Showing metabocard for N-Acetylputrescine (MMDBc0000404)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-12-10 18:36:59 UTC
Update Date2022-08-31 06:06:50 UTC
Metabolite IDMMDBc0000404
Metabolite Identification
Common NameN-Acetylputrescine
DescriptionN-Acetylputrescine is a polyamine commonly occurring excreted in normal human urine (PMID 7775374 ). N-Acetylputrescine is the most abundant of all polyamines both in normal individuals and in patients with leukemia (PMID 9464484 ). N-Acetylputrescine is the N-acetylated form of the naturally occurring polyamine called putrescine. The N-acetylation is mediated by the enzyme diamine N-acetyltransferase. 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-Acetylputrescine can be found in Corynebacterium as well (PMID:25919117 ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x0000560be2218df8>


  Mrv1652305271900222D          

  9  8  0  0  0  0            999 V2000
   27.9132   -3.4480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.1988   -4.6855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.6263   -4.2730    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.4842   -4.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3408   -4.6855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7698   -4.6855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0553   -4.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6277   -4.6855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9132   -4.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  2  0  0  0  0
  2  4  1  0  0  0  0
  2  9  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  7  1  0  0  0  0
  8  9  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x0000560be2218df8>

HMDB0002064
     RDKit          3D
N-Acetylputrescine
 23 22  0  0  0  0  0  0  0  0999 V2000
    3.8911    0.5514    0.2872 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8465   -0.4359    0.7977 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1688   -1.0589    1.8108 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6971   -0.4921    0.0554 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5443   -0.5486   -0.6889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7050   -0.2048    0.1436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8672   -0.2925   -0.8096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1608    0.0066   -0.1079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1623    1.3365    0.4733 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6705    0.6392    1.0339 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2325    0.1188   -0.6734 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4136    1.5466    0.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1753   -1.4846    0.8673 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4977    0.2010   -1.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3431   -1.5407   -1.2120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6083    0.8198    0.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7942   -0.9054    0.9944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7369    0.5281   -1.5766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8713   -1.2309   -1.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3713   -0.7404    0.6662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9612   -0.0870   -0.8732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7792    1.9869   -0.2415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4628    1.2871    1.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  4 13  1  0
  5 14  1  0
  5 15  1  0
  6 16  1  0
  6 17  1  0
  7 18  1  0
  7 19  1  0
  8 20  1  0
  8 21  1  0
  9 22  1  0
  9 23  1  0
M  END
Download

3D SDF for #<Metabolite:0x0000560be2218df8>


  Mrv1652305271900222D          

  9  8  0  0  0  0            999 V2000
   27.9132   -3.4480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.1988   -4.6855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.6263   -4.2730    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.4842   -4.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3408   -4.6855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7698   -4.6855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0553   -4.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6277   -4.6855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9132   -4.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  2  0  0  0  0
  2  4  1  0  0  0  0
  2  9  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  7  1  0  0  0  0
  8  9  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000404

> <DATABASE_NAME>
MIME

> <SMILES>
CC(=O)NCCCCN

> <INCHI_IDENTIFIER>
InChI=1S/C6H14N2O/c1-6(9)8-5-3-2-4-7/h2-5,7H2,1H3,(H,8,9)

> <INCHI_KEY>
KLZGKIDSEJWEDW-UHFFFAOYSA-N

> <FORMULA>
C6H14N2O

> <MOLECULAR_WEIGHT>
130.1882

> <EXACT_MASS>
130.11061308

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
15.281189132520048

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-(4-aminobutyl)acetamide

> <ALOGPS_LOGP>
-0.84

> <JCHEM_LOGP>
-1.0262736609999996

> <ALOGPS_LOGS>
0.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.482677381445836

> <JCHEM_PKA_STRONGEST_BASIC>
9.904074103986346

> <JCHEM_POLAR_SURFACE_AREA>
55.120000000000005

> <JCHEM_REFRACTIVITY>
36.8224

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.41e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
acetylputrescine

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x0000560be2218df8>

HMDB0002064
     RDKit          3D
N-Acetylputrescine
 23 22  0  0  0  0  0  0  0  0999 V2000
    3.8911    0.5514    0.2872 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8465   -0.4359    0.7977 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1688   -1.0589    1.8108 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6971   -0.4921    0.0554 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5443   -0.5486   -0.6889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7050   -0.2048    0.1436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8672   -0.2925   -0.8096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1608    0.0066   -0.1079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1623    1.3365    0.4733 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6705    0.6392    1.0339 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2325    0.1188   -0.6734 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4136    1.5466    0.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1753   -1.4846    0.8673 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4977    0.2010   -1.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3431   -1.5407   -1.2120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6083    0.8198    0.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7942   -0.9054    0.9944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7369    0.5281   -1.5766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8713   -1.2309   -1.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3713   -0.7404    0.6662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9612   -0.0870   -0.8732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7792    1.9869   -0.2415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4628    1.2871    1.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  4 13  1  0
  5 14  1  0
  5 15  1  0
  6 16  1  0
  6 17  1  0
  7 18  1  0
  7 19  1  0
  8 20  1  0
  8 21  1  0
  9 22  1  0
  9 23  1  0
M  END
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PDB for #<Metabolite:0x0000560be2218df8>

