Linalyl acetate (BioDeep_00000019567)

 

Secondary id: BioDeep_00000007645, BioDeep_00000396851, BioDeep_00001869549

human metabolite PANOMIX_OTCML-2023 Endogenous natural product


代谢物信息卡片


3,7-Dimethyl-3-acetate(3R)-1,6-octadien-3-ol

化学式: C12H20O2 (196.14632200000003)
中文名称: 乙酸芳樟酯, 乙酸芳樟酯
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 0.65%

分子结构信息

SMILES: C=CC(C)(CCC=C(C)C)OC(C)=O
InChI: InChI=1S/C12H20O2/c1-6-12(5,14-11(4)13)9-7-8-10(2)3/h6,8H,1,7,9H2,2-5H3

描述信息

Linalyl acetate, also known as 3,7-dimethylocta-1,6-dien-3-yl acetate, is a monoterpenoid that is the acetate ester of linalool. It forms a principal component of the essential oils from bergamot and lavender. It is an acetate ester and a monoterpenoid that derives from linalool. Linalyl acetate is isolated from numerous plants and essential oils, e.g. clary sage, lavender, lemon etc., and it is used as a flavouring ingredient. Synthetic linalyl acetate is sometimes used as an adulterant in essential oils to make them more marketable.
Isolated from numerous plants and essential oils, e.g. clary sage, lavender, lemon etc. Flavouring ingredient
Linalyl acetate is the principal components of many plant essential oils with potentially anti-inflammatory activity[1].
Linalyl acetate is the principal components of many plant essential oils with potentially anti-inflammatory activity[1].

同义名列表

37 个代谢物同义名

3,7-Dimethyl-3-acetate(3R)-1,6-octadien-3-ol; 1,6-Octadien-3-ol, 3,7-dimethyl-, 3-acetate; (1)-1,5-Dimethyl-1-vinylhex-4-enyl acetate; (+)-1,5-Dimethyl-1-vinylhex-4-enyl acetate; 3,7-Dimethylocta-1,6-dien-3-yl acetic acid; 3,7-Dimethyl-acetate(3R)-1,6-octadien-3-ol; 1,6-Octadien-3-ol, 3, 7-dimethyl-, acetate; 1,6-Octadien-3-ol, 3,7-dimethyl-, acetate; 1,5-Dimethyl-1-vinylhex-4-en-1-yl acetate; 3,7-Dimethyl-1,6-octadien-3-ol acetate; 3,7-dimethylocta-1,6-dien-3-yl acetate; 1,5-Dimethyl-1-vinyl-4-hexenyl acetate; 3,7-Dimethyl-1,6-octadien-3-yl acetate; 3,7-Dimethyl-1,6-ctadien-3-ol acetate; Linalyl acetate, (+-)-isomer; Linalyl acetate, (R)-isomer; Linalyl acetate, (S)-isomer; Ex bois de rose (synthetic); Acetic acid linalool ester; Linalyl acetate synthetic; Aetic acid linalool ester; Dehydrolinalool, acetate; Linalyl acetate, (-)-; (-)-S-Linalyl acetate; Linalyl acetic acid; (R)-Linalyl acetate; Bergamot mint oil; Linalool acetate; Linaloyl acetate; Licareol acetate; Linalol acetate; Linalyl acetate; Lynalyl acetate; Bergamiol; Phanteine; FEMA 2636; Bergamol



数据库引用编号

21 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)

