2D Structure
3D Structure
| Properties | |
|---|---|
| PID | PID00149 |
| Mol. Weight | 58.08 g/mol |
| LogP | 0.21 |
| Water solubility | Infinitely soluble in water |
| Hydrogen Bond Donor | 1 |
| Hydrogen Bond Acceptor | 1 |
| Rotatable Bonds | 1 |
| XLogP3 | 0.2 |
| Identifiers | |
|---|---|
| Formula | C3H6O |
| PubChem CID | 7858 |
| FEMA | - |
| Flavor Profile | Mustard, Pungent |
| Smiles | C=CCO |
| InChl Key | XXROGKLTLUQVRX-UHFFFAOYSA-N |
| InChl | InChI=1S/C3H6O/c1-2-3-4/h2,4H,1,3H2 |
| CAS Registry Number | 107-18-6, 62309-52-8 |
| IUPAC Systematic Name | prop-2-en-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 |
|---|---|---|---|---|---|
| NONE | NONE | NONE | NONE | NONE | View Graph |
Allyl alcohol (IUPAC name: prop-2-en-1-ol) is an organic compound with the structural formula CH2=CHCH2OH. Like many alcohols, it is a water-soluble,
colourless liquid, but it is more toxic than typical small alcohols. Allyl alcohol is used as a raw material for the production of glycerol, but is
also used as a precursor to many specialized compounds such as flame-resistant materials, drying oils, and plasticizers。
Allyl alcohol is a three-carbon, unsaturated alcohol used in the manufacture of products such as food flavorings and fire retardants.
Allyl alcohol causes a characteristic periportal necrosis in livers of laboratory rodents. Allyl alcohol itself is not hepatotoxic but its reactive metabolite, acrolein, confers toxicity.
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/Allyl_alcohol
2. Beauchamp, R. O., Andjelkovich, D. A., Kligerman, A. D., Morgan, K. T., Heck, H. D. A., Feron, V. J. A critical review of the literature on acrolein toxicity[J]. CRC critical reviews in toxicology, 1985, 14(4): 309-380.
3. Serafini-Cessi F. Conversion of allyl alcohol into acrolein by rat liver[J]. Biochemical Journal, 1972, 128(5): 1103-1107.
4. Reid W D. Mechanism of allyl alcohol-induced hepatic necrosis[J]. Experientia, 1972, 28(9): 1058-1061.
5. Butterworth, K. R., Carpanini, F. M., Dunnington, D., Grasso, P., Pelling, D.. The productoin of periportal necrosis by allyl alcohol in the rat [proceedings][J]. British journal of pharmacology, 1978, 63(2): 353P.
6. Patel J M, Wood J C, Leibman K C. The biotransformation of allyl alcohol and acrolein in rat liver and lung preparations[J]. Drug Metabolism and Disposition, 1980, 8(5): 305-308.
7. Badr M Z. Periportal hepatotoxicity due to allyl alcohol: a myriad of proposed mechanisms[J]. Journal of biochemical toxicology, 1991, 6(1): 1-5.
8. Badr, M. Z., Belinsky, S. A., Kauffman, F. C., Thurman, R. G. Mechanism of hepatotoxicity to periportal regions of the liver lobule due to allyl alcohol: role of oxygen and lipid peroxidation[J]. Journal of Pharmacology and Experimental Therapeutics, 1986, 238(3): 1138-1142.
9. Belinsky, S. A., Badr, M. Z., Kauffman, F. C., Thurman, R. G.. Mechanism of hepatotoxicity in periportal regions of the liver lobule due to allyl alcohol: studies on thiols and energy status[J]. Journal of Pharmacology and Experimental Therapeutics, 1986, 238(3): 1132-1137.
10. Ganey P E, Schultze A E. Depletion of neutrophils and modulation of Kupffer cell function in allyl alcohol-induced hepatotoxicity[J]. Toxicology, 1995, 99(1-2): 99-106.
11. Przybocki, J. M., Reuhl, K. R., Thurman, R. G., Kauffman, F. C. Involvement of nonparenchymal cells in oxygen-dependent hepatic injury by allyl alcohol[J]. Toxicology and applied pharmacology, 1992, 115(1): 57-63.
12. Sneed, R. A., Grimes, S. D., Schultze, A. E., Brown, A. P., Ganey, P. E. Bacterial endotoxin enhances the hepatotoxicity of allyl alcohol[J]. Toxicology and applied pharmacology, 1997, 144(1): 77-87.
13. Sneed, R. A., Buchweitz, J. P., Jean, P. A., Ganey, P. E. Pentoxifylline attenuates bacterial lipopolysaccharide-induced enhancement of allyl alcohol hepatotoxicity[J]. Toxicological Sciences, 2000, 56(1): 203-210.
14. Campion, S. N., Tatis-Rios, C., Augustine, L. M., Goedken, M. J., van Rooijen, N., Cherrington, N. J., Manautou, J. E. Effect of allyl alcohol on hepatic transporter expression: zonal patterns of expression and role of Kupffer cell function[J]. Toxicology and applied pharmacology, 2009, 236(1): 49-58.
15. Usanmaz A, Saricilar S Z. Polymerization of allyl alcohol by radiation to obtain microencapsulated structure[J]. Polymer journal, 1989, 21(4): 281.
16. Ganey P E , Barton Y W , Kinser S , et al. Involvement of Cyclooxygenase-2 in the Potentiation of Allyl Alcohol-Induced Liver Injury by Bacterial Lipopolysaccharide[J]. Toxicology and Applied Pharmacology, 2001, 174(2):113-121.
17. Jensen H L. Allyl alcohol as a nutrient for micro-organisms[J]. Nature, 1959, 183(4665): 903.
18. Beauchamp, R. O., Andjelkovich, D. A., Kligerman, A. D., Morgan, K. T., Heck, H. D. A., Feron, V. J. A critical review of the literature on acrolein toxicity[J]. CRC critical reviews in toxicology, 1985, 14(4): 309-380.