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Showing metabocard for 4-Guanidinobutanoic acid (HMDB0003464)

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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-08-12 21:31:07 UTC
Update Date2023-02-21 17:16:42 UTC
HMDB IDHMDB0003464
Secondary Accession Numbers
  • HMDB0005991
  • HMDB03464
  • HMDB05991
Metabolite 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
Data?1676999802
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0003464 (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 HMDB0003464 (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 HMDB0003464 (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>
HMDB0003464

> <DATABASE_NAME>
hmdb

> <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 HMDB0003464 (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 HMDB0003464 (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 HMDB0003464 (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 HMDB0003464 (4-Guanidinobutanoic acid)

NC(=N)NCCCC(O)=O
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INCHI for HMDB0003464 (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 JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
4-GuanidinobutanoateChEBI
4-Guanidinobutyric acidChEBI
gamma-GuanidinobutyrateChEBI
gamma-Guanidinobutyric acidChEBI
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 Molecular Weight145.1597
Monoisotopic Molecular Weight145.085126611
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
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
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
Role
Industrial application
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M+H]+Baker132.830932474
[M+H]+Not Available130.5http://allccs.zhulab.cn/database/detail?ID=AllCCS00000502
Predicted Molecular 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
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+131.48631661259
DarkChem[M-H]-127.19831661259
DeepCCS[M+H]+131.08830932474
DeepCCS[M-H]-127.76930932474
DeepCCS[M-2H]-164.34730932474
DeepCCS[M+Na]+139.6530932474
AllCCS[M+H]+133.032859911
AllCCS[M+H-H2O]+129.032859911
AllCCS[M+NH4]+136.732859911
AllCCS[M+Na]+137.832859911
AllCCS[M-H]-130.532859911
AllCCS[M+Na-2H]-132.932859911
AllCCS[M+HCOO]-135.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
4-Guanidinobutanoic acidNC(=N)NCCCC(O)=O2688.3Standard polar33892256
4-Guanidinobutanoic acidNC(=N)NCCCC(O)=O1483.1Standard non polar33892256
4-Guanidinobutanoic acidNC(=N)NCCCC(O)=O1933.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
4-Guanidinobutanoic acid,1TMS,isomer #1C[Si](C)(C)OC(=O)CCCNC(=N)N1799.4Semi standard non polar33892256
4-Guanidinobutanoic acid,1TMS,isomer #2C[Si](C)(C)NC(=N)NCCCC(=O)O1903.9Semi standard non polar33892256
4-Guanidinobutanoic acid,1TMS,isomer #3C[Si](C)(C)N=C(N)NCCCC(=O)O1773.5Semi standard non polar33892256
4-Guanidinobutanoic acid,1TMS,isomer #4C[Si](C)(C)N(CCCC(=O)O)C(=N)N1858.0Semi standard non polar33892256
4-Guanidinobutanoic acid,2TMS,isomer #1C[Si](C)(C)NC(=N)NCCCC(=O)O[Si](C)(C)C1968.9Semi standard non polar33892256
4-Guanidinobutanoic acid,2TMS,isomer #1C[Si](C)(C)NC(=N)NCCCC(=O)O[Si](C)(C)C1637.8Standard non polar33892256
4-Guanidinobutanoic acid,2TMS,isomer #1C[Si](C)(C)NC(=N)NCCCC(=O)O[Si](C)(C)C3138.5Standard polar33892256
4-Guanidinobutanoic acid,2TMS,isomer #2C[Si](C)(C)OC(=O)CCCN(C(=N)N)[Si](C)(C)C1859.2Semi standard non polar33892256
4-Guanidinobutanoic acid,2TMS,isomer #2C[Si](C)(C)OC(=O)CCCN(C(=N)N)[Si](C)(C)C1670.1Standard non polar33892256
4-Guanidinobutanoic acid,2TMS,isomer #2C[Si](C)(C)OC(=O)CCCN(C(=N)N)[Si](C)(C)C3046.6Standard polar33892256
4-Guanidinobutanoic acid,2TMS,isomer #3C[Si](C)(C)N=C(N)NCCCC(=O)O[Si](C)(C)C1744.7Semi standard non polar33892256
4-Guanidinobutanoic acid,2TMS,isomer #3C[Si](C)(C)N=C(N)NCCCC(=O)O[Si](C)(C)C1548.9Standard non polar33892256
4-Guanidinobutanoic acid,2TMS,isomer #3C[Si](C)(C)N=C(N)NCCCC(=O)O[Si](C)(C)C3020.1Standard polar33892256
4-Guanidinobutanoic acid,2TMS,isomer #4C[Si](C)(C)N(C(=N)NCCCC(=O)O)[Si](C)(C)C1997.4Semi standard non polar33892256
