2D Structure
3D Structure
| Properties | |
|---|---|
| PID | PID00082 |
| Mol. Weight | 154.253 g/mol |
| LogP | 2.32 |
| Water solubility | 0.00832 mol/L at 20 °C |
| Hydrogen Bond Donor | 1 |
| Hydrogen Bond Acceptor | 1 |
| Rotatable Bonds | 1 |
| XLogP3-AA | 3.0 |
| Identifiers | |
|---|---|
| Formula | C10H18O |
| PubChem CID | 170833 |
| FEMA | 2962 |
| Flavor Profile | Mint, Cool |
| Smiles | C=C(C)[C@@H]1CC[C@@H](C)C[C@H]1O |
| InChl Key | ZYTMANIQRDEHIO-KXUCPTDWSA-N |
| InChl | InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h8-11H,1,4-6H2,2-3H3/t8-,9+,10-/m1/s1 |
| CAS Registry Number | 89-79-2, 50373-36-9, 59905-53-2 |
| IUPAC Systematic Name | (1R,2S,5R)-5-methyl-2-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 |
|---|---|---|---|---|---|
| Wild Mint | Bo He (薄荷) | Menthae Haplocalycis Herba | Cool, Pungent | Liver, Lung | View Graph |
| Chinese Thorowax Equivalent plant: Bupleurum scorz | Chai Hu(柴胡) | Bupleuri Radix | Minor cold, Pungent, Bitter | Liver, Gallbladder, Lung | View Graph |
| Chinese Ephedra Equivalent plant: Ephedra equiseti | Ma Huang (麻黄) | Ephedrae Herba | Warm, Pungent, Slightly Bitter | Lung, Bladder | View Graph |
| Fresh Common Ginger | Sheng Jiang (生姜) | Zingiber Rhizoma Recens | Warm, Pungent | Lung, Spleen, Stomach | View Graph |
Isopulegol is a fragrance ingredient used in decorative cosmetics, fine fragrances, shampoos, toilet soaps and other toiletries as well as in non-cosmetic products such as household cleaners and detergents
Iisopulegol presented depressant- and anxiolytic-like effects. isopulegol was determined to be non-mutagenic and it does not present a concern for genotoxic potential
isopulegol was considered not clastogenic in the in vitro micronucleus assay
Usopulegol does not present a concern for skin sensitization and phototoxicity or photoallergenicity. Isopulegol was identified as a fragrance material with the potential to present a possible risk to the aquatic environment isopulegol does present a risk to the aquatic compartment in the screening level assessment.
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.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. (2007). Central nervous system activity of acute administration of isopulegol in mice[J]. Pharmacology Biochemistry and Behavior, 2007, 88(2): 141-147.
2.Howard J D, Kahnt T, Gottfried J A. Converging prefrontal pathways support associative and perceptual features of conditioned stimuli[J]. Nature communications, 2016, 7: 11546.
3.Narayan A R H, Jimnez-Oss G, Liu P, Negretti, S., Zhao, W., Gilbert, M. M., ... & Podust, L. M. (2015). Enzymatic hydroxylation of an unactivated methylene CCH bond guided by molecular dynamics simulations[J]. Nature chemistry, 2015, 7(8): 653.
4.Bhatia S P, McGinty D, Letizia C S, & Api, A. M. (2008). Fragrance material review on isopulegol[J]. Food and Chemical Toxicology, 2008, 46(11): S185-S189.
5.Park J H, Jeon Y J, Lee C H,Chung, N., & Lee, H. S. (2017). Insecticidal toxicities of carvacrol and thymol derived from Thymus vulgaris Lin. against Pochazia shantungensis Chou & Lu., newly recorded pest[J]. Scientific reports, 2017, 7: 40902.
6.Api A M, Belsito D, Bhatia S, Bruze, M., Calow, P., Dagli, M. L., ... & Lalko, J. F. (2016). RIFM fragrance ingredient safety assessment, Isopulegol, CAS Registry Number 89-79-2[J]. Food and Chemical Toxicology, 2016, 97: S129-S135.