119 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

  • Wenying Zhang, Jingrui Li, Yanmei Dong, Yeqin Huang, Yue Qi, Hongtong Bai, Hui Li, Lei Shi. Genome-wide identification and expression of BAHD acyltransferase gene family shed novel insights into the regulation of linalyl acetate and lavandulyl acetate in lavender. Journal of plant physiology. 2024 Jan; 292(?):154143. doi: 10.1016/j.jplph.2023.154143. [PMID: 38064887]
  • F Rafique, M N Mushtaq, H Ahmed, W Younis. Evaluation and estimation of diuretic activity of the linalyl acetate in the rats. Brazilian journal of biology = Revista brasleira de biologia. 2024; 83(?):e277354. doi: 10.1590/1519-6984.277354. [PMID: 38452187]
  • Lars Hareng, Susanne N Kolle, Caroline Gomes, Steffen Schneider, Markus Wahl. Critical assessment of the endocrine potential of Linalool and Linalyl acetate: proactive testing strategy assessing estrogenic and androgenic activity of Lavender oil main components. Archives of toxicology. 2023 Oct; ?(?):. doi: 10.1007/s00204-023-03623-z. [PMID: 37906319]
  • Jingrui Li, Hui Li, Yiming Wang, Wenying Zhang, Di Wang, Yanmei Dong, Zhengyi Ling, Hongtong Bai, Xiaohua Jin, Xiaodi Hu, Lei Shi. Decoupling subgenomes within hybrid lavandin provide new insights into speciation and monoterpenoid diversification of Lavandula. Plant biotechnology journal. 2023 Jul; ?(?):. doi: 10.1111/pbi.14115. [PMID: 37399213]
  • Adam Yasgar, Danielle Bougie, Richard T Eastman, Ruili Huang, Misha Itkin, Jennifer Kouznetsova, Caitlin Lynch, Crystal McKnight, Mitch Miller, Deborah K Ngan, Tyler Peryea, Pranav Shah, Paul Shinn, Menghang Xia, Xin Xu, Alexey V Zakharov, Anton Simeonov. Quantitative Bioactivity Signatures of Dietary Supplements and Natural Products. ACS pharmacology & translational science. 2023 May; 6(5):683-701. doi: 10.1021/acsptsci.2c00194. [PMID: 37200814]
  • Xi Yang, Chunzhe Jin, Ziwei Wu, Hui Han, Zhilin Zhang, Yongjian Xie, Dayu Zhang. Toxicity and Physiological Effects of Nine Lamiaceae Essential Oils and Their Major Compounds on Reticulitermes dabieshanensis. Molecules (Basel, Switzerland). 2023 Feb; 28(5):. doi: 10.3390/molecules28052007. [PMID: 36903258]
  • Goutam Mondal, Olivia R Dale, Yan-Hong Wang, Shabana I Khan, Ikhlas A Khan, Charles R Yates. In Vitro Metabolism and CYP-Modulating Activity of Lavender Oil and Its Major Constituents. Molecules (Basel, Switzerland). 2023 Jan; 28(2):. doi: 10.3390/molecules28020755. [PMID: 36677813]
  • You Kyoung Shin, Soonho Kwon, Yu Shan Hsieh, A Young Han, Geun Hee Seol. Linalyl acetate restores colon contractility and blood pressure in repeatedly stressed-ulcerative colitis rats. Environmental health and preventive medicine. 2022; 27(0):27. doi: 10.1265/ehpm.22-00041. [PMID: 35753805]
  • Francesca Capetti, Arianna Marengo, Cecilia Cagliero, Erica Liberto, Carlo Bicchi, Patrizia Rubiolo, Barbara Sgorbini. Adulteration of Essential Oils: A Multitask Issue for Quality Control. Three Case Studies: Lavandula angustifolia Mill., Citrus limon (L.) Osbeck and Melaleuca alternifolia (Maiden & Betche) Cheel. Molecules (Basel, Switzerland). 2021 Sep; 26(18):. doi: 10.3390/molecules26185610. [PMID: 34577081]
