2D Structure
3D Structure
| Properties | |
|---|---|
| PID | PID00065 |
| Mol. Weight | 161.219 g/mol |
| LogP | -1.78 |
| Water solubility | 0.0851 mol/L at 20 °C |
| Hydrogen Bond Donor | 2 |
| Hydrogen Bond Acceptor | 4 |
| Rotatable Bonds | 5 |
| XLogP3-AA | -2.1 |
| Identifiers | |
|---|---|
| Formula | C6H11NO2S |
| PubChem CID | 9793905 |
| FEMA | 4322 |
| Flavor Profile | Savory |
| Smiles | C=CCSC[C@H](N)C(=O)O |
| InChl Key | ZFAHNWWNDFHPOH-YFKPBYRVSA-N |
| InChl | InChI=1S/C6H11NO2S/c1-2-3-10-4-5(7)6(8)9/h2,5H,1,3-4,7H2,(H,8,9)/t5-/m0/s1 |
| CAS Registry Number | 21593-77-1 |
| IUPAC Systematic Name | (2R)-2-amino-3-prop-2-enylsulfanylpropanoic acid |
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 |
|---|---|---|---|---|---|
| Allium sativum | Da Suan(大蒜) | Garlic | Warm,Pungent | Spleen, Stomach, Kidney, Lung | View Graph |
S-allyl-L-cysteine (SAC) is a bioactive compound in garlic (Allium sativum). S-allyl-L-cysteine (SAC, C6H11NO2S) is a colorless, odorless, water-soluble, stable and bioactive organosulfur compound existing in garlic (Allium sativum). S-Allyl-L-cysteine (SAC), an active organosulfur compounds in Aged garlic extract (AGE), has
been shown to have neurotrophic activity in cultured neurons. S-allyl-L-cysteine (SAC), an active organosulfur compound of garlic, has been reported to possess antioxidant activity. S-allyl-L-cysteine (SAC), one of the organosulfur compounds found in aged garlic extract, has been shown to possess various biological effects including neurotrophic activity.
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. Ito, Y., Ito, M., Takagi, N., Saito, H., Ishige, K. Neurotoxicity induced by amyloid -peptide and ibotenic acid in organotypic hippocampal cultures: protection by S-allyl-L-cysteine, a garlic compound[J]. Brain research, 2003, 985(1): 98-107.
2. Moriguchi, T., Matsuura, H., Kodera, Y., Itakura, Y., Katsuki, H., Saito, H., Nishiyama, N. Neurotrophic activity of organosulfur compounds having a thioallyl group on cultured rat hippocampal neurons[J]. Neurochemical research, 1997, 22(12): 1449-1452.
3. Park, S. H., Lee, H., Kim, H. S., Kim, Y. R., Noh, S. H. Optimum conditions for S-allyl-(L)-cysteine accumulation in aged garlic by RSM[J]. Food Science and Biotechnology, 2014, 23(3): 717-722.
4. Krause R J, Glocke S C, Elfarra A A. Sulfoxides as Urinary Metabolites ofS-Allyl-l-Cysteine in Rats: Evidence for the Involvement of Flavin-Containing Monooxygenases[J]. Drug metabolism and Disposition, 2002, 30(10): 1137-1142.
5. Atif F, Yousuf S, Agrawal S K. S-Allyl L-cysteine diminishes cerebral ischemia-induced mitochondrial dysfunctions in hippocampus[J]. Brain research, 2009, 1265: 128-137.
6. Kosuge, Y., Koen, Y., Ishige, K., Minami, K., Urasawa, H., Saito, H., & Ito, Y. S-allyl-L-cysteine selectively protects cultured rat hippocampal neurons from amyloid -protein-and tunicamycin-induced neuronal death[J]. Neuroscience, 2003, 122(4): 885-895.
7. Atif, Fahim, Seema Yousuf, and Sandeep Kumar Agrawal. S-Allyl L-cysteine diminishes cerebral ischemia-induced mitochondrial dysfunctions in hippocampus. Brain research 1265 (2009): 128-137.
8. Kosuge, Y., Koen, Y., Ishige, K., Minami, K., Urasawa, H., Saito, H., Ito, Y. S-allyl-L-cysteine selectively protects cultured rat hippocampal neurons from amyloid -protein-and tunicamycin-induced neuronal death.Neuroscience 122.4 (2003): 885-895.
9. Moriguchi, T., Nishiyama, N., Saito, H., Katsuki, H. Trophic effects of aged garlic extract (AGE) and its fractions on primary cultured hippocampal neurons from fetal rat brain[J]. Phytotherapy Research, 1996, 10(6): 468-472.
10. Xu, X., Miao, Y., Chen, J. Y., Zhang, Q., & Wang, J. Effective production of S-allyl-L-cysteine through a homogeneous reaction with activated endogenous -glutamyltranspeptidase in garlic (Allium Sativum)[J]. Journal of food science and technology, 2015, 52(3): 1724-1729.
11. Kim, J. M., Lee, J. C., Chang, N., Chun, H. S., Kim, W. K. S-Allyl-L-cysteine attenuates cerebral ischemic injury by scavenging peroxynitrite and inhibiting the activity of extracellular signal-regulated kinase. Free radical research 40.8 (2006): 827-835.
12. Denzer, I., Muench, G., Pischetsrieder, M., Friedland, K. S-allyl-L-cysteine and isoliquiritigenin improve mitochondrial function in cellular models of oxidative and nitrosative stress. Food chemistry 194 (2016): 843-848.