Metabolite Card

Formula: C2H7N (45.0578)
SMILES: CNC

Synonyms [en]

dimethylamine; (CH3)2NH; Me2NH; HNMe2; N-Methylmethanamine; N-methyl-Methanamine

Reviewed

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).

Entity Information

DBLinks

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

Metabolic Network
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
View More