium (Citrus reticulata 'Chachi') under different harvesting and drying conditions. Journal of the science of food and agriculture. 2021 Jun; 101(8):3280-3289. doi: 10.1002/jsfa.10957. [PMID: 33222189]
  • José Manuel Pineda-Ríos, Juan Cibrián-Tovar, Luis Martín Hernández-Fuentes, Rosa María López-Romero, Lauro Soto-Rojas, Jesús Romero-Nápoles, Celina Llanderal-Cázares, Luis F Salomé-Abarca. α-Terpineol: An Aggregation Pheromone in Optatus palmaris (Coleoptera: Curculionidae) (Pascoe, 1889) Enhanced by Its Host-Plant Volatiles. Molecules (Basel, Switzerland). 2021 May; 26(10):. doi: 10.3390/molecules26102861. [PMID: 34065875]
  • Sunil Kumar Bose, Karuna Sharma, Sanjay Chhibber, Kusum Harjai. Therapeutic potential of nanolipoidal α-terpineol in combating keratitis induced by Pseudomonas aeruginosa in the murine model. International journal of pharmaceutics. 2021 Feb; 594(?):120175. doi: 10.1016/j.ijpharm.2020.120175. [PMID: 33338569]
  • Any Carolina Cardoso Guimarães Vasconcelos, Daniel Fernando Pereira Vasconcelos, Felipe Rodolfo Pereira da Silva, Luiz Felipe de Carvalho França, Even Herlany Pereira Alves, David Di Lenardo, Larissa Dos Santos Pessoa, Hélio Mateus Silva Nascimento, André Dos Santos Carvalho, Francisca Beatriz de Melo Sousa, André Luiz Dos Reis Barbosa, Jand-Venes Rolim Medeiros, Pedro Duarte Novaes, Flávia Sammartino Mariano, Bruno Dos Santos Lima, Adriano Antunes de Souza Araujo, Lucindo José Quintans Júnior, Aldeídia Pereira de Oliveira. Alpha-terpineol complexed with beta-cyclodextrin reduces damages caused by periodontitis in rats. Journal of periodontal research. 2020 Dec; 55(6):877-886. doi: 10.1111/jre.12780. [PMID: 32583890]
  • Xin-Sheng Liu, Bo Gao, Xin-Lu Li, Wan-Nan Li, Zi-An Qiao, Lu Han. Chemical Composition and Antimicrobial and Antioxidant Activities of Essential Oil of Sunflower (Helianthus annuus L.) Receptacle. Molecules (Basel, Switzerland). 2020 Nov; 25(22):. doi: 10.3390/molecules25225244. [PMID: 33187052]
  • Rosa M Ojeda-Amador, Giuseppe Fregapane, María Desamparados Salvador. Influence of cultivar and technological conditions on the volatile profile of virgin pistachio oils. Food chemistry. 2020 May; 311(?):125957. doi: 10.1016/j.foodchem.2019.125957. [PMID: 31864191]
  • Nicole G H Leferink, Kara E Ranaghan, Jaime Battye, Linus O Johannissen, Sam Hay, Marc W van der Kamp, Adrian J Mulholland, Nigel S Scrutton. Taming the Reactivity of Monoterpene Synthases To Guide Regioselective Product Hydroxylation. Chembiochem : a European journal of chemical biology. 2020 04; 21(7):985-990. doi: 10.1002/cbic.201900672. [PMID: 31682055]
  • Anand Kumar Chaudhari, Vipin Kumar Singh, Abhishek Kumar Dwivedy, Somenath Das, Neha Upadhyay, Akanksha Singh, Mumtaz S Dkhar, Highland Kayang, Bhanu Prakash, Nawal Kishore Dubey. Chemically characterised Pimenta dioica (L.) Merr. essential oil as a novel plant based antimicrobial against fungal and aflatoxin B1 contamination of stored maize and its possible mode of action. Natural product research. 2020 Mar; 34(5):745-749. doi: 10.1080/14786419.2018.1499634. [PMID: 30421964]
  • Carla Maria Mariano Fernandez, Maurício Ferreira da Rosa, Ana Claudia Aparecida Mariano Fernandez, Wanessa de Campos Bortolucci, Fabiana Borges Padilha Ferreira, Giani Andrea Linde, Nelson Barros Colauto, Márcia Regina Simões, Viviane da Silva Lobo, Zilda Cristiani Gazim. Essential oil and fractions isolated of Laurel to control adults and larvae of cattle ticks. Natural product research. 2020 Mar; 34(5):731-735. doi: 10.1080/14786419.2018.1495637. [PMID: 30445842]