  • Eunhye Seo, You Kyoung Shin, Yu Shan Hsieh, Jeong-Min Lee, Geun Hee Seol. Linalyl acetate as a potential preventive agent against muscle wasting in rheumatoid arthritis rats chronically exposed to nicotine. Journal of pharmacological sciences. 2021 Sep; 147(1):27-32. doi: 10.1016/j.jphs.2021.05.003. [PMID: 34294369]
  • Vipin Kumar Singh, Somenath Das, Abhishek Kumar Dwivedy, Anand Kumar Chaudhari, Neha Upadhyay, Nawal Kishore Dubey. Assessment of chemically characterized Salvia sclarea L. essential oil and its combination with linalyl acetate as novel plant based antifungal, antiaflatoxigenic and antioxidant agent against herbal drugs contamination and probable mode of action. Natural product research. 2021 Mar; 35(5):782-787. doi: 10.1080/14786419.2019.1593168. [PMID: 30938173]
  • You Kyoung Shin, Yu Shan Hsieh, A Young Han, Soonho Kwon, Purum Kang, Geun Hee Seol. Sex-specific susceptibility to type 2 diabetes mellitus and preventive effect of linalyl acetate. Life sciences. 2020 Nov; 260(?):118432. doi: 10.1016/j.lfs.2020.118432. [PMID: 32941895]
  • Jonathan M L White, An Goossens. Occupational airborne allergic contact dermatitis to linalyl acetate in a disinfectant spray. Contact dermatitis. 2020 Nov; 83(5):412-413. doi: 10.1111/cod.13596. [PMID: 32386094]
  • Vineet Kumar Rai, Priyam Sinha, Kuldeep Singh Yadav, Aparna Shukla, Archana Saxena, Dnyaneshwar Umrao Bawankule, Sudeep Tandon, Feroz Khan, Chandan Singh Chanotiya, Narayan Prasad Yadav. Anti-psoriatic effect of Lavandula angustifolia essential oil and its major components linalool and linalyl acetate. Journal of ethnopharmacology. 2020 Oct; 261(?):113127. doi: 10.1016/j.jep.2020.113127. [PMID: 32623016]
  • Hwan-Su Hwang, Prakash Babu Adhikari, Hye-Jeong Jo, Jung Yeon Han, Yong Eui Choi. Enhanced monoterpene emission in transgenic orange mint (Mentha × piperita f. citrata) overexpressing a tobacco lipid transfer protein (NtLTP1). Planta. 2020 Sep; 252(3):44. doi: 10.1007/s00425-020-03447-6. [PMID: 32876749]
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  • Matteo Politi, Luigi Menghini, Barbara Conti, Stefano Bedini, Priscilla Farina, Pier Luigi Cioni, Alessandra Braca, Marinella De Leo. Reconsidering Hydrosols as Main Products of Aromatic Plants Manufactory: The Lavandin (Lavandula intermedia) Case Study in Tuscany. Molecules (Basel, Switzerland). 2020 May; 25(9):. doi: 10.3390/molecules25092225. [PMID: 32397385]
  • J Tyler Ramsey, Yin Li, Yukitomo Arao, Ajanta Naidu, Laurel A Coons, Alejandro Diaz, Kenneth S Korach. Lavender Products Associated With Premature Thelarche and Prepubertal Gynecomastia: Case Reports and Endocrine-Disrupting Chemical Activities. The Journal of clinical endocrinology and metabolism. 2019 11; 104(11):5393-5405. doi: 10.1210/jc.2018-01880. [PMID: 31393563]
  • Marietta Białoń, Teresa Krzyśko-Łupicka, Ewa Nowakowska-Bogdan, Piotr P Wieczorek. Chemical Composition of Two Different Lavender Essential Oils and Their Effect on Facial Skin Microbiota. Molecules (Basel, Switzerland). 2019 Sep; 24(18):. doi: 10.3390/molecules24183270. [PMID: 31500359]
  • Yu Shan Hsieh, You Kyoung Shin, A Young Han, Soonho Kwon, Geun Hee Seol. Linalyl acetate prevents three related factors of vascular damage in COPD-like and hypertensive rats. Life sciences. 2019 Sep; 232(?):116608. doi: 10.1016/j.lfs.2019.116608. [PMID: 31254583]
