Showing metabocard for Dimethylamine (MMDBc0000022)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-10-27 23:27:31 UTC
Update Date2022-08-30 23:03:52 UTC
Metabolite IDMMDBc0000022
Metabolite Identification
Common NameDimethylamine
DescriptionDimethylamine (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 ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f121c047628>

Dimethylamine.mol
  Mrv1652303202019012D          

  3  2  0  0  0  0            999 V2000
    0.0000    0.2062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f121c047628>

HMDB0000087
     RDKit          3D
Dimethylamine
 10  9  0  0  0  0  0  0  0  0999 V2000
   -1.2048    0.1550   -0.1868 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0205    0.3768    0.5077 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1768   -0.2024   -0.0927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0268   -0.6100   -0.9877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9543   -0.2115    0.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5199    1.1311   -0.6349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0242    0.3502    1.5279 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8965    0.6342   -0.3034 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6662   -0.8764    0.6519 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9700   -0.7470   -1.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  1  4  1  0
  1  5  1  0
  1  6  1  0
  2  7  1  0
  3  8  1  0
  3  9  1  0
  3 10  1  0
M  END
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3D SDF for #<Metabolite:0x00007f121c047628>

Dimethylamine.mol
  Mrv1652303202019012D          

  3  2  0  0  0  0            999 V2000
    0.0000    0.2062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000022

> <DATABASE_NAME>
MIME

> <SMILES>
CNC

> <INCHI_IDENTIFIER>
InChI=1S/C2H7N/c1-3-2/h3H,1-2H3

> <INCHI_KEY>
ROSDSFDQCJNGOL-UHFFFAOYSA-N

> <FORMULA>
C2H7N

> <MOLECULAR_WEIGHT>
45.0837

> <EXACT_MASS>
45.057849229

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
5.7548177246013354

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
dimethylamine

> <ALOGPS_LOGP>
-0.53

> <JCHEM_LOGP>
-0.19287847166666677

> <ALOGPS_LOGS>
1.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
10.522579829086101

> <JCHEM_POLAR_SURFACE_AREA>
12.03

> <JCHEM_REFRACTIVITY>
14.6934

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.16e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dimethylamine

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007f121c047628>

HMDB0000087
     RDKit          3D
Dimethylamine
 10  9  0  0  0  0  0  0  0  0999 V2000
   -1.2048    0.1550   -0.1868 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0205    0.3768    0.5077 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1768   -0.2024   -0.0927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0268   -0.6100   -0.9877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9543   -0.2115    0.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5199    1.1311   -0.6349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0242    0.3502    1.5279 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8965    0.6342   -0.3034 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6662   -0.8764    0.6519 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9700   -0.7470   -1.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  1  4  1  0
  1  5  1  0
  1  6  1  0
  2  7  1  0
  3  8  1  0
  3  9  1  0
  3 10  1  0
M  END
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PDB for #<Metabolite:0x00007f121c047628>

HEADER    PROTEIN                                 20-MAR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Dimethylamine.mol                                 
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-20         0                                  
HETATM    1  N   UNK     0       0.000   0.385   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       1.334  -0.385   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -0.385   0.000  0.00  0.00           C+0
CONECT    1    2    3                                                       
CONECT    2    1                                                            
CONECT    3    1                                                            
MASTER        0    0    0    0    0    0    0    0    3    0    4    0
END
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3D PDB for #<Metabolite:0x00007f121c047628>

COMPND    HMDB0000087
HETATM    1  C1  UNL     1      -1.205   0.155  -0.187  1.00  0.00           C  
HETATM    2  N1  UNL     1       0.020   0.377   0.508  1.00  0.00           N  
HETATM    3  C2  UNL     1       1.177  -0.202  -0.093  1.00  0.00           C  
HETATM    4  H1  UNL     1      -1.027  -0.610  -0.988  1.00  0.00           H  
HETATM    5  H2  UNL     1      -1.954  -0.211   0.562  1.00  0.00           H  
HETATM    6  H3  UNL     1      -1.520   1.131  -0.635  1.00  0.00           H  
HETATM    7  H4  UNL     1      -0.024   0.350   1.528  1.00  0.00           H  
HETATM    8  H5  UNL     1       1.897   0.634  -0.303  1.00  0.00           H  
HETATM    9  H6  UNL     1       1.666  -0.876   0.652  1.00  0.00           H  
HETATM   10  H7  UNL     1       0.970  -0.747  -1.044  1.00  0.00           H  
CONECT    1    2    4    5    6
CONECT    2    3    7
CONECT    3    8    9   10
END
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SMILES for #<Metabolite:0x00007f121c047628>

CNC
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INCHI for #<Metabolite:0x00007f121c047628>

InChI=1S/C2H7N/c1-3-2/h3H,1-2H3
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Synonyms
ValueSource
DMAChEBI
HNMe2ChEBI
Me2nhChEBI
N,N-DimethylamineChEBI
(CH3)2nhKegg
Dimethylamine anhydrousHMDB
Dimethylamine anhydrous (dot)HMDB
Dimethylamine aqueous solutionHMDB
Dimethylamine hydrobromideHMDB
Dimethylamine solutionHMDB
N-Methyl-methanamineHMDB
N-MethylmethanamineHMDB
N-Methylmethanamine (acd/name 4.0)HMDB
Dimethylamine nitrateHMDB
Dimethylamine perchlorateHMDB
Dimethylamine sulfateHMDB
Dimethylamine hydrochlorideHMDB
Dimethylamine phosphate (3:1)HMDB
Dimethylamine, conjugate acidHMDB
Dimethylammonium chlorideHMDB
Dimethylamine sulfate (1:1)HMDB
Dimethylammonium formateHMDB
Dimethylamine monosulfateHMDB
Molecular FormulaC2H7N
Average Mass45.0837
Monoisotopic Mass45.057849229
IUPAC Namedimethylamine
Traditional Namedimethylamine
CAS Registry Number124-40-3
SMILES
CNC
InChI Identifier
InChI=1S/C2H7N/c1-3-2/h3H,1-2H3
InChI KeyROSDSFDQCJNGOL-UHFFFAOYSA-N