  • Dlzar A Kheder, Omar A M Al-Habib, Gianluca Gilardoni, Giovanni Vidari. Components of Volatile Fractions from Eucalyptus camaldulensis Leaves from Iraqi-Kurdistan and Their Potent Spasmolytic Effects. Molecules (Basel, Switzerland). 2020 Feb; 25(4):. doi: 10.3390/molecules25040804. [PMID: 32069801]
  • Joel Ljunggren, Felipe Borrero-Echeverry, Amrita Chakraborty, Tobias U T Lindblom, Erik Hedenström, Maria Karlsson, Peter Witzgall, Marie Bengtsson. Yeast Volatomes Differentially Affect Larval Feeding in an Insect Herbivore. Applied and environmental microbiology. 2019 11; 85(21):. doi: 10.1128/aem.01761-19. [PMID: 31444202]
  • Chuanbo Zhang, Man Li, Guang-Rong Zhao, Wenyu Lu. Alpha-Terpineol production from an engineered Saccharomyces cerevisiae cell factory. Microbial cell factories. 2019 Sep; 18(1):160. doi: 10.1186/s12934-019-1211-0. [PMID: 31547812]
  • Nilufar Z Mamadalieva, Fadia S Youssef, Mohamed L Ashour, Sobirdjan A Sasmakov, Antonio Tiezzi, Shahnoz S Azimova. Chemical composition, antimicrobial and antioxidant activities of the essential oils of three Uzbek Lamiaceae species. Natural product research. 2019 Aug; 33(16):2394-2397. doi: 10.1080/14786419.2018.1443088. [PMID: 29468889]
  • Mohamed E I Badawy, Gehan I Kh Marei, Entsar I Rabea, Nehad E M Taktak. Antimicrobial and antioxidant activities of hydrocarbon and oxygenated monoterpenes against some foodborne pathogens through in vitro and in silico studies. Pesticide biochemistry and physiology. 2019 Jul; 158(?):185-200. doi: 10.1016/j.pestbp.2019.05.008. [PMID: 31378356]
  • Q Kong, L Zhang, P An, J Qi, X Yu, J Lu, X Ren. Antifungal mechanisms of α-terpineol and terpene-4-alcohol as the critical components of Melaleuca alternifolia oil in the inhibition of rot disease caused by Aspergillus ochraceus in postharvest grapes. Journal of applied microbiology. 2019 Apr; 126(4):1161-1174. doi: 10.1111/jam.14193. [PMID: 30614164]
  • Yueting Chen, Yuanyuan Weng, Min Zhou, Yiyu Meng, Jialu Liu, Lin Yang, Zhaojiang Zuo. Linalool- and α-terpineol-induced programmed cell death in Chlamydomonas reinhardtii. Ecotoxicology and environmental safety. 2019 Jan; 167(?):435-440. doi: 10.1016/j.ecoenv.2018.10.062. [PMID: 30368137]
  • Yutian Zhang, Diying Li, Zhuo Wang, Wanting Zang, Pan Rao, Yunxiang Liang, Yuxia Mei. Alpha-terpineol affects synthesis and antitumor activity of triterpenoids from Antrodia cinnamomea mycelia in solid-state culture. Food & function. 2018 Dec; 9(12):6517-6525. doi: 10.1039/c8fo02079e. [PMID: 30474680]
  • Daniel Vázquez-Sánchez, Juliana Antunes Galvão, Marina Rodrigues Mazine, Eduardo Micotti Gloria, Marília Oetterer. Control of Staphylococcus aureus biofilms by the application of single and combined treatments based in plant essential oils. International journal of food microbiology. 2018 Dec; 286(?):128-138. doi: 10.1016/j.ijfoodmicro.2018.08.007. [PMID: 30099281]
  • Silan Chen, Tiefeng Zheng, Chaolin Ye, Wulan Huannixi, Zumulati Yakefu, Yiyu Meng, Xin Peng, Zhengfeng Tian, Junhao Wang, Yuandan Ma, Youyou Yang, Zhongqing Ma, Zhaojiang Zuo. Algicidal properties of extracts from Cinnamomum camphora fresh leaves and their main compounds. Ecotoxicology and environmental safety. 2018 Nov; 163(?):594-603. doi: 10.1016/j.ecoenv.2018.07.115. [PMID: 30077157]
  • Donato Colangelo, Fabrizio Torchio, Dante Marco De Faveri, Milena Lambri. The use of chitosan as alternative to bentonite for wine fining: Effects on heat-stability, proteins, organic acids, colour, and volatile compounds in an aromatic white wine. Food chemistry. 2018 Oct; 264(?):301-309. doi: 10.1016/j.foodchem.2018.05.005. [PMID: 29853380]
