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Showing metabocard for N-Acetyl-L-glutamate 5-semialdehyde (HMDB0006488)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2007-05-23 11:46:43 UTC
Update Date2023-02-21 17:17:19 UTC
HMDB IDHMDB0006488
Secondary Accession Numbers
  • HMDB06488
Metabolite Identification
Common NameN-Acetyl-L-glutamate 5-semialdehyde
DescriptionN-Acetyl-L-glutamate 5-semialdehyde, also known as 2-acetamido-5-oxovaleric acid or N-acetyl-5-oxo-L-norvaline, belongs to the class of organic compounds known as n-acyl-l-alpha-amino acids. These are n-acylated alpha amino acids which have the L-configuration of the alpha-carbon atom. N-Acetyl-L-glutamate 5-semialdehyde exists in all living species, ranging from bacteria to plants to humans. N-Acetyl-L-glutamate 5-semialdehyde has been detected, but not quantified in, several different foods, such as mixed nuts, yams (Dioscorea), bulgur, pepper (capsicum), and wampees (Clausena lansium). This could make N-acetyl-L-glutamate 5-semialdehyde a potential biomarker for the consumption of these foods. N-Acetyl-L-glutamate 5-semialdehyde is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on N-Acetyl-L-glutamate 5-semialdehyde.
Structure
Data?1676999839
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0006488 (N-Acetyl-L-glutamate 5-semialdehyde)

  Mrv1652309042000322D          

 12 11  0  0  0  0            999 V2000
 9985.8679 9985.5522    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9985.8679 9984.7284    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9986.5834 9984.3149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9987.2989 9984.7284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9986.5834 9983.4902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9986.5834 9985.9646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9987.2989 9985.5522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9986.5834 9986.7894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9985.1534 9985.9646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9984.4392 9985.5522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9983.7248 9985.9646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9983.0106 9985.5522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  1  6  1  0  0  0  0
  1  9  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
M  END
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3D MOL for HMDB0006488 (N-Acetyl-L-glutamate 5-semialdehyde)

HMDB0006488
     RDKit          3D
N-Acetyl-L-glutamate 5-semialdehyde
 23 22  0  0  0  0  0  0  0  0999 V2000
    2.0311    2.0560   -1.4185 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9277    1.1304   -0.1859 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8313    1.4739    0.6583 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0269    0.1587   -0.0905 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0742   -0.8690    0.0105 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2945   -0.4837   -0.5560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8742    0.6837    0.1621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0643    0.3655    1.6244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4948    1.2518    2.3520 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4920   -2.0887   -0.7730 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5700   -2.1408   -1.4009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3684   -3.1521   -0.7720 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1231    2.0157   -2.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2714    3.0761   -1.0716 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8732    1.6614   -2.0312 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5403   -0.2558    1.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1464   -1.2698    1.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9504   -1.3699   -0.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1323   -0.2331   -1.6288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3210    1.6101    0.0393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9090    0.8828   -0.2304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8157   -0.6264    1.9673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3902   -3.8768   -0.0358 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
  5 10  1  0
 10 11  2  0
 10 12  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  4 16  1  0
  5 17  1  1
  6 18  1  0
  6 19  1  0
  7 20  1  0
  7 21  1  0
  8 22  1  0
 12 23  1  0
M  END
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3D SDF for HMDB0006488 (N-Acetyl-L-glutamate 5-semialdehyde)

  Mrv1652309042000322D          

 12 11  0  0  0  0            999 V2000
 9985.8679 9985.5522    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9985.8679 9984.7284    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9986.5834 9984.3149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9987.2989 9984.7284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9986.5834 9983.4902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9986.5834 9985.9646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9987.2989 9985.5522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9986.5834 9986.7894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9985.1534 9985.9646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9984.4392 9985.5522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9983.7248 9985.9646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9983.0106 9985.5522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  1  6  1  0  0  0  0
  1  9  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0006488

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)N[C@@H](CCC=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C7H11NO4/c1-5(10)8-6(7(11)12)3-2-4-9/h4,6H,2-3H2,1H3,(H,8,10)(H,11,12)/t6-/m0/s1

> <INCHI_KEY>
BCPSFKBPHHBDAI-LURJTMIESA-N

> <FORMULA>
C7H11NO4

> <MOLECULAR_WEIGHT>
173.1665

> <EXACT_MASS>
173.068807845

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
16.46435132967752

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-acetamido-5-oxopentanoic acid

> <ALOGPS_LOGP>
-0.43

> <JCHEM_LOGP>
-1.2716316689999996

> <ALOGPS_LOGS>
-0.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.388045160344994

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7240106316656503

> <JCHEM_PKA_STRONGEST_BASIC>
-1.800772242586961

> <JCHEM_POLAR_SURFACE_AREA>
83.47

> <JCHEM_REFRACTIVITY>
39.8061

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.86e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-acetyl-5-oxo-L-norvaline

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0006488 (N-Acetyl-L-glutamate 5-semialdehyde)

HMDB0006488
     RDKit          3D
N-Acetyl-L-glutamate 5-semialdehyde
 23 22  0  0  0  0  0  0  0  0999 V2000
    2.0311    2.0560   -1.4185 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9277    1.1304   -0.1859 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8313    1.4739    0.6583 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0269    0.1587   -0.0905 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0742   -0.8690    0.0105 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2945   -0.4837   -0.5560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8742    0.6837    0.1621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0643    0.3655    1.6244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4948    1.2518    2.3520 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4920   -2.0887   -0.7730 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5700   -2.1408   -1.4009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3684   -3.1521   -0.7720 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1231    2.0157   -2.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2714    3.0761   -1.0716 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8732    1.6614   -2.0312 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5403   -0.2558    1.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1464   -1.2698    1.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9504   -1.3699   -0.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1323   -0.2331   -1.6288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3210    1.6101    0.0393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9090    0.8828   -0.2304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8157   -0.6264    1.9673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3902   -3.8768   -0.0358 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
  5 10  1  0
 10 11  2  0
 10 12  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  4 16  1  0
  5 17  1  1
  6 18  1  0
  6 19  1  0
  7 20  1  0
  7 21  1  0
  8 22  1  0
 12 23  1  0
M  END
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PDB for HMDB0006488 (N-Acetyl-L-glutamate 5-semialdehyde)

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0    8640.2878639.697   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0    8640.2878638.160   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0    8641.6228637.388   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8642.9588638.160   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    8641.6228635.848   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    8641.6228640.467   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0    8642.9588639.697   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8641.6228642.007   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0    8638.9538640.467   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8637.6208639.697   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8636.2868640.467   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0    8634.9538639.697   0.000  0.00  0.00           O+0
CONECT    1    2    6    9                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    1    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    1   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END
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3D PDB for HMDB0006488 (N-Acetyl-L-glutamate 5-semialdehyde)

COMPND    HMDB0006488
HETATM    1  C1  UNL     1       2.031   2.056  -1.418  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.928   1.130  -0.186  1.00  0.00           C  
HETATM    3  O1  UNL     1       2.831   1.474   0.658  1.00  0.00           O  
HETATM    4  N1  UNL     1       1.027   0.159  -0.090  1.00  0.00           N  
HETATM    5  C3  UNL     1       0.074  -0.869   0.010  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.294  -0.484  -0.556  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.874   0.684   0.162  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.064   0.365   1.624  1.00  0.00           C  
HETATM    9  O2  UNL     1      -2.495   1.252   2.352  1.00  0.00           O  
HETATM   10  C7  UNL     1       0.492  -2.089  -0.773  1.00  0.00           C  
HETATM   11  O3  UNL     1       1.570  -2.141  -1.401  1.00  0.00           O  
HETATM   12  O4  UNL     1      -0.368  -3.152  -0.772  1.00  0.00           O  
HETATM   13  H1  UNL     1       1.123   2.016  -2.010  1.00  0.00           H  
HETATM   14  H2  UNL     1       2.271   3.076  -1.072  1.00  0.00           H  
HETATM   15  H3  UNL     1       2.873   1.661  -2.031  1.00  0.00           H  
HETATM   16  H4  UNL     1       1.540  -0.256   1.106  1.00  0.00           H  
HETATM   17  H5  UNL     1      -0.146  -1.270   1.016  1.00  0.00           H  
HETATM   18  H6  UNL     1      -1.950  -1.370  -0.446  1.00  0.00           H  
HETATM   19  H7  UNL     1      -1.132  -0.233  -1.629  1.00  0.00           H  
HETATM   20  H8  UNL     1      -1.321   1.610   0.039  1.00  0.00           H  
HETATM   21  H9  UNL     1      -2.909   0.883  -0.230  1.00  0.00           H  
HETATM   22  H10 UNL     1      -1.816  -0.626   1.967  1.00  0.00           H  
HETATM   23  H11 UNL     1      -0.390  -3.877  -0.036  1.00  0.00           H  
CONECT    1    2   13   14   15
CONECT    2    3    3    4
CONECT    4    5   16
CONECT    5    6   10   17
CONECT    6    7   18   19
CONECT    7    8   20   21
CONECT    8    9    9   22
CONECT   10   11   11   12
CONECT   12   23
END
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SMILES for HMDB0006488 (N-Acetyl-L-glutamate 5-semialdehyde)

CC(=O)N[C@@H](CCC=O)C(O)=O
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INCHI for HMDB0006488 (N-Acetyl-L-glutamate 5-semialdehyde)

InChI=1S/C7H11NO4/c1-5(10)8-6(7(11)12)3-2-4-9/h4,6H,2-3H2,1H3,(H,8,10)(H,11,12)/t6-/m0/s1
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
2-Acetamido-5-oxovaleric acidChEBI
N-Acetyl-5-oxo-L-norvalineChEBI
2-Acetamido-5-oxopentanoateKegg
2-Acetamido-5-oxovalerateGenerator
2-Acetamido-5-oxopentanoic acidGenerator
N-Acetyl-L-glutamic acid 5-semialdehydeGenerator
N-Acetyl-L-glutamic acid gamma-semialdehydeMeSH, HMDB
Chemical FormulaC7H11NO4
Average Molecular Weight173.1665
Monoisotopic Molecular Weight173.068807845
IUPAC Name(2S)-2-acetamido-5-oxopentanoic acid
Traditional NameN-acetyl-5-oxo-L-norvaline
CAS Registry Number13074-21-0
SMILES
CC(=O)N[C@@H](CCC=O)C(O)=O
InChI Identifier
InChI=1S/C7H11NO4/c1-5(10)8-6(7(11)12)3-2-4-9/h4,6H,2-3H2,1H3,(H,8,10)(H,11,12)/t6-/m0/s1
InChI KeyBCPSFKBPHHBDAI-LURJTMIESA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as n-acyl-l-alpha-amino acids. These are n-acylated alpha amino acids which have the L-configuration of the alpha-carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentN-acyl-L-alpha-amino acids
Alternative Parents
Substituents
  • N-acyl-l-alpha-amino acid
  • Fatty acid
  • Alpha-hydrogen aldehyde
  • Acetamide
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Organopnictogen compound
  • Organic oxygen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Aldehyde
  • Carbonyl group
  • Organic nitrogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
Process
Naturally occurring process
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Mitochondria
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023938
KNApSAcK IDNot Available
Chemspider ID167387
KEGG Compound IDC01250
BioCyc IDCPD-469
BiGG ID37191
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound192878
PDB IDNot Available
ChEBI ID16319
Food Biomarker OntologyNot Available
VMH IDACG5SA
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available