4-Guanidinobutanoic acid,2TMS,isomer #4C[Si](C)(C)N(C(=N)NCCCC(=O)O)[Si](C)(C)C1707.0Standard non polar33892256
4-Guanidinobutanoic acid,2TMS,isomer #4C[Si](C)(C)N(C(=N)NCCCC(=O)O)[Si](C)(C)C2948.9Standard polar33892256
4-Guanidinobutanoic acid,2TMS,isomer #5C[Si](C)(C)N=C(NCCCC(=O)O)N[Si](C)(C)C1869.5Semi standard non polar33892256
4-Guanidinobutanoic acid,2TMS,isomer #5C[Si](C)(C)N=C(NCCCC(=O)O)N[Si](C)(C)C1605.4Standard non polar33892256
4-Guanidinobutanoic acid,2TMS,isomer #5C[Si](C)(C)N=C(NCCCC(=O)O)N[Si](C)(C)C3017.9Standard polar33892256
4-Guanidinobutanoic acid,2TMS,isomer #6C[Si](C)(C)NC(=N)N(CCCC(=O)O)[Si](C)(C)C1951.2Semi standard non polar33892256
4-Guanidinobutanoic acid,2TMS,isomer #6C[Si](C)(C)NC(=N)N(CCCC(=O)O)[Si](C)(C)C1722.2Standard non polar33892256
4-Guanidinobutanoic acid,2TMS,isomer #6C[Si](C)(C)NC(=N)N(CCCC(=O)O)[Si](C)(C)C2980.3Standard polar33892256
4-Guanidinobutanoic acid,2TMS,isomer #7C[Si](C)(C)N=C(N)N(CCCC(=O)O)[Si](C)(C)C1858.1Semi standard non polar33892256
4-Guanidinobutanoic acid,2TMS,isomer #7C[Si](C)(C)N=C(N)N(CCCC(=O)O)[Si](C)(C)C1664.5Standard non polar33892256
4-Guanidinobutanoic acid,2TMS,isomer #7C[Si](C)(C)N=C(N)N(CCCC(=O)O)[Si](C)(C)C2973.7Standard polar33892256
4-Guanidinobutanoic acid,3TMS,isomer #1C[Si](C)(C)OC(=O)CCCNC(=N)N([Si](C)(C)C)[Si](C)(C)C2019.1Semi standard non polar33892256
4-Guanidinobutanoic acid,3TMS,isomer #1C[Si](C)(C)OC(=O)CCCNC(=N)N([Si](C)(C)C)[Si](C)(C)C1785.8Standard non polar33892256
4-Guanidinobutanoic acid,3TMS,isomer #1C[Si](C)(C)OC(=O)CCCNC(=N)N([Si](C)(C)C)[Si](C)(C)C2610.8Standard polar33892256
4-Guanidinobutanoic acid,3TMS,isomer #2C[Si](C)(C)N=C(NCCCC(=O)O[Si](C)(C)C)N[Si](C)(C)C1900.2Semi standard non polar33892256
4-Guanidinobutanoic acid,3TMS,isomer #2C[Si](C)(C)N=C(NCCCC(=O)O[Si](C)(C)C)N[Si](C)(C)C1565.1Standard non polar33892256
4-Guanidinobutanoic acid,3TMS,isomer #2C[Si](C)(C)N=C(NCCCC(=O)O[Si](C)(C)C)N[Si](C)(C)C2764.1Standard polar33892256
4-Guanidinobutanoic acid,3TMS,isomer #3C[Si](C)(C)NC(=N)N(CCCC(=O)O[Si](C)(C)C)[Si](C)(C)C1948.1Semi standard non polar33892256
4-Guanidinobutanoic acid,3TMS,isomer #3C[Si](C)(C)NC(=N)N(CCCC(=O)O[Si](C)(C)C)[Si](C)(C)C1784.2Standard non polar33892256
4-Guanidinobutanoic acid,3TMS,isomer #3C[Si](C)(C)NC(=N)N(CCCC(=O)O[Si](C)(C)C)[Si](C)(C)C2664.0Standard polar33892256
4-Guanidinobutanoic acid,3TMS,isomer #4C[Si](C)(C)N=C(N)N(CCCC(=O)O[Si](C)(C)C)[Si](C)(C)C1839.3Semi standard non polar33892256
4-Guanidinobutanoic acid,3TMS,isomer #4C[Si](C)(C)N=C(N)N(CCCC(=O)O[Si](C)(C)C)[Si](C)(C)C1630.0Standard non polar33892256
4-Guanidinobutanoic acid,3TMS,isomer #4C[Si](C)(C)N=C(N)N(CCCC(=O)O[Si](C)(C)C)[Si](C)(C)C2862.6Standard polar33892256
4-Guanidinobutanoic acid,3TMS,isomer #5C[Si](C)(C)N=C(NCCCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C1943.0Semi standard non polar33892256
4-Guanidinobutanoic acid,3TMS,isomer #5C[Si](C)(C)N=C(NCCCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C1754.4Standard non polar33892256
4-Guanidinobutanoic acid,3TMS,isomer #5C[Si](C)(C)N=C(NCCCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C2623.3Standard polar33892256
4-Guanidinobutanoic acid,3TMS,isomer #6C[Si](C)(C)N(CCCC(=O)O)C(=N)N([Si](C)(C)C)[Si](C)(C)C1969.1Semi standard non polar33892256
4-Guanidinobutanoic acid,3TMS,isomer #6C[Si](C)(C)N(CCCC(=O)O)C(=N)N([Si](C)(C)C)[Si](C)(C)C1886.2Standard non polar33892256
4-Guanidinobutanoic acid,3TMS,isomer #6C[Si](C)(C)N(CCCC(=O)O)C(=N)N([Si](C)(C)C)[Si](C)(C)C2620.2Standard polar33892256
4-Guanidinobutanoic acid,3TMS,isomer #7C[Si](C)(C)N=C(N[Si](C)(C)C)N(CCCC(=O)O)[Si](C)(C)C1924.7Semi standard non polar33892256
4-Guanidinobutanoic acid,3TMS,isomer #7C[Si](C)(C)N=C(N[Si](C)(C)C)N(CCCC(=O)O)[Si](C)(C)C1719.3Standard non polar33892256
4-Guanidinobutanoic acid,3TMS,isomer #7C[Si](C)(C)N=C(N[Si](C)(C)C)N(CCCC(=O)O)[Si](C)(C)C2630.6Standard polar33892256
4-Guanidinobutanoic acid,4TMS,isomer #1C[Si](C)(C)OC(=O)CCCN(C(=N)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C1965.3Semi standard non polar33892256