  • Elena Drosopoulou, Dimitris Vlastos, Ioanna Efthimiou, Paraskevi Kyrizaki, Sofia Tsamadou, Maria Anagnostopoulou, Danai Kofidou, Maxim Gavriilidis, Despoina Mademtzoglou, Penelope Mavragani-Tsipidou. In vitro and in vivo evaluation of the genotoxic and antigenotoxic potential of the major Chios mastic water constituents. Scientific reports. 2018 08; 8(1):12200. doi: 10.1038/s41598-018-29810-y. [PMID: 30111795]
  • Negin Khomarlou, Parviz Aberoomand-Azar, Ardalan Pasdaran Lashgari, Hamid Tebyanian, Ali Hakakian, Reza Ranjbar, Seyed Abdolmajid Ayatollahi. Essential oil composition and in vitro antibacterial activity of Chenopodium album subsp. striatum. Acta biologica Hungarica. 2018 Jun; 69(2):144-155. doi: 10.1556/018.69.2018.2.4. [PMID: 29888667]
  • Giovanni Benelli, Mohan Rajeswary, Periasamy Vijayan, Sengamalai Senthilmurugan, Naiyf S Alharbi, Shine Kadaikunnan, Jamal M Khaled, Marimuthu Govindarajan. Boswellia ovalifoliolata (Burseraceae) essential oil as an eco-friendly larvicide? Toxicity against six mosquito vectors of public health importance, non-target mosquito fishes, backswimmers, and water bugs. Environmental science and pollution research international. 2018 Apr; 25(11):10264-10271. doi: 10.1007/s11356-017-8820-0. [PMID: 28332087]
  • Jiao Xie, Lili Deng, Yahan Zhou, Shixiang Yao, Kaifang Zeng. Analysis of changes in volatile constituents and expression of genes involved in terpenoid metabolism in oleocellosis peel. Food chemistry. 2018 Mar; 243(?):269-276. doi: 10.1016/j.foodchem.2017.09.142. [PMID: 29146338]
  • Wanping Zhu, Xia Liu, Yuji Wang, Yeling Tong, Yongzhou Hu. Discovery of a novel series of α-terpineol derivatives as promising anti-asthmatic agents: Their design, synthesis, and biological evaluation. European journal of medicinal chemistry. 2018 Jan; 143(?):419-425. doi: 10.1016/j.ejmech.2017.07.068. [PMID: 29202404]
  • Gulden Dogan, Nazan Kara, Eyup Bagci, Seher Gur. Chemical composition and biological activities of leaf and fruit essential oils from Eucalyptus camaldulensis. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2017 Oct; 72(11-12):483-489. doi: 10.1515/znc-2016-0033. [PMID: 28640755]
  • Wen-Wan Chao, Chia-Chi Su, Hsin-Yi Peng, Su-Tze Chou. Melaleuca quinquenervia essential oil inhibits α-melanocyte-stimulating hormone-induced melanin production and oxidative stress in B16 melanoma cells. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2017 Oct; 34(?):191-201. doi: 10.1016/j.phymed.2017.08.024. [PMID: 28899502]
  • Abdullah H Alluhayb, Brian A Logue. The analysis of aroma/flavor compounds in green tea using ice concentration linked with extractive stirrer. Journal of chromatography. A. 2017 Oct; 1518(?):8-14. doi: 10.1016/j.chroma.2017.08.049. [PMID: 28882342]
  • Miao Wang, Dongyu Gu, Haoquan Li, Qi Wang, Jie Kang, Tingting Chu, Hong Guo, Yi Yang, Jing Tian. Rapid prediction and identification of lipase inhibitors in volatile oil from Pinus massoniana L. needles. Phytochemistry. 2017 Sep; 141(?):114-120. doi: 10.1016/j.phytochem.2017.06.002. [PMID: 28609696]
  • Sirajudheen Anwar, Rebecca A Crouch, Nasser A Awadh Ali, Mohamed A Al-Fatimi, William N Setzer, Ludger Wessjohann. Hierarchical cluster analysis and chemical characterisation of Myrtus communis L. essential oil from Yemen region and its antimicrobial, antioxidant and anti-colorectal adenocarcinoma properties. Natural product research. 2017 Sep; 31(18):2158-2163. doi: 10.1080/14786419.2016.1277346. [PMID: 28068844]
  • Kaoutar Aboukhalid, Chaouki Al Faiz, Ahmed Douaik, Mohamed Bakha, Karolina Kursa, Monika Agacka-Mołdoch, Nathalie Machon, Félix Tomi, Abdeslam Lamiri. Influence of Environmental Factors on Essential Oil Variability in Origanum compactum Benth. Growing Wild in Morocco. Chemistry & biodiversity. 2017 Sep; 14(9):. doi: 10.1002/cbdv.201700158. [PMID: 28556574]
