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Showing metabocard for 2-Oxoarginine (HMDB0004225)

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enzymes (1) Show 1 protein
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-08-13 14:46:20 UTC
Update Date2023-02-21 17:16:58 UTC
HMDB IDHMDB0004225
Secondary Accession Numbers
  • HMDB0006815
  • HMDB04225
  • HMDB06815
Metabolite Identification
Common Name2-Oxoarginine
Description2-Oxoarginine is a guanidino compound metabolite of arginine catabolism. 2-Oxoarginine levels are increased in patients with argininemia (OMIM:207800 ). Argininemia, characterized by arginase deficiency (EC 3.5.3.1, catalyzes the last step of the urea cycle) is an autosomal recessive inborn error of metabolism caused by a defect in the final step in the urea cycle, the hydrolysis of arginine to urea and ornithine. Accumulation of arginine metabolites (such as guanidino compounds) especially 2-oxoarginine, may produce the central nervous system damage in argininemia. (PMID: 3433275 , 1588833 , 1690873 , 819629 ). 2-Oxoarginine has also been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821 ).
Structure
Data?1676999818
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0004225 (2-Oxoarginine)


  Mrv1652309272007362D          

 12 11  0  0  0  0            999 V2000
 9986.3987 9987.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9987.1122 9986.9015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9987.8276 9987.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9988.5430 9986.9015    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9989.2564 9987.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.2564 9988.1382    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9989.9719 9986.9015    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9985.6840 9986.9015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9984.9692 9987.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9984.2526 9986.9015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9984.9692 9988.1382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9985.6840 9986.0762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  8  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  2  0  0  0  0
  5  7  1  0  0  0  0
  8  9  1  0  0  0  0
  8 12  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
M  END
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3D MOL for HMDB0004225 (2-Oxoarginine)

HMDB0004225
     RDKit          3D
2-Oxoarginine
 23 22  0  0  0  0  0  0  0  0999 V2000
   -2.6466    0.5638   -0.3432 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5843   -0.7301    0.2182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6038   -1.1968    1.0853 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5989   -1.4901   -0.0571 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5749   -0.9957   -0.9400 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5741   -0.3515   -0.1718 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5638    0.1173   -1.2046 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7522    0.7695   -0.6767 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6247    1.1936   -1.4601 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9349    0.9325    0.7470 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1082    0.5358    1.6114 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0808    1.5602    1.2181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7760    0.7497   -1.3635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5573    1.3794    0.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5206   -0.6968    1.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4989   -2.0099    1.7219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1137   -1.8069   -1.5498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0066   -0.2532   -1.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1200    0.4873    0.3991 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9776   -1.1565    0.4761 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7782   -0.7261   -1.8904 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0149    0.8720   -1.8377 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9521    2.2527    1.9543 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
  1 13  1  0
  1 14  1  0
  3 15  1  0
  3 16  1  0
  5 17  1  0
  5 18  1  0
  6 19  1  0
  6 20  1  0
  7 21  1  0
  7 22  1  0
 12 23  1  0
M  END
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3D SDF for HMDB0004225 (2-Oxoarginine)


  Mrv1652309272007362D          

 12 11  0  0  0  0            999 V2000
 9986.3987 9987.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9987.1122 9986.9015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9987.8276 9987.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9988.5430 9986.9015    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9989.2564 9987.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.2564 9988.1382    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9989.9719 9986.9015    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9985.6840 9986.9015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9984.9692 9987.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9984.2526 9986.9015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9984.9692 9988.1382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9985.6840 9986.0762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  8  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  2  0  0  0  0
  5  7  1  0  0  0  0
  8  9  1  0  0  0  0
  8 12  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0004225

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H11N3O3/c7-6(8)9-3-1-2-4(10)5(11)12/h1-3H2,(H,11,12)(H4,7,8,9)

> <INCHI_KEY>
ARBHXJXXVVHMET-UHFFFAOYSA-N

> <FORMULA>
C6H11N3O3

> <MOLECULAR_WEIGHT>
173.1698

> <EXACT_MASS>
173.080041233

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
16.71803288661274

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-[(diaminomethylidene)amino]-2-oxopentanoic acid

> <ALOGPS_LOGP>
-1.43

> <JCHEM_LOGP>
-2.365331891319491

> <ALOGPS_LOGS>
-1.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.787244724963962

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.0055870049271145

> <JCHEM_PKA_STRONGEST_BASIC>
10.711216085741382

> <JCHEM_POLAR_SURFACE_AREA>
118.77

> <JCHEM_REFRACTIVITY>
41.2256

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.97e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[(diaminomethylidene)amino]-2-oxopentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0004225 (2-Oxoarginine)