4-Guanidinobutanoic acid,4TMS,isomer #1C[Si](C)(C)OC(=O)CCCN(C(=N)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C1939.3Standard non polar33892256
4-Guanidinobutanoic acid,4TMS,isomer #1C[Si](C)(C)OC(=O)CCCN(C(=N)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2369.5Standard polar33892256
4-Guanidinobutanoic acid,4TMS,isomer #2C[Si](C)(C)N=C(NCCCC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1942.1Semi standard non polar33892256
4-Guanidinobutanoic acid,4TMS,isomer #2C[Si](C)(C)N=C(NCCCC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1722.4Standard non polar33892256
4-Guanidinobutanoic acid,4TMS,isomer #2C[Si](C)(C)N=C(NCCCC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2392.0Standard polar33892256
4-Guanidinobutanoic acid,4TMS,isomer #3C[Si](C)(C)N=C(N[Si](C)(C)C)N(CCCC(=O)O[Si](C)(C)C)[Si](C)(C)C1924.7Semi standard non polar33892256
4-Guanidinobutanoic acid,4TMS,isomer #3C[Si](C)(C)N=C(N[Si](C)(C)C)N(CCCC(=O)O[Si](C)(C)C)[Si](C)(C)C1690.9Standard non polar33892256
4-Guanidinobutanoic acid,4TMS,isomer #3C[Si](C)(C)N=C(N[Si](C)(C)C)N(CCCC(=O)O[Si](C)(C)C)[Si](C)(C)C2382.0Standard polar33892256
4-Guanidinobutanoic acid,4TMS,isomer #4C[Si](C)(C)N=C(N(CCCC(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2003.7Semi standard non polar33892256
4-Guanidinobutanoic acid,4TMS,isomer #4C[Si](C)(C)N=C(N(CCCC(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1904.8Standard non polar33892256
4-Guanidinobutanoic acid,4TMS,isomer #4C[Si](C)(C)N=C(N(CCCC(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2233.6Standard polar33892256
4-Guanidinobutanoic acid,5TMS,isomer #1C[Si](C)(C)N=C(N(CCCC(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2009.4Semi standard non polar33892256
4-Guanidinobutanoic acid,5TMS,isomer #1C[Si](C)(C)N=C(N(CCCC(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1900.2Standard non polar33892256
4-Guanidinobutanoic acid,5TMS,isomer #1C[Si](C)(C)N=C(N(CCCC(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2015.1Standard polar33892256
4-Guanidinobutanoic acid,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CCCNC(=N)N1979.9Semi standard non polar33892256
4-Guanidinobutanoic acid,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC(=N)NCCCC(=O)O2146.0Semi standard non polar33892256
4-Guanidinobutanoic acid,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)N=C(N)NCCCC(=O)O1999.2Semi standard non polar33892256
4-Guanidinobutanoic acid,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)N(CCCC(=O)O)C(=N)N2052.2Semi standard non polar33892256
4-Guanidinobutanoic acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(=N)NCCCC(=O)O[Si](C)(C)C(C)(C)C2424.5Semi standard non polar33892256
4-Guanidinobutanoic acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(=N)NCCCC(=O)O[Si](C)(C)C(C)(C)C2014.3Standard non polar33892256
4-Guanidinobutanoic acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(=N)NCCCC(=O)O[Si](C)(C)C(C)(C)C2962.6Standard polar33892256
4-Guanidinobutanoic acid,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CCCN(C(=N)N)[Si](C)(C)C(C)(C)C2294.2Semi standard non polar33892256
4-Guanidinobutanoic acid,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CCCN(C(=N)N)[Si](C)(C)C(C)(C)C2059.9Standard non polar33892256
4-Guanidinobutanoic acid,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CCCN(C(=N)N)[Si](C)(C)C(C)(C)C3064.7Standard polar33892256
4-Guanidinobutanoic acid,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)N=C(N)NCCCC(=O)O[Si](C)(C)C(C)(C)C2181.2Semi standard non polar33892256
4-Guanidinobutanoic acid,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)N=C(N)NCCCC(=O)O[Si](C)(C)C(C)(C)C1920.1Standard non polar33892256
4-Guanidinobutanoic acid,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)N=C(N)NCCCC(=O)O[Si](C)(C)C(C)(C)C3061.6Standard polar33892256
4-Guanidinobutanoic acid,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N(C(=N)NCCCC(=O)O)[Si](C)(C)C(C)(C)C2412.3Semi standard non polar33892256
4-Guanidinobutanoic acid,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N(C(=N)NCCCC(=O)O)[Si](C)(C)C(C)(C)C2102.5Standard non polar33892256