  • Hui Feng, Patricia A Skinkis, Michael C Qian. Pinot noir wine volatile and anthocyanin composition under different levels of vine fruit zone leaf removal. Food chemistry. 2017 Jan; 214(?):736-744. doi: 10.1016/j.foodchem.2016.07.110. [PMID: 27507532]
  • Birgit Piechulla, Richard Bartelt, Anne Brosemann, Uta Effmert, Harro Bouwmeester, Frank Hippauf, Wolfgang Brandt. The α-Terpineol to 1,8-Cineole Cyclization Reaction of Tobacco Terpene Synthases. Plant physiology. 2016 12; 172(4):2120-2131. doi: 10.1104/pp.16.01378. [PMID: 27729471]
  • Shanshan Guo, Zhufeng Geng, Wenjuan Zhang, Junyu Liang, Chengfang Wang, Zhiwei Deng, Shushan Du. The Chemical Composition of Essential Oils from Cinnamomum camphora and Their Insecticidal Activity against the Stored Product Pests. International journal of molecular sciences. 2016 Nov; 17(11):. doi: 10.3390/ijms17111836. [PMID: 27827929]
  • Xiaofeng Dong, Makiko Kashio, Guangda Peng, Xinyue Wang, Makoto Tominaga, Tatsuhiko Kadowaki. Isoform-specific modulation of the chemical sensitivity of conserved TRPA1 channel in the major honeybee ectoparasitic mite, Tropilaelaps mercedesae. Open biology. 2016 06; 6(6):. doi: 10.1098/rsob.160042. [PMID: 27307515]
  • Do N Dai, Tran D Thang, Isiaka A Ogunwande, Oladipupo A Lawal. Study on essential oils from the leaves of two Vietnamese plants: Jasminum subtriplinerve C.L. Blume and Vitex quinata (Lour) F.N. Williams. Natural product research. 2016; 30(7):860-4. doi: 10.1080/14786419.2015.1071364. [PMID: 26313766]
  • Brigitte Lukas, Corinna Schmiderer, Johannes Novak. Essential oil diversity of European Origanum vulgare L. (Lamiaceae). Phytochemistry. 2015 Nov; 119(?):32-40. doi: 10.1016/j.phytochem.2015.09.008. [PMID: 26454793]
  • Guangda Peng, Makiko Kashio, Tomomi Morimoto, Tianbang Li, Jingting Zhu, Makoto Tominaga, Tatsuhiko Kadowaki. Plant-Derived Tick Repellents Activate the Honey Bee Ectoparasitic Mite TRPA1. Cell reports. 2015 Jul; 12(2):190-202. doi: 10.1016/j.celrep.2015.06.025. [PMID: 26146083]
  • Ryota Motooka, Atsushi Usami, Hiroshi Nakahashi, Satoshi Koutari, Satoshi Nakaya, Ryoyu Shimizu, Kaoru Tsuji, Shinsuke Marumoto, Mitsuo Miyazawa. Characteristic odor components of essential oils from Eurya japonica. Journal of oleo science. 2015; 64(5):577-84. doi: 10.5650/jos.ess14225. [PMID: 25843279]
  • Da-Cheng Wang, Da-Ren Qiu, Li-Na Shi, Hong-Yu Pan, Ya-Wei Li, Jin-Zhu Sun, Ying-Jie Xue, Dong-Sheng Wei, Xiang Li, Ya-Mei Zhang, Jian-Chun Qin. Identification of insecticidal constituents of the essential oils of Dahlia pinnata Cav. against Sitophilus zeamais and Sitophilus oryzae. Natural product research. 2015; 29(18):1748-51. doi: 10.1080/14786419.2014.998218. [PMID: 25563135]
  • Mohaddese Mahboubi, Nastaran Kazempour, Atefeh Mahboubi. The efficacy of essential oils as natural preservatives in vegetable oil. Journal of dietary supplements. 2014 Dec; 11(4):334-46. doi: 10.3109/19390211.2014.887603. [PMID: 24552253]
  • Taravat Azanchi, Hamed Shafaroodi, Jinous Asgarpanah. Anticonvulsant activity of Citrus aurantium blossom essential oil (neroli): involvment of the GABAergic system. Natural product communications. 2014 Nov; 9(11):1615-8. doi: ". [PMID: 25532295]
  • M N M Nogueira, S G Aquino, C Rossa Junior, D M P Spolidorio. Terpinen-4-ol and alpha-terpineol (tea tree oil components) inhibit the production of IL-1β, IL-6 and IL-10 on human macrophages. Inflammation research : official journal of the European Histamine Research Society ... [et al.]. 2014 Sep; 63(9):769-78. doi: 10.1007/s00011-014-0749-x. [PMID: 24947163]
