2D Structure

3D Structure

Trimethylamine


Properties
PID PID00037
Mol. Weight 59.112 g/mol
LogP 0.19
Water solubility Solubility in water very good
Hydrogen Bond Donor 0
Hydrogen Bond Acceptor 1
Rotatable Bonds 0
XLogP3-AA 0.3

Trimethylamine

Identifiers
Formula C3H9N
PubChem CID 1146
FEMA 3241
Flavor Profile Old Fish; Saline Taste;Pungent, Fishy, Ammoniacal, Fishy, Amine Odor, A Fish-Like Odor At Low Concentrations Changing To An Ammonia-Like Odor At Higher Concentrations.
Smiles CN(C)C
InChl Key GETQZCLCWQTVFV-UHFFFAOYSA-N
InChl InChI=1S/C3H9N/c1-4(2)3/h1-3H3
CAS Registry Number 75-50-3
IUPAC Systematic Name N,N-dimethylmethanamine

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/)


Related Pungent TCM

English Name Pinyin Name (Chinese Name) Latin Name Properties in TCM merdians View Graph
Chuanxiong (Wallich Ligusticum) Equivalent plantChuan Xiong (川芎)Ligusticum chuanxiong HortWarm, PungentLung, Spleen, StomachView Graph
Siebold Wildginger Equivalent plant: Asarum heteroXi Xin (细辛)Asari Radix Et RhizomaWarm, PungentLung, Spleen, StomachView Graph

Pharmacological action

Trimethylamine (TMA, (CH3)3N) has attracted considerable research attention in recent years as an indicator for food freshness, in particular for fish, seafood, meat, wine, and milk

Trimethylamine (TMA) is a type of poisonous and harmfulgases in various fields, such as food and biotechnology indus-tries.

Trimethylamine (TMA) is an organic compound with the formula N(CH3)3. This colorless, hygroscopic, and flammable tertiary amine has a strong "fishy" odor in low concentrations and an ammonia-like odor at higher concentrations. It is a gas at room temperature but is usually sold in pressurized gas cylinders or as a 40% solution in water. TMA is a nitrogenous base and can be readily protonated to give trimethylammonium cation. Trimethylammonium chloride is a hygroscopic colorless solid prepared from hydrochloric acid. Trimethylamine is a good nucleophile, and this reaction is the basis of most of its applications.



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.

References

1. Bota G M, Harrington P B. Direct detection of trimethylamine in meat food products using ion mobility spectrometry[J]. Talanta, 2006, 68(3): 629-635.

2. Yang, R., Huang, X., Wang, Z., Zhou, Y., & Liu, L. A chemisorption-based microcantilever chemical sensor for the detection of trimethylamine[J]. Sensors and actuators B: chemical, 2010, 145(1): 474-479.

3. Zhang, R., Wang, L., Deng, J., Zhou, T., Lou, Z., Zhang, T. Hierarchical structure with heterogeneous phase as high performance sensing materials for trimethylamine gas detecting[J]. Sensors and Actuators B: Chemical, 2015, 220: 1224-1231.

4. Baliño-Zuazo L, Barranco A. A novel liquid chromatography–mass spectrometric method for the simultaneous determination of trimethylamine, dimethylamine and methylamine in fishery products[J]. Food chemistry, 2016, 196: 1207-1214.

5. Tong M, Dai G, Gao D. WO3 thin film sensor prepared by sol–gel technique and its low-temperature sensing properties to trimethylamine[J]. Materials Chemistry and Physics, 2001, 69(1-3): 176-179.

6. El Barbri, N., Amari, A., Vinaixa, M., Bouchikhi, B., Correig, X., Llobet, E. Building of a metal oxide gas sensor-based electronic nose to assess the freshness of sardines under cold storage[J]. Sensors and Actuators B: Chemical, 2007, 128(1): 235-244.

7. Zhang W H, Zhang W D. Fabrication of SnO2–ZnO nanocomposite sensor for selective sensing of trimethylamine and the freshness of fishes[J]. Sensors and Actuators B: Chemical, 2008, 134(2): 403-408.

8. Chu, X., Han, Y., Zhou, S., Shui, H. Trimethylamine sensing properties of nano-SnO2 prepared using microwave heating method[J]. Ceramics International, 2010, 36(7): 2175-2180.

9. Cohen L J. Cutting choline conversion in commensals to treat cardiovascular disease[J]. Science Translational Medicine, 2018, 10(457): eaav0333.

10. https://en.wikipedia.org/wiki/Trimethylamine