  • Yuan Yuan, Ye Sun, Yanchun Zhao, Chungui Liu, Xiulan Chen, Fengtong Li, Jianzhong Bao. Identification of Floral Scent Profiles in Bearded Irises. Molecules (Basel, Switzerland). 2019 May; 24(9):. doi: 10.3390/molecules24091773. [PMID: 31067789]
  • Yao Ma, Yuan Wang, Xuan Li, Li-Xiu Hou, An-Zhi Wei. Sensory Characteristics and Antioxidant Activity of Zanthoxylum bungeanum Maxim. Pericarps. Chemistry & biodiversity. 2019 Feb; 16(2):e1800238. doi: 10.1002/cbdv.201800238. [PMID: 30176110]
  • Hitomi Miyazaki, Jun Otake, Hidefumi Mitsuno, Katsuhisa Ozaki, Ryohei Kanzaki, Anna Chui-Ting Chieng, Alvin Kah-Wei Hee, Ritsuo Nishida, Hajime Ono. Functional characterization of olfactory receptors in the Oriental fruit fly Bactrocera dorsalis that respond to plant volatiles. Insect biochemistry and molecular biology. 2018 10; 101(?):32-46. doi: 10.1016/j.ibmb.2018.07.002. [PMID: 30026095]
  • Karim Raafat, Jean Habib. Phytochemical Compositions and Antidiabetic Potentials of Salvia sclarea L. Essential Oils. Journal of oleo science. 2018 Aug; 67(8):1015-1025. doi: 10.5650/jos.ess17187. [PMID: 30012894]
  • You Kyoung Shin, Yu Shan Hsieh, Soonho Kwon, Hui Su Lee, Geun Hee Seol. Linalyl acetate restores endothelial dysfunction and hemodynamic alterations in diabetic rats exposed to chronic immobilization stress. Journal of applied physiology (Bethesda, Md. : 1985). 2018 05; 124(5):1274-1283. doi: 10.1152/japplphysiol.01018.2017. [PMID: 29470152]
  • Michinori Aoe, Tomoe Ueno-Iio, Misako Shibakura, Ryoko Shinohata, Shinichi Usui, Yujiro Arao, Satoru Ikeda, Nobuaki Miyahara, Mitsune Tanimoto, Mikio Kataoka. Lavender Essential Oil and Its Main Constituents Inhibit the Expression of TNF-α-induced Cell Adhesion Molecules in Endothelial Cells. Acta medica Okayama. 2017 Dec; 71(6):493-503. doi: 10.18926/amo/55586. [PMID: 29276222]
  • 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]
  • Ágnes Blaskó, Zoltán Gazdag, Pál Gróf, Gábor Máté, Szilvia Sárosi, Judit Krisch, Csaba Vágvölgyi, Lilla Makszin, Miklós Pesti. Effects of clary sage oil and its main components, linalool and linalyl acetate, on the plasma membrane of Candida albicans: an in vivo EPR study. Apoptosis : an international journal on programmed cell death. 2017 Feb; 22(2):175-187. doi: 10.1007/s10495-016-1321-7. [PMID: 27826675]
  • Nidal Jaradat, Lina Adwan, Shadi K'aibni, Abdel Naser Zaid, Munqez J Y Shtaya, Naser Shraim, Mohyeddin Assali. Variability of Chemical Compositions and Antimicrobial and Antioxidant Activities of Ruta chalepensis Leaf Essential Oils from Three Palestinian Regions. BioMed research international. 2017; 2017(?):2672689. doi: 10.1155/2017/2672689. [PMID: 29230405]
  • Lina Hagvall, Johanna Bråred Christensson. Patch Testing with Main Sensitizers Does Not Detect All Cases of Contact Allergy to Oxidized Lavender Oil. Acta dermato-venereologica. 2016 Jun; 96(5):679-83. doi: 10.2340/00015555-2319. [PMID: 26671837]
