Showing metabocard for 2-acetyl-1-pyrroline (MMDBc0033478)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:50:19 UTC
Update Date2024-09-29 11:57:05 UTC
Metabolite IDMMDBc0033478
Metabolite Identification
Common Name2-acetyl-1-pyrroline
Description2-Acetyl-1-pyrroline, abbreviated 2AP is an aroma compound and flavor that gives white bread, jasmine rice and basmati rice, the spice pandan (Pandanus amaryllifolius), and bread flowers (Vallaris glabra) their typical smell. 2-Acetyl-1-pyrroline and its structural homolog, 6-acetyl-2,3,4,5-tetrahydropyridine of similar smell, can be formed by Maillard reactions during heating of food such as in baked bread. Both compounds have odor thresholds below 0.06 ng/l.[Wikipedia ]
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00005645c9be75e8>


  Mrv0541 05061305522D          

  8  8  0  0  0  0            999 V2000
   -0.1467    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    2.3518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  2  1  0  0  0  0
  5  1  1  0  0  0  0
  6  3  1  0  0  0  0
  6  5  1  0  0  0  0
  7  4  1  0  0  0  0
  7  6  2  0  0  0  0
  8  5  2  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00005645c9be75e8>

HMDB0031308
     RDKit          3D
5-Acetyl-3,4-dihydro-2H-pyrrole
 17 17  0  0  0  0  0  0  0  0999 V2000
    2.7640   -0.4571    0.2190 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6922    0.4998   -0.1480 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0428    1.6340   -0.5529 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2751    0.1819   -0.0591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1672   -0.9421    0.3403 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5865   -1.0523    0.3539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0912    0.2622   -0.1324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8614    1.0566   -0.3976 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8501   -1.2432   -0.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4042   -0.9695    1.1571 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7096    0.0517    0.3928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9001   -1.2952    1.3950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9164   -1.9043   -0.3057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7247    0.1162   -1.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7565    0.6989    0.6407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8716    1.9966    0.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8624    1.3657   -1.4622 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  4  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  6 12  1  0
  6 13  1  0
  7 14  1  0
  7 15  1  0
  8 16  1  0
  8 17  1  0
M  END
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3D SDF for #<Metabolite:0x00005645c9be75e8>


  Mrv0541 05061305522D          

  8  8  0  0  0  0            999 V2000
   -0.1467    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    2.3518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  2  1  0  0  0  0
  5  1  1  0  0  0  0
  6  3  1  0  0  0  0
  6  5  1  0  0  0  0
  7  4  1  0  0  0  0
  7  6  2  0  0  0  0
  8  5  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033478

> <DATABASE_NAME>
MIME

> <SMILES>
CC(=O)C1=NCCC1

> <INCHI_IDENTIFIER>
InChI=1S/C6H9NO/c1-5(8)6-3-2-4-7-6/h2-4H2,1H3

> <INCHI_KEY>
DQBQWWSFRPLIAX-UHFFFAOYSA-N

> <FORMULA>
C6H9NO

> <MOLECULAR_WEIGHT>
111.1418

> <EXACT_MASS>
111.068413915

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
12.01402445253885

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-(3,4-dihydro-2H-pyrrol-5-yl)ethan-1-one

> <ALOGPS_LOGP>
0.19

> <JCHEM_LOGP>
0.8588400190000001

> <ALOGPS_LOGS>
-1.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.440199812800223

> <JCHEM_PKA_STRONGEST_BASIC>
3.7718036484536803

> <JCHEM_POLAR_SURFACE_AREA>
29.43

> <JCHEM_REFRACTIVITY>
31.389899999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.09e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-acetyl-1-pyrroline

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for #<Metabolite:0x00005645c9be75e8>