4-Guanidinobutanoic acid,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N(C(=N)NCCCC(=O)O)[Si](C)(C)C(C)(C)C2831.0Standard polar33892256
4-Guanidinobutanoic acid,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)N=C(NCCCC(=O)O)N[Si](C)(C)C(C)(C)C2373.8Semi standard non polar33892256
4-Guanidinobutanoic acid,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)N=C(NCCCC(=O)O)N[Si](C)(C)C(C)(C)C1924.4Standard non polar33892256
4-Guanidinobutanoic acid,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)N=C(NCCCC(=O)O)N[Si](C)(C)C(C)(C)C2835.1Standard polar33892256
4-Guanidinobutanoic acid,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)NC(=N)N(CCCC(=O)O)[Si](C)(C)C(C)(C)C2408.1Semi standard non polar33892256
4-Guanidinobutanoic acid,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)NC(=N)N(CCCC(=O)O)[Si](C)(C)C(C)(C)C2113.6Standard non polar33892256
4-Guanidinobutanoic acid,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)NC(=N)N(CCCC(=O)O)[Si](C)(C)C(C)(C)C2855.4Standard polar33892256
4-Guanidinobutanoic acid,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)N=C(N)N(CCCC(=O)O)[Si](C)(C)C(C)(C)C2286.6Semi standard non polar33892256
4-Guanidinobutanoic acid,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)N=C(N)N(CCCC(=O)O)[Si](C)(C)C(C)(C)C1997.8Standard non polar33892256
4-Guanidinobutanoic acid,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)N=C(N)N(CCCC(=O)O)[Si](C)(C)C(C)(C)C2989.8Standard polar33892256
4-Guanidinobutanoic acid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CCCNC(=N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2610.3Semi standard non polar33892256
4-Guanidinobutanoic acid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CCCNC(=N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2348.0Standard non polar33892256
4-Guanidinobutanoic acid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CCCNC(=N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2713.5Standard polar33892256
4-Guanidinobutanoic acid,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)N=C(NCCCC(=O)O[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C2544.8Semi standard non polar33892256
4-Guanidinobutanoic acid,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)N=C(NCCCC(=O)O[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C2071.3Standard non polar33892256
4-Guanidinobutanoic acid,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)N=C(NCCCC(=O)O[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C2742.0Standard polar33892256
4-Guanidinobutanoic acid,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC(=N)N(CCCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2605.6Semi standard non polar33892256
4-Guanidinobutanoic acid,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC(=N)N(CCCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2342.1Standard non polar33892256
4-Guanidinobutanoic acid,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC(=N)N(CCCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2749.8Standard polar33892256
4-Guanidinobutanoic acid,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)N=C(N)N(CCCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2487.4Semi standard non polar33892256
4-Guanidinobutanoic acid,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)N=C(N)N(CCCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2154.1Standard non polar33892256
4-Guanidinobutanoic acid,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)N=C(N)N(CCCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3011.2Standard polar33892256
4-Guanidinobutanoic acid,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)N=C(NCCCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2554.6Semi standard non polar33892256
4-Guanidinobutanoic acid,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)N=C(NCCCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2239.9Standard non polar33892256
4-Guanidinobutanoic acid,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)N=C(NCCCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2665.8Standard polar33892256