HMDB0004225
     RDKit          3D
2-Oxoarginine
 23 22  0  0  0  0  0  0  0  0999 V2000
   -2.6466    0.5638   -0.3432 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5843   -0.7301    0.2182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6038   -1.1968    1.0853 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5989   -1.4901   -0.0571 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5749   -0.9957   -0.9400 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5741   -0.3515   -0.1718 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5638    0.1173   -1.2046 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7522    0.7695   -0.6767 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6247    1.1936   -1.4601 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9349    0.9325    0.7470 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1082    0.5358    1.6114 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0808    1.5602    1.2181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7760    0.7497   -1.3635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5573    1.3794    0.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5206   -0.6968    1.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4989   -2.0099    1.7219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1137   -1.8069   -1.5498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0066   -0.2532   -1.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1200    0.4873    0.3991 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9776   -1.1565    0.4761 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7782   -0.7261   -1.8904 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0149    0.8720   -1.8377 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9521    2.2527    1.9543 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
  1 13  1  0
  1 14  1  0
  3 15  1  0
  3 16  1  0
  5 17  1  0
  5 18  1  0
  6 19  1  0
  6 20  1  0
  7 21  1  0
  7 22  1  0
 12 23  1  0
M  END
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PDB for HMDB0004225 (2-Oxoarginine)

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0    8641.2788642.985   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8642.6098642.216   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8643.9458642.985   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0    8645.2808642.216   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0    8646.6128642.985   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0    8646.6128644.525   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0    8647.9488642.216   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0    8639.9438642.216   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8638.6098642.985   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0    8637.2718642.216   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0    8638.6098644.525   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0    8639.9438640.676   0.000  0.00  0.00           O+0
CONECT    1    2    8                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    1    9   12                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    8                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END
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3D PDB for HMDB0004225 (2-Oxoarginine)

COMPND    HMDB0004225
HETATM    1  N1  UNL     1      -2.647   0.564  -0.343  1.00  0.00           N  
HETATM    2  C1  UNL     1      -2.584  -0.730   0.218  1.00  0.00           C  
HETATM    3  N2  UNL     1      -3.604  -1.197   1.085  1.00  0.00           N  
HETATM    4  N3  UNL     1      -1.599  -1.490  -0.057  1.00  0.00           N  
HETATM    5  C2  UNL     1      -0.575  -0.996  -0.940  1.00  0.00           C  
HETATM    6  C3  UNL     1       0.574  -0.352  -0.172  1.00  0.00           C  
HETATM    7  C4  UNL     1       1.564   0.117  -1.205  1.00  0.00           C  
HETATM    8  C5  UNL     1       2.752   0.769  -0.677  1.00  0.00           C  
HETATM    9  O1  UNL     1       3.625   1.194  -1.460  1.00  0.00           O  
HETATM   10  C6  UNL     1       2.935   0.933   0.747  1.00  0.00           C  
HETATM   11  O2  UNL     1       2.108   0.536   1.611  1.00  0.00           O  
HETATM   12  O3  UNL     1       4.081   1.560   1.218  1.00  0.00           O  
HETATM   13  H1  UNL     1      -2.776   0.750  -1.363  1.00  0.00           H  
HETATM   14  H2  UNL     1      -2.557   1.379   0.306  1.00  0.00           H  
HETATM   15  H3  UNL     1      -4.521  -0.697   1.090  1.00  0.00           H  
HETATM   16  H4  UNL     1      -3.499  -2.010   1.722  1.00  0.00           H  
HETATM   17  H5  UNL     1      -0.114  -1.807  -1.550  1.00  0.00           H  
HETATM   18  H6  UNL     1      -1.007  -0.253  -1.648  1.00  0.00           H  
HETATM   19  H7  UNL     1       0.120   0.487   0.399  1.00  0.00           H  
HETATM   20  H8  UNL     1       0.978  -1.156   0.476  1.00  0.00           H  
HETATM   21  H9  UNL     1       1.778  -0.726  -1.890  1.00  0.00           H  
HETATM   22  H10 UNL     1       1.015   0.872  -1.838  1.00  0.00           H  
HETATM   23  H11 UNL     1       3.952   2.253   1.954  1.00  0.00           H  
CONECT    1    2   13   14
CONECT    2    3    4    4
CONECT    3   15   16
CONECT    4    5
CONECT    5    6   17   18
CONECT    6    7   19   20
CONECT    7    8   21   22
CONECT    8    9    9   10
CONECT   10   11   11   12
CONECT   12   23
END
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SMILES for HMDB0004225 (2-Oxoarginine)