  • Zhen-Ming Lu, Yan Geng, Hua-Xiang Li, Qing Sun, Jin-Song Shi, Zheng-Hong Xu. Alpha-terpineol promotes triterpenoid production of Antrodia cinnamomea in submerged culture. FEMS microbiology letters. 2014 Sep; 358(1):36-43. doi: 10.1111/1574-6968.12545. [PMID: 25053476]
  • Hassan Sabik, Allaoua Achouri, Maria Alfaro, Marylène Pelletier, Denis Belanger, Michel Britten, Patrick Fustier. Study of chemical stability of lemon oil components in sodium caseinate-lactose glycoconjugate-stabilized oil-in-water emulsions using solid-phase microextraction-gas chromatography. Food & function. 2014 Jul; 5(7):1495-505. doi: 10.1039/c4fo00016a. [PMID: 24832672]
  • N A Vyry Wouatsa, Laxminarain Misra, R Venkatesh Kumar. Antibacterial activity of essential oils of edible spices, Ocimum canum and Xylopia aethiopica. Journal of food science. 2014 May; 79(5):M972-7. doi: 10.1111/1750-3841.12457. [PMID: 24758511]
  • René F Ramos Alvarenga, Baojie Wan, Taichi Inui, Scott G Franzblau, Guido F Pauli, Birgit U Jaki. Airborne antituberculosis activity of Eucalyptus citriodora essential oil. Journal of natural products. 2014 Mar; 77(3):603-10. doi: 10.1021/np400872m. [PMID: 24641242]
  • Li Li, Chaofeng Shi, Zhongqiong Yin, Renyong Jia, Lianci Peng, Shuai Kang, Zhengwen Li. Antibacterial activity of α-terpineol may induce morphostructural alterations in Escherichia coli. Brazilian journal of microbiology : [publication of the Brazilian Society for Microbiology]. 2014; 45(4):1409-13. doi: 10.1590/s1517-83822014000400035. [PMID: 25763048]
  • Di Sotto Antonella, Durazzi Federico, Sarpietro Maria Grazia, Mazzanti Gabriela. Antimutagenic and antioxidant activities of some bioflavours from wine. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2013 Oct; 60(?):141-6. doi: 10.1016/j.fct.2013.07.042. [PMID: 23891760]
  • You-Jin Choi, Woo-Cheol Sim, Hyun Kyu Choi, Seung-Ho Lee, Byung-Hoon Lee. α-Terpineol induces fatty liver in mice mediated by the AMP-activated kinase and sterol response element binding protein pathway. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2013 May; 55(?):129-36. doi: 10.1016/j.fct.2012.12.025. [PMID: 23274539]
  • Najia Herzi, Jalloul Bouajila, Séverine Camy, Sylvie Cazaux, Mehrez Romdhane, Jean Stéphane Condoret. Comparison between supercritical CO2 extraction and hydrodistillation for two species of eucalyptus: yield, chemical composition, and antioxidant activity. Journal of food science. 2013 May; 78(5):C667-72. doi: 10.1111/1750-3841.12113. [PMID: 23551200]
  • Aline Augusti Boligon, Thiago Guilherme Schwanz, Mariana Piana, Rose Vanessa Bandeira, Janaína Kieling Frohlich, Thiele Faccim de Brum, Marina Zadra, Margareth Linde Athayde. Chemical composition and antioxidant activity of the essential oil of Tabernaemontana catharinensis A. DC. leaves. Natural product research. 2013; 27(1):68-71. doi: 10.1080/14786419.2011.653971. [PMID: 22273350]
  • Yongjian Xie, Qiuying Huang, Chaoliang Lei. Bioassay-guided isolation and identification of antitermitic active compound from the leaf of Chinese cedar (Cryptomeria fortunei Hooibrenk). Natural product research. 2013; 27(22):2137-9. doi: 10.1080/14786419.2013.778850. [PMID: 23521318]
  • R Belaqziz, F Bahri, A Romane, S Antoniotti, X Fernandez, E Duñach. Essential oil composition and antibacterial activity of the different parts of Thymus maroccanus Ball: an endemic species in Morocco. Natural product research. 2013; 27(18):1700-4. doi: 10.1080/14786419.2013.768989. [PMID: 23425125]
  • Regina Karousou, Chrysa Efstathiou, Diamanto Lazari. Chemical diversity of wild growing Origanum majorana in Cyprus. Chemistry & biodiversity. 2012 Oct; 9(10):2210-7. doi: 10.1002/cbdv.201100375. [PMID: 23081921]
