Showing metabocard for N-Methylputrescine (MMDBc0047942)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-23 23:17:37 UTC
Update Date2024-04-30 20:33:13 UTC
Metabolite IDMMDBc0047942
Metabolite Identification
Common NameN-Methylputrescine
DescriptionN-Methylputrescine is a byproduct of putrescine (a diamine), via methylation by putrescine N-methyltransferase (PMT; EC 2.1.1.53). N-methylputrescine is able to affect protein synthesis to a small extent in stimulated H-35 hepatoma cells, being an inhibitor of cellular insulin-induced ornithine decarboxylase activity. (PMID: 2051998 ). Putrescine is related to cadaverine (another polyamine). Both are produced by the breakdown of amino acids in living and dead organisms and both are toxic in large doses. Putrescine and cadaverine are largely responsible for the foul odor of putrefying flesh, but also contribute to the odor of such processes as bad breath and bacterial vaginosis. Putrescine is also found in semen. Putrescine attacks s-adenosyl methionine and converts it to spermidine. Spermidine in turn attacks another s-adenosyl methionine and converts it to spermine. Putrescine is synthesized in small quantities by healthy living cells by the action of ornithine decarboxylase. N-Methylputrescine is a microbial metabolite.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f91fb1048b8>


  Mrv1652309042000302D          

  7  6  0  0  0  0            999 V2000
   13.4328  -13.5288    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0053  -13.1162    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1474  -13.1162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2907  -13.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8618  -13.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5763  -13.1162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7183  -13.1162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  1  7  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  6  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f91fb1048b8>

HMDB0003661
     RDKit          3D
N-Methylputrescine
 21 20  0  0  0  0  0  0  0  0999 V2000
   -3.0786    0.4067   -0.4081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4214   -0.8088   -0.1073 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1031   -0.9716   -0.5839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0907   -0.0623    0.0782 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2958   -0.2886   -0.4805 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2524    0.6464    0.2293 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6048    0.5361   -0.2083 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1115    0.6660   -1.4924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6608    1.2897    0.1405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1414    0.3294   -0.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0072   -1.6504   -0.0482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7874   -2.0233   -0.3928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0328   -0.8258   -1.6820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0371   -0.2675    1.1822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3835    1.0039   -0.0065 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6085   -1.3396   -0.4044 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2686   -0.0493   -1.5842 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8176    1.6750    0.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1507    0.4386    1.3264 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7637   -0.1419   -0.9987 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0933    1.4374   -0.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  0
  3 12  1  0
  3 13  1  0
  4 14  1  0
  4 15  1  0
  5 16  1  0
  5 17  1  0
  6 18  1  0
  6 19  1  0
  7 20  1  0
  7 21  1  0
M  END
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3D SDF for #<Metabolite:0x00007f91fb1048b8>


  Mrv1652309042000302D          

  7  6  0  0  0  0            999 V2000
   13.4328  -13.5288    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0053  -13.1162    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1474  -13.1162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2907  -13.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8618  -13.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5763  -13.1162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7183  -13.1162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  1  7  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  6  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0047942

> <DATABASE_NAME>
MIME

> <SMILES>
CNCCCCN

> <INCHI_IDENTIFIER>
InChI=1S/C5H14N2/c1-7-5-3-2-4-6/h7H,2-6H2,1H3

> <INCHI_KEY>
RMIVMBYMDISYFZ-UHFFFAOYSA-N

> <FORMULA>
C5H14N2

> <MOLECULAR_WEIGHT>
102.1781

> <EXACT_MASS>
102.115698458

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
13.153058354365573

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4-aminobutyl)(methyl)amine

> <ALOGPS_LOGP>
-0.46

> <JCHEM_LOGP>
-0.4125398703333332

> <ALOGPS_LOGS>
0.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA_STRONGEST_BASIC>
10.706588962278609

> <JCHEM_POLAR_SURFACE_AREA>
38.05

> <JCHEM_REFRACTIVITY>
32.1532

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.74e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-methylputrescine

