Showing metabocard for Acisoga (MMDBc0000838)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-12-10 23:04:55 UTC
Update Date2024-04-30 19:33:47 UTC
Metabolite IDMMDBc0000838
Metabolite Identification
Common NameAcisoga
DescriptionN-(3-acetamidopropyl)pyrrolidin-2-one is a catabolic product of spermidine and is formed from N1-acetylspermidine. It is classified as a member of the N-alkylpyrrolidines. N-alkylpyrrolidines are compounds containing a pyrrolidine moiety that is substituted at the N1-position with an alkyl group. Pyrrolidine is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms. N-(3-acetamidopropyl)pyrrolidin-2-one is considered to be soluble (in water) and relatively neutral. (Chemosummarizer) It is excreted in the urine. The urinary level of N-(3-acetamidopropyl)pyrrolidin-2-one is increased in patients with non-Hodgkin's lymphoma.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f92505f8f90>


  Mrv0541 12161310442D          

 13 13  0  0  0  0            999 V2000
    0.8004    1.6207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0302    1.3251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0734    0.5012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8703    0.2877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3196    0.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0139    2.4176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6843    1.7376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3988    1.3251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3988    0.5001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1132    0.0876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8277    0.5001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8277    1.3251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5422    0.0876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  6  2  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f92505f8f90>

HMDB0061384
     RDKit          3D
N-(3-acetamidopropyl)pyrrolidin-2-one
 29 29  0  0  0  0  0  0  0  0999 V2000
    5.1778   -0.3788    0.7836 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1612    0.7088    0.4221 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5943    1.8710    0.7102 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9661    0.3180   -0.1409 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8302   -0.0534   -0.6762 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5218    0.2939    0.0627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5791   -0.2665   -0.8248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8922   -0.0741   -0.3218 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5932   -1.0103    0.5386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0258   -0.6264    0.6007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1795    0.5192   -0.3555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7902    1.0148   -0.5332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3771    2.1738   -0.8202 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2359   -0.3043    1.8839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7299   -1.3382    0.5019 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1140   -0.1405    0.2715 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5820    1.6301   -0.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7554   -1.2071   -0.7199 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6245    0.2739   -1.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4518    1.3741    0.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5167   -0.1906    1.0534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4056    0.1719   -1.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3283   -1.3582   -0.9647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5002   -2.0501    0.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1074   -1.0016    1.5504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3474   -0.2678    1.6099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6983   -1.4736    0.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8676    1.3027    0.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5701    0.0892   -1.3146 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
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12  8  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  4 17  1  0
  5 18  1  0
  5 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  0
  7 23  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f92505f8f90>


  Mrv0541 12161310442D          

 13 13  0  0  0  0            999 V2000
    0.8004    1.6207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0302    1.3251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0734    0.5012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8703    0.2877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3196    0.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0139    2.4176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6843    1.7376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3988    1.3251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3988    0.5001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1132    0.0876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8277    0.5001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8277    1.3251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5422    0.0876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  6  2  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000838

> <DATABASE_NAME>
MIME

> <SMILES>
CC(=O)NCCCN1CCCC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H16N2O2/c1-8(12)10-5-3-7-11-6-2-4-9(11)13/h2-7H2,1H3,(H,10,12)

> <INCHI_KEY>
OAUYENAPBFTAQT-UHFFFAOYSA-N

> <FORMULA>
C9H16N2O2

> <MOLECULAR_WEIGHT>
184.2355

> <EXACT_MASS>
184.121177766

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
20.397635840947963

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[3-(2-oxopyrrolidin-1-yl)propyl]acetamide

> <ALOGPS_LOGP>
-0.58

> <JCHEM_LOGP>
-1.2741106993333338

> <ALOGPS_LOGS>
-0.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.970824513424493

> <JCHEM_PKA_STRONGEST_BASIC>
-0.2763510206685921

> <JCHEM_POLAR_SURFACE_AREA>
49.410000000000004

> <JCHEM_REFRACTIVITY>
49.4136

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.50e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[3-(2-oxopyrrolidin-1-yl)propyl]acetamide

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007f92505f8f90>

HMDB0061384
     RDKit          3D
N-(3-acetamidopropyl)pyrrolidin-2-one
 29 29  0  0  0  0  0  0  0  0999 V2000
    5.1778   -0.3788    0.7836 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1612    0.7088    0.4221 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5943    1.8710    0.7102 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9661    0.3180   -0.1409 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8302   -0.0534   -0.6762 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5218    0.2939    0.0627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5791   -0.2665   -0.8248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8922   -0.0741   -0.3218 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5932   -1.0103    0.5386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0258   -0.6264    0.6007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1795    0.5192   -0.3555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7902    1.0148   -0.5332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3771    2.1738   -0.8202 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2359   -0.3043    1.8839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7299   -1.3382    0.5019 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1140   -0.1405    0.2715 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5820    1.6301   -0.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7554   -1.2071   -0.7199 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6245    0.2739   -1.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4518    1.3741    0.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5167   -0.1906    1.0534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4056    0.1719   -1.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3283   -1.3582   -0.9647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5002   -2.0501    0.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1074   -1.0016    1.5504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3474   -0.2678    1.6099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6983   -1.4736    0.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8676    1.3027    0.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5701    0.0892   -1.3146 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
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12  8  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  4 17  1  0
  5 18  1  0
  5 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  0
  7 23  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
M  END
Download

PDB for #<Metabolite:0x00007f92505f8f90>

HEADER    PROTEIN                                 16-DEC-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-DEC-13         0                                  
HETATM    1  C   UNK     0       1.494   3.025   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       0.056   2.474   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       0.137   0.936   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.625   0.537   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.463   1.829   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.893   4.513   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -1.277   3.244   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.611   2.474   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.611   0.934   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      -3.945   0.164   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      -5.278   0.934   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -5.278   2.474   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -6.612   0.164   0.000  0.00  0.00           C+0
CONECT    1    2    5    6                                                  
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    1    4                                                       
CONECT    6    1                                                            
CONECT    7    2    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END
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3D PDB for #<Metabolite:0x00007f92505f8f90>

COMPND    HMDB0061384
HETATM    1  C1  UNL     1       5.178  -0.379   0.784  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.161   0.709   0.422  1.00  0.00           C  
HETATM    3  O1  UNL     1       4.594   1.871   0.710  1.00  0.00           O  
HETATM    4  N1  UNL     1       2.966   0.318  -0.141  1.00  0.00           N  
HETATM    5  C3  UNL     1       1.830  -0.053  -0.676  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.522   0.294   0.063  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.579  -0.267  -0.825  1.00  0.00           C  
HETATM    8  N2  UNL     1      -1.892  -0.074  -0.322  1.00  0.00           N  
HETATM    9  C6  UNL     1      -2.593  -1.010   0.539  1.00  0.00           C  
HETATM   10  C7  UNL     1      -4.026  -0.626   0.601  1.00  0.00           C  
HETATM   11  C8  UNL     1      -4.179   0.519  -0.356  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.790   1.015  -0.533  1.00  0.00           C  
HETATM   13  O2  UNL     1      -2.377   2.174  -0.820  1.00  0.00           O  
HETATM   14  H1  UNL     1       5.236  -0.304   1.884  1.00  0.00           H  
HETATM   15  H2  UNL     1       4.730  -1.338   0.502  1.00  0.00           H  
HETATM   16  H3  UNL     1       6.114  -0.141   0.271  1.00  0.00           H  
HETATM   17  H4  UNL     1       2.582   1.630  -0.199  1.00  0.00           H  
HETATM   18  H5  UNL     1       1.755  -1.207  -0.720  1.00  0.00           H  
HETATM   19  H6  UNL     1       1.624   0.274  -1.739  1.00  0.00           H  
HETATM   20  H7  UNL     1       0.452   1.374   0.220  1.00  0.00           H  
HETATM   21  H8  UNL     1       0.517  -0.191   1.053  1.00  0.00           H  
HETATM   22  H9  UNL     1      -0.406   0.172  -1.836  1.00  0.00           H  
HETATM   23  H10 UNL     1      -0.328  -1.358  -0.965  1.00  0.00           H  
HETATM   24  H11 UNL     1      -2.500  -2.050   0.144  1.00  0.00           H  
HETATM   25  H12 UNL     1      -2.107  -1.002   1.550  1.00  0.00           H  
HETATM   26  H13 UNL     1      -4.347  -0.268   1.610  1.00  0.00           H  
HETATM   27  H14 UNL     1      -4.698  -1.474   0.303  1.00  0.00           H  
HETATM   28  H15 UNL     1      -4.868   1.303   0.035  1.00  0.00           H  
HETATM   29  H16 UNL     1      -4.570   0.089  -1.315  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3    3    4
CONECT    4    5   17
CONECT    5    6   18   19
CONECT    6    7   20   21
CONECT    7    8   22   23
CONECT    8    9   12
CONECT    9   10   24   25
CONECT   10   11   26   27
CONECT   11   12   28   29
CONECT   12   13   13
END
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SMILES for #<Metabolite:0x00007f92505f8f90>

CC(=O)NCCCN1CCCC1=O
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INCHI for #<Metabolite:0x00007f92505f8f90>

InChI=1S/C9H16N2O2/c1-8(12)10-5-3-7-11-6-2-4-9(11)13/h2-7H2,1H3,(H,10,12)
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Synonyms
ValueSource
AcisogaChEBI
N-(3-Acetylaminopropyl)pyrrolidin-2-oneChEBI
N-Acetylisoputreanine-gamma-lactamChEBI
N-Acetylisoputreanine-g-lactamGenerator
N-Acetylisoputreanine-γ-lactamGenerator
Molecular FormulaC9H16N2O2
Average Mass184.2355
Monoisotopic Mass184.121177766
IUPAC NameN-[3-(2-oxopyrrolidin-1-yl)propyl]acetamide
Traditional NameN-[3-(2-oxopyrrolidin-1-yl)propyl]acetamide
CAS Registry NumberNot Available
SMILES
CC(=O)NCCCN1CCCC1=O
InChI Identifier
InChI=1S/C9H16N2O2/c1-8(12)10-5-3-7-11-6-2-4-9(11)13/h2-7H2,1H3,(H,10,12)
InChI KeyOAUYENAPBFTAQT-UHFFFAOYSA-N