  • Chokri Messaoud, Abdelmonoem Laabidi, Mohamed Boussaid. Myrtus communis L. infusions: the effect of infusion time on phytochemical composition, antioxidant, and antimicrobial activities. Journal of food science. 2012 Sep; 77(9):C941-7. doi: 10.1111/j.1750-3841.2012.02849.x. [PMID: 22888790]
  • Inès Ellouze, Manef Abderrabba, Nassereddine Sabaou, Florence Mathieu, Ahmed Lebrihi, Jalloul Bouajila. Season's variation impact on Citrus aurantium leaves essential oil: chemical composition and biological activities. Journal of food science. 2012 Sep; 77(9):T173-80. doi: 10.1111/j.1750-3841.2012.02846.x. [PMID: 22897411]
  • Makson G B de Oliveira, Rosemarie B Marques, Michele F de Santana, Amanda B D Santos, Fabíola A Brito, Emiliano O Barreto, Damião P De Sousa, Fernanda R C Almeida, Daniel Badauê-Passos, Angelo R Antoniolli, Lucindo J Quintans-Júnior. α-terpineol reduces mechanical hypernociception and inflammatory response. Basic & clinical pharmacology & toxicology. 2012 Aug; 111(2):120-5. doi: 10.1111/j.1742-7843.2012.00875.x. [PMID: 22380944]
  • Fan Tong, Joel R Coats. Quantitative structure-activity relationships of monoterpenoid binding activities to the housefly GABA receptor. Pest management science. 2012 Aug; 68(8):1122-9. doi: 10.1002/ps.3280. [PMID: 22461383]
  • Ling Chai, Bu-Ming Liu, Xiao Lin, Qi-Xiu Li, Mao-Xiang Lai. [Analysis of compositions of the essential oil from Curcuma aromatica by gas chromatography-mass spectrometry]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2012 Jul; 35(7):1102-4. doi: ". [PMID: 23252275]
  • Wei-Cai Zeng, Zeng Zhang, Hong Gao, Li-Rong Jia, Qiang He. Chemical composition, antioxidant, and antimicrobial activities of essential oil from pine needle (Cedrus deodara). Journal of food science. 2012 Jul; 77(7):C824-9. doi: 10.1111/j.1750-3841.2012.02767.x. [PMID: 22757704]
  • Jun Han, Soon-Il Kim, Byeoung-Ryeol Choi, Sang-Guei Lee, Young-Joon Ahn. Fumigant toxicity of lemon eucalyptus oil constituents to acaricide-susceptible and acaricide-resistant Tetranychus urticae. Pest management science. 2011 Dec; 67(12):1583-8. doi: 10.1002/ps.2216. [PMID: 21674753]
  • Jason E Ham, J Raymond Wells. Surface chemistry of a pine-oil cleaner and other terpene mixtures with ozone on vinyl flooring tiles. Chemosphere. 2011 Apr; 83(3):327-33. doi: 10.1016/j.chemosphere.2010.12.036. [PMID: 21237482]
  • Chokri Messaoud, Mohamed Boussaid. Myrtus communis berry color morphs: a comparative analysis of essential oils, fatty acids, phenolic compounds, and antioxidant activities. Chemistry & biodiversity. 2011 Feb; 8(2):300-10. doi: 10.1002/cbdv.201000088. [PMID: 21337502]
  • Sally Joseph Deeb, Chirine Omar El-Baba, Saadia Bashir Hassan, Rolf Lennart Larsson, Hala Uthman Gali-Muhtasib. Sage components enhance cell death through nuclear factor kappa-B signaling. Frontiers in bioscience (Elite edition). 2011 01; 3(2):410-20. doi: 10.2741/e256. [PMID: 21196321]
  • Tavleen S Mann, Garikapati D Kiran Babu, Shailja Guleria, Bikram Singh. Comparison of Eucalyptus cinerea essential oils produced by hydrodistillation and supercritical carbon dioxide extraction. Natural product communications. 2011 Jan; 6(1):107-10. doi: . [PMID: 21366057]
  • Sung-Jae Lee, Hyung-In Moon. Immunotoxicity activity of the major essential oil of Filipendula glaberrima against Aedes aegypti L. Immunopharmacology and immunotoxicology. 2010 Dec; 32(4):617-9. doi: 10.3109/08923971003652983. [PMID: 20175741]
  • Kouichi Nakagawa, Kazunori Anzai. Stratum corneum lipid structure investigated by EPR spin-probe method: application of terpenes. Lipids. 2010 Nov; 45(11):1081-7. doi: 10.1007/s11745-010-3479-z. [PMID: 20924710]
