2D Structure
3D Structure
| Properties | |
|---|---|
| PID | PID00114 |
| Mol. Weight | 154.253 g/mol |
| LogP | 2.23 |
| Water solubility | 2.2 mg/mL at 15 °C |
| Hydrogen Bond Donor | 1 |
| Hydrogen Bond Acceptor | 1 |
| Rotatable Bonds | 1 |
| XLogP3 | 2.5 |
| Identifiers | |
|---|---|
| Formula | C10H18O |
| PubChem CID | 8748 |
| FEMA | 3564 |
| Flavor Profile | Must |
| Smiles | C=C(C)C1CCC(C)(O)CC1 |
| InChl Key | RUJPNZNXGCHGID-UHFFFAOYSA-N |
| InChl | InChI=1S/C10H18O/c1-8(2)9-4-6-10(3,11)7-5-9/h9,11H,1,4-7H2,2-3H3 |
| CAS Registry Number | 138-87-4, 7299-40-3, 7299-41-4 |
| IUPAC Systematic Name | 1-methyl-4-prop-1-en-2-ylcyclohexan-1-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 |
|---|---|---|---|---|---|
| Dryobalanops aromatica | Bing Pian(冰片) | Borneol | Minor cold,Pungent,Bitter | Lung,Spleen,Heart | View Graph |
| Haichow Elsholtzia | Xiang Ru (香薷) | Moslae Herba | Minor 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 |
| Siebold Wildginger Equivalent plant: Asarum hetero | Xi Xin (细辛) | Asari Radix Et Rhizoma | Warm, Pungent | Lung, Spleen, Stomach | View Graph |
| Villous Amomum Equivalent plant: Amomum xanthioide | Sha Ren (砂仁) | Amomi Fructus | Warm, Pungent | Lung, Spleen, Stomach | View Graph |
| Lesser Galangal | Gao Liang Jiang (高良姜) | Alpiniae Officinarum Rhizoma | Hot,Pungent | Large Intestine, Stomach | View Graph |
| Aquilaria agallocha | Chen Xiang(沉香) | Eaglewood Equivalent plant: Aquilaria sinensis | Warm,Pungent,Bitter | Lung,Spleen,Liver | View Graph |
| rhizome of Obscured Homalomena | Qian Nian Jian(千年健) | Homalomenae Rhizoma | Warm, Bitter, Pungent | Spleen, Large Intestine, Stomach, Gallbladder, Three End | View Graph |
Limonene is reacted with trifluoroacetic acid in a Markovnikov addition to a trifluoroacetate intermediate, which is easily hydrolyzed with sodium hydroxide to α-terpineol with 7% selectivity. Side-products are the β-terpineol in a mixture of the cis-isomer, the trans-isomer, and 4-terpineol.
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. Anand, A., Jayaramaiah, R. H., Beedkar, S. D., Dholakia, B. B., Lavhale, S. G., Punekar, S. A. Giri, A. P. Terpene profiling, transcriptome analysis and characterization of cis-β-terpineol synthase from Ocimum[J]. Physiology and Molecular Biology of Plants, 2019, 25(1): 47-57.
2. Rottava, I., Cortina, P. F., Martello, E., Cansian, R. L., Toniazzo, G., Antunes, O. A.,De Oliveira, D. Optimization of α-Terpineol Production by the Biotransformation of R-(+)-Limonene and (−)-β-Pinene[J]. Applied biochemistry and biotechnology, 2011, 164(4): 514-523.
3. https://en.m.wikipedia.org/wiki/Terpineol