4-Guanidinobutanoic acid,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)N(CCCC(=O)O)C(=N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2584.1Semi standard non polar33892256
4-Guanidinobutanoic acid,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)N(CCCC(=O)O)C(=N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2449.2Standard non polar33892256
4-Guanidinobutanoic acid,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)N(CCCC(=O)O)C(=N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2721.8Standard polar33892256
4-Guanidinobutanoic acid,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)N=C(N[Si](C)(C)C(C)(C)C)N(CCCC(=O)O)[Si](C)(C)C(C)(C)C2541.0Semi standard non polar33892256
4-Guanidinobutanoic acid,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)N=C(N[Si](C)(C)C(C)(C)C)N(CCCC(=O)O)[Si](C)(C)C(C)(C)C2175.4Standard non polar33892256
4-Guanidinobutanoic acid,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)N=C(N[Si](C)(C)C(C)(C)C)N(CCCC(=O)O)[Si](C)(C)C(C)(C)C2677.8Standard polar33892256
4-Guanidinobutanoic acid,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CCCN(C(=N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2808.8Semi standard non polar33892256
4-Guanidinobutanoic acid,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CCCN(C(=N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2652.0Standard non polar33892256
4-Guanidinobutanoic acid,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CCCN(C(=N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2654.6Standard polar33892256
4-Guanidinobutanoic acid,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)N=C(NCCCC(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2741.9Semi standard non polar33892256
4-Guanidinobutanoic acid,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)N=C(NCCCC(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2386.0Standard non polar33892256
4-Guanidinobutanoic acid,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)N=C(NCCCC(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2618.4Standard polar33892256
4-Guanidinobutanoic acid,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)N=C(N[Si](C)(C)C(C)(C)C)N(CCCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2722.3Semi standard non polar33892256
4-Guanidinobutanoic acid,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)N=C(N[Si](C)(C)C(C)(C)C)N(CCCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2339.8Standard non polar33892256
4-Guanidinobutanoic acid,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)N=C(N[Si](C)(C)C(C)(C)C)N(CCCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2630.6Standard polar33892256
4-Guanidinobutanoic acid,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)N=C(N(CCCC(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2797.2Semi standard non polar33892256
4-Guanidinobutanoic acid,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)N=C(N(CCCC(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2547.7Standard non polar33892256
4-Guanidinobutanoic acid,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)N=C(N(CCCC(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2537.2Standard polar33892256
4-Guanidinobutanoic acid,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)N=C(N(CCCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2995.5Semi standard non polar33892256
4-Guanidinobutanoic acid,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)N=C(N(CCCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2728.0Standard non polar33892256