NC(=N)NCCCC(=O)C(O)=O
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INCHI for HMDB0004225 (2-Oxoarginine)

InChI=1S/C6H11N3O3/c7-6(8)9-3-1-2-4(10)5(11)12/h1-3H2,(H,11,12)(H4,7,8,9)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
2-oxo-5-Guanidino-pentanoateChEBI
2-oxo-5-GuanidinopentanoateChEBI
2-oxo-5-Guanidinovaleric acidChEBI
5-((Aminoiminomethyl)amino)-2-oxopentanoic acidChEBI
5-Guanidino-2-oxo-pentanoateChEBI
5-Guanidino-2-oxopentanoateChEBI
alpha-Keto-delta-guanidinopentanoic acidChEBI
alpha-Keto-delta-guanidinovaleric acidChEBI
2-oxo-5-Guanidino-pentanoic acidGenerator
2-oxo-5-Guanidinopentanoic acidGenerator
2-oxo-5-GuanidinovalerateGenerator
5-((Aminoiminomethyl)amino)-2-oxopentanoateGenerator
5-Guanidino-2-oxo-pentanoic acidGenerator
5-Guanidino-2-oxopentanoic acidGenerator
a-Keto-delta-guanidinopentanoateGenerator
a-Keto-delta-guanidinopentanoic acidGenerator
alpha-Keto-delta-guanidinopentanoateGenerator
Α-keto-δ-guanidinopentanoateGenerator
Α-keto-δ-guanidinopentanoic acidGenerator
a-Keto-delta-guanidinovalerateGenerator
a-Keto-delta-guanidinovaleric acidGenerator
alpha-Keto-delta-guanidinovalerateGenerator
Α-keto-δ-guanidinovalerateGenerator
Α-keto-δ-guanidinovaleric acidGenerator
a-Keto-δ-guanidinovalerateHMDB
a-Keto-δ-guanidinovaleric acidHMDB
a-Keto-δ-guanidinopentanoateHMDB
a-Keto-δ-guanidinopentanoic acidHMDB
5-(Diaminomethylideneamino)-2-oxopentanoateHMDB
5-(Diaminomethylideneamino)-2-oxopentanoic acidHMDB
5-Guanidino-2-oxovaleric acidHMDB
a-Keto-D-guanidinovaleric acidHMDB
D-Guanidino-a-oxovaleric acidHMDB
D-Guanido-a-ketovaleric acidHMDB
delta-Guanidino-alpha-oxovaleric acidHMDB
delta-Guanido-alpha-ketovaleric acidHMDB
2-OxoarginineChEBI
5-[(Aminoiminomethyl)amino]-2-oxopentanoic acidPhytoBank
δ-Guanidino-α-oxovaleric acidPhytoBank
δ-Guanido-α-ketovaleric acidPhytoBank
Chemical FormulaC6H11N3O3
Average Molecular Weight173.1698
Monoisotopic Molecular Weight173.080041233
IUPAC Name5-[(diaminomethylidene)amino]-2-oxopentanoic acid
Traditional Name5-[(diaminomethylidene)amino]-2-oxopentanoic acid
CAS Registry Number3715-10-4
SMILES
NC(=N)NCCCC(=O)C(O)=O
InChI Identifier
InChI=1S/C6H11N3O3/c7-6(8)9-3-1-2-4(10)5(11)12/h1-3H2,(H,11,12)(H4,7,8,9)
InChI KeyARBHXJXXVVHMET-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as short-chain keto acids and derivatives. These are keto acids with an alkyl chain the contains less than 6 carbon atoms.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassKeto acids and derivatives
Sub ClassShort-chain keto acids and derivatives
Direct ParentShort-chain keto acids and derivatives
Alternative Parents
Substituents
  • Short-chain keto acid
  • Alpha-keto acid
  • Alpha-hydroxy ketone
  • Guanidine
  • Ketone
  • Carboxylic acid derivative
  • Carboxylic acid
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Carboximidamide
  • Monocarboxylic acid or derivatives
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Carbonyl group
  • Organic oxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect
Health effect
Disposition
Biological locationRoute of exposureSource
Process
Naturally occurring process
Role
Biological roleIndustrial 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 PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility4.06 g/LALOGPS
logP-1.4ALOGPS
logP-2.4ChemAxon
logS-1.9ALOGPS
pKa (Strongest Acidic)3.01ChemAxon
pKa (Strongest Basic)10.71ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area118.77 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity41.23 m³·mol⁻¹ChemAxon
Polarizability16.72 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]+138.44731661259
DarkChem[M-H]-134.83531661259
DeepCCS[M+H]+134.12630932474
DeepCCS[M-H]-130.3830932474
DeepCCS[M-2H]-167.64830932474
DeepCCS[M+Na]+142.91930932474
AllCCS[M+H]+137.932859911
AllCCS[M+H-H2O]+134.132859911
AllCCS[M+NH4]+141.532859911
AllCCS[M+Na]+142.532859911
AllCCS[M-H]-135.332859911
AllCCS[M+Na-2H]-136.832859911
AllCCS[M+HCOO]-138.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-OxoarginineNC(N)=NCCCC(=O)C(O)=O2494.2Standard polar33892256
2-OxoarginineNC(N)=NCCCC(=O)C(O)=O1891.2Standard non polar33892256
2-OxoarginineNC(N)=NCCCC(=O)C(O)=O2060.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
2-Oxoarginine,1TMS,isomer #1C[Si](C)(C)OC(=O)C(=O)CCCN=C(N)N1751.7Semi standard non polar33892256
2-Oxoarginine,1TMS,isomer #2C[Si](C)(C)OC(=CCCN=C(N)N)C(=O)O1911.7Semi standard non polar33892256