  • Niko Radulović, Polina Blagojević, Radosav Palić. Comparative study of the leaf volatiles of Arctostaphylos uva-ursi (L.) Spreng. and Vaccinium vitis-idaea L. (Ericaceae). Molecules (Basel, Switzerland). 2010 Sep; 15(9):6168-85. doi: 10.3390/molecules15096168. [PMID: 20877214]
  • Thaís P Ribeiro, Dayanne L Porto, Camilla P Menezes, Alessandra A Antunes, Darízy F Silva, Damião P De Sousa, Lia S Nakao, Valdir A Braga, Isac A Medeiros. Unravelling the cardiovascular effects induced by alpha-terpineol: a role for the nitric oxide-cGMP pathway. Clinical and experimental pharmacology & physiology. 2010 Aug; 37(8):811-6. doi: 10.1111/j.1440-1681.2010.05383.x. [PMID: 20374260]
  • Walter Martz. A lethal ingestion of a household cleaner containing pine oil and isopropanol. Journal of analytical toxicology. 2010 Jan; 34(1):49-52. doi: 10.1093/jat/34.1.49. [PMID: 20109303]
  • C E Garner, S Smith, P K Bardhan, N M Ratcliffe, C S J Probert. A pilot study of faecal volatile organic compounds in faeces from cholera patients in Bangladesh to determine their utility in disease diagnosis. Transactions of the Royal Society of Tropical Medicine and Hygiene. 2009 Nov; 103(11):1171-3. doi: 10.1016/j.trstmh.2009.02.004. [PMID: 19268999]
  • Jian-ping Song, Yue-chan Zhang, Xun-hong Liu, Li-juan Wang. [Study on the dynamic change of essential components in Folium Apocyni Veneti]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2009 Nov; 32(11):1664-7. doi: ". [PMID: 20218285]
  • Laura De Martino, Vincenzo De Feo, Carmen Formisano, Enrico Mignola, Felice Senatore. Chemical composition and antimicrobial activity of the essential oils from three chemotypes of Origanum vulgare L. ssp. hirtum (Link) Ietswaart growing wild in Campania (Southern Italy). Molecules (Basel, Switzerland). 2009 Jul; 14(8):2735-46. doi: 10.3390/molecules14082735. [PMID: 19701120]
  • M J Park, K S Gwak, I Yang, K W Kim, E B Jeung, J W Chang, I G Choi. Effect of citral, eugenol, nerolidol and alpha-terpineol on the ultrastructural changes of Trichophyton mentagrophytes. Fitoterapia. 2009 Jul; 80(5):290-6. doi: 10.1016/j.fitote.2009.03.007. [PMID: 19345255]
  • Eric Duchêne, Gisèle Butterlin, Patricia Claudel, Vincent Dumas, Nathalie Jaegli, Didier Merdinoglu. A grapevine (Vitis vinifera L.) deoxy-D: -xylulose synthase gene colocates with a major quantitative trait loci for terpenol content. TAG. Theoretical and applied genetics. Theoretische und angewandte Genetik. 2009 Feb; 118(3):541-52. doi: 10.1007/s00122-008-0919-8. [PMID: 19002427]
  • Jin-Qing Lu, Yu-Ting Xu, Xiao-Lian Zhan, Wei Wan, Xue-Feng He, Dan-Hui Wu, Ru-Bin Cao, Xiao-Yan Hu, Xiu-Hui Yang. [Analysis of the chemical constituents of essential oil from Magnolia biondii by GC-MS]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2008 Nov; 31(11):1649-51. doi: ". [PMID: 19260270]
  • Sungbeom Lee, Joseph Chappell. Biochemical and genomic characterization of terpene synthases in Magnolia grandiflora. Plant physiology. 2008 Jul; 147(3):1017-33. doi: 10.1104/pp.108.115824. [PMID: 18467455]
  • Ahmed El-Ghorab, Khaled F El-Massry, Takayuki Shibamoto. Chemical composition of the volatile extract and antioxidant activities of the volatile and nonvolatile extracts of Egyptian corn silk (Zea mays L.). Journal of agricultural and food chemistry. 2007 Oct; 55(22):9124-7. doi: 10.1021/jf071646e. [PMID: 17914872]
  • Andrea Barra, Valentina Coroneo, Sandro Dessi, Paolo Cabras, Alberto Angioni. Characterization of the volatile constituents in the essential oil of Pistacia lentiscus L. from different origins and its antifungal and antioxidant activity. Journal of agricultural and food chemistry. 2007 Aug; 55(17):7093-8. doi: 10.1021/jf071129w. [PMID: 17658828]