  • Giacomo Luigi Petretto, Mariateresa Maldini, Roberta Addis, Mario Chessa, Marzia Foddai, Jonathan P Rourke, Giorgio Pintore. Variability of chemical composition and antioxidant activity of essential oils between Myrtus communis var. Leucocarpa DC and var. Melanocarpa DC. Food chemistry. 2016 Apr; 197(Pt A):124-31. doi: 10.1016/j.foodchem.2015.10.056. [PMID: 26616932]
  • Rosany Lopes Martins, Ranggel Carvalho Simões, Érica de Menezes Rabelo, Ana Luzia Ferreira Farias, Alex Bruno Lobato Rodrigues, Ryan da Silva Ramos, João Batista Fernandes, Lourivaldo da Silva Santos, Sheylla Susan Moreira da Silva de Almeida. Chemical Composition, an Antioxidant, Cytotoxic and Microbiological Activity of the Essential Oil from the Leaves of Aeollanthus suaveolens Mart. ex Spreng. PloS one. 2016; 11(12):e0166684. doi: 10.1371/journal.pone.0166684. [PMID: 27907002]
  • 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]
  • Xiang Liao, Qing Wang, Ji-hong Fu, Jun Tang. [Main Components of Xinjiang Lavender Essential Oil Determined by Partial Least Squares and Near Infrared Spectroscopy]. Guang pu xue yu guang pu fen xi = Guang pu. 2015 Sep; 35(9):2526-9. doi: . [PMID: 26669160]
  • Amel Bouzabata, Célia Cabral, Maria José Gonçalves, Maria Teresa Cruz, Ange Bighelli, Carlos Cavaleiro, Joseph Casanova, Félix Tomi, Ligia Salgueiro. Myrtus communis L. as source of a bioactive and safe essential oil. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2015 Jan; 75(?):166-72. doi: 10.1016/j.fct.2014.11.009. [PMID: 25446467]
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  • Gordana Stojanović, Olga Jovanović, Goran Petrović, Violeta Mitić, Vesna Stankov Jovanović, Snežana Jovanović. Composition of headspace volatiles and essential oils of three Thymus species. Natural product communications. 2014 Nov; 9(11):1609-12. doi: . [PMID: 25532293]
  • 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]
  • Rossella Russo, Maria Gilda Valentina Cassiano, Antonella Ciociaro, Annagrazia Adornetto, Giuseppe Pasquale Varano, Carlotta Chiappini, Laura Berliocchi, Cristina Tassorelli, Giacinto Bagetta, Maria Tiziana Corasaniti. Role of D-Limonene in autophagy induced by bergamot essential oil in SH-SY5Y neuroblastoma cells. PloS one. 2014; 9(11):e113682. doi: 10.1371/journal.pone.0113682. [PMID: 25419658]
  • Kanji Kubo, Kazuki Tsuji, Akira Mori, Seiji Ujiie. Synthesis and properties of cholesteryl 4-(Alkanoylamino)benzoates: liquid crystals and organogelators. Journal of oleo science. 2014; 63(4):401-6. doi: 10.5650/jos.ess13160. [PMID: 24599108]
  • Rossella Russo, Antonella Ciociaro, Laura Berliocchi, Maria Gilda Valentina Cassiano, Laura Rombolà, Salvatore Ragusa, Giacinto Bagetta, Fabio Blandini, Maria Tiziana Corasaniti. Implication of limonene and linalyl acetate in cytotoxicity induced by bergamot essential oil in human neuroblastoma cells. Fitoterapia. 2013 Sep; 89(?):48-57. doi: 10.1016/j.fitote.2013.05.014. [PMID: 23707744]
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  • Ji H You, Purum Kang, Sun Seek Min, Geun Hee Seol. Bergamot essential oil differentially modulates intracellular Ca2+ levels in vascular endothelial and smooth muscle cells: a new finding seen with fura-2. Journal of cardiovascular pharmacology. 2013 Apr; 61(4):324-8. doi: 10.1097/fjc.0b013e3182834681. [PMID: 23288200]
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