2-Oxoarginine,1TMS,isomer #3C[Si](C)(C)NC(N)=NCCCC(=O)C(=O)O1971.3Semi standard non polar33892256
2-Oxoarginine,2TMS,isomer #1C[Si](C)(C)OC(=O)C(=CCCN=C(N)N)O[Si](C)(C)C1876.2Semi standard non polar33892256
2-Oxoarginine,2TMS,isomer #1C[Si](C)(C)OC(=O)C(=CCCN=C(N)N)O[Si](C)(C)C1703.5Standard non polar33892256
2-Oxoarginine,2TMS,isomer #1C[Si](C)(C)OC(=O)C(=CCCN=C(N)N)O[Si](C)(C)C3514.8Standard polar33892256
2-Oxoarginine,2TMS,isomer #2C[Si](C)(C)NC(N)=NCCCC(=O)C(=O)O[Si](C)(C)C1920.4Semi standard non polar33892256
2-Oxoarginine,2TMS,isomer #2C[Si](C)(C)NC(N)=NCCCC(=O)C(=O)O[Si](C)(C)C1683.7Standard non polar33892256
2-Oxoarginine,2TMS,isomer #2C[Si](C)(C)NC(N)=NCCCC(=O)C(=O)O[Si](C)(C)C3401.9Standard polar33892256
2-Oxoarginine,2TMS,isomer #3C[Si](C)(C)NC(N)=NCCC=C(O[Si](C)(C)C)C(=O)O2076.7Semi standard non polar33892256
2-Oxoarginine,2TMS,isomer #3C[Si](C)(C)NC(N)=NCCC=C(O[Si](C)(C)C)C(=O)O1807.8Standard non polar33892256
2-Oxoarginine,2TMS,isomer #3C[Si](C)(C)NC(N)=NCCC=C(O[Si](C)(C)C)C(=O)O3497.1Standard polar33892256
2-Oxoarginine,2TMS,isomer #4C[Si](C)(C)NC(=NCCCC(=O)C(=O)O)N[Si](C)(C)C2115.4Semi standard non polar33892256
2-Oxoarginine,2TMS,isomer #4C[Si](C)(C)NC(=NCCCC(=O)C(=O)O)N[Si](C)(C)C1705.4Standard non polar33892256
2-Oxoarginine,2TMS,isomer #4C[Si](C)(C)NC(=NCCCC(=O)C(=O)O)N[Si](C)(C)C3395.5Standard polar33892256
2-Oxoarginine,2TMS,isomer #5C[Si](C)(C)N(C(N)=NCCCC(=O)C(=O)O)[Si](C)(C)C2034.8Semi standard non polar33892256
2-Oxoarginine,2TMS,isomer #5C[Si](C)(C)N(C(N)=NCCCC(=O)C(=O)O)[Si](C)(C)C1853.2Standard non polar33892256
2-Oxoarginine,2TMS,isomer #5C[Si](C)(C)N(C(N)=NCCCC(=O)C(=O)O)[Si](C)(C)C3374.0Standard polar33892256
2-Oxoarginine,3TMS,isomer #1C[Si](C)(C)NC(N)=NCCC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C2021.9Semi standard non polar33892256
2-Oxoarginine,3TMS,isomer #1C[Si](C)(C)NC(N)=NCCC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C1732.9Standard non polar33892256
2-Oxoarginine,3TMS,isomer #1C[Si](C)(C)NC(N)=NCCC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C3269.1Standard polar33892256
2-Oxoarginine,3TMS,isomer #2C[Si](C)(C)NC(=NCCCC(=O)C(=O)O[Si](C)(C)C)N[Si](C)(C)C2066.9Semi standard non polar33892256
2-Oxoarginine,3TMS,isomer #2C[Si](C)(C)NC(=NCCCC(=O)C(=O)O[Si](C)(C)C)N[Si](C)(C)C1696.3Standard non polar33892256
2-Oxoarginine,3TMS,isomer #2C[Si](C)(C)NC(=NCCCC(=O)C(=O)O[Si](C)(C)C)N[Si](C)(C)C3075.3Standard polar33892256
2-Oxoarginine,3TMS,isomer #3C[Si](C)(C)OC(=O)C(=O)CCCN=C(N)N([Si](C)(C)C)[Si](C)(C)C1953.1Semi standard non polar33892256
2-Oxoarginine,3TMS,isomer #3C[Si](C)(C)OC(=O)C(=O)CCCN=C(N)N([Si](C)(C)C)[Si](C)(C)C1839.5Standard non polar33892256
2-Oxoarginine,3TMS,isomer #3C[Si](C)(C)OC(=O)C(=O)CCCN=C(N)N([Si](C)(C)C)[Si](C)(C)C3193.9Standard polar33892256
2-Oxoarginine,3TMS,isomer #4C[Si](C)(C)NC(=NCCC=C(O[Si](C)(C)C)C(=O)O)N[Si](C)(C)C2217.5Semi standard non polar33892256
2-Oxoarginine,3TMS,isomer #4C[Si](C)(C)NC(=NCCC=C(O[Si](C)(C)C)C(=O)O)N[Si](C)(C)C1780.6Standard non polar33892256
2-Oxoarginine,3TMS,isomer #4C[Si](C)(C)NC(=NCCC=C(O[Si](C)(C)C)C(=O)O)N[Si](C)(C)C3147.7Standard polar33892256
2-Oxoarginine,3TMS,isomer #5C[Si](C)(C)OC(=CCCN=C(N)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O2111.2Semi standard non polar33892256
2-Oxoarginine,3TMS,isomer #5C[Si](C)(C)OC(=CCCN=C(N)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O1956.1Standard non polar33892256
2-Oxoarginine,3TMS,isomer #5C[Si](C)(C)OC(=CCCN=C(N)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O3269.3Standard polar33892256
2-Oxoarginine,3TMS,isomer #6C[Si](C)(C)NC(=NCCCC(=O)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C2147.5Semi standard non polar33892256
2-Oxoarginine,3TMS,isomer #6C[Si](C)(C)NC(=NCCCC(=O)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C1914.4Standard non polar33892256
2-Oxoarginine,3TMS,isomer #6C[Si](C)(C)NC(=NCCCC(=O)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C2888.6Standard polar33892256
2-Oxoarginine,4TMS,isomer #1C[Si](C)(C)NC(=NCCC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)N[Si](C)(C)C2148.3Semi standard non polar33892256
2-Oxoarginine,4TMS,isomer #1C[Si](C)(C)NC(=NCCC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)N[Si](C)(C)C1733.8Standard non polar33892256
2-Oxoarginine,4TMS,isomer #1C[Si](C)(C)NC(=NCCC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)N[Si](C)(C)C2840.6Standard polar33892256
