Showing metabocard for Propionylglycine (MMDBc0000545)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-12-10 18:40:12 UTC
Update Date2024-04-30 19:32:57 UTC
Metabolite IDMMDBc0000545
Metabolite Identification
Common NamePropionylglycine
DescriptionPropionylglycine is an acyl glycine. Acyl glycines are normally minor metabolites of fatty acids. However, the excretion of certain acyl glycines is increased in several inborn errors of metabolism. In certain cases the measurement of these metabolites in body fluids can be used to diagnose disorders associated with mitochondrial fatty acid beta-oxidation. Acyl glycines are produced through the action of glycine N-acyltransferase (EC 2.3.1.13) which is an enzyme that catalyzes the chemical reaction:acyl-CoA + glycine < -- > CoA + N-acylglycineThe level of propionylglycine is elevated in patients with propionic acidemia, which is an inherited deficiency of propionyl-CoA carboxylase. (Disorders of propionate and methylmalonate metabolism. In The Metabolic and Molecular Bases of Inherited Disease).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f91e8abd2a0>

Propyl alcohol.mol
  Mrv1652305271900272D          

  9  8  0  0  0  0            999 V2000
    1.0717   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -0.2063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    0.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  1  5  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  2  6  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f91e8abd2a0>

HMDB0000783
     RDKit          3D
Propionylglycine
 18 17  0  0  0  0  0  0  0  0999 V2000
    2.8296   -0.0921    0.4633 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8405   -0.6897   -0.4808 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5371   -0.0116   -0.3275 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4457    0.9103    0.5170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6094   -0.3710   -1.1043 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8635    0.3280   -0.9126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3559    0.1889    0.4740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6709   -0.4795    1.2793 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5186    0.7609    0.8913 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8464   -0.1716   -0.0005 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8693   -0.6650    1.4045 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5993    0.9905    0.6557 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7667   -1.7848   -0.3176 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1795   -0.5287   -1.5308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5087   -1.1410   -1.8005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7241    1.3913   -1.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6315   -0.1299   -1.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0316    1.4949    0.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  2 13  1  0
  2 14  1  0
  5 15  1  0
  6 16  1  0
  6 17  1  0
  9 18  1  0
M  END
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3D SDF for #<Metabolite:0x00007f91e8abd2a0>

Propyl alcohol.mol
  Mrv1652305271900272D          

  9  8  0  0  0  0            999 V2000
    1.0717   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -0.2063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    0.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  1  5  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  2  6  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000545

> <DATABASE_NAME>
MIME

> <SMILES>
CCC(=O)NCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C5H9NO3/c1-2-4(7)6-3-5(8)9/h2-3H2,1H3,(H,6,7)(H,8,9)

> <INCHI_KEY>
WOMAZEJKVZLLFE-UHFFFAOYSA-N

> <FORMULA>
C5H9NO3

> <MOLECULAR_WEIGHT>
131.1299

> <EXACT_MASS>
131.058243159

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
12.599817604436712

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-propanamidoacetic acid

> <ALOGPS_LOGP>
-0.44

> <JCHEM_LOGP>
-0.628093107

> <ALOGPS_LOGS>
-0.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.689212481256273

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.934994879966568

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9892232744887397

> <JCHEM_POLAR_SURFACE_AREA>
66.4

> <JCHEM_REFRACTIVITY>
30.0741

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.34e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
propionylglycine

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007f91e8abd2a0>

HMDB0000783
     RDKit          3D
Propionylglycine
 18 17  0  0  0  0  0  0  0  0999 V2000
    2.8296   -0.0921    0.4633 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8405   -0.6897   -0.4808 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5371   -0.0116   -0.3275 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4457    0.9103    0.5170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6094   -0.3710   -1.1043 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8635    0.3280   -0.9126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3559    0.1889    0.4740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6709   -0.4795    1.2793 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5186    0.7609    0.8913 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8464   -0.1716   -0.0005 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8693   -0.6650    1.4045 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5993    0.9905    0.6557 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7667   -1.7848   -0.3176 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1795   -0.5287   -1.5308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5087   -1.1410   -1.8005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7241    1.3913   -1.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6315   -0.1299   -1.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0316    1.4949    0.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  2 13  1  0
  2 14  1  0
  5 15  1  0
  6 16  1  0
  6 17  1  0
  9 18  1  0
M  END
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PDB for #<Metabolite:0x00007f91e8abd2a0>

