Showing metabocard for 3-Acetamidobutanal (MMDBc0032100)

Record Information
Version2.0
StatusDetected and Quantified
Creation Date2021-11-18 02:02:17 UTC
Update Date2025-11-05 17:13:04 UTC
Metabolite IDMMDBc0032100
Metabolite Identification
Common Name3-Acetamidobutanal
Description3-Acetamidobutanal is a small organic molecule classified as an amide. Its chemical structure features a butanal backbone with an acetamido group at the 3-position, which contributes to its reactivity and interactions in metabolic pathways. This metabolite has been studied in the context of various biological processes, particularly in relation to amino acid metabolism and neurotransmitter synthesis. For instance, alterations in the levels of 3-acetamidobutanal have been observed in experimental models, where its intensities were significantly decreased in treated groups compared to controls, alongside changes in other metabolites such as GAMA and kynurenic acid (PMID:27347750 ). This suggests a potential role in metabolic shifts that may influence neurological functions or other physiological responses. The presence of 3-acetamidobutanal in urine samples highlights its relevance in metabolic profiling, providing insights into the biochemical pathways it may be involved in, including those related to amino acid catabolism and the modulation of neuroactive compounds. Overall, the study of 3-acetamidobutanal contributes to our understanding of metabolic networks and their implications in health and disease.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x0000564322f1c820>


  Mrv0541 10301209532D          

  9  8  0  0  0  0            999 V2000
   -1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.8579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  5  1  1  0  0  0  0
  5  3  1  0  0  0  0
  6  2  1  0  0  0  0
  7  5  1  4  0  0  0
  7  6  2  0  0  0  0
  8  4  2  0  0  0  0
  9  6  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x0000564322f1c820>

HMDB0059649
     RDKit          3D
3-Acetamidobutanal
 20 19  0  0  0  0  0  0  0  0999 V2000
   -3.0060   -0.3631   -0.2292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6006    0.0018    0.0607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3019    0.4444    1.3345 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7454   -0.1083   -0.8660 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6492    0.1925   -0.7819 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8574    1.4479   -0.0036 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4108   -0.9846   -0.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8533   -0.7332   -0.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3649    0.3218   -0.4444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3564   -1.2407    0.3487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6932    0.4768    0.0732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1542   -0.6273   -1.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7484   -0.0335    2.1073 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0169    0.3825   -1.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5603    2.1581   -0.5312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0992    2.0033    0.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2308    1.2641    1.0201 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9918   -1.2246    0.7816 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2478   -1.8866   -0.8486 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -1.4914    0.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  3 13  1  0
  5 14  1  0
  6 15  1  0
  6 16  1  0
  6 17  1  0
  7 18  1  0
  7 19  1  0
  8 20  1  0
M  END
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3D SDF for #<Metabolite:0x0000564322f1c820>


  Mrv0541 10301209532D          

  9  8  0  0  0  0            999 V2000
   -1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.8579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  5  1  1  0  0  0  0
  5  3  1  0  0  0  0
  6  2  1  0  0  0  0
  7  5  1  4  0  0  0
  7  6  2  0  0  0  0
  8  4  2  0  0  0  0
  9  6  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0032100

> <DATABASE_NAME>
MIME

> <SMILES>
CC(CC=O)N=C(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C6H11NO2/c1-5(3-4-8)7-6(2)9/h4-5H,3H2,1-2H3,(H,7,9)

> <INCHI_KEY>
SOYLQPBXNGCSNB-UHFFFAOYSA-N

> <FORMULA>
C6H11NO2

> <MOLECULAR_WEIGHT>
129.157

> <EXACT_MASS>
129.078978601

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
13.592765908850852

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-(4-oxobutan-2-yl)ethanimidic acid

> <ALOGPS_LOGP>
0.47

> <JCHEM_LOGP>
-0.014053318333333398

> <ALOGPS_LOGS>
-1.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.306431873860902

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.948031684415683

> <JCHEM_PKA_STRONGEST_BASIC>
4.6504207123039185

> <JCHEM_POLAR_SURFACE_AREA>
49.66

> <JCHEM_REFRACTIVITY>
34.1617

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.80e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-(4-oxobutan-2-yl)ethanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x0000564322f1c820>

HMDB0059649
     RDKit          3D
3-Acetamidobutanal
 20 19  0  0  0  0  0  0  0  0999 V2000
   -3.0060   -0.3631   -0.2292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6006    0.0018    0.0607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3019    0.4444    1.3345 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7454   -0.1083   -0.8660 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6492    0.1925   -0.7819 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8574    1.4479   -0.0036 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4108   -0.9846   -0.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8533   -0.7332   -0.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3649    0.3218   -0.4444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3564   -1.2407    0.3487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6932    0.4768    0.0732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1542   -0.6273   -1.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7484   -0.0335    2.1073 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0169    0.3825   -1.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5603    2.1581   -0.5312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0992    2.0033    0.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2308    1.2641    1.0201 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9918   -1.2246    0.7816 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2478   -1.8866   -0.8486 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -1.4914    0.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  3 13  1  0
  5 14  1  0
  6 15  1  0
  6 16  1  0
  6 17  1  0
  7 18  1  0
  7 19  1  0
  8 20  1  0
M  END
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PDB for #<Metabolite:0x0000564322f1c820>

HEADER    PROTEIN                                 30-OCT-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-OCT-12         0                                  
HETATM    1  C   UNK     0      -2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -2.667   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.770  -4.001   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM    8  O   UNK     0       0.000  -5.335   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       2.310  -1.334   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2    6                                                            
CONECT    3    4    5                                                       
CONECT    4    3    8                                                       
CONECT    5    1    3    7                                                  
CONECT    6    2    7    9                                                  
CONECT    7    5    6                                                       
CONECT    8    4                                                            
CONECT    9    6                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   16    0
END
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3D PDB for #<Metabolite:0x0000564322f1c820>

COMPND    HMDB0059649
HETATM    1  C1  UNL     1      -3.006  -0.363  -0.229  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.601   0.002   0.061  1.00  0.00           C  
HETATM    3  O1  UNL     1      -1.302   0.444   1.335  1.00  0.00           O  
HETATM    4  N1  UNL     1      -0.745  -0.108  -0.866  1.00  0.00           N  
HETATM    5  C3  UNL     1       0.649   0.192  -0.782  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.857   1.448  -0.004  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.411  -0.985  -0.225  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.853  -0.733  -0.115  1.00  0.00           C  
HETATM    9  O2  UNL     1       3.365   0.322  -0.444  1.00  0.00           O  
HETATM   10  H1  UNL     1      -3.356  -1.241   0.349  1.00  0.00           H  
HETATM   11  H2  UNL     1      -3.693   0.477   0.073  1.00  0.00           H  
HETATM   12  H3  UNL     1      -3.154  -0.627  -1.305  1.00  0.00           H  
HETATM   13  H4  UNL     1      -1.748  -0.033   2.107  1.00  0.00           H  
HETATM   14  H5  UNL     1       1.017   0.383  -1.827  1.00  0.00           H  
HETATM   15  H6  UNL     1       1.560   2.158  -0.531  1.00  0.00           H  
HETATM   16  H7  UNL     1      -0.099   2.003   0.074  1.00  0.00           H  
HETATM   17  H8  UNL     1       1.231   1.264   1.020  1.00  0.00           H  
HETATM   18  H9  UNL     1       0.992  -1.225   0.782  1.00  0.00           H  
HETATM   19  H10 UNL     1       1.248  -1.887  -0.849  1.00  0.00           H  
HETATM   20  H11 UNL     1       3.522  -1.491   0.269  1.00  0.00           H  
CONECT    1    2   10   11   12
CONECT    2    3    4    4
CONECT    3   13
CONECT    4    5
CONECT    5    6    7   14
CONECT    6   15   16   17
CONECT    7    8   18   19
CONECT    8    9    9   20
END
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SMILES for #<Metabolite:0x0000564322f1c820>

CC(CC=O)N=C(C)O
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INCHI for #<Metabolite:0x0000564322f1c820>

InChI=1S/C6H11NO2/c1-5(3-4-8)7-6(2)9/h4-5H,3H2,1-2H3,(H,7,9)
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Synonyms
ValueSource
N-(4-Oxobutan-2-yl)ethanimidateGenerator
Molecular FormulaC6H11NO2
Average Mass129.157
Monoisotopic Mass129.078978601
IUPAC NameN-(4-oxobutan-2-yl)ethanimidic acid
Traditional NameN-(4-oxobutan-2-yl)ethanimidic acid
CAS Registry NumberNot Available
SMILES
CC(CC=O)N=C(C)O
InChI Identifier
InChI=1S/C6H11NO2/c1-5(3-4-8)7-6(2)9/h4-5H,3H2,1-2H3,(H,7,9)
InChI KeySOYLQPBXNGCSNB-UHFFFAOYSA-N