2-Oxoarginine,4TMS,isomer #2C[Si](C)(C)OC(=O)C(=CCCN=C(N)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C2057.4Semi standard non polar33892256
2-Oxoarginine,4TMS,isomer #2C[Si](C)(C)OC(=O)C(=CCCN=C(N)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C1863.4Standard non polar33892256
2-Oxoarginine,4TMS,isomer #2C[Si](C)(C)OC(=O)C(=CCCN=C(N)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C3087.7Standard polar33892256
2-Oxoarginine,4TMS,isomer #3C[Si](C)(C)NC(=NCCCC(=O)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2070.0Semi standard non polar33892256
2-Oxoarginine,4TMS,isomer #3C[Si](C)(C)NC(=NCCCC(=O)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1893.7Standard non polar33892256
2-Oxoarginine,4TMS,isomer #3C[Si](C)(C)NC(=NCCCC(=O)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2585.6Standard polar33892256
2-Oxoarginine,4TMS,isomer #4C[Si](C)(C)NC(=NCCC=C(O[Si](C)(C)C)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C2182.1Semi standard non polar33892256
2-Oxoarginine,4TMS,isomer #4C[Si](C)(C)NC(=NCCC=C(O[Si](C)(C)C)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C1981.3Standard non polar33892256
2-Oxoarginine,4TMS,isomer #4C[Si](C)(C)NC(=NCCC=C(O[Si](C)(C)C)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C2711.7Standard polar33892256
2-Oxoarginine,4TMS,isomer #5C[Si](C)(C)N(C(=NCCCC(=O)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2190.7Semi standard non polar33892256
2-Oxoarginine,4TMS,isomer #5C[Si](C)(C)N(C(=NCCCC(=O)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2123.5Standard non polar33892256
2-Oxoarginine,4TMS,isomer #5C[Si](C)(C)N(C(=NCCCC(=O)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2469.6Standard polar33892256
2-Oxoarginine,5TMS,isomer #1C[Si](C)(C)NC(=NCCC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2112.3Semi standard non polar33892256
2-Oxoarginine,5TMS,isomer #1C[Si](C)(C)NC(=NCCC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1899.2Standard non polar33892256
2-Oxoarginine,5TMS,isomer #1C[Si](C)(C)NC(=NCCC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2457.3Standard polar33892256
2-Oxoarginine,5TMS,isomer #2C[Si](C)(C)OC(=O)C(=O)CCCN=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2149.1Semi standard non polar33892256
2-Oxoarginine,5TMS,isomer #2C[Si](C)(C)OC(=O)C(=O)CCCN=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2092.8Standard non polar33892256
2-Oxoarginine,5TMS,isomer #2C[Si](C)(C)OC(=O)C(=O)CCCN=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2224.4Standard polar33892256
2-Oxoarginine,5TMS,isomer #3C[Si](C)(C)OC(=CCCN=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O2242.3Semi standard non polar33892256
2-Oxoarginine,5TMS,isomer #3C[Si](C)(C)OC(=CCCN=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O2159.8Standard non polar33892256
2-Oxoarginine,5TMS,isomer #3C[Si](C)(C)OC(=CCCN=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O2386.0Standard polar33892256
2-Oxoarginine,6TMS,isomer #1C[Si](C)(C)OC(=O)C(=CCCN=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C2169.0Semi standard non polar33892256
2-Oxoarginine,6TMS,isomer #1C[Si](C)(C)OC(=O)C(=CCCN=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C2066.8Standard non polar33892256
2-Oxoarginine,6TMS,isomer #1C[Si](C)(C)OC(=O)C(=CCCN=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C2162.6Standard polar33892256
2-Oxoarginine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(=O)CCCN=C(N)N1975.1Semi standard non polar33892256
2-Oxoarginine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=CCCN=C(N)N)C(=O)O2116.8Semi standard non polar33892256
2-Oxoarginine,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC(N)=NCCCC(=O)C(=O)O2198.8Semi standard non polar33892256
2-Oxoarginine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(=CCCN=C(N)N)O[Si](C)(C)C(C)(C)C2282.1Semi standard non polar33892256
2-Oxoarginine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(=CCCN=C(N)N)O[Si](C)(C)C(C)(C)C2095.9Standard non polar33892256
2-Oxoarginine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(=CCCN=C(N)N)O[Si](C)(C)C(C)(C)C3553.9Standard polar33892256
2-Oxoarginine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC(N)=NCCCC(=O)C(=O)O[Si](C)(C)C(C)(C)C2380.3Semi standard non polar33892256
2-Oxoarginine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC(N)=NCCCC(=O)C(=O)O[Si](C)(C)C(C)(C)C2054.8Standard non polar33892256
