Showing metabocard for 4-guanidinobutanal (MMDBc0054269)

Record Information
Version2.0
StatusDetected and Quantified
Creation Date2022-06-05 23:02:44 UTC
Update Date2025-10-07 16:08:27 UTC
Metabolite IDMMDBc0054269
Metabolite Identification
Common Name4-guanidinobutanal
Description4-guanidinobutanal is a guanidine derivative and belongs to the class of amino acids and their derivatives. Its chemical structure features a butanal backbone with a guanidine group, which contributes to its unique reactivity and potential biological roles. This metabolite has been identified in various biochemical contexts, such as in the yeast Saccharomyces cerevisiae, where it was discovered alongside other novel metabolites, indicating its involvement in metabolic pathways within this organism (PMID:36899826 ). Additionally, 4-guanidinobutanal has been detected in the granules of the traditional medicinal plant Isatidis Radix, suggesting its presence in natural product chemistry and potential implications in herbal medicine (PMID:36057409 ). The presence of this compound in diverse biological systems highlights its potential roles in metabolic processes, although specific pathways remain to be fully elucidated.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00005615379328d8>

 
  Mrv1533007211514372D          
 
  9  8  0  0  0  0            999 V2000
   19.2411  -11.8826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5300  -11.4644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7771  -11.8826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0661  -11.4644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3550  -11.8826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6021  -11.4644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8911  -11.8826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5300  -10.6278    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1436  -11.4593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  8  2  0  0  0  0
  7  9  2  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00005615379328d8>

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3D SDF for #<Metabolite:0x00005615379328d8>
 
  Mrv1533007211514372D          
 
  9  8  0  0  0  0            999 V2000
   19.2411  -11.8826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5300  -11.4644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7771  -11.8826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0661  -11.4644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3550  -11.8826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6021  -11.4644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8911  -11.8826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5300  -10.6278    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1436  -11.4593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  8  2  0  0  0  0
  7  9  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054269

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C5H11N3O/c6-5(7)8-3-1-2-4-9/h4H,1-3H2,(H4,6,7,8)

> <INCHI_KEY>
VCOFTLCIPLEZKE-UHFFFAOYSA-N

> <FORMULA>
C5H11N3O

> <MOLECULAR_WEIGHT>
129.163

> <EXACT_MASS>
129.090211986

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
13.719287985276413

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-(4-oxobutyl)guanidine

> <ALOGPS_LOGP>
-1.04

> <JCHEM_LOGP>
-1.1141886186666667

> <ALOGPS_LOGS>
-1.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.92814271077035

> <JCHEM_PKA_STRONGEST_BASIC>
12.576584250334705

> <JCHEM_POLAR_SURFACE_AREA>
78.97

> <JCHEM_REFRACTIVITY>
45.247

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.55e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-guanidinobutanal

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x00005615379328d8>
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PDB for #<Metabolite:0x00005615379328d8>
HEADER    PROTEIN                                 21-JUL-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUL-15         0                                  
HETATM    1  N   UNK     0      35.917 -22.181   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      34.589 -21.400   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      33.184 -22.181   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      31.857 -21.400   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      30.529 -22.181   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      29.124 -21.400   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      27.797 -22.181   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      34.589 -19.839   0.000  0.00  0.00           N+0
HETATM    9  O   UNK     0      26.401 -21.391   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    9                                                       
CONECT    8    2                                                            
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:0x00005615379328d8>
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SMILES for #<Metabolite:0x00005615379328d8>
NC(=N)NCCCC=O
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INCHI for #<Metabolite:0x00005615379328d8>
InChI=1S/C5H11N3O/c6-5(7)8-3-1-2-4-9/h4H,1-3H2,(H4,6,7,8)
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Synonyms
ValueSource
N-(4-Oxobutyl)guanidineChEBI
Molecular FormulaC5H11N3O
Average Mass129.163
Monoisotopic Mass129.090211986
IUPAC NameN-(4-oxobutyl)guanidine
Traditional Name4-guanidinobutanal
CAS Registry NumberNot Available
SMILES
NC(=N)NCCCC=O
InChI Identifier
InChI=1S/C5H11N3O/c6-5(7)8-3-1-2-4-9/h4H,1-3H2,(H4,6,7,8)
InChI KeyVCOFTLCIPLEZKE-UHFFFAOYSA-N