2D Structure
3D Structure
| Properties | |
|---|---|
| PID | PID00094 |
| Mol. Weight | 154.253 g/mol |
| LogP | 2.65 |
| Water solubility | In water, 1590 mg/L at 25 °C |
| Hydrogen Bond Donor | 1 |
| Hydrogen Bond Acceptor | 1 |
| Rotatable Bonds | 4 |
| XLogP3 | 2.7 |
| Identifiers | |
|---|---|
| Formula | C10H18O |
| PubChem CID | 6549 |
| FEMA | 2635 |
| Flavor Profile | Floral, spicy, wood odor; Taste characteristics at 30 ppm: Floral, woody, sweet with a green, spicy tropical nuance, Flavor characteristics: light, floral, |
| Smiles | CC(=CCCC(C)(C=C)O)C |
| InChl Key | CDOSHBSSFJOMGT-UHFFFAOYSA-N |
| InChl | InChI=1S/C10H18O/c1-5-10(4,11)8-6-7-9(2)3/h5,7,11H, 1,6,8H2,2-4H3 |
| CAS Registry Number | 78-70-6; 126-91-0; 22564-99-4 |
| IUPAC Systematic Name | 3,7-dimethylocta-1,6-dien-3-ol |
Organ Location Map/System Distribution of Pungent Flavor Compounds’ Targets
Note: Known Targets (Gene) from 6952 literatures, DrugBank (http://www.drugbank.ca/), STITCH (http://stitch.embl.de/), ChEMBL (https://www.ebi.ac.uk/chembl/), Therapeutic Target Database (http://bidd.nus.edu.sg/group/ttd/), and Comparative Toxicogenomics Database (CTD, http://ctdbase.org/)
| English Name | Pinyin Name (Chinese Name) | Latin Name | Properties in TCM | merdians | View Graph |
|---|---|---|---|---|---|
| Siebold Wildginger Equivalent plant: Asarum hetero | Xi Xin (细辛) | Asari Radix Et Rhizoma | Warm,Pungent | Lung, Kidney, Heart | View Graph |
| Apple Mint | Yu Xian Cao(鱼腥草) | Houttuyniae Herba | Cold, Pungent | Lung | View Graph |
| Common Ginger Dried Rhizome | Gan Jiang (干姜) | Zingiberis Rhizoma | Hot, Pungent | Lung, Spleen, Stomach, Heart, Kidney | View Graph |
| Chuanxiong (Wallich Ligusticum) Equivalent plant | Chuan Xiong (川芎) | Ligusticum chuanxiong Hort | Warm, Pungent | Liver, Gallbladder, Pericardium or Xin Bao | View Graph |
| Fresh Common Ginger | Sheng Jiang (生姜) | Zingiber Rhizoma Recens | Warm, Pungent | Lung, Spleen, Stomach | View Graph |
| Illicium difengpi | Di Feng Pi(地枫皮) | Difengpi Anisetree Equivalent plant: Illicium maju | Warm,Slightly Pungent,Punkery | Bladder,Kidney | View Graph |
| Bunge Pricklyash Equivalent plant: Zanthoxylum sch | Hua Jiao (花椒) | Zanthoxyli Pericarpium | Warm,Pungent | Spleen, Stomach, Kidney | View Graph |
| Lily Magnolia Buds Equivalent plant: Magnolia lili | Xin Yi (辛夷) | Magnoliae Flos | Warm, Pungent | Lung, Spleen, Stomach | View Graph |
| Fortune Eupatorium Equivalent plant: Eupatorium f | Pei Lan(佩兰) | Eupatorii Herba | Neural, Pungent | Lung,Spleen,Stomach | View Graph |
| Long Pepper | Bi Ba (荜茇) | Piperis Longi Fructus | Hot,Pungent | Large Intestine, Stomach | View Graph |
| Chinese Clematis | Wei Ling Xian (威灵仙) | Clematidis Radix Et Rhizoma | Warm, Pungent, Salty | Bladder | View Graph |
| Villous Amomum Equivalent plant: Amomum xanthioide | Sha Ren (砂仁) | Amomi Fructus | Warm, Pungent | Lung, Spleen, Stomach | View Graph |
| Haichow Elsholtzia | Xiang Ru (香薷) | Moslae Herba | Minor Warm,Pungent | Lung, Stomach | View Graph |
| Perilla frutescens var. arguta | Zi Su(紫苏叶) | Common Perilla Equivalent plant: Perilla frutescen | Warm, Pungent | Lung, Spleen, Stomach | View Graph |
| Wilson Citron | Xiang Yuan(香橼) | Citri Fructus | Warm, Pungent, Sour, Slightly Bitter | Lung, Spleen, Liver | View Graph |
| Wilson Citron | Xiang Yuan(香橼) | Citri Fructus | Warm, Pungent, Sour, Slightly Bitter | Lung, Spleen, Liver | View Graph |
Linalool (3,7-dimethyl-1,6-octadien-3-ol) (LNL) is an alcoholic monoterpene found in the essential oils of rosewood (Aniba rosaeodora Ducke), sacaca (Croton cajucara Benth), and basil (Ocimum basilicum L.). It is known to have antimicrobial effect, antidepressant activity, anti-inflammatory and analgesic effects, against diarrhea, fever, gingivitis, cough and measles, antihyperalgesic and antinociceptive properties，antifungal, and repellent activities. It acts on the nervous system of insects by the reversible inhibition of acetylcholinesterase.
Note: Click anywhere in the blank, you can drag the whole dynamic diagram. Click on a node, you can drag his location to see it more clearly. The blue circle represents pharmacology, toxicology, or daily use. Orange hexagon represents the pungent compounds.
1. Alviano W S, Mendon?a\Filho R R, Alviano D S, et al. Antimicrobial activity of Croton cajucara Benth linalool\rich essential oil on artificial biofilms and planktonic microorganismsJ.. Oral Microbiology and Immunology, 2005, 20(2): 101-105.
2. Cha JD, Jung EK, Kil BS, Lee KY. Chemical composition and antibacterial activity of essential oil from Artemisia feddei J.. Journal of Microbiology and Biotechnology, 2007, 17:2061e5.
3. Guzmn-Gutirrez S L, Gmez-Cansino R, Garca-Zebada J C, et al. Antidepressant activity of Litsea glaucescens essential oil: identification of -pinene and linalool as active principlesJ.. Journal of ethnopharmacology, 2012, 143(2): 673-679.
4. Park S N, Lim Y K, Freire M O, et al. Antimicrobial effect of linalool and -terpineol against periodontopathic and cariogenic bacteriaJ.. Anaerobe, 2012, 18(3): 369-372.
5. Li X J, Yang Y J, Li Y S, et al. -Pinene, linalool, and 1-octanol contribute to the topical anti-inflammatory and analgesic activities of frankincense by inhibiting COX-2J.. Journal of ethnopharmacology, 2016, 179: 22-26.
6. Queiroga C L, Duarte M C T, Ribeiro B B, et al. Linalool production from the leaves of Bursera aloexylon and its antimicrobial activityJ.. Fitoterapia, 2007, 78(4): 327-328.
7. Miyazawa M, Yokote K, Kameoka H. Resolution of racemic linalool oxide-pyranoid by microbial esterificationJ.. Tetrahedron: Asymmetry, 1995, 6(5): 1067-1068.
8. Li X J, Yang Y J, Li Y S, et al. -Pinene, linalool, and 1-octanol contribute to the topical anti-inflammatory and analgesic activities of frankincense by inhibiting COX-2J.. Journal of ethnopharmacology, 2016, 179: 22-26.
9. Park S N, Lim Y K, Freire M O, et al. Antimicrobial effect of linalool and -terpineol against periodontopathic and cariogenic bacteriaJ.. Anaerobe, 2012, 18(3): 369-372.
10. Miyazawa M, Yokote K, Kameoka H. Resolution of racemic linalool oxide-pyranoid by microbial esterificationJ.. Tetrahedron: Asymmetry, 1995, 6(5): 1067-1068.
11. Herman A, Tambor K, Herman A. Linalool affects the antimicrobial efficacy of essential oilsJ.. Current microbiology, 2016, 72(2): 165-172.
12. Guzmn-Gutirrez S L, Bonilla-Jaime H, Gmez-Cansino R, et al. Linalool and -pinene exert their antidepressant-like activity through the monoaminergic pathwayJ.. Life sciences, 2015, 128: 24-29.
13. Rodenak-Kladniew B, Castro A, St?rkel P, et al. Linalool induces cell cycle arrest and apoptosis in HepG2 cells through oxidative stress generation and modulation of Ras/MAPK and Akt/mTOR pathwaysJ.. Life sciences, 2018, 199: 48-59.
14. Harada H, Kashiwadani H, Kanmura Y, et al. Linalool odor-induced anxiolytic effects in miceJ.. Frontiers in Behavioral Neuroscience, 2018, 12: 241.
15. Xu P, Wang K, Lu C, et al. Protective effects of linalool against amyloid beta-induced cognitive deficits and damages in miceJ.. Life sciences, 2017, 174: 21-27.
16. Kuroda K, Inoue N, Ito Y, et al. Sedative effects of the jasmine tea odor and (R)-(?)-linalool, one of its major odor components, on autonomic nerve activity and mood statesJ.. European journal of applied physiology, 2005, 95(2-3): 107-114.
17. Peana A T, Marzocco S, Popolo A, et al. (?)-Linalool inhibits in vitro NO formation: probable involvement in the antinociceptive activity of this monoterpene compoundJ.. Life sciences, 2006, 78(7): 719-723.
18. Elisabetsky E, Brum L F S, Souza D O. Anticonvulsant properties of linalool in glutamate-related seizure modelsJ.. Phytomedicine, 1999, 6(2): 107-113.
19. Peana A T, D'Aquila P S, Panin F, et al. Anti-inflammatory activity of linalool and linalyl acetate constituents of essential oilsJ.. Phytomedicine, 2002, 9(8): 721-726.
20. Nerio, L. S., Olivero-Verbel, J. & Stashenko, E. Repellent activity of essential oils: A review. Bioresour. Technol. 101, 372C378 (2010).
21. Re, L. et al. Linalool modifies the nicotinic receptorCion channel kinetics at the mouse neuromuscular junction. Pharmacol. Res. 42, 177C181 (2000).