Showing metabocard for 4-Acetamidobutanoic acid (MMDBc0000427)

Plant
Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-12-10 18:37:31 UTC
Update Date2022-08-31 06:06:51 UTC
Metabolite IDMMDBc0000427
Metabolite Identification
Common Name4-Acetamidobutanoic acid
Description4-Acetamidobutanoic acid, also known as 4-acetamidobutanoate or N-acetyl-4-aminobutyric acid, is a member of the class of compounds known as gamma amino acids and derivatives. These compounds are amino acids having an -NH2 group attached to the gamma carbon atom. 4-Acetamidobutanoic acid is soluble in water. 4-Acetamidobutanoic acid can be found in a number of food items such as Rubus species (blackberry, raspberry), cassava, pepper (Capsicum frutescens), and napa cabbage, which makes 4-acetamidobutanoic acid a potential biomarker for the consumption of these food products. 4-Acetamidobutanoic acid can be found in blood, feces, and urine, as well as in human prostate tissue. 4-Acetamidobutanoic acid exists in all eukaryotes, ranging from yeast to humans. 4-Acetamidobutanoic acid is a GABA derivative, a product of the urea cycle and the metabolism of amino groups, and the product of NAD-linked aldehyde dehydrogenase (EC 1.2.1.3) (KEGG).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f12405b2fa8>


  Mrv1652305261923592D          

 10  9  0  0  0  0            999 V2000
   14.8624  -12.7634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5758  -13.5884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2903  -14.8258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1479  -14.0009    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7191  -14.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4336  -13.5884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0048  -13.5884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8624  -13.5884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2903  -14.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5769  -14.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  2  0  0  0  0
  2  9  1  0  0  0  0
  3  9  2  0  0  0  0
  4  6  1  0  0  0  0
  4  8  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f12405b2fa8>

HMDB0003681
     RDKit          3D
4-Acetamidobutanoic acid
 21 20  0  0  0  0  0  0  0  0999 V2000
    3.8716    0.0926    0.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5263   -0.0263   -0.4710 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3906   -0.0930   -1.7150 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3790   -0.0670    0.3585 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0479   -0.1853   -0.2238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0182   -0.2094    0.8463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3624   -0.3329    0.2423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7849    0.7329   -0.6633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1393    1.7610   -0.9770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0462    0.6050   -1.2523 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5745   -0.5409   -0.4702 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9020   -0.1850    1.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2196    1.1598    0.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4872   -0.0123    1.3890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0978    0.7027   -0.8460 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0480   -1.1293   -0.8155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9025    0.6253    1.5592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8625   -1.1411    1.4673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1307   -0.4011    1.0595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3748   -1.2897   -0.3582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7272   -0.0661   -0.9948 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  2  0
  8 10  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  4 14  1  0
  5 15  1  0
  5 16  1  0
  6 17  1  0
  6 18  1  0
  7 19  1  0
  7 20  1  0
 10 21  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f12405b2fa8>


  Mrv1652305261923592D          

 10  9  0  0  0  0            999 V2000
   14.8624  -12.7634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5758  -13.5884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2903  -14.8258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1479  -14.0009    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7191  -14.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4336  -13.5884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0048  -13.5884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8624  -13.5884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2903  -14.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5769  -14.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  2  0  0  0  0
  2  9  1  0  0  0  0
  3  9  2  0  0  0  0
  4  6  1  0  0  0  0
  4  8  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000427

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H11NO3/c1-5(8)7-4-2-3-6(9)10/h2-4H2,1H3,(H,7,8)(H,9,10)

> <INCHI_KEY>
UZTFMUBKZQVKLK-UHFFFAOYSA-N

> <FORMULA>
C6H11NO3

> <MOLECULAR_WEIGHT>
145.1564

> <EXACT_MASS>
145.073893223

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
14.804365904567206

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-acetamidobutanoic acid

> <ALOGPS_LOGP>
-0.48

> <JCHEM_LOGP>
-0.8029550126666665

> <ALOGPS_LOGS>
-0.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.836012565504998

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.487596339175342

> <JCHEM_PKA_STRONGEST_BASIC>
-1.41646231112734

> <JCHEM_POLAR_SURFACE_AREA>
66.39999999999999

> <JCHEM_REFRACTIVITY>
34.901599999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.99e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-acetamidobutyrate

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007f12405b2fa8>

HMDB0003681
     RDKit          3D
4-Acetamidobutanoic acid
 21 20  0  0  0  0  0  0  0  0999 V2000
    3.8716    0.0926    0.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5263   -0.0263   -0.4710 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3906   -0.0930   -1.7150 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3790   -0.0670    0.3585 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0479   -0.1853   -0.2238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0182   -0.2094    0.8463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3624   -0.3329    0.2423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7849    0.7329   -0.6633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1393    1.7610   -0.9770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0462    0.6050   -1.2523 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5745   -0.5409   -0.4702 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9020   -0.1850    1.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2196    1.1598    0.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4872   -0.0123    1.3890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0978    0.7027   -0.8460 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0480   -1.1293   -0.8155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9025    0.6253    1.5592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8625   -1.1411    1.4673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1307   -0.4011    1.0595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3748   -1.2897   -0.3582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7272   -0.0661   -0.9948 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  2  0
  8 10  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  4 14  1  0
  5 15  1  0
  5 16  1  0
  6 17  1  0
  6 18  1  0
  7 19  1  0
  7 20  1  0
 10 21  1  0
M  END
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PDB for #<Metabolite:0x00007f12405b2fa8>

