2D Structure
3D Structure
| Properties | |
|---|---|
| PID | PID00074 |
| Mol. Weight | 152.237 g/mol |
| LogP | 3.06 |
| Water solubility | 0.00575 mol/L at 20 °C |
| Hydrogen Bond Donor | 0 |
| Hydrogen Bond Acceptor | 1 |
| Rotatable Bonds | 0 |
| XLogP3-AA | 2.3 |
| Identifiers | |
|---|---|
| Formula | C10H16O |
| PubChem CID | 1201521 |
| FEMA | 2479 |
| Flavor Profile | Mint, Cool |
| Smiles | CC1(C2CCC(C2)(C1=O)C)C |
| InChl Key | LHXDLQBQYFFVNW-XCBNKYQSSA-N |
| InChl | InChI=1S/C10H16O/c1-9(2)7-4-5-10(3,6-7)8(9)11/h7H,4-6H2,1-3H3/t7-,10+/m1/s1 |
| CAS Registry Number | 4695-62-9 |
| IUPAC Systematic Name | (1R,4S)-2,2,4-trimethylbicyclo[2.2.1]heptan-3-one |
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 |
|---|---|---|---|---|---|
| Cassiabarktree Twig | Gui Zhi (桂枝) | Cinnamomi Ramulus | Warm, Pungent, Sweet | Lung, Bladder, Heart | View Graph |
| Villous Amomum Equivalent plant: Amomum xanthioide | Sha Ren (砂仁) | Amomi Fructus | Warm, Pungent | Lung, Spleen, Stomach | View Graph |
| Fennel Fruit | Xiao Hui Xiang (小茴香) | Foeniculi Fructus | Warm, Pungent | Lung, Spleen, Stomach | View Graph |
| Lily Magnolia Buds Equivalent plant: Magnolia lili | Xin Yi (辛夷) | Magnoliae Flos | Warm, Pungent | Lung, Spleen, Stomach | View Graph |
| Shorthorned Epimedium Equivalent plant: Epimedium | Yin Yang Huo (淫羊藿) | Epimedii Folium | Warm, Sweet, Pungent | Liver, Kidney | View Graph |
(1S,4R)-fenchone is a fenchone that has 1S,4R stereochemistry. A colourless, oily liquid found in fennel oil, it is used in perfumery and as flavour in foods. It is an enantiomer of a (1R,4S)-fenchone.
d-Fenchone is reported to occur is the following foods: Fennel (Foeniculum vulg., ssp. Capillaceum; var.).
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. Suginome H, Furukawa K, Orito K. Photoinduced molecular transformations. Part 119. Photochemical nitrogen insertion into bicyclo [2.2. 1] heptanones; the photochemistry of oximes of (+)-fenchone and (+)-camphor[J]. Journal of the Chemical Society, Perkin Transactions 1, 1991 (4): 917-921.
2. Hughes, D. T., Pelletier, J., Rahman, S., Chen, S., Leal, W. S., Luetje, C. W. Functional and nonfunctional forms of CquiOR91, an odorant selectivity subunit of Culex quinquefasciatus[J]. Chemical senses, 2017, 42(4): 333-341.
3. Batiu I. Vapor–liquid equilibria in the binary system (−)-beta-pinene+(+)-fenchone: Analysis in terms of group contributions models of some binary systems containing terpenoids[J]. Fluid phase equilibria, 2005, 227(1): 113-124.
4. Api, A. M., Belsito, D., Botelho, D., Bruze, M., Burton, G. A., Buschmann, J., Francis, M. RIFM fragrance ingredient safety assessment, Fenchone, CAS Registry Number 1195-79-5[J]. Food and Chemical Toxicology, 2018, 122: S209-S217.
5. Laska M, Teubner P. Olfactory discrimination ability of human subjects for ten pairs of enantiomers[J]. Chemical senses, 1999, 24(2): 161-170.
6. Hanyu, N., Aoki, T., Mino, T., Sakamoto, M., Fujita, T.. New chiral 1, 4-aminoalcohols derived from (+)-camphor and (−)-fenchone for the enantioselective addition of diethylzinc to aldehyde[J]. Tetrahedron: Asymmetry, 2000, 11(20): 4127-4136.
7. https://pubchem.ncbi.nlm.nih.gov/compound/1201521