  • Jhi-Joung Wang, K C Sung, Jeng-Fen Huang, Chih-Hui Yeh, Jia-You Fang. Ester prodrugs of morphine improve transdermal drug delivery: a mechanistic study. The Journal of pharmacy and pharmacology. 2007 Jul; 59(7):917-25. doi: 10.1211/jpp.59.7.0002. [PMID: 17637185]
  • Maureen Leyva, Juan E Tacoronte, María del Carmen Marquetti. [Chemical composition and lethal effect of essential oil from Pimenta racemosa (Myrtales: Myrtaceae) on Blatella germanica (Dictyoptera: Blattellidae)]. Revista cubana de medicina tropical. 2007 May; 59(2):154-8. doi: ". [PMID: 23427450]
  • Hui-Qin Wu, Xiao-Lan Huang, Xiao-Shan Lin, Fang Huang, Fa-Huan Ge. [Analysis of the essential oils from Amomun kravak Pierre ex Gagnep by GC-MS]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2006 Aug; 29(8):788-92. doi: ". [PMID: 17076237]
  • Ali Reza Fakhari, Peyman Salehi, Rouhollah Heydari, Samad Nejad Ebrahimi, Paul R Haddad. Hydrodistillation-headspace solvent microextraction, a new method for analysis of the essential oil components of Lavandula angustifolia Mill. Journal of chromatography. A. 2005 Dec; 1098(1-2):14-8. doi: 10.1016/j.chroma.2005.08.054. [PMID: 16314156]
  • Christina Koutsoudaki, Martin Krsek, Alison Rodger. Chemical composition and antibacterial activity of the essential oil and the gum of Pistacia lentiscus Var. chia. Journal of agricultural and food chemistry. 2005 Oct; 53(20):7681-5. doi: 10.1021/jf050639s. [PMID: 16190616]
  • Lucian O Copolovici, Iolanda Filella, Joan Llusià, Ulo Niinemets, Josep Peñuelas. The capacity for thermal protection of photosynthetic electron transport varies for different monoterpenes in Quercus ilex. Plant physiology. 2005 Sep; 139(1):485-96. doi: 10.1104/pp.105.065995. [PMID: 16126854]
  • Musa Ozcan, Jean-Claude Chalchat. Effect of different locations on the chemical composition of essential oils of laurel (Laurus nobilis L.) leaves growing wild in Turkey. Journal of medicinal food. 2005; 8(3):408-11. doi: 10.1089/jmf.2005.8.408. [PMID: 16176157]
  • Feng Chen, Dae-Kyun Ro, Jana Petri, Jonathan Gershenzon, Jörg Bohlmann, Eran Pichersky, Dorothea Tholl. Characterization of a root-specific Arabidopsis terpene synthase responsible for the formation of the volatile monoterpene 1,8-cineole. Plant physiology. 2004 Aug; 135(4):1956-66. doi: 10.1104/pp.104.044388. [PMID: 15299125]
  • Samira Golshani, Fariba Karamkhani, Hamid Reza Monsef-Esfehani, Mohammad Abdollahi. Antinociceptive effects of the essential oil of Dracocephalum kotschyi in the mouse writhing test. Journal of pharmacy & pharmaceutical sciences : a publication of the Canadian Society for Pharmaceutical Sciences, Societe canadienne des sciences pharmaceutiques. 2004 Apr; 7(1):76-9. doi: . [PMID: 15144738]
  • Cláudia A Zini, Teotônio F De Assis, Edward B Ledford, Claudio Dariva, Jandyra Fachel, Eva Christensen, Janusz Pawliszyn. Correlations between pulp properties of eucalyptus clones and leaf volatiles using automated solid-phase microextraction. Journal of agricultural and food chemistry. 2003 Dec; 51(27):7848-53. doi: 10.1021/jf034799k. [PMID: 14690363]
  • Wellington de Abreu Gonzaga, Andréia Denise Weber, Sandro Rogério Giacomelli, Euclésio Simionatto, Ionara Irion Dalcol, Emilia Carolina Machado Dessoy, Ademir Farias Morel. Composition and antibacterial activity of the essential oils from Zanthoxylum rhoifolium. Planta medica. 2003 Aug; 69(8):773-5. doi: 10.1055/s-2003-42783. [PMID: 14531032]
  • Liang Cui, Feng Qiu, Li-bo Zhou, Kano Yoshihiro, Xin-sheng Yao. [Identification of volatile components in rat urine after oral administration of 'wu-hu-tang']. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2003 Feb; 28(2):147-9. doi: NULL. [PMID: 15015290]