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  O   UNK     0      27.743 -23.825   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      19.741 -25.365   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      21.075 -27.675   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0      26.409 -26.135   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      23.742 -26.135   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      25.076 -25.365   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      22.409 -25.365   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      27.743 -25.365   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      21.075 -26.135   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      29.077 -26.135   0.000  0.00  0.00           C+0
CONECT    1    8                                                            
CONECT    2    9                                                            
CONECT    3    9                                                            
CONECT    4    6    8                                                       
CONECT    5    6    7                                                       
CONECT    6    4    5                                                       
CONECT    7    5    9                                                       
CONECT    8    1    4   10                                                  
CONECT    9    2    3    7                                                  
CONECT   10    8                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END
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3D PDB for #<Metabolite:0x00007f12405b2fa8>

COMPND    HMDB0003681
HETATM    1  C1  UNL     1       3.872   0.093   0.102  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.526  -0.026  -0.471  1.00  0.00           C  
HETATM    3  O1  UNL     1       2.391  -0.093  -1.715  1.00  0.00           O  
HETATM    4  N1  UNL     1       1.379  -0.067   0.358  1.00  0.00           N  
HETATM    5  C3  UNL     1       0.048  -0.185  -0.224  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.018  -0.209   0.846  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.362  -0.333   0.242  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.785   0.733  -0.663  1.00  0.00           C  
HETATM    9  O2  UNL     1      -2.139   1.761  -0.977  1.00  0.00           O  
HETATM   10  O3  UNL     1      -4.046   0.605  -1.252  1.00  0.00           O  
HETATM   11  H1  UNL     1       4.574  -0.541  -0.470  1.00  0.00           H  
HETATM   12  H2  UNL     1       3.902  -0.185   1.178  1.00  0.00           H  
HETATM   13  H3  UNL     1       4.220   1.160   0.064  1.00  0.00           H  
HETATM   14  H4  UNL     1       1.487  -0.012   1.389  1.00  0.00           H  
HETATM   15  H5  UNL     1      -0.098   0.703  -0.846  1.00  0.00           H  
HETATM   16  H6  UNL     1       0.048  -1.129  -0.816  1.00  0.00           H  
HETATM   17  H7  UNL     1      -0.903   0.625   1.559  1.00  0.00           H  
HETATM   18  H8  UNL     1      -0.862  -1.141   1.467  1.00  0.00           H  
HETATM   19  H9  UNL     1      -3.131  -0.401   1.059  1.00  0.00           H  
HETATM   20  H10 UNL     1      -2.375  -1.290  -0.358  1.00  0.00           H  
HETATM   21  H11 UNL     1      -4.727  -0.066  -0.995  1.00  0.00           H  
CONECT    1    2   11   12   13
CONECT    2    3    3    4
CONECT    4    5   14
CONECT    5    6   15   16
CONECT    6    7   17   18
CONECT    7    8   19   20
CONECT    8    9    9   10
CONECT   10   21
END
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SMILES for #<Metabolite:0x00007f12405b2fa8>

CC(=O)NCCCC(O)=O
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INCHI for #<Metabolite:0x00007f12405b2fa8>

InChI=1S/C6H11NO3/c1-5(8)7-4-2-3-6(9)10/h2-4H2,1H3,(H,7,8)(H,9,10)
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Synonyms
ValueSource
4-Acetamidobutyric acidChEBI
N-Acetyl-4-aminobutanoic acidChEBI
N-Acetyl-4-aminobutyric acidChEBI
N4-Acetylaminobutanoic acidChEBI
N4-AcetylaminobutanoateKegg
4-AcetamidobutyrateGenerator
N-Acetyl-4-aminobutanoateGenerator
N-Acetyl-4-aminobutyrateGenerator
4-AcetamidobutanoateGenerator
4-(Acetylamino)butanoateHMDB
4-(Acetylamino)butanoic acidHMDB
N-Acetyl-gabaHMDB
N-Acetyl-gamma-amino-N-butyric acidHMDB
N-Acetyl-gamma-aminobutyrateHMDB
4-Acetamidobutanoic acidGenerator
Molecular FormulaC6H11NO3
Average Mass145.1564
Monoisotopic Mass145.073893223
IUPAC Name4-acetamidobutanoic acid
Traditional Name4-acetamidobutyrate
CAS Registry NumberNot Available
SMILES
CC(=O)NCCCC(O)=O
InChI Identifier
InChI=1S/C6H11NO3/c1-5(8)7-4-2-3-6(9)10/h2-4H2,1H3,(H,7,8)(H,9,10)
InChI KeyUZTFMUBKZQVKLK-UHFFFAOYSA-N