Showing metabocard for Beta-Guanidinopropionic acid (MMDBc0000657)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-12-10 18:52:05 UTC
Update Date2024-04-30 19:33:25 UTC
Metabolite IDMMDBc0000657
Metabolite Identification
Common NameBeta-Guanidinopropionic acid
DescriptionBeta-Guanidinopropionic acid is analog of creatine and is reported to decrease phosphocreatine and ATP content in animal tissues in vivo.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x0000564af3b04318>


  Mrv1652303102016512D          

  9  8  0  0  0  0            999 V2000
    3.5942  -12.8794    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3086  -12.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0231  -12.8794    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7376  -12.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4521  -12.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1666  -12.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3086  -11.6419    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8811  -12.8794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1666  -11.6419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  2  2  0  0  0  0
  8  6  1  0  0  0  0
  9  6  2  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x0000564af3b04318>

HMDB0013222
     RDKit          3D
Beta-Guanidinopropionic acid
 18 17  0  0  0  0  0  0  0  0999 V2000
   -1.5662    0.3504   -1.0721 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5522   -0.4540   -0.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6891   -1.2687    0.1604 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4004   -0.5121    0.7873 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3855    0.6434    1.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1846    1.1851   -0.0660 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1703    0.2182   -0.5958 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7803    0.5478   -1.6454 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4607   -1.0132   -0.0136 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4266    0.3693   -1.6752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6495   -2.3154    0.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6447   -0.8212    0.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1699   -1.4467    1.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3283    1.4633    1.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0400    0.4849    1.9706 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6773    2.1145    0.2869 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5143    1.4616   -0.9239 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2139   -1.0071    0.6938 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  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
  3 11  1  0
  3 12  1  0
  4 13  1  0
  5 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:0x0000564af3b04318>


  Mrv1652303102016512D          

  9  8  0  0  0  0            999 V2000
    3.5942  -12.8794    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3086  -12.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0231  -12.8794    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7376  -12.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4521  -12.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1666  -12.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3086  -11.6419    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8811  -12.8794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1666  -11.6419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  2  2  0  0  0  0
  8  6  1  0  0  0  0
  9  6  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000657

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C4H9N3O2/c5-4(6)7-2-1-3(8)9/h1-2H2,(H,8,9)(H4,5,6,7)

> <INCHI_KEY>
KMXXSJLYVJEBHI-UHFFFAOYSA-N

> <FORMULA>
C4H9N3O2

> <MOLECULAR_WEIGHT>
131.1332

> <EXACT_MASS>
131.069476547

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
12.493162763286698

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-carbamimidamidopropanoic acid

> <ALOGPS_LOGP>
-1.70

> <JCHEM_LOGP>
-2.889204979082051

> <ALOGPS_LOGS>
-1.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.9836477892739883

> <JCHEM_PKA_STRONGEST_BASIC>
12.617530902860116

> <JCHEM_POLAR_SURFACE_AREA>
99.19999999999999

> <JCHEM_REFRACTIVITY>
41.4174

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.39e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-guanidinopropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x0000564af3b04318>

HMDB0013222
     RDKit          3D
Beta-Guanidinopropionic acid
 18 17  0  0  0  0  0  0  0  0999 V2000
   -1.5662    0.3504   -1.0721 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5522   -0.4540   -0.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6891   -1.2687    0.1604 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4004   -0.5121    0.7873 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3855    0.6434    1.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1846    1.1851   -0.0660 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1703    0.2182   -0.5958 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7803    0.5478   -1.6454 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4607   -1.0132   -0.0136 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4266    0.3693   -1.6752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6495   -2.3154    0.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6447   -0.8212    0.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1699   -1.4467    1.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3283    1.4633    1.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0400    0.4849    1.9706 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6773    2.1145    0.2869 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5143    1.4616   -0.9239 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2139   -1.0071    0.6938 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  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
  3 11  1  0
  3 12  1  0
  4 13  1  0
  5 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:0x0000564af3b04318>

HEADER    PROTEIN                                 10-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-MAR-20         0                                  
HETATM    1  N   UNK     0       6.709 -24.042   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       8.043 -23.272   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       9.376 -24.042   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      10.710 -23.272   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.044 -24.042   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.378 -23.272   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       8.043 -21.732   0.000  0.00  0.00           N+0
HETATM    8  O   UNK     0      14.711 -24.042   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      13.378 -21.732   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    8    9                                                  
CONECT    7    2                                                            
CONECT    8    6                                                            
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:0x0000564af3b04318>

COMPND    HMDB0013222
HETATM    1  N1  UNL     1      -1.566   0.350  -1.072  1.00  0.00           N  
HETATM    2  C1  UNL     1      -1.552  -0.454  -0.076  1.00  0.00           C  
HETATM    3  N2  UNL     1      -2.689  -1.269   0.160  1.00  0.00           N  
HETATM    4  N3  UNL     1      -0.400  -0.512   0.787  1.00  0.00           N  
HETATM    5  C2  UNL     1       0.386   0.643   1.095  1.00  0.00           C  
HETATM    6  C3  UNL     1       1.185   1.185  -0.066  1.00  0.00           C  
HETATM    7  C4  UNL     1       2.170   0.218  -0.596  1.00  0.00           C  
HETATM    8  O1  UNL     1       2.780   0.548  -1.645  1.00  0.00           O  
HETATM    9  O2  UNL     1       2.461  -1.013  -0.014  1.00  0.00           O  
HETATM   10  H1  UNL     1      -2.427   0.369  -1.675  1.00  0.00           H  
HETATM   11  H2  UNL     1      -2.649  -2.315   0.212  1.00  0.00           H  
HETATM   12  H3  UNL     1      -3.645  -0.821   0.296  1.00  0.00           H  
HETATM   13  H4  UNL     1      -0.170  -1.447   1.181  1.00  0.00           H  
HETATM   14  H5  UNL     1      -0.328   1.463   1.399  1.00  0.00           H  
HETATM   15  H6  UNL     1       1.040   0.485   1.971  1.00  0.00           H  
HETATM   16  H7  UNL     1       1.677   2.114   0.287  1.00  0.00           H  
HETATM   17  H8  UNL     1       0.514   1.462  -0.924  1.00  0.00           H  
HETATM   18  H9  UNL     1       3.214  -1.007   0.694  1.00  0.00           H  
CONECT    1    2    2   10
CONECT    2    3    4
CONECT    3   11   12
CONECT    4    5   13
CONECT    5    6   14   15
CONECT    6    7   16   17
CONECT    7    8    8    9
CONECT    9   18
END
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SMILES for #<Metabolite:0x0000564af3b04318>

NC(=N)NCCC(O)=O
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INCHI for #<Metabolite:0x0000564af3b04318>

InChI=1S/C4H9N3O2/c5-4(6)7-2-1-3(8)9/h1-2H2,(H,8,9)(H4,5,6,7)
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Synonyms
ValueSource
3-GuanidinopropanoateChEBI
beta-GPAChEBI
N-[Amino(imino)methyl]-beta-alanineChEBI
Guanidinopropionic acidKegg
3-Guanidinopropanoic acidGenerator
b-GPAGenerator
Β-gpaGenerator
N-[Amino(imino)methyl]-b-alanineGenerator
N-[Amino(imino)methyl]-β-alanineGenerator
GuanidinopropionateGenerator
b-GuanidinopropionateGenerator
b-Guanidinopropionic acidGenerator
beta-GuanidinopropionateGenerator
Β-guanidinopropionateGenerator
Β-guanidinopropionic acidGenerator
3-Guanidinopropionic acidHMDB
beta-GuanadinopropionateHMDB
beta-Guanidinopropionic acid.HMDB
beta-Guanidine propionic acidMeSH, HMDB
Guanidine propionateMeSH, HMDB
beta-Guanidinopropionic acidChEBI
Amidino beta-alanineMeSH
Molecular FormulaC4H9N3O2
Average Mass131.1332
Monoisotopic Mass131.069476547
IUPAC Name3-carbamimidamidopropanoic acid
Traditional Name3-guanidinopropanoic acid
CAS Registry NumberNot Available
SMILES
NC(=N)NCCC(O)=O
InChI Identifier
InChI=1S/C4H9N3O2/c5-4(6)7-2-1-3(8)9/h1-2H2,(H,8,9)(H4,5,6,7)
InChI KeyKMXXSJLYVJEBHI-UHFFFAOYSA-N