2-Oxoarginine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC(N)=NCCCC(=O)C(=O)O[Si](C)(C)C(C)(C)C3445.4Standard polar33892256
2-Oxoarginine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC(N)=NCCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O2489.1Semi standard non polar33892256
2-Oxoarginine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC(N)=NCCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O2122.8Standard non polar33892256
2-Oxoarginine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC(N)=NCCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O3508.2Standard polar33892256
2-Oxoarginine,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC(=NCCCC(=O)C(=O)O)N[Si](C)(C)C(C)(C)C2562.0Semi standard non polar33892256
2-Oxoarginine,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC(=NCCCC(=O)C(=O)O)N[Si](C)(C)C(C)(C)C2025.0Standard non polar33892256
2-Oxoarginine,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC(=NCCCC(=O)C(=O)O)N[Si](C)(C)C(C)(C)C3207.1Standard polar33892256
2-Oxoarginine,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)N(C(N)=NCCCC(=O)C(=O)O)[Si](C)(C)C(C)(C)C2455.7Semi standard non polar33892256
2-Oxoarginine,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)N(C(N)=NCCCC(=O)C(=O)O)[Si](C)(C)C(C)(C)C2233.8Standard non polar33892256
2-Oxoarginine,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)N(C(N)=NCCCC(=O)C(=O)O)[Si](C)(C)C(C)(C)C3352.3Standard polar33892256
2-Oxoarginine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(N)=NCCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2620.6Semi standard non polar33892256
2-Oxoarginine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(N)=NCCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2174.0Standard non polar33892256
2-Oxoarginine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(N)=NCCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C3385.9Standard polar33892256
2-Oxoarginine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC(=NCCCC(=O)C(=O)O[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C2725.8Semi standard non polar33892256
2-Oxoarginine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC(=NCCCC(=O)C(=O)O[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C2162.3Standard non polar33892256
2-Oxoarginine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC(=NCCCC(=O)C(=O)O[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C3049.6Standard polar33892256
2-Oxoarginine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C(=O)CCCN=C(N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2605.0Semi standard non polar33892256
2-Oxoarginine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C(=O)CCCN=C(N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2386.8Standard non polar33892256
2-Oxoarginine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C(=O)CCCN=C(N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3321.9Standard polar33892256
2-Oxoarginine,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC(=NCCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O)N[Si](C)(C)C(C)(C)C2820.2Semi standard non polar33892256
2-Oxoarginine,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC(=NCCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O)N[Si](C)(C)C(C)(C)C2211.5Standard non polar33892256
2-Oxoarginine,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC(=NCCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O)N[Si](C)(C)C(C)(C)C3115.7Standard polar33892256
2-Oxoarginine,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=CCCN=C(N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O2710.6Semi standard non polar33892256
2-Oxoarginine,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=CCCN=C(N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O2417.2Standard non polar33892256
2-Oxoarginine,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=CCCN=C(N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O3382.6Standard polar33892256
2-Oxoarginine,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)NC(=NCCCC(=O)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2739.7Semi standard non polar33892256
2-Oxoarginine,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)NC(=NCCCC(=O)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2438.5Standard non polar33892256
