Dimethylamine (BioCAD00000010153)
blood cerebrospinal fluid (csf) feces saliva sweat urine fibroblasts neuron plant natural products
Metabolite Card
Formula: C2H7N (45.0578)
SMILES: CNC
Synonyms [en]
dimethylamine; (CH3)2NH; Me2NH; HNMe2; N-Methylmethanamine; N-methyl-Methanamine
Last reviewed on 2024-06-28.
Cite this Page
Dimethylamine. 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China.
https://biocad_registry.innovation.ac.cn/s/(-)-arctiin
(retrieved
2026-01-03) (CAD Registry RN: BioCAD00000010153). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
Dimethylamine (DMA) is an organic secondary amine. It is a colorless, liquefied and flammable gas with an ammonia and fish-like odor. Dimethylamine is abundantly present in human urine. Main sources of urinary DMA have been reported to include trimethylamine N-oxide, a common food component, and asymmetric dimethylarginine (ADMA), an endogenous inhibitor of nitric oxide (NO) synthesis. ADMA is excreted in the urine in part unmetabolized and in part after hydrolysis to DMA by dimethylarginine dimethylaminohydrolase (DDAH). Statistically significant increases in urinary DMA have been found in individuals after the consumption of fish and seafoods. The highest values were obtained for individuals that consumed coley, squid and whiting with cod, haddock, sardine, skate and swordfish (PMID: 18282650). It has also been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821). As a pure chemical substance Dimethylamine is used as dehairing agent in tanning, in dyes, in rubber accelerators, in soaps and cleaning compounds and as an agricultural fungicide. In the body, DMA also undergoes nitrosation under weak acid conditions to give dimethlynitrosamine. Study has shown that DMA is a metabolite of Arthrobacter and Micrococcus (PMID: 11422368 ; PMID: 7191).
DBLinks
- CAS Registry Number: 124-40-3
- PubChem CID: 674
- ChEBI: 17170
- HMDB: HMDB0000087
- LipidMaps:
- KEGG: C00543
- BioCyc: DIMETHYLAMINE
- NCBI MeSH: dimethylamine
- Wikipedia: Dimethylamine
Other DBLinks
- CAS Registry Number: 124-40-3
- CAS Registry Number: 15337-44-7
- CAS Registry Number: 20786-94-1
- PubChem: 674
- ChEBI: ChEBI:17170
- HMDB: HMDB0000087
- KEGG: C00543
- BioCyc: DIMETHYLAMINE
- NCBI MeSH: dimethylamine
- Wikipedia: Dimethylamine
- RefMet: RM0022902
- MoNA: HMDB0000087_c_ms_99533
- MoNA: JP009051
- MoNA: KO002756
- MoNA: KO002757
- MoNA: KO002758
- MoNA: KO002759
- MoNA: KO002760
- Coconut NaturalProduct: CNP0491602.0
Class / Ontology
- WishartLab ClassyFire: [Amines] Amines
- RefMet: [Amines] Amines
- ChEBI: [CHEBI:17170] dimethylamine
- Coconut NaturalProduct: [Aminoacids] Aminoacids
| ID | EC Number | Name |
|---|---|---|
| KEGG:R01588 | 1.5.8.1 | dimethylamine:electron-transferring flavoprotein oxidoreductase |
| KEGG:R02509 | 3.5.1.56 | N,N-dimethylformamide amidohydrolase |
| KEGG:R02511 | 1.5.8.2 | trimethylamine:electron-transferring flavoprotein oxidoreductase(demethylating) |