4-Guanidinobutanoic acid,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)N=C(N(CCCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2497.3Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 4-Guanidinobutanoic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-006x-9000000000-33270c51eae32ab986ff2016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-Guanidinobutanoic acid GC-MS (1 TMS) - 70eV, Positivesplash10-00dl-9300000000-6b386451847864ccb5a62017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-Guanidinobutanoic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-Guanidinobutanoic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - 4-Guanidinobutanoic acid Quattro_QQQ 10V, Positive-QTOF (Annotated)splash10-0002-2900000000-fde97cd959d0a824fb1a2012-07-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 4-Guanidinobutanoic acid Quattro_QQQ 25V, Positive-QTOF (Annotated)splash10-000i-9000000000-7d6981f3d74ac35fbae32012-07-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 4-Guanidinobutanoic acid Quattro_QQQ 40V, Positive-QTOF (Annotated)splash10-052r-9000000000-566db10c9a42f3463f732012-07-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 4-Guanidinobutanoic acid LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative-QTOFsplash10-0006-0900000000-9133b9248cec58ba46112012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 4-Guanidinobutanoic acid LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative-QTOFsplash10-0udi-0900000000-839146a1223d81fcfe1e2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 4-Guanidinobutanoic acid LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative-QTOFsplash10-0ue9-7900000000-e5db002aeb9f842883d42012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 4-Guanidinobutanoic acid LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative-QTOFsplash10-000x-9000000000-272ecb5c7a854deaabb62012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 4-Guanidinobutanoic acid LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative-QTOFsplash10-0006-9000000000-dcdfb92af31da28b06e62012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 4-Guanidinobutanoic acid LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive-QTOFsplash10-0002-0900000000-57afcc249d5db66b3faf2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 4-Guanidinobutanoic acid LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive-QTOFsplash10-000j-9700000000-20d2b0d6d24335aaf5322012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 4-Guanidinobutanoic acid LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive-QTOFsplash10-000i-9000000000-a4bb465c44540f7098722012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 4-Guanidinobutanoic acid LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive-QTOFsplash10-00kr-9000000000-2803a79b84b073387a242012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 4-Guanidinobutanoic acid LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive-QTOFsplash10-0007-9000000000-05ad8804b2be6f14b0172012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 4-Guanidinobutanoic acid LC-ESI-QQ , negative-QTOFsplash10-0006-0900000000-9133b9248cec58ba46112017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 4-Guanidinobutanoic acid LC-ESI-QQ , negative-QTOFsplash10-0udi-0900000000-839146a1223d81fcfe1e2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 4-Guanidinobutanoic acid LC-ESI-QQ , negative-QTOFsplash10-0ue9-7900000000-e5db002aeb9f842883d42017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 4-Guanidinobutanoic acid LC-ESI-QQ , negative-QTOFsplash10-000x-9000000000-272ecb5c7a854deaabb62017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 4-Guanidinobutanoic acid LC-ESI-QQ , negative-QTOFsplash10-0006-9000000000-dcdfb92af31da28b06e62017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 4-Guanidinobutanoic acid LC-ESI-ITFT , negative-QTOFsplash10-0udi-0900000000-7f59dfb80b806d284f402017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Guanidinobutanoic acid 10V, Positive-QTOFsplash10-002b-2900000000-11fd478790c658cfaec32016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Guanidinobutanoic acid 20V, Positive-QTOFsplash10-0iki-9400000000-483819543e16e57ade032016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Guanidinobutanoic acid 40V, Positive-QTOFsplash10-03dl-9000000000-103ac42d2587c5c731b92016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Guanidinobutanoic acid 10V, Negative-QTOFsplash10-0udl-3900000000-13045d3e8ab033475c4f2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Guanidinobutanoic acid 20V, Negative-QTOFsplash10-0pb9-9500000000-087a77898c3c7b51800e2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Guanidinobutanoic acid 40V, Negative-QTOFsplash10-0006-9000000000-bb81f668fad53eb8c20b2016-09-12Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Experimental 1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biospecimen Locations
