2D Structure
3D Structure
| Properties | |
|---|---|
| PID | PID00016 |
| Mol. Weight | 238.415 g/mol |
| LogP | 5.78 |
| Water solubility | 0.000000891 mol/L at 20 °C |
| Hydrogen Bond Donor | 0 |
| Hydrogen Bond Acceptor | 1 |
| Rotatable Bonds | 0 |
| XLogP3-AA | 6.2 |
| Identifiers | |
|---|---|
| Formula | C16H30O |
| PubChem CID | 10947 |
| FEMA | 3434 |
| Flavor Profile | Powerful Soft, Sweet Animal Musk |
| Smiles | CC1CCCCCCCCCCCCC(=O)C1 |
| InChl Key | ALHUZKCOMYUFRB-UHFFFAOYSA-N |
| InChl | InChI=1S/C16H30O/c1-15-12-10-8-6-4-2-3-5-7-9-11-13-16(17)14-15/h15H,2-14H2,1H3 |
| CAS Registry Number | 541-91-3 |
| IUPAC Systematic Name | 3-methylcyclopentadecan-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 |
|---|---|---|---|---|---|
| Abelmusk | She Xiang(麝香) | Moschus | Warm, Pungent | Lung, Spleen, Stomach | View Graph |
Muscone is an organic compound that is the primary contributor to the odor of musk. Natural muscone is obtained from musk, a glandular secretion of the musk deer, which has been used in perfumery and medicine for thousands of years. Muscone is claimed to be the sexual attractant for musk deer females.
Muscone is also the main active ingredient which is claimed to be the sexual attractant for musk deer females.
The human musk-recognizing receptor, OR5AN1, identified using a heterologous olfactory receptor expression system and robustly responding to muscone, fails to distinguish between muscone and the so-prepared isotopologue in vitro.[3] OR5AN1 is reported to bind to muscone and related musks such as civetone through hydrogen-bond formation from tyrosine-258 along with hydrophobic interactions with surrounding aromatic residues in the receptor.
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 Liang Q Q, Zhang M, Zhou Q, et al. Muscone protects vertebral end-plate degeneration by antiinflammatory property[J]. Clinical Orthopaedics and Related Research®, 2010, 468(6): 1600-1610.
2 Yu L, Wang N, Zhang Y, et al. Neuroprotective effect of muscone on glutamate-induced apoptosis in PC12 cells via antioxidant and Ca2+ antagonism[J]. Neurochemistry international, 2014, 70: 10-21.
3 Hui L, Hu C, Yin G, et al. Effect of muscone on neuronal glutamate transporter EAAC1 expression in rats with acute cerebral ischemia[J]. Chinese Journal of Integrative Medicine, 2003, 9(4): 285-288.
4 Jiang Y, Gong N N, Hu X S, et al. Molecular profiling of activated olfactory neurons identifies odorant receptors for odors in vivo[J]. Nature neuroscience, 2015, 18(10): 1446.
5 Nofiani R, de Mattos-Shipley K, Lebe K E, et al. Strobilurin biosynthesis in Basidiomycete fungi[J]. Nature communications, 2018, 9(1): 3940.
6 Shirasu, M. et al. Olfactory receptor and neural pathway responsible for highly selective sensing of musk odors. Neuron 81, 165–178 (2014).
7 McClintock, T.S. et al. In vivo identification of eugenol-responsive and muscone-responsive mouse odorant receptors. J. Neurosci. 34, 15669–15678 (2014).
8 Yu L, Wang N, Zhang Y, et al. Neuroprotective effect of muscone on glutamate-induced apoptosis in PC12 cells via antioxidant and Ca2+ antagonism[J]. Neurochemistry international, 2014, 70: 10-22.
9 Block E, Jang S, Matsunami H, et al. Implausibility of the vibrational theory of olfaction[J]. Proceedings of the National Academy of Sciences, 2015: 201503054.
10 Ahmed L, Zhang Y, Block E, et al. Molecular mechanism of activation of human musk receptors OR5AN1 and OR1A1 by (R)-muscone and diverse other musk-smelling compounds[J]. Proceedings of the National Academy of Sciences, 2018, 115(17): E3950-E3958.
11 Wang G Y, Wang N, Liao H N. Effects of muscone on the expression of P-gp, MMP-9 on blood–brain barrier model in vitro[J]. Cellular and molecular neurobiology, 2015, 35(8): 1105-1115.