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007f91fb1048b8>

HMDB0003661
     RDKit          3D
N-Methylputrescine
 21 20  0  0  0  0  0  0  0  0999 V2000
   -3.0786    0.4067   -0.4081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4214   -0.8088   -0.1073 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1031   -0.9716   -0.5839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0907   -0.0623    0.0782 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2958   -0.2886   -0.4805 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2524    0.6464    0.2293 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6048    0.5361   -0.2083 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1115    0.6660   -1.4924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6608    1.2897    0.1405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1414    0.3294   -0.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0072   -1.6504   -0.0482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7874   -2.0233   -0.3928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0328   -0.8258   -1.6820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0371   -0.2675    1.1822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3835    1.0039   -0.0065 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6085   -1.3396   -0.4044 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2686   -0.0493   -1.5842 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8176    1.6750    0.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1507    0.4386    1.3264 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7637   -0.1419   -0.9987 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0933    1.4374   -0.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  0
  3 12  1  0
  3 13  1  0
  4 14  1  0
  4 15  1  0
  5 16  1  0
  5 17  1  0
  6 18  1  0
  6 19  1  0
  7 20  1  0
  7 21  1  0
M  END
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PDB for #<Metabolite:0x00007f91fb1048b8>

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  N   UNK     0      25.075 -25.254   0.000  0.00  0.00           N+0
HETATM    2  N   UNK     0      31.743 -24.484   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      26.408 -24.484   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      30.409 -25.254   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      27.742 -25.254   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      29.076 -24.484   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      23.741 -24.484   0.000  0.00  0.00           C+0
CONECT    1    3    7                                                       
CONECT    2    4                                                            
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    6                                                       
CONECT    6    4    5                                                       
CONECT    7    1                                                            
MASTER        0    0    0    0    0    0    0    0    7    0   12    0
END
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3D PDB for #<Metabolite:0x00007f91fb1048b8>

COMPND    HMDB0003661
HETATM    1  C1  UNL     1      -3.079   0.407  -0.408  1.00  0.00           C  
HETATM    2  N1  UNL     1      -2.421  -0.809  -0.107  1.00  0.00           N  
HETATM    3  C2  UNL     1      -1.103  -0.972  -0.584  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.091  -0.062   0.078  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.296  -0.289  -0.480  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.252   0.646   0.229  1.00  0.00           C  
HETATM    7  N2  UNL     1       3.605   0.536  -0.208  1.00  0.00           N  
HETATM    8  H1  UNL     1      -3.112   0.666  -1.492  1.00  0.00           H  
HETATM    9  H2  UNL     1      -2.661   1.290   0.140  1.00  0.00           H  
HETATM   10  H3  UNL     1      -4.141   0.329  -0.081  1.00  0.00           H  
HETATM   11  H4  UNL     1      -3.007  -1.650  -0.048  1.00  0.00           H  
HETATM   12  H5  UNL     1      -0.787  -2.023  -0.393  1.00  0.00           H  
HETATM   13  H6  UNL     1      -1.033  -0.826  -1.682  1.00  0.00           H  
HETATM   14  H7  UNL     1      -0.037  -0.267   1.182  1.00  0.00           H  
HETATM   15  H8  UNL     1      -0.384   1.004  -0.007  1.00  0.00           H  
HETATM   16  H9  UNL     1       1.609  -1.340  -0.404  1.00  0.00           H  
HETATM   17  H10 UNL     1       1.269  -0.049  -1.584  1.00  0.00           H  
HETATM   18  H11 UNL     1       1.818   1.675   0.097  1.00  0.00           H  
HETATM   19  H12 UNL     1       2.151   0.439   1.326  1.00  0.00           H  
HETATM   20  H13 UNL     1       3.764  -0.142  -0.999  1.00  0.00           H  
HETATM   21  H14 UNL     1       4.093   1.437  -0.329  1.00  0.00           H  
CONECT    1    2    8    9   10
CONECT    2    3   11
CONECT    3    4   12   13
CONECT    4    5   14   15
CONECT    5    6   16   17
CONECT    6    7   18   19
CONECT    7   20   21
END
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SMILES for #<Metabolite:0x00007f91fb1048b8>

CNCCCCN
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INCHI for #<Metabolite:0x00007f91fb1048b8>

InChI=1S/C5H14N2/c1-7-5-3-2-4-6/h7H,2-6H2,1H3
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Synonyms
ValueSource
1-Amino-4-methylaminobutaneHMDB
N-Methyl-1,4-butanediamineHMDB
N-Methyl-1,4-diaminobutaneHMDB
N-Methylbutane-1,4-diamineHMDB
N-MethylputresciniumHMDB
N1-Methyl-1,4-butanediamineHMDB
Molecular FormulaC5H14N2
Average Mass102.1781
Monoisotopic Mass102.115698458
IUPAC Name(4-aminobutyl)(methyl)amine
Traditional NameN-methylputrescine
CAS Registry Number14475-60-6
SMILES
CNCCCCN
InChI Identifier
InChI=1S/C5H14N2/c1-7-5-3-2-4-6/h7H,2-6H2,1H3
InChI KeyRMIVMBYMDISYFZ-UHFFFAOYSA-N