2-Oxoarginine,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)NC(=NCCCC(=O)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2902.4Standard polar33892256
2-Oxoarginine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(=NCCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C2942.2Semi standard non polar33892256
2-Oxoarginine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(=NCCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C2268.2Standard non polar33892256
2-Oxoarginine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(=NCCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C2969.6Standard polar33892256
2-Oxoarginine,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C(=CCCN=C(N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2840.6Semi standard non polar33892256
2-Oxoarginine,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C(=CCCN=C(N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2470.2Standard non polar33892256
2-Oxoarginine,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C(=CCCN=C(N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3300.1Standard polar33892256
2-Oxoarginine,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC(=NCCCC(=O)C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2886.0Semi standard non polar33892256
2-Oxoarginine,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC(=NCCCC(=O)C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2543.1Standard non polar33892256
2-Oxoarginine,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC(=NCCCC(=O)C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2824.7Standard polar33892256
2-Oxoarginine,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC(=NCCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2968.5Semi standard non polar33892256
2-Oxoarginine,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC(=NCCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2558.8Standard non polar33892256
2-Oxoarginine,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC(=NCCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2903.7Standard polar33892256
2-Oxoarginine,4TBDMS,isomer #5CC(C)(C)[Si](C)(C)N(C(=NCCCC(=O)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2967.5Semi standard non polar33892256
2-Oxoarginine,4TBDMS,isomer #5CC(C)(C)[Si](C)(C)N(C(=NCCCC(=O)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2783.4Standard non polar33892256
2-Oxoarginine,4TBDMS,isomer #5CC(C)(C)[Si](C)(C)N(C(=NCCCC(=O)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2727.7Standard polar33892256
2-Oxoarginine,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(=NCCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3087.2Semi standard non polar33892256
2-Oxoarginine,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(=NCCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2599.6Standard non polar33892256
2-Oxoarginine,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(=NCCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2802.8Standard polar33892256
2-Oxoarginine,5TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C(=O)CCCN=C(N([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)C3120.0Semi standard non polar33892256
2-Oxoarginine,5TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C(=O)CCCN=C(N([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)C2883.1Standard non polar33892256
2-Oxoarginine,5TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C(=O)CCCN=C(N([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)C2662.9Standard polar33892256
2-Oxoarginine,5TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=CCCN=C(N([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)C)C(=O)O3200.4Semi standard non polar33892256
2-Oxoarginine,5TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=CCCN=C(N([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)C)C(=O)O2851.4Standard non polar33892256
2-Oxoarginine,5TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=CCCN=C(N([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)C)C(=O)O2744.7Standard polar33892256
2-Oxoarginine,6TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(=CCCN=C(N([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)C)O[Si](C)(C)C(C)(C)C3333.6Semi standard non polar33892256
2-Oxoarginine,6TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(=CCCN=C(N([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)C)O[Si](C)(C)C(C)(C)C2909.8Standard non polar33892256
