2D Structure

3D Structure

1,4-Cineole


Properties
PID PID00133
Mol. Weight 154.253 g/mol
LogP 2.97
Water solubility Slightly Sol in water
Hydrogen Bond Donor 0
Hydrogen Bond Acceptor 1
Rotatable Bonds 1
XLogP3-AA 2.5

1,4-Cineole

Identifiers
Formula C10H18O
PubChem CID 10106
FEMA 3658
Flavor Profile Minty Lime Oil Odor, Minty Lime Oil Taste,
Smiles CC(C)C12CCC(C)(CC1)O2
InChl Key RFFOTVCVTJUTAD-UHFFFAOYSA-N
InChl InChI=1S/C10H18O/c1-8(2)10-6-4-9(3,11-10)5-7-10/h8H,4-7H2,1-3H3
CAS Registry Number 470-67-7
IUPAC Systematic Name 1-methyl-4-propan-2-yl-7-oxabicyclo[2.2.1]heptane

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/)


Related Pungent TCM

English Name Pinyin Name (Chinese Name) Latin Name Properties in TCM merdians View Graph
Artemisia argyiAi Ye(艾叶)Argy Wormwood Leaf Equivalent plant: Artemisia monWarm,Pungent,BitterLung,Spleen,LiverView Graph
Piper cubebaBi Cheng Qie(荜澄茄)Cubeba PepperWarm, PungentLung, Spleen, StomachView Graph
Chuanxiong (Wallich Ligusticum) Equivalent plantChuan Xiong (川芎)Ligusticum chuanxiong HortWarm, PungentLung, Spleen, StomachView Graph
Chinese Ephedra Equivalent plant: Ephedra equisetiMa Huang (麻黄)Ephedrae HerbaWarm, Pungent, Slightly BitterLung, BladderView Graph
Siebold Wildginger Equivalent plant: Asarum heteroXi Xin (细辛)Asari Radix Et RhizomaWarm, PungentLung, Spleen, StomachView Graph
Villous Amomum Equivalent plant: Amomum xanthioideSha Ren (砂仁)Amomi FructusWarm, PungentLung, Spleen, StomachView Graph

Pharmacological action

1,4-Cineole is a widely distributed monoterpene ether, which is one of the flavor constituents of lime juice. 1,4-cineole is a potent phytotoxin.



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.

References

1. Gomes P B, Feitosa M L, Silva M I G, et al. Anxiolytic-like effect of the monoterpene 1, 4-cineole in mice[J]. Pharmacology Biochemistry and Behavior, 2010, 96(3): 287-293.

2. Porsolt R D, Bertin A, Jalfre M. Behavioral despair in mice: a primary screening test for antidepressants[J]. Archives internationales de pharmacodynamie et de therapie, 1977, 229(2): 327-336.

3. Silva, M. I. G., de Aquino Neto, M. R., Neto, P. F. T., Moura, B. A., do Amaral, J. F., de Sousa, D. P., de Sousa, F. C. F. Central nervous system activity of acute administration of isopulegol in mice[J]. Pharmacology Biochemistry and Behavior, 2007, 88(2): 141-147.

4. Saad, K. A., Roff, M. M., Hallett, R. H., Idris, A. B. Aphid-induced defences in chilli affect preferences of the whitefly, Bemisia tabaci (Hemiptera: Aleyrodidae)[J]. Scientific reports, 2015, 5: 13697.

5. Porto-Figueira, P., Pereira, J., Miekisch, W., Câmara, J. S. Exploring the potential of NTME/GC-MS, in the establishment of urinary volatomic profiles. Lung cancer patients as case study[J]. Scientific reports, 2018, 8(1): 13113.

6. Kawasaki, H., Mizuta, K., Fujita, T., Kumamoto, E. Inhibition by menthol and its related chemicals of compound action potentials in frog sciatic nerves[J]. Life sciences, 2013, 92(6-7): 359-367.

7. Gross, A. D., Temeyer, K. B., Day, T. A., de León, A. A. P., Kimber, M. J., Coats, J. R.. Interaction of plant essential oil terpenoids with the southern cattle tick tyramine receptor: A potential biopesticide target[J]. Chemico-biological interactions, 2017, 263: 1-6.

8. Geroldinger, G., Tonner, M., Hettegger, H., Bacher, M., Monzote, L., Walter, M., Gille, L. Mechanism of ascaridole activation in Leishmania[J]. Biochemical pharmacology, 2017, 132: 48-62.

9. Gupta P, Albeanu D F, Bhalla U S. Olfactory bulb coding of odors, mixtures and sniffs is a linear sum of odor time profiles[J]. Nature neuroscience, 2015, 18(2): 272.