HMDB0031308
     RDKit          3D
5-Acetyl-3,4-dihydro-2H-pyrrole
 17 17  0  0  0  0  0  0  0  0999 V2000
    2.7640   -0.4571    0.2190 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6922    0.4998   -0.1480 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0428    1.6340   -0.5529 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2751    0.1819   -0.0591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1672   -0.9421    0.3403 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5865   -1.0523    0.3539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0912    0.2622   -0.1324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8614    1.0566   -0.3976 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8501   -1.2432   -0.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4042   -0.9695    1.1571 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7096    0.0517    0.3928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9001   -1.2952    1.3950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9164   -1.9043   -0.3057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7247    0.1162   -1.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7565    0.6989    0.6407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8716    1.9966    0.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8624    1.3657   -1.4622 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  4  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  6 12  1  0
  6 13  1  0
  7 14  1  0
  7 15  1  0
  8 16  1  0
  8 17  1  0
M  END
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PDB for #<Metabolite:0x00005645c9be75e8>

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      -0.274   4.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -0.186   1.175   0.000  0.00  0.00           N+0
HETATM    8  O   UNK     0       2.393   4.390   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2    3    4                                                       
CONECT    3    2    6                                                       
CONECT    4    2    7                                                       
CONECT    5    1    6    8                                                  
CONECT    6    3    5    7                                                  
CONECT    7    4    6                                                       
CONECT    8    5                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   16    0
END
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3D PDB for #<Metabolite:0x00005645c9be75e8>

COMPND    HMDB0031308
HETATM    1  C1  UNL     1       2.764  -0.457   0.219  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.692   0.500  -0.148  1.00  0.00           C  
HETATM    3  O1  UNL     1       2.043   1.634  -0.553  1.00  0.00           O  
HETATM    4  C3  UNL     1       0.275   0.182  -0.059  1.00  0.00           C  
HETATM    5  N1  UNL     1      -0.167  -0.942   0.340  1.00  0.00           N  
HETATM    6  C4  UNL     1      -1.587  -1.052   0.354  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.091   0.262  -0.132  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.861   1.057  -0.398  1.00  0.00           C  
HETATM    9  H1  UNL     1       2.850  -1.243  -0.586  1.00  0.00           H  
HETATM   10  H2  UNL     1       2.404  -0.970   1.157  1.00  0.00           H  
HETATM   11  H3  UNL     1       3.710   0.052   0.393  1.00  0.00           H  
HETATM   12  H4  UNL     1      -1.900  -1.295   1.395  1.00  0.00           H  
HETATM   13  H5  UNL     1      -1.916  -1.904  -0.306  1.00  0.00           H  
HETATM   14  H6  UNL     1      -2.725   0.116  -1.052  1.00  0.00           H  
HETATM   15  H7  UNL     1      -2.757   0.699   0.641  1.00  0.00           H  
HETATM   16  H8  UNL     1      -0.872   1.997   0.197  1.00  0.00           H  
HETATM   17  H9  UNL     1      -0.862   1.366  -1.462  1.00  0.00           H  
CONECT    1    2    9   10   11
CONECT    2    3    3    4
CONECT    4    5    5    8
CONECT    5    6
CONECT    6    7   12   13
CONECT    7    8   14   15
CONECT    8   16   17
END
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SMILES for #<Metabolite:0x00005645c9be75e8>

CC(=O)C1=NCCC1
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INCHI for #<Metabolite:0x00005645c9be75e8>

InChI=1S/C6H9NO/c1-5(8)6-3-2-4-7-6/h2-4H2,1H3
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Synonyms
ValueSource
2-Acetyl-4,5-dihydro-3H-pyrroleChEBI
2APChEBI
APRChEBI
1-(3,4-dihydro-2H-Pyrrol-5-yl)ethanoneHMDB
1-(3,4-dihydro-2H-Pyrrol-5-yl)ethanone, 9ciHMDB
1-Pyrroline, 2-acetylHMDB
2-Acetyl-1-pyrollineHMDB
2-Acetyl-1-pyrrolineHMDB, MeSH
2-AcetylpyrrolineMeSH, HMDB
Molecular FormulaC6H9NO
Average Mass111.1418
Monoisotopic Mass111.068413915
IUPAC Name1-(3,4-dihydro-2H-pyrrol-5-yl)ethan-1-one
Traditional Name2-acetyl-1-pyrroline
CAS Registry Number99583-29-6
SMILES
CC(=O)C1=NCCC1
InChI Identifier
InChI=1S/C6H9NO/c1-5(8)6-3-2-4-7-6/h2-4H2,1H3
InChI KeyDQBQWWSFRPLIAX-UHFFFAOYSA-N