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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:33:26 UTC

Update Date

2022-03-07 02:56:25 UTC

HMDB ID

HMDB0040006

Secondary Accession Numbers

HMDB40006

Metabolite Identification

Common Name

1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione

Description

1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione belongs to the class of organic compounds known as pyrrolizines. Pyrrolizines are compounds containing a pyrrolizine moiety, which consists of a pyrrole ring fused to a pyrrolidine ring. Based on a literature review very few articles have been published on 1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0040006
     RDKit          3D
1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione
 33 34  0  0  0  0  0  0  0  0999 V2000
    4.3875    1.8547    0.2195 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7403    0.6947    0.8965 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8290    0.6010    2.0991 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0012   -0.3296    0.1319 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5099    0.0441    0.2580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7442   -0.9670   -0.4972 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2887   -1.8788   -1.1605 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7232   -0.8870   -0.4593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5832   -1.7348   -1.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1294   -2.8539   -1.9888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8602   -1.3460   -0.8289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7780   -0.2598    0.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4881   -0.0066    0.2194 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3954    1.1444    1.1354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6690    1.8947    0.8216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6540    0.7165    0.7533 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6264    2.6648    0.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2033    2.2666    0.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7563    1.4889   -0.7559 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2906   -0.4112   -0.9228 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0814   -1.3378    0.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2135    0.0780    1.3033 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3381    1.0108   -0.2711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4232   -3.4590   -1.3973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0046   -3.4641   -2.2875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6341   -2.5079   -2.8964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7663   -1.8146   -1.1987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4892    0.7868    2.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4991    1.7374    0.9652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9702    2.5817    1.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5646    2.3284   -0.1740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4997    1.0575    0.1554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8789    0.3071    1.7356 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  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 13  8  1  0
 16 12  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
 10 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 16 32  1  0
 16 33  1  0
M  END


  Mrv0541 05061311342D          

 16 17  0  0  0  0            999 V2000
    1.6050   -1.6745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6505    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8950    0.5765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9813   -0.2439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2215    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5070   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0881    0.7481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1849   -1.2940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9919   -1.1225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9360   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2276   -0.5795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7926    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0781   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3244    0.0336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9360   -1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7926    0.9355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  6  5  1  0  0  0  0
  7  3  1  0  0  0  0
  9  1  1  0  0  0  0
  9  8  1  0  0  0  0
 10  2  1  0  0  0  0
 10  5  1  0  0  0  0
 11  4  1  0  0  0  0
 11  8  2  0  0  0  0
 12  6  1  0  0  0  0
 13  9  2  0  0  0  0
 13 12  1  0  0  0  0
 14  7  1  0  0  0  0
 14 11  1  0  0  0  0
 14 13  1  0  0  0  0
 15 10  2  0  0  0  0
 16 12  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040006

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)CCC(=O)C1=C(C)C=C2CCCN12

> <INCHI_IDENTIFIER>
InChI=1S/C13H17NO2/c1-9-8-11-4-3-7-14(11)13(9)12(16)6-5-10(2)15/h8H,3-7H2,1-2H3

> <INCHI_KEY>
NLJUZIDVCBWHAK-UHFFFAOYSA-N

> <FORMULA>
C13H17NO2

> <MOLECULAR_WEIGHT>
219.2796

> <EXACT_MASS>
219.125928793

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
24.90351056855583

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(6-methyl-2,3-dihydro-1H-pyrrolizin-5-yl)pentane-1,4-dione

> <ALOGPS_LOGP>
1.91

> <JCHEM_LOGP>
1.670915130666667

> <ALOGPS_LOGS>
-2.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.605101432278566

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.059212193935885

> <JCHEM_PKA_STRONGEST_BASIC>
-7.173418249686149

> <JCHEM_POLAR_SURFACE_AREA>
39.07

> <JCHEM_REFRACTIVITY>
63.421499999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.47e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(2-methyl-6,7-dihydro-5H-pyrrolizin-3-yl)pentane-1,4-dione

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0040006
     RDKit          3D
1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione
 33 34  0  0  0  0  0  0  0  0999 V2000
    4.3875    1.8547    0.2195 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7403    0.6947    0.8965 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8290    0.6010    2.0991 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0012   -0.3296    0.1319 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5099    0.0441    0.2580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7442   -0.9670   -0.4972 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2887   -1.8788   -1.1605 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7232   -0.8870   -0.4593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5832   -1.7348   -1.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1294   -2.8539   -1.9888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8602   -1.3460   -0.8289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7780   -0.2598    0.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4881   -0.0066    0.2194 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3954    1.1444    1.1354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6690    1.8947    0.8216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6540    0.7165    0.7533 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6264    2.6648    0.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2033    2.2666    0.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7563    1.4889   -0.7559 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2906   -0.4112   -0.9228 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0814   -1.3378    0.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2135    0.0780    1.3033 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3381    1.0108   -0.2711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4232   -3.4590   -1.3973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0046   -3.4641   -2.2875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6341   -2.5079   -2.8964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7663   -1.8146   -1.1987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4892    0.7868    2.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4991    1.7374    0.9652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9702    2.5817    1.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5646    2.3284   -0.1740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4997    1.0575    0.1554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8789    0.3071    1.7356 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  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 13  8  1  0
 16 12  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
 10 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 16 32  1  0
 16 33  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       2.996  -3.126   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.681   0.206   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.671   1.076   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.832  -0.455   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.013   0.206   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.680  -0.564   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.164   1.396   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.345  -2.415   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.852  -2.095   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.347  -0.564   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.425  -1.082   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.346   0.206   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.012  -0.564   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       0.606   0.063   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0       7.347  -2.104   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       3.346   1.746   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2   10                                                            
CONECT    3    4    7                                                       
CONECT    4    3   11                                                       
CONECT    5    6   10                                                       
CONECT    6    5   12                                                       
CONECT    7    3   14                                                       
CONECT    8    9   11                                                       
CONECT    9    1    8   13                                                  
CONECT   10    2    5   15                                                  
CONECT   11    4    8   14                                                  
CONECT   12    6   13   16                                                  
CONECT   13    9   12   14                                                  
CONECT   14    7   11   13                                                  
CONECT   15   10                                                            
CONECT   16   12                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0040006
HETATM    1  C1  UNL     1       4.388   1.855   0.219  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.740   0.695   0.896  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.829   0.601   2.099  1.00  0.00           O  
HETATM    4  C3  UNL     1       3.001  -0.330   0.132  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.510   0.044   0.258  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.744  -0.967  -0.497  1.00  0.00           C  
HETATM    7  O2  UNL     1       1.289  -1.879  -1.160  1.00  0.00           O  
HETATM    8  C6  UNL     1      -0.723  -0.887  -0.459  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.583  -1.735  -1.122  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.129  -2.854  -1.989  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.860  -1.346  -0.829  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.778  -0.260   0.014  1.00  0.00           C  
HETATM   13  N1  UNL     1      -1.488  -0.007   0.219  1.00  0.00           N  
HETATM   14  C11 UNL     1      -1.395   1.144   1.135  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.669   1.895   0.822  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.654   0.717   0.753  1.00  0.00           C  
HETATM   17  H1  UNL     1       3.626   2.665   0.019  1.00  0.00           H  
HETATM   18  H2  UNL     1       5.203   2.267   0.831  1.00  0.00           H  
HETATM   19  H3  UNL     1       4.756   1.489  -0.756  1.00  0.00           H  
HETATM   20  H4  UNL     1       3.291  -0.411  -0.923  1.00  0.00           H  
HETATM   21  H5  UNL     1       3.081  -1.338   0.594  1.00  0.00           H  
HETATM   22  H6  UNL     1       1.213   0.078   1.303  1.00  0.00           H  
HETATM   23  H7  UNL     1       1.338   1.011  -0.271  1.00  0.00           H  
HETATM   24  H8  UNL     1      -0.423  -3.459  -1.397  1.00  0.00           H  
HETATM   25  H9  UNL     1      -2.005  -3.464  -2.287  1.00  0.00           H  
HETATM   26  H10 UNL     1      -0.634  -2.508  -2.896  1.00  0.00           H  
HETATM   27  H11 UNL     1      -3.766  -1.815  -1.199  1.00  0.00           H  
HETATM   28  H12 UNL     1      -1.489   0.787   2.194  1.00  0.00           H  
HETATM   29  H13 UNL     1      -0.499   1.737   0.965  1.00  0.00           H  
HETATM   30  H14 UNL     1      -2.970   2.582   1.616  1.00  0.00           H  
HETATM   31  H15 UNL     1      -2.565   2.328  -0.174  1.00  0.00           H  
HETATM   32  H16 UNL     1      -4.500   1.058   0.155  1.00  0.00           H  
HETATM   33  H17 UNL     1      -3.879   0.307   1.736  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    3    4
CONECT    4    5   20   21
CONECT    5    6   22   23
CONECT    6    7    7    8
CONECT    8    9    9   13
CONECT    9   10   11
CONECT   10   24   25   26
CONECT   11   12   12   27
CONECT   12   13   16
CONECT   13   14
CONECT   14   15   28   29
CONECT   15   16   30   31
CONECT   16   32   33
END

HMDB0040006
     RDKit          3D
1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione
 33 34  0  0  0  0  0  0  0  0999 V2000
    4.3875    1.8547    0.2195 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7403    0.6947    0.8965 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8290    0.6010    2.0991 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0012   -0.3296    0.1319 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5099    0.0441    0.2580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7442   -0.9670   -0.4972 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2887   -1.8788   -1.1605 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7232   -0.8870   -0.4593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5832   -1.7348   -1.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1294   -2.8539   -1.9888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8602   -1.3460   -0.8289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7780   -0.2598    0.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4881   -0.0066    0.2194 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3954    1.1444    1.1354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6690    1.8947    0.8216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6540    0.7165    0.7533 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6264    2.6648    0.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2033    2.2666    0.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7563    1.4889   -0.7559 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2906   -0.4112   -0.9228 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0814   -1.3378    0.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2135    0.0780    1.3033 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3381    1.0108   -0.2711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4232   -3.4590   -1.3973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0046   -3.4641   -2.2875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6341   -2.5079   -2.8964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7663   -1.8146   -1.1987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4892    0.7868    2.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4991    1.7374    0.9652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9702    2.5817    1.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5646    2.3284   -0.1740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4997    1.0575    0.1554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8789    0.3071    1.7356 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  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 13  8  1  0
 16 12  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
 10 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 16 32  1  0
 16 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,3-dihydro-6-Methyl-5-(4-oxopentanoyl)-1H-pyrrolizine	HMDB

Chemical Formula

C₁₃H₁₇NO₂

Average Molecular Weight

219.2796

Monoisotopic Molecular Weight

219.125928793

IUPAC Name

1-(6-methyl-2,3-dihydro-1H-pyrrolizin-5-yl)pentane-1,4-dione

Traditional Name

1-(2-methyl-6,7-dihydro-5H-pyrrolizin-3-yl)pentane-1,4-dione

CAS Registry Number

97073-01-3

SMILES

CC(=O)CCC(=O)C1=C(C)C=C2CCCN12

InChI Identifier

InChI=1S/C13H17NO2/c1-9-8-11-4-3-7-14(11)13(9)12(16)6-5-10(2)15/h8H,3-7H2,1-2H3

InChI Key

NLJUZIDVCBWHAK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrrolizines. Pyrrolizines are compounds containing a pyrrolizine moiety, which consists of a pyrrole ring fused to a pyrrolidine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrrolizines

Sub Class

Not Available

Direct Parent

Pyrrolizines

Alternative Parents

Substituents

Pyrrolizine
Aryl ketone
Aryl alkyl ketone
Substituted pyrrole
Pyrrole
Heteroaromatic compound
Ketone
Azacycle
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0040006)
Cytoplasm (HMDB: HMDB0040006)

Source

Exogenous

Food

Food (HMDB: HMDB0040006)

Not Available

Nutrient (HMDB: HMDB0040006)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	675.4 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.65 g/L	ALOGPS
logP	1.91	ALOGPS
logP	1.67	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	15.06	ChemAxon
pKa (Strongest Basic)	-7.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	39.07 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	63.42 m³·mol⁻¹	ChemAxon
Polarizability	24.9 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	152.509	31661259
DarkChem	[M-H]-	152.098	31661259
DeepCCS	[M-2H]-	178.763	30932474
DeepCCS	[M+Na]+	153.557	30932474
AllCCS	[M+H]+	150.4	32859911
AllCCS	[M+H-H2O]+	146.4	32859911
AllCCS	[M+NH4]+	154.2	32859911
AllCCS	[M+Na]+	155.2	32859911
AllCCS	[M-H]-	157.0	32859911
AllCCS	[M+Na-2H]-	157.3	32859911
AllCCS	[M+HCOO]-	157.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione	CC(=O)CCC(=O)C1=C(C)C=C2CCCN12	2642.5	Standard polar	33892256
1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione	CC(=O)CCC(=O)C1=C(C)C=C2CCCN12	1906.5	Standard non polar	33892256
1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione	CC(=O)CCC(=O)C1=C(C)C=C2CCCN12	1921.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione,1TMS,isomer #1	CC(=CCC(=O)C1=C(C)C=C2CCCN21)O[Si](C)(C)C	2020.8	Semi standard non polar	33892256
1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione,1TMS,isomer #1	CC(=CCC(=O)C1=C(C)C=C2CCCN21)O[Si](C)(C)C	1874.2	Standard non polar	33892256
1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione,1TMS,isomer #2	C=C(CCC(=O)C1=C(C)C=C2CCCN21)O[Si](C)(C)C	1974.8	Semi standard non polar	33892256
1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione,1TMS,isomer #2	C=C(CCC(=O)C1=C(C)C=C2CCCN21)O[Si](C)(C)C	1887.5	Standard non polar	33892256
1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione,1TBDMS,isomer #1	CC(=CCC(=O)C1=C(C)C=C2CCCN21)O[Si](C)(C)C(C)(C)C	2238.8	Semi standard non polar	33892256
1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione,1TBDMS,isomer #1	CC(=CCC(=O)C1=C(C)C=C2CCCN21)O[Si](C)(C)C(C)(C)C	2114.3	Standard non polar	33892256
1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione,1TBDMS,isomer #2	C=C(CCC(=O)C1=C(C)C=C2CCCN21)O[Si](C)(C)C(C)(C)C	2217.4	Semi standard non polar	33892256
1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione,1TBDMS,isomer #2	C=C(CCC(=O)C1=C(C)C=C2CCCN21)O[Si](C)(C)C(C)(C)C	2113.3	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione GC-MS (Non-derivatized) - 70eV, Positive	splash10-0007-7910000000-befee1b364b92afdf1fa	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione 10V, Positive-QTOF	splash10-0fk9-0290000000-5ea1acacf49c50b8c38e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione 20V, Positive-QTOF	splash10-00di-6950000000-3e895d6f973ee114334d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione 40V, Positive-QTOF	splash10-00fr-9600000000-4eb8073b2a6fe3a34b51	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione 10V, Negative-QTOF	splash10-014i-0190000000-f61cc16c7d66b1bb9717	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione 20V, Negative-QTOF	splash10-066r-5590000000-e8286f9ece3080a0ce33	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione 40V, Negative-QTOF	splash10-0rk9-9810000000-cef4c99a6bd134b8d91a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione 10V, Positive-QTOF	splash10-00di-0290000000-5405e65ca1fd144c9fed	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione 20V, Positive-QTOF	splash10-0fk9-2950000000-af62f73bfca787babec0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione 40V, Positive-QTOF	splash10-0abc-7900000000-fd22869b45106d227492	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione 10V, Negative-QTOF	splash10-014i-0090000000-887f16d598583095791e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione 20V, Negative-QTOF	splash10-014i-2890000000-af30b83d3e4c9e226f38	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione 40V, Negative-QTOF	splash10-00di-3900000000-fcb38f0b65b2c3be54de	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB019688

KNApSAcK ID

Not Available

Chemspider ID

30777389

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

86127310

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1881401

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione (HMDB0040006)

MOL for HMDB0040006 (1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione)

3D MOL for HMDB0040006 (1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione)

3D SDF for HMDB0040006 (1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione)

3D-SDF for HMDB0040006 (1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione)

PDB for HMDB0040006 (1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione)

3D PDB for HMDB0040006 (1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione)

SMILES for HMDB0040006 (1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione)

INCHI for HMDB0040006 (1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione)

Structure for HMDB0040006 (1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione)

3D Structure for HMDB0040006 (1-(2,3-Dihydro-6-methyl-1H-pyrrolizin-5-yl)-1,4-pentanedione)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra