Showing metabocard for N-carbamoyl-beta-alaninate (MMDBc0000704)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-12-10 18:53:08 UTC
Update Date2022-08-31 06:11:22 UTC
Metabolite IDMMDBc0000704
Metabolite Identification
Common NameN-carbamoyl-beta-alaninate
DescriptionUreidopropionic acid, also known as 3-ureidopropanoate or N-carbamoyl-b-alanine, belongs to the class of organic compounds known as ureas. Ureas are compounds containing two amine groups joined by a carbonyl (C=O) functional group. Ureidopropionic acid exists in all living organisms, ranging from bacteria to humans. In humans, ureidopropionic acid is involved in the beta-alanine metabolism pathway. Ureidopropionic acid has been detected, but not quantified in, several different foods, such as partridge berries (Mitchella repens), pulses, globe artichokes (Cynara scolymus), lindens (Tilia), and juniperus communis (Juniperus communis). This could make ureidopropionic acid a potential biomarker for the consumption of these foods. Ureidopropionic acid 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 a significant number of articles have been published on Ureidopropionic acid.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f5a82bc7be8>


  Mrv1652309032023502D          

  9  8  0  0  0  0            999 V2000
 9996.5643 9996.3817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.8496 9995.9700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.1319 9996.3817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.4183 9995.9700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.1319 9997.2073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.2791 9995.9700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.9939 9996.3817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.7090 9995.9700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.9939 9997.2073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  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
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f5a82bc7be8>

HMDB0000026
     RDKit          3D
Ureidopropionic acid
 17 16  0  0  0  0  0  0  0  0999 V2000
    3.0999    0.3955    0.5123 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9384   -0.3986    0.7011 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9206   -1.3129    1.5550 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7641   -0.1799   -0.0707 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4122   -0.9931    0.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5005   -0.5479   -0.8149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8499    0.8578   -0.5672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2066    1.8366   -1.0256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9513    1.1538    0.2163 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2631    0.8782   -0.3963 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7821    0.4758    1.3177 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7307    0.5688   -0.7950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1233   -2.0663   -0.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7493   -0.8832    1.1878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1975   -0.6581   -1.8787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4251   -1.1698   -0.6987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0830    2.0433    0.6929 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  2  0
  7  9  1  0
  1 10  1  0
  1 11  1  0
  4 12  1  0
  5 13  1  0
  5 14  1  0
  6 15  1  0
  6 16  1  0
  9 17  1  0
M  END
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3D SDF for #<Metabolite:0x00007f5a82bc7be8>


  Mrv1652309032023502D          

  9  8  0  0  0  0            999 V2000
 9996.5643 9996.3817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.8496 9995.9700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.1319 9996.3817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.4183 9995.9700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.1319 9997.2073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.2791 9995.9700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.9939 9996.3817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.7090 9995.9700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.9939 9997.2073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  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
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000704

> <DATABASE_NAME>
MIME

> <SMILES>
NC(=O)NCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C4H8N2O3/c5-4(9)6-2-1-3(7)8/h1-2H2,(H,7,8)(H3,5,6,9)

> <INCHI_KEY>
JSJWCHRYRHKBBW-UHFFFAOYSA-N

> <FORMULA>
C4H8N2O3

> <MOLECULAR_WEIGHT>
132.1179

> <EXACT_MASS>
132.053492132

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
12.071420624197588

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(carbamoylamino)propanoic acid

> <ALOGPS_LOGP>
-0.98

> <JCHEM_LOGP>
-1.4251617513333334

> <ALOGPS_LOGS>
-0.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.091837235034252

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.228429121891982

> <JCHEM_PKA_STRONGEST_BASIC>
-2.0476463099600286

> <JCHEM_POLAR_SURFACE_AREA>
92.41999999999999

> <JCHEM_REFRACTIVITY>
28.823300000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.27e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ureidopropionic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007f5a82bc7be8>

HMDB0000026
     RDKit          3D
Ureidopropionic acid
 17 16  0  0  0  0  0  0  0  0999 V2000
    3.0999    0.3955    0.5123 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9384   -0.3986    0.7011 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9206   -1.3129    1.5550 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7641   -0.1799   -0.0707 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4122   -0.9931    0.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5005   -0.5479   -0.8149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8499    0.8578   -0.5672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2066    1.8366   -1.0256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9513    1.1538    0.2163 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2631    0.8782   -0.3963 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7821    0.4758    1.3177 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7307    0.5688   -0.7950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1233   -2.0663   -0.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7493   -0.8832    1.1878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1975   -0.6581   -1.8787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4251   -1.1698   -0.6987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0830    2.0433    0.6929 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  2  0
  7  9  1  0
  1 10  1  0
  1 11  1  0
  4 12  1  0
  5 13  1  0
  5 14  1  0
  6 15  1  0
  6 16  1  0
  9 17  1  0
M  END
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PDB for #<Metabolite:0x00007f5a82bc7be8>

HEADER    PROTEIN                                 03-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-20         0                                  
HETATM    1  C   UNK     0    8660.2538659.913   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8658.9198659.144   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8657.5808659.913   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8656.2478659.144   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8657.5808661.454   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0    8661.5888659.144   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0    8662.9228659.913   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0    8664.2578659.144   0.000  0.00  0.00           N+0
HETATM    9  O   UNK     0    8662.9228661.454   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    1    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   16    0
END
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3D PDB for #<Metabolite:0x00007f5a82bc7be8>

COMPND    HMDB0000026
HETATM    1  N1  UNL     1       3.100   0.396   0.512  1.00  0.00           N  
HETATM    2  C1  UNL     1       1.938  -0.399   0.701  1.00  0.00           C  
HETATM    3  O1  UNL     1       1.921  -1.313   1.555  1.00  0.00           O  
HETATM    4  N2  UNL     1       0.764  -0.180  -0.071  1.00  0.00           N  
HETATM    5  C2  UNL     1      -0.412  -0.993   0.129  1.00  0.00           C  
HETATM    6  C3  UNL     1      -1.501  -0.548  -0.815  1.00  0.00           C  
HETATM    7  C4  UNL     1      -1.850   0.858  -0.567  1.00  0.00           C  
HETATM    8  O2  UNL     1      -1.207   1.837  -1.026  1.00  0.00           O  
HETATM    9  O3  UNL     1      -2.951   1.154   0.216  1.00  0.00           O  
HETATM   10  H1  UNL     1       3.263   0.878  -0.396  1.00  0.00           H  
HETATM   11  H2  UNL     1       3.782   0.476   1.318  1.00  0.00           H  
HETATM   12  H3  UNL     1       0.731   0.569  -0.795  1.00  0.00           H  
HETATM   13  H4  UNL     1      -0.123  -2.066  -0.065  1.00  0.00           H  
HETATM   14  H5  UNL     1      -0.749  -0.883   1.188  1.00  0.00           H  
HETATM   15  H6  UNL     1      -1.198  -0.658  -1.879  1.00  0.00           H  
HETATM   16  H7  UNL     1      -2.425  -1.170  -0.699  1.00  0.00           H  
HETATM   17  H8  UNL     1      -3.083   2.043   0.693  1.00  0.00           H  
CONECT    1    2   10   11
CONECT    2    3    3    4
CONECT    4    5   12
CONECT    5    6   13   14
CONECT    6    7   15   16
CONECT    7    8    8    9
CONECT    9   17
END
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SMILES for #<Metabolite:0x00007f5a82bc7be8>

NC(=O)NCCC(O)=O
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INCHI for #<Metabolite:0x00007f5a82bc7be8>

InChI=1S/C4H8N2O3/c5-4(9)6-2-1-3(7)8/h1-2H2,(H,7,8)(H3,5,6,9)
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Synonyms
ValueSource
3-[(Aminocarbonyl)amino]propanoic acidChEBI
3-UreidopropanoateChEBI
3-Ureidopropanoic acidChEBI
3-UreidopropionateChEBI
3-Ureidopropionic acidChEBI
beta-Ureidopropionic acidChEBI
N-(AMINOCARBONYL)-BETA-alanineChEBI
Ureidopropanoic acidChEBI
N-Carbamoyl-beta-alanineKegg
3-[(Aminocarbonyl)amino]propanoateGenerator
b-UreidopropionateGenerator
b-Ureidopropionic acidGenerator
beta-UreidopropionateGenerator
Β-ureidopropionateGenerator
Β-ureidopropionic acidGenerator
N-(AMINOCARBONYL)-b-alanineGenerator
N-(AMINOCARBONYL)-β-alanineGenerator
UreidopropanoateGenerator
N-Carbamoyl-b-alanineGenerator
N-Carbamoyl-β-alanineGenerator
UreidopropionateGenerator
3-(carbamoylamino)PropanoateHMDB
3-(carbamoylamino)Propanoic acidHMDB
3-ureido-PropionateHMDB
Carbamoyl-b-ala-OHHMDB
Carbamoyl-beta-ala-OHHMDB
N-(Aminocarbonyl)-'b-alanineHMDB
N-Carbamyl-b-alanineHMDB
N-Carbamyl-beta-alanineHMDB
Ion(-1) OF N-carbamoyl-beta-alanineMeSH, HMDB
Carbamoyl-beta-alanineHMDB
Carbamoyl-β-alanineHMDB
Carbamyl beta-alanineHMDB
Carbamyl β-alanineHMDB
beta-Ureidopropanoic acidHMDB
β-Ureidopropanoic acidHMDB
Molecular FormulaC4H8N2O3
Average Mass132.1179
Monoisotopic Mass132.053492132
IUPAC Name3-(carbamoylamino)propanoic acid
Traditional Nameureidopropionic acid
CAS Registry NumberNot Available
SMILES
NC(=O)NCCC(O)=O
InChI Identifier
InChI=1S/C4H8N2O3/c5-4(9)6-2-1-3(7)8/h1-2H2,(H,7,8)(H3,5,6,9)
InChI KeyJSJWCHRYRHKBBW-UHFFFAOYSA-N