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  O   UNK     0      52.105  -6.436   0.000  0.00  0.00           O+0
HETATM    2  N   UNK     0      50.771  -8.746   0.000  0.00  0.00           N+0
HETATM    3  N   UNK     0      44.102  -7.976   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      49.437  -7.976   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      45.436  -8.746   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      48.104  -8.746   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      46.770  -7.976   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      53.438  -8.746   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      52.105  -7.976   0.000  0.00  0.00           C+0
CONECT    1    9                                                            
CONECT    2    4    9                                                       
CONECT    3    5                                                            
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    7                                                       
CONECT    7    5    6                                                       
CONECT    8    9                                                            
CONECT    9    1    2    8                                                  
MASTER        0    0    0    0    0    0    0    0    9    0   16    0
END
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3D PDB for #<Metabolite:0x0000560be2218df8>

COMPND    HMDB0002064
HETATM    1  C1  UNL     1       3.891   0.551   0.287  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.847  -0.436   0.798  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.169  -1.059   1.811  1.00  0.00           O  
HETATM    4  N1  UNL     1       1.697  -0.492   0.055  1.00  0.00           N  
HETATM    5  C3  UNL     1       0.544  -0.549  -0.689  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.705  -0.205   0.144  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.867  -0.292  -0.810  1.00  0.00           C  
HETATM    8  C6  UNL     1      -3.161   0.007  -0.108  1.00  0.00           C  
HETATM    9  N2  UNL     1      -3.162   1.337   0.473  1.00  0.00           N  
HETATM   10  H1  UNL     1       4.670   0.639   1.034  1.00  0.00           H  
HETATM   11  H2  UNL     1       4.232   0.119  -0.673  1.00  0.00           H  
HETATM   12  H3  UNL     1       3.414   1.547   0.135  1.00  0.00           H  
HETATM   13  H4  UNL     1       1.175  -1.485   0.867  1.00  0.00           H  
HETATM   14  H5  UNL     1       0.498   0.201  -1.542  1.00  0.00           H  
HETATM   15  H6  UNL     1       0.343  -1.541  -1.212  1.00  0.00           H  
HETATM   16  H7  UNL     1      -0.608   0.820   0.551  1.00  0.00           H  
HETATM   17  H8  UNL     1      -0.794  -0.905   0.994  1.00  0.00           H  
HETATM   18  H9  UNL     1      -1.737   0.528  -1.577  1.00  0.00           H  
HETATM   19  H10 UNL     1      -1.871  -1.231  -1.353  1.00  0.00           H  
HETATM   20  H11 UNL     1      -3.371  -0.740   0.666  1.00  0.00           H  
HETATM   21  H12 UNL     1      -3.961  -0.087  -0.873  1.00  0.00           H  
HETATM   22  H13 UNL     1      -2.779   1.987  -0.241  1.00  0.00           H  
HETATM   23  H14 UNL     1      -2.463   1.287   1.262  1.00  0.00           H  
CONECT    1    2   10   11   12
CONECT    2    3    3    4
CONECT    4    5   13
CONECT    5    6   14   15
CONECT    6    7   16   17
CONECT    7    8   18   19
CONECT    8    9   20   21
CONECT    9   22   23
END
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SMILES for #<Metabolite:0x0000560be2218df8>

CC(=O)NCCCCN
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INCHI for #<Metabolite:0x0000560be2218df8>

InChI=1S/C6H14N2O/c1-6(9)8-5-3-2-4-7/h2-5,7H2,1H3,(H,8,9)
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Synonyms
ValueSource
AcetylputrescineHMDB
MonoacetylputrescineHMDB
N-(4-Aminobutyl)acetamideHMDB
N-Acetylputrescine monohydrochlorideHMDB
Molecular FormulaC6H14N2O
Average Mass130.1882
Monoisotopic Mass130.11061308
IUPAC NameN-(4-aminobutyl)acetamide
Traditional Nameacetylputrescine
CAS Registry NumberNot Available
SMILES
CC(=O)NCCCCN
InChI Identifier
InChI=1S/C6H14N2O/c1-6(9)8-5-3-2-4-7/h2-5,7H2,1H3,(H,8,9)
InChI KeyKLZGKIDSEJWEDW-UHFFFAOYSA-N