2-Oxoarginine,6TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(=CCCN=C(N([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)C)O[Si](C)(C)C(C)(C)C2715.0Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2-Oxoarginine GC-MS (Non-derivatized) - 70eV, Positivesplash10-0096-9100000000-303513b0b209bca562062017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Oxoarginine GC-MS (1 TMS) - 70eV, Positivesplash10-00r6-9710000000-95bf9765fd1fa4c2cd822017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Oxoarginine 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 - 2-Oxoarginine Quattro_QQQ 10V, Positive-QTOF (Annotated)splash10-001i-0900000000-4c337e4db09d448ecc632012-07-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Oxoarginine Quattro_QQQ 25V, Positive-QTOF (Annotated)splash10-0563-9600000000-d97800b4db5ae44aebba2012-07-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Oxoarginine Quattro_QQQ 40V, Positive-QTOF (Annotated)splash10-004i-9200000000-6286bbf95e4a4716e7d42012-07-25HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Oxoarginine 10V, Negative-QTOFsplash10-001i-2900000000-67d1c875d2da6e0756302015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Oxoarginine 20V, Negative-QTOFsplash10-001i-9800000000-1a3c6500b4d652bcaadb2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Oxoarginine 40V, Negative-QTOFsplash10-0006-9000000000-89a2ffbc759f6a2a59222015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Oxoarginine 10V, Negative-QTOFsplash10-00di-2900000000-48efdecf4dbd7823ddff2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Oxoarginine 20V, Negative-QTOFsplash10-08fu-6900000000-0ca535d235f66409d2252021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Oxoarginine 40V, Negative-QTOFsplash10-000x-9000000000-82063658464a6dc173692021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Oxoarginine 10V, Positive-QTOFsplash10-0ab9-1900000000-05cd70e6e18e08b35be82015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Oxoarginine 20V, Positive-QTOFsplash10-0900-7900000000-aec8a82d0097632e2cc62015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Oxoarginine 40V, Positive-QTOFsplash10-03dl-9000000000-c27deb914dc894c12d6c2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Oxoarginine 10V, Positive-QTOFsplash10-00di-2900000000-fcee1bc9a64cc54c8a612021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Oxoarginine 20V, Positive-QTOFsplash10-014m-9100000000-884cb4184447c0cb50bd2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Oxoarginine 40V, Positive-QTOFsplash10-01ox-9000000000-d71574817dabeaf6e5e02021-09-23Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart 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
  • Extracellular
  • Membrane
  • Peroxisome
Biospecimen Locations
  • Blood
  • Cerebrospinal Fluid (CSF)
  • Feces
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.145 +/- 0.007 uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified0.10 (0.035-0.20) uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified<0.200 uMAdult (>18 years old)Both
Normal		 details
Cerebrospinal Fluid (CSF)Detected and Quantified0.12 +/- 0.12 (0- 0.25) uMAdult (>18 years old)BothNormal details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.23 (0.18-0.35) uMAdult (>18 years old)BothUremia details
BloodDetected and Quantified0.134 +/- 0.014 uMAdult (>18 years old)BothHypothyroidism details
BloodDetected and Quantified0.160 +/- 0.009 uMAdult (>18 years old)BothHyperthyroidism details
BloodDetected and Quantified0.09 (0.035-0.150) uMAdult (>18 years old)BothCirrhosis details
UrineDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedCancer patients undergoing total body irradiation details
Associated Disorders and Diseases
Disease References
Hypothyroidism
  1. Verhelst J, Berwaerts J, Marescau B, Abs R, Neels H, Mahler C, De Deyn PP: Serum creatine, creatinine, and other guanidino compounds in patients with thyroid dysfunction. Metabolism. 1997 Sep;46(9):1063-7. [PubMed:9284897 ]
Hyperthyroidism
  1. Verhelst J, Berwaerts J, Marescau B, Abs R, Neels H, Mahler C, De Deyn PP: Serum creatine, creatinine, and other guanidino compounds in patients with thyroid dysfunction. Metabolism. 1997 Sep;46(9):1063-7. [PubMed:9284897 ]
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. Duranton F, Cohen G, De Smet R, Rodriguez M, Jankowski J, Vