2D Structure
3D Structure
| Properties | |
|---|---|
| PID | PID00002 |
| Mol. Weight | 154.253 g/mol |
| LogP | 2.74 |
| Water solubility | 3500 mg/L at 21 °C |
| Hydrogen Bond Donor | 0 |
| Hydrogen Bond Acceptor | 1 |
| Rotatable Bonds | 0 |
| XLogP3 | 2.5 |
| Identifiers | |
|---|---|
| Formula | C10H18O |
| PubChem CID | 2758 |
| FEMA | 2465 |
| Flavor Profile | Pungent, cooling, spicy taste |
| Smiles | CC1(C2CCC(O1)(CC2)C)C |
| InChl Key | WEEGYLXZBRQIMU-UHFFFAOYSA-N |
| InChl | InChI=1S/C10H18O/c1-9(2)8-4-6-10(3,11-9)7-5-8/h8H,4-7H2,1-3H3 |
| CAS Registry Number | 470-82-6 |
| IUPAC Systematic Name | 2,2,4-trimethyl-3-oxabicyclo[2.2.2]octane |
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 |
|---|---|---|---|---|---|
| Chuanxiong (Wallich Ligusticum) Equivalent plant | Chuan Xiong (川芎) | Ligusticum chuanxiong Hort | Warm, Pungent | Liver, Gallbladder, Pericardium or Xin Bao | View Graph |
| Odoriferous Rosewood | Jiang Xiang (降香) | Dalbergiae odoriferae Lignum | Warm, Pungent | Spleen, Liver | View Graph |
| Fennel Fruit | Xiao Hui Xiang (小茴香) | Foeniculi Fructus | Warm, Pungent | Spleen, Stomach, Liver, Kidney | View Graph |
| Oriental Sweetgum Resin | Su He Xiang (苏合香) | Styrax | Warm, Pungent | Spleen, Heart | View Graph |
| Siebold Wildginger Equivalent plant: Asarum hetero | Xi Xin (细辛) | Asari Radix Et Rhizoma | Warm, Pungent | Lung, Kidney, Heart | View Graph |
| Cassiabarktree Twig | Gui Zhi (桂枝) | Cinnamomi Ramulus | Warm, Pungent, Sweet | Lung, Bladder, Heart | View Graph |
| Long Pepper | Bi Ba (荜茇) | Piperis Longi Fructus | Hot,Pungent | Large Intestine, Stomach | View Graph |
1,8-Cineole has characteristic fresh and camphoraceous fragrance and pungent taste. 1,8-cineole has analgesic, anti-inflammatory, anti-bacterial, insecticidal, anticorrosive effects,attractant for the banana weevil potentiation effect, ameliorate dysfunction of endothelial cells, skin carcinoma, the acaricidal activity. inhibit the late phase edema effect, against influenza virus, produce inflammatory oedema, effect on reducing intake, etc.
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. Khan A, Vaibhav K, Javed H, et al. 1, 8-cineole (eucalyptol) mitigates inflammation in amyloid Beta toxicated PC12 cells: relevance to Alzheimers disease[J]. Neurochemical research, 2014, 39(2): 344-352.
2. Ndiege I O, Budenberg W J, Otieno D O, et al. 1, 8-Cineole: an attractant for the banana weevil, Cosmopolites sordidus[J]. Phytochemistry, 1996, 42(2): 369-371.
3. Pereira-Gon?alves , Ferreira-da-Silva F W, de Holanda-Angelin-Alves C M, et al. 1, 8-Cineole blocks voltage-gated L-type calcium channels in tracheal smooth muscle[J]. Pflgers Archiv-European Journal of Physiology, 2018: 1-11.
4. Linghu K, Lin D, Yang H, et al. Ameliorating effects of 1, 8-cineole on LPS-induced human umbilical vein endothelial cell injury by suppressing NF-B signaling in vitro[J]. European journal of pharmacology, 2016, 789: 195-201.
5. Sampath S, Subramani S, Janardhanam S, et al. Bioactive compound 1, 8-Cineole selectively induces G2/M arrest in A431 cells through the upregulation of the p53 signaling pathway and molecular docking studies[J]. Phytomedicine, 2018
6. Dziba L E, Hall J O, Provenza F D. Feeding behavior of lambs in relation to kinetics of 1, 8-cineole dosed intravenously or into the rumen[J]. Journal of Chemical Ecology, 2006, 32(2): 391.
7. Kumar P, Mishra S, Malik A, et al. Housefly (Musca domestica L.) control potential of Cymbopogon citratus Stapf.(Poales: Poaceae) essential oil and monoterpenes (citral and 1, 8-cineole)[J]. Parasitology research, 2013, 112(1): 69-76.
8. Hu Z, Chen Z, Yin Z, et al. In vitro acaricidal activity of 1, 8-cineole against Sarcoptes scabiei var. cuniculi and regulating effects on enzyme activity[J]. Parasitology research, 2015, 114(8): 2959-2967.
9. Santos F A, Rao V S N. Inflammatory edema induced by 1, 8-cineole in the hindpaw of rats: a model for screening antiallergic and anti-inflammatory compounds[J]. Phytomedicine, 1998, 5(2): 115-119.
10. Li Y, Xu Y, Lai Y, et al. Intranasal co-administration of 1, 8-cineole with influenza vaccine provide cross-protection against influenza virus infection[J]. Phytomedicine, 2017, 34: 127-135.
11. Santos F A, Rao V S N. Mast cell involvement in the rat paw oedema response to 1, 8-cineole, the main constituent of eucalyptus and rosemary oils[J]. European journal of pharmacology, 1997, 331(2-3): 253-258.
12. Bedoya-Prez M A, Isler I, Banks P B, et al. Roles of the volatile terpene, 1, 8-cineole, in plantCherbivore interactions: a foraging odor cue as well as a toxin?[J]. Oecologia, 2014, 174(3): 827-837.
13. Daniels-Lake B J, Prange R K, Kalt W, et al. The effects of ozone and 1, 8-cineole on sprouting, fry color and sugars of stored Russet Burbank potatoes[J]. American potato journal, 1996, 73(10): 469-481.
14. de Oliveira K R, de Sousa J P, da Costa Medeiros J A, et al. Synergistic inhibition of bacteria associated with minimally processed vegetables in mixed culture by carvacrol and 1, 8-cineole[J]. Food Control, 2015, 47: 334-339.
15. Khan A, Vaibhav K, Javed H, et al. 1, 8-cineole (eucalyptol) mitigates inflammation in amyloid Beta toxicated PC12 cells: relevance to Alzheimers disease[J]. Neurochemical research, 2014, 39(2): 344-352.
16. Takaishi M, Fujita F, Uchida K, et al. 1, 8-cineole, a TRPM8 agonist, is a novel natural antagonist of human TRPA1[J]. Molecular pain, 2012, 8(1): 86.
17. Miyazawa M, Shindo M. Biotransformation of 1, 8-cineole by human liver microsomes[J]. Natural product letters, 2001, 15(1): 49-53.