2D Structure
3D Structure
| Properties | |
|---|---|
| PID | PID00155 |
| Mol. Weight | 152.237 g/mol |
| LogP | 3.0 |
| Water solubility | 0.00891 mol/L at 20 °C |
| Hydrogen Bond Donor | 0 |
| Hydrogen Bond Acceptor | 1 |
| Rotatable Bonds | 1 |
| XLogP3 | 2.2 |
| Identifiers | |
|---|---|
| Formula | C10H16O |
| PubChem CID | 107561 |
| FEMA | 4200 |
| Flavor Profile | None |
| Smiles | CC1=CC(=O)[C@@H](C(C)C)CC1 |
| InChl Key | YSTPAHQEHQSRJD-SECBINFHSA-N |
| InChl | InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h6-7,9H,4-5H2,1-3H3/t9-/m1/s1 |
| CAS Registry Number | 4573-50-6 |
| IUPAC Systematic Name | (6R)-3-methyl-6-propan-2-ylcyclohex-2-en-1-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 |
|---|---|---|---|---|---|
| Wild Mint | Bo He (薄荷) | Menthae Haplocalycis Herba | Cool, Pungent | Liver, Lung | View Graph |
| Illicium difengpi | Di Feng Pi(地枫皮) | Difengpi Anisetree Equivalent plant: Illicium maju | Warm,Slightly Pungent,Punkery | Bladder,Kidney | View Graph |
| bark of Officinal magnolia | Hou Pu(厚朴) | Magnoliae Officinalis Cortex | Warm, Pungent, Bitter | Spleen, Liver | View Graph |
| Black Pepper | Hu Jiao (胡椒) | Piperis Fructus | Hot,Pungent | Large Intestine, Stomach | View Graph |
| Bunge Pricklyash Equivalent plant: Zanthoxylum sch | Hua Jiao (花椒) | Zanthoxyli Pericarpium | Warm,Pungent | Spleen, Stomach, Kidney, Lung | View Graph |
| Chinese Ephedra Equivalent plant: Ephedra equiseti | Ma Huang (麻黄) | Ephedrae Herba | Warm, Pungent, Slightly Bitter | Lung, Bladder | View Graph |
| Frankincense, Olibanum | Ru Xiang (乳香) | Olibanum | Warm，Bitter, Pungent | Spleen, Lung | View Graph |
| Combined Spicebush | Wu Yao(乌药) | Linderae Radix | 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 |
Piperitone is a natural monoterpene ketone which is a component of some essential oils. Both stereoisomers, the D-form and the L-form, are known.
The D-form has a peppermint-like aroma and has been isolated from the oils of plants from the genera Cymbopogon, Andropogon, and Mentha.
The L-form has been isolated from Sitka spruce.
Piperitone is used as the principal raw material for the production of synthetic menthol and thymol. The primary source of D/L-piperitone is from
Eucalyptus dives, produced mainly in South Africa.
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. https://en.wikipedia.org/wiki/Piperitone
2. Pons, A., Lavigne, V., Darriet, P., Dubourdieu, D. Identification and analysis of piperitone in red wines[J]. Food chemistry, 2016, 206: 191-196.
3. Sakirigui, A., Gbaguidi, F., Kasséhin, U. C., Poupaert, J., Accrombessi, G. C., Kotchoni, S. O. Structural and antitrypanosomal data of different carbasones of piperitone[J]. Data in brief, 2016, 9: 1039-1043.