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Propyl alcohol.mol                                
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0       2.001  -0.385   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      -0.667  -0.385   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       0.667   0.385   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.001  -1.925   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       3.334   0.385   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.001   0.385   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.001   1.925   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -3.334  -0.385   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.334  -1.925   0.000  0.00  0.00           C+0
CONECT    1    3    4    5                                                  
CONECT    2    3    6                                                       
CONECT    3    2    1                                                       
CONECT    4    1                                                            
CONECT    5    1                                                            
CONECT    6    7    8    2                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   16    0
END
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3D PDB for #<Metabolite:0x00007f91e8abd2a0>

COMPND    HMDB0000783
HETATM    1  C1  UNL     1       2.830  -0.092   0.463  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.841  -0.690  -0.481  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.537  -0.012  -0.328  1.00  0.00           C  
HETATM    4  O1  UNL     1       0.446   0.910   0.517  1.00  0.00           O  
HETATM    5  N1  UNL     1      -0.609  -0.371  -1.104  1.00  0.00           N  
HETATM    6  C4  UNL     1      -1.864   0.328  -0.913  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.356   0.189   0.474  1.00  0.00           C  
HETATM    8  O2  UNL     1      -1.671  -0.479   1.279  1.00  0.00           O  
HETATM    9  O3  UNL     1      -3.519   0.761   0.891  1.00  0.00           O  
HETATM   10  H1  UNL     1       3.846  -0.172  -0.000  1.00  0.00           H  
HETATM   11  H2  UNL     1       2.869  -0.665   1.405  1.00  0.00           H  
HETATM   12  H3  UNL     1       2.599   0.990   0.656  1.00  0.00           H  
HETATM   13  H4  UNL     1       1.767  -1.785  -0.318  1.00  0.00           H  
HETATM   14  H5  UNL     1       2.180  -0.529  -1.531  1.00  0.00           H  
HETATM   15  H6  UNL     1      -0.509  -1.141  -1.800  1.00  0.00           H  
HETATM   16  H7  UNL     1      -1.724   1.391  -1.199  1.00  0.00           H  
HETATM   17  H8  UNL     1      -2.631  -0.130  -1.578  1.00  0.00           H  
HETATM   18  H9  UNL     1      -4.032   1.495   0.464  1.00  0.00           H  
CONECT    1    2   10   11   12
CONECT    2    3   13   14
CONECT    3    4    4    5
CONECT    5    6   15
CONECT    6    7   16   17
CONECT    7    8    8    9
CONECT    9   18
END
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SMILES for #<Metabolite:0x00007f91e8abd2a0>

CCC(=O)NCC(O)=O
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INCHI for #<Metabolite:0x00007f91e8abd2a0>

InChI=1S/C5H9NO3/c1-2-4(7)6-3-5(8)9/h2-3H2,1H3,(H,6,7)(H,8,9)
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Synonyms
ValueSource
2-Propanamidoacetic acidChEBI
N-Propionyl-glycineChEBI
N-PropionylglycineChEBI
Propanamidoacetic acidChEBI
PropanoylglycineChEBI
Propionylaminoacetic acidChEBI
2-PropanamidoacetateGenerator
PropanamidoacetateGenerator
PropionylaminoacetateGenerator
Molecular FormulaC5H9NO3
Average Mass131.1299
Monoisotopic Mass131.058243159
IUPAC Name2-propanamidoacetic acid
Traditional Namepropionylglycine
CAS Registry NumberNot Available
SMILES
CCC(=O)NCC(O)=O
InChI Identifier
InChI=1S/C5H9NO3/c1-2-4(7)6-3-5(8)9/h2-3H2,1H3,(H,6,7)(H,8,9)
InChI KeyWOMAZEJKVZLLFE-UHFFFAOYSA-N