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Showing NP-Card for 4-Guanidinobutanoic acid (NP0001360)

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Record Information
Version2.0
Created at2006-08-12 21:31:07 UTC
Updated at2021-06-29 00:47:49 UTC
NP-MRD IDNP0001360
Secondary Accession NumbersNone
Natural Product Identification
Common Name4-Guanidinobutanoic acid
Description4-Guanidinobutanoic acid, also known as gamma-guanidinobutyrate or 4-(carbamimidamido)butanoate, belongs to the class of organic compounds known as gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom. 4-Guanidinobutanoic acid is a normal metabolite present in low concentrations. 4-Guanidinobutanoic acid exists in all eukaryotes, ranging from yeast to humans. Outside of the human body, 4-Guanidinobutanoic acid has been detected, but not quantified in a few different foods, such as apples, french plantains, and loquats. This could make 4-guanidinobutanoic acid a potential biomarker for the consumption of these foods. Patients with hyperargininemia have an arginase deficiency which leads to blockade of the urea cycle in the last step with several clinical symptoms. Owing to the arginase deficiency this patients accumulate arginine which leads eventually to epileptogenic guanidino compounds (PMID 7752905 ).
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0001360 (4-Guanidinobutanoic acid)

 
  Mrv1652309042000292D          

 10  9  0  0  0  0            999 V2000
   31.2515  -24.7808    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.5404  -25.1991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7875  -24.7808    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.0764  -25.1991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3653  -24.7808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6124  -25.1991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9013  -24.7808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1484  -25.1991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.5404  -26.0357    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.9013  -23.9442    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
  7  8  1  0  0  0  0
  2  9  2  0  0  0  0
  7 10  2  0  0  0  0
M  END
Download

3D MOL for NP0001360 (4-Guanidinobutanoic acid)

HMDB0003464
     RDKit          3D
4-Guanidinobutanoic acid
 21 20  0  0  0  0  0  0  0  0999 V2000
    3.7626   -0.3987   -0.3203 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6764    0.1679    0.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5194    1.5824    0.0888 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5709   -0.6391    0.4090 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2802   -0.2466   -0.1012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8200   -1.1718    0.3529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1350   -0.7144   -0.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5543    0.6255    0.2316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9614    1.3541    1.0534 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7512    1.1048   -0.3487 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8287   -1.4170   -0.3404 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9309    2.0169    0.8148 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0190    2.1707   -0.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6676   -1.4680    1.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0080    0.7824    0.1407 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3248   -0.3258   -1.2250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8803   -1.2041    1.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5376   -2.1859   -0.0059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9329   -1.4793   -0.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0640   -0.6347   -1.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9519    2.0808   -0.3219 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  1  0
  8  9  2  0
  8 10  1  0
  1 11  1  0
  3 12  1  0
  3 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 NP0001360 (4-Guanidinobutanoic acid)

 
  Mrv1652309042000292D          

 10  9  0  0  0  0            999 V2000
   31.2515  -24.7808    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.5404  -25.1991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7875  -24.7808    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.0764  -25.1991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3653  -24.7808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6124  -25.1991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9013  -24.7808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1484  -25.1991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.5404  -26.0357    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.9013  -23.9442    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
  7  8  1  0  0  0  0
  2  9  2  0  0  0  0
  7 10  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0001360

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C5H11N3O2/c6-5(7)8-3-1-2-4(9)10/h1-3H2,(H,9,10)(H4,6,7,8)

> <INCHI_KEY>
TUHVEAJXIMEOSA-UHFFFAOYSA-N

> <FORMULA>
C5H11N3O2

> <MOLECULAR_WEIGHT>
145.1597

> <EXACT_MASS>
145.085126611

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
14.705032842824645

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-[(diaminomethylidene)amino]butanoic acid

> <ALOGPS_LOGP>
-1.52

> <JCHEM_LOGP>
-2.654531034416961

> <ALOGPS_LOGS>
-1.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.23994567518324

> <JCHEM_PKA_STRONGEST_BASIC>
12.068589169762964

> <JCHEM_POLAR_SURFACE_AREA>
101.69999999999999

> <JCHEM_REFRACTIVITY>
35.879599999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.78e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(diaminomethylidene)amino]butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0001360 (4-Guanidinobutanoic acid)

HMDB0003464
     RDKit          3D
4-Guanidinobutanoic acid
 21 20  0  0  0  0  0  0  0  0999 V2000
    3.7626   -0.3987   -0.3203 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6764    0.1679    0.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5194    1.5824    0.0888 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5709   -0.6391    0.4090 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2802   -0.2466   -0.1012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8200   -1.1718    0.3529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1350   -0.7144   -0.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5543    0.6255    0.2316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9614    1.3541    1.0534 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7512    1.1048   -0.3487 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8287   -1.4170   -0.3404 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9309    2.0169    0.8148 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0190    2.1707   -0.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6676   -1.4680    1.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0080    0.7824    0.1407 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3248   -0.3258   -1.2250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8803   -1.2041    1.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5376   -2.1859   -0.0059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9329   -1.4793   -0.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0640   -0.6347   -1.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9519    2.0808   -0.3219 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  1  0
  8  9  2  0
  8 10  1  0
  1 11  1  0
  3 12  1  0
  3 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 NP0001360 (4-Guanidinobutanoic acid)

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  N   UNK     0      58.336 -46.257   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      57.009 -47.038   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      55.603 -46.257   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      54.276 -47.038   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      52.949 -46.257   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      51.543 -47.038   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      50.216 -46.257   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      48.810 -47.038   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0      57.009 -48.600   0.000  0.00  0.00           N+0
HETATM   10  O   UNK     0      50.216 -44.696   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7                                                            
CONECT    9    2                                                            
CONECT   10    7                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END
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3D PDB for NP0001360 (4-Guanidinobutanoic acid)

COMPND    HMDB0003464
HETATM    1  N1  UNL     1       3.763  -0.399  -0.320  1.00  0.00           N  
HETATM    2  C1  UNL     1       2.676   0.168   0.039  1.00  0.00           C  
HETATM    3  N2  UNL     1       2.519   1.582   0.089  1.00  0.00           N  
HETATM    4  N3  UNL     1       1.571  -0.639   0.409  1.00  0.00           N  
HETATM    5  C2  UNL     1       0.280  -0.247  -0.101  1.00  0.00           C  
HETATM    6  C3  UNL     1      -0.820  -1.172   0.353  1.00  0.00           C  
HETATM    7  C4  UNL     1      -2.135  -0.714  -0.213  1.00  0.00           C  
HETATM    8  C5  UNL     1      -2.554   0.625   0.232  1.00  0.00           C  
HETATM    9  O1  UNL     1      -1.961   1.354   1.053  1.00  0.00           O  
HETATM   10  O2  UNL     1      -3.751   1.105  -0.349  1.00  0.00           O  
HETATM   11  H1  UNL     1       3.829  -1.417  -0.340  1.00  0.00           H  
HETATM   12  H2  UNL     1       1.931   2.017   0.815  1.00  0.00           H  
HETATM   13  H3  UNL     1       3.019   2.171  -0.632  1.00  0.00           H  
HETATM   14  H4  UNL     1       1.668  -1.468   1.012  1.00  0.00           H  
HETATM   15  H5  UNL     1       0.008   0.782   0.141  1.00  0.00           H  
HETATM   16  H6  UNL     1       0.325  -0.326  -1.225  1.00  0.00           H  
HETATM   17  H7  UNL     1      -0.880  -1.204   1.463  1.00  0.00           H  
HETATM   18  H8  UNL     1      -0.538  -2.186  -0.006  1.00  0.00           H  
HETATM   19  H9  UNL     1      -2.933  -1.479  -0.068  1.00  0.00           H  
HETATM   20  H10 UNL     1      -2.064  -0.635  -1.340  1.00  0.00           H  
HETATM   21  H11 UNL     1      -3.952   2.081  -0.322  1.00  0.00           H  
CONECT    1    2    2   11
CONECT    2    3    4
CONECT    3   12   13
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 NP0001360 (4-Guanidinobutanoic acid)

NC(=N)NCCCC(O)=O
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INCHI for NP0001360 (4-Guanidinobutanoic acid)

InChI=1S/C5H11N3O2/c6-5(7)8-3-1-2-4(9)10/h1-3H2,(H,9,10)(H4,6,7,8)
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View in JSmol
Synonyms
ValueSource
4-Carbamimidamidobutanoic acidChEBI
4-GuanidinobutanoateChEBI
4-Guanidinobutyric acidChEBI
gamma-GuanidinobutyrateChEBI
gamma-Guanidinobutyric acidChEBI
4-CarbamimidamidobutanoateGenerator
4-GuanidinobutyrateGenerator
g-GuanidinobutyrateGenerator
g-Guanidinobutyric acidGenerator
Γ-guanidinobutyrateGenerator
Γ-guanidinobutyric acidGenerator
4-(Carbamimidamido)butanoateHMDB
4-(Carbamimidamido)butanoic acidHMDB
gamma-Guanidinobutyrate, monosodium saltHMDB
4-[(Aminoiminomethyl)amino]butanoateHMDB
4-[(Aminoiminomethyl)amino]butanoic acidHMDB
N-(4-Butanoate)guanidineHMDB
N-(4-Butanoic acid)guanidineHMDB
gamma-GuanidinebutyrateHMDB
gamma-Guanidinebutyric acidHMDB
Γ-guanidinebutyrateHMDB
Γ-guanidinebutyric acidHMDB
4-Guanidinobutanoic acidGenerator
Chemical FormulaC5H11N3O2
Average Mass145.1597 Da
Monoisotopic Mass145.08513 Da
IUPAC Name4-[(diaminomethylidene)amino]butanoic acid
Traditional Name4-[(diaminomethylidene)amino]butanoic acid
CAS Registry Number463-00-3
SMILES
NC(N)=NCCCC(O)=O
InChI Identifier
InChI=1S/C5H11N3O2/c6-5(7)8-3-1-2-4(9)10/h1-3H2,(H,9,10)(H4,6,7,8)
InChI KeyTUHVEAJXIMEOSA-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Abelmoschus esculentusFooDB
Actinidia chinensisFooDB
Agaricus bisporusFooDB
AgaveFooDB
Allium ampeloprasumFooDB
Allium ascalonicumFooDB
Allium cepaFooDB
Allium cepa L.FooDB
Allium fistulosumFooDB
Allium sativumFooDB
Allium schoenoprasumFooDB
Allium tuberosumFooDB
Aloysia triphyllaFooDB
AmaranthusFooDB
Amelanchier alnifoliaFooDB
Anacardium occidentaleFooDB
Ananas comosusFooDB
Anas platyrhynchosFooDB
AnatidaeFooDB
Anethum graveolensFooDB
Angelica keiskeiFooDB
Annona cherimolaFooDB
Annona muricataFooDB
Annona reticulataFooDB
Annona squamosaFooDB
Anser anserFooDB
Anthriscus cerefoliumFooDB
Apis ceranaLOTUS Database
Apium graveolensFooDB
Apium graveolens var. dulceFooDB
Apium graveolens var. rapaceumFooDB
Apium graveolens var. secalinumFooDB
Arabidopsis thalianaLOTUS Database
Arachis hypogaeaFooDB
Arctium lappaFooDB
Armoracia rusticanaFooDB
Artemisia dracunculusFooDB
Artemisia vulgarisFooDB
Artocarpus altilisFooDB
Artocarpus heterophyllusFooDB
Asparagus officinalisFooDB
Attalea speciosaFooDB
Auricularia auricula-judaeFooDB
Auricularia polytrichaFooDB
Avena sativa L.FooDB
Averrhoa carambolaFooDB
Basella albaFooDB
Benincasa hispidaFooDB
Bertholletia excelsaFooDB
Beta vulgarisFooDB
Beta vulgaris ssp. ciclaFooDB
Bison bisonFooDB
Borago officinalisFooDB
Bos taurusFooDB
Bos taurus X Bison bisonFooDB
Brassica alboglabraFooDB
Brassica junceaFooDB
Brassica napusFooDB
Brassica napus var. napusFooDB
Brassica oleraceaFooDB
Brassica oleracea var. botrytisFooDB
Brassica oleracea var. capitataFooDB
Brassica oleracea var. gemmiferaFooDB
Brassica oleracea var. gongylodesFooDB
Brassica oleracea var. italicaFooDB
Brassica oleracea var. sabaudaFooDB
Brassica oleracea var. viridisFooDB
Brassica rapaFooDB
Brassica rapa ssp. chinensisFooDB
Brassica rapa var. pekinensisFooDB
Brassica rapa var. rapaFooDB
Brassica ruvoFooDB
Brosimum alicastrumFooDB
Bubalus bubalisFooDB
Byrsonima crassifoliaFooDB
Cajanus cajanFooDB
Camellia sinensisLOTUS Database
Canarium ovatumFooDB
Cannabis sativaCannabisDB
      Not Available
Cantharellus cibariusFooDB
Capparis spinosaFooDB
Capra aegagrus hircusFooDB
Capsicum annuumFooDB
Capsicum annuum L.FooDB
Capsicum annuum var. annuumFooDB
Capsicum chinenseFooDB
Capsicum pubescensFooDB
Carica papaya L.FooDB
Carissa macrocarpaFooDB
Carthamus tinctoriusFooDB
Carum carviFooDB
CaryaFooDB
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CinnamomumFooDB
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CirsiumFooDB
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Lunaria annuaLOTUS Database
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Photinia melanocarpaFooDB
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PhysalisFooDB
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Pimenta dioicaFooDB
Pimpinella anisumFooDB
PinusFooDB
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Piper nigrum L.FooDB
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Pogostemon cablinLOTUS Database
Polygonum alpinumFooDB
Portulaca oleraceaFooDB
Pouteria sapotaFooDB
Prunus armeniacaFooDB
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Prunus avium L.FooDB
Prunus cerasusFooDB
Prunus domesticaFooDB
Prunus dulcisFooDB
Prunus persicaFooDB
Prunus persica var. nucipersicaFooDB
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Prunus tomentosaFooDB
Prunus virginianaFooDB
Psidium cattleianumFooDB
Psidium guajavaFooDB
Psophocarpus tetragonolobusFooDB
Punica granatumFooDB
Pyrus communisFooDB
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QuercusFooDB
Raphanus sativusFooDB
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Rheum rhabarbarumFooDB
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RosaFooDB
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RumexFooDB
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Sagittaria latifoliaFooDB
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Salmonella entericaLOTUS Database
Salvia elegansFooDB
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Salvia officinalisFooDB
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Sambucus nigraFooDB
Sambucus nigra L.FooDB
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Secale cerealeFooDB
Sechium eduleFooDB
Sesamum indicumFooDB
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Tamarindus indicaFooDB
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Vaccinium macrocarponFooDB
Vaccinium myrtilloidesFooDB
Vaccinium myrtillusFooDB
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Vaccinium ovatumFooDB
Vaccinium oxycoccosFooDB
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Vaccinium reticulatumFooDB
Vaccinium stamineumFooDB
Vaccinium uliginosumFooDB
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Valerianella locustaFooDB
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Viburnum eduleFooDB
Vicia fabaFooDB
Vigna aconitifoliaFooDB
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Xanthosoma sagittifoliumFooDB
Zea mays L.FooDB
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ZizaniaFooDB
Zizania aquaticaFooDB
Ziziphus zizyphusFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentGamma amino acids and derivatives
Alternative Parents
Substituents
  • Gamma amino acid or derivatives
  • Straight chain fatty acid
  • Fatty acid
  • Fatty acyl
  • Guanidine
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Carboximidamide
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility5.13 g/LALOGPS
logP-1.5ALOGPS
logP-2.7ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)4.24ChemAxon
pKa (Strongest Basic)12.07ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area101.7 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity35.88 m³·mol⁻¹ChemAxon
Polarizability14.71 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0003464
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB004103
KNApSAcK IDC00053195
Chemspider ID486
KEGG Compound IDC01035
BioCyc IDCPD-592
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID6938
PubChem Compound500
PDB IDNot Available
ChEBI ID15728
Good Scents IDNot Available
References
General References
  1. Mizutani N, Hayakawa C, Ohya Y, Watanabe K, Watanabe Y, Mori A: Guanidino compounds in hyperargininemia. Tohoku J Exp Med. 1987 Nov;153(3):197-205. [PubMed:3433275 ]
  2. Marescau B, Qureshi IA, De Deyn P, Letarte J, Ryba R, Lowenthal A: Guanidino compounds in plasma, urine and cerebrospinal fluid of hyperargininemic patients during therapy. Clin Chim Acta. 1985 Feb 28;146(1):21-7. [PubMed:3987036 ]
  3. Gatti R, Gioia MG: Anisoin: a useful pre-chromatographic derivatization fluorogenic reagent for LC analysis of guanidino compounds. J Pharm Biomed Anal. 2006 Sep 11;42(1):11-6. Epub 2006 Feb 3. [PubMed:16460903 ]
  4. De Deyn PP, Marescau B, Cuykens JJ, Van Gorp L, Lowenthal A, De Potter WP: Guanidino compounds in serum and cerebrospinal fluid of non-dialyzed patients with renal insufficiency. Clin Chim Acta. 1987 Jul 30;167(1):81-8. [PubMed:3665089 ]