  • Blood
  • Cerebrospinal Fluid (CSF)
  • Feces
  • Urine
Tissue Locations
  • Placenta
  • Prostate
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.034 (0.013-0.055) uMAdult (>18 years old)Not SpecifiedNormal details
BloodDetected and Quantified0.21 (0.0-0.43) uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified<0.0248 uMAdult (>18 years old)Both
Normal		 details
Cerebrospinal Fluid (CSF)Detected and Quantified0.0125 (0 - 0.025) uMAdult (>18 years old)BothNormal details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
UrineDetected and Quantified1.3 +/- 1.05 umol/mmol creatinineAdult (>18 years old)BothNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected and Quantified0.17 (0.0-0.37) umol/mmol creatinineAdult (>18 years old)BothNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.05 (0.013-0.09) uMAdult (>18 years old)BothCirrhosis details
BloodDetected and Quantified0.230 +/- 0.110 uMAdult (>18 years old)Both
Uremia		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer		 details
UrineDetected and Quantified1.0 +/- 0.8 umol/mmol creatinineAdult (>18 years old)BothCirrhosis details
Associated Disorders and Diseases
Disease References
Cirrhosis
  1. Marescau B, De Deyn PP, Holvoet J, Possemiers I, Nagels G, Saxena V, Mahler C: Guanidino compounds in serum and urine of cirrhotic patients. Metabolism. 1995 May;44(5):584-8. [PubMed:7752905 ]
Uremia
  1. Vanholder R, De Smet R, Glorieux G, Argiles A, Baurmeister U, Brunet P, Clark W, Cohen G, De Deyn PP, Deppisch R, Descamps-Latscha B, Henle T, Jorres A, Lemke HD, Massy ZA, Passlick-Deetjen J, Rodriguez M, Stegmayr B, Stenvinkel P, Tetta C, Wanner C, Zidek W: Review on uremic toxins: classification, concentration, and interindividual variability. Kidney Int. 2003 May;63(5):1934-43. doi: 10.1046/j.1523-1755.2003.00924.x. [PubMed:12675874 ]
Colorectal cancer
  1. Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
  2. Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB005408
KNApSAcK IDNot Available
Chemspider ID486
KEGG Compound IDC01035
BioCyc IDCPD-592
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID6938
PubChem Compound500
PDB IDNot Available
ChEBI ID15728
Food Biomarker OntologyNot Available
VMH ID4GUBUT
MarkerDB IDMDB00000424
Good Scents IDNot Available
References
Synthesis ReferencePisano, John J.; Mitoma, Chozo; Udenfriend, Sidney. Biosynthesis of g-guanidinobutyric acid from g-aminobutyric acid and arginine. Nature (London, United Kingdom) (1957), 180 1125-6.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
  2. 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 ]
  3. 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 ]
  4. 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 ]
  5. 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 ]
  6. Marescau B, De Deyn PP, Holvoet J, Possemiers I, Nagels G, Saxena V, Mahler C: Guanidino compounds in serum and urine of cirrhotic patients. Metabolism. 1995 May;44(5):584-8. [PubMed:7752905 ]
  7. Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Enzymes

Enzyme Details
1. Glycine amidinotransferase, mitochondrial
General function:
Amino acid transport and metabolism
Specific function:
Catalyzes the biosynthesis of guanidinoacetate, the immediate precursor of creatine. Creatine plays a vital role in energy metabolism in muscle tissues. May play a role in embryonic and central nervous system development. May be involved in the response to heart failure by elevating local creatine synthesis.
Gene Name:
GATM
Uniprot ID:
P50440
Molecular weight:
48455.01
Reactions
L-Arginine + gamma-Aminobutyric acid → Ornithine + 4-Guanidinobutanoic aciddetails