| KEGG:R02512 | 4.1.2.32 | trimethylamine-N-oxide formaldehyde-lyase |
| KEGG:R02513 | 3.5.3.18 | Nomega,Nomega'-dimethyl-L-arginine dimethylamidohydrolase |
| KEGG:R08346 | 1.4.3.4 | citalopram:oxygen oxidoreductase(deaminating)(flavin-containing) |
| KEGG:R09124 | 2.1.1.247 | trimethylamine:coenzyme M methyltransferase |
| KEGG:R09999 | 2.1.1.247 | dimethylamine:coenzyme M methyltransferase |
| KEGG:R10015 | 2.1.1.249 | dimethylamine:[Co(I) corrinoid protein] Co-methyltransferase |
| KEGG:R10016 | 2.1.1.250 | trimethylamine:[Co(I) corrinoid protein] Co-methyltransferase |
| KEGG:R11805 | 1.14.13.238 | dimethylamine,NADPH:oxygen oxidoreductase (formaldehyde-forming) |
| BioCyc:DIMETHYLARGININASE-RXN | 3.5.3.18 | WATER + CPD-596 --> DIMETHYLAMINE + L-CITRULLINE |
| BioCyc:RXN-21365 | 3.5.1.- | CPD-23256 + WATER + PROTON --> DIMETHYLAMINE + CARBON-DIOXIDE + CPD-23280 |
| BioCyc:RXN-8102 | 2.1.1.250 | TRIMETHYLAMINE + MttC-Proteins + PROTON --> Methylated-MttC-Proteins + DIMETHYLAMINE |
| BioCyc:1.5.8.1-RXN | 1.5.8.1 | DIMETHYLAMINE + WATER + ETF-Oxidized + PROTON<=>FORMALDEHYDE + METHYLAMINE + ETF-Reduced |
| BioCyc:RXN-21370 | 3.5.1.- | CPD-23254 + WATER + PROTON --> DIMETHYLAMINE + CARBON-DIOXIDE + CPD-23283 |
| BioCyc:RXN-21352 | 3.5.1.- | CPD-23253 + WATER + PROTON --> DIMETHYLAMINE + CARBON-DIOXIDE + CPD-23267 |
| BioCyc:RXN-8100 | 2.1.1.249 | DIMETHYLAMINE + MtbC-Proteins + PROTON --> Methylated-MtbC-Proteins + METHYLAMINE |
| BioCyc:1.5.8.2-RXN | 1.5.8.2 | TRIMETHYLAMINE + WATER + ETF-Oxidized + PROTON<=>DIMETHYLAMINE + FORMALDEHYDE + ETF-Reduced |
| BioCyc:RXN-12901 | 1.14.13.238 | DIMETHYLAMINE + OXYGEN-MOLECULE + NADPH + PROTON --> METHYLAMINE + FORMALDEHYDE + WATER + NADP |
Taxonomy Source
- Asarum europaeum [ncbi taxid: 49456]
- Astragalus oxyphysus [ncbi taxid: 90201]
- Brassica oleracea [ncbi taxid: 3712]
- Calceolaria andina [ncbi taxid: 2304407]
- Centaurea glastifolia [ncbi taxid: 75647]
- Clavaria pyxidata [ncbi taxid: ]
- Cucumaria okhotensis [ncbi taxid: ]
- Cuscuta reflexa [ncbi taxid: 4129]
- Euphorbia armena [ncbi taxid: ]
- Galanthus nivalis [ncbi taxid: 4670]
- Grindelia havardii [ncbi taxid: 1114740]
- Homo sapiens [ncbi taxid: 9606]
- Hordeum vulgare [ncbi taxid: 4513]
- Hydrodictyon reticulatum [ncbi taxid: 3107]
- Nephelium maingayi [ncbi taxid: 1277290]
- Oenanthe phellandrium [ncbi taxid: ]
- Parapristipoma trilineatum [ncbi taxid: 360507]
- Plantago depressa [ncbi taxid: 411227]
- Polyscias scutellaria [ncbi taxid: 150539]
- Prunus dulcis [ncbi taxid: 3755]
- Pyrus pyraster [ncbi taxid: 356590]
- Senecio candollei [ncbi taxid: 462509]
- Zea mays [ncbi taxid: 4577]
Pathway Synthetic
| pathway id | name |
|---|---|
| WikiPathways:WP4947 | Nitric oxide metabolism in cystic fibrosis |
| PathBank:SMP0000424 | Citalopram Action Pathway |
| PathBank:SMP0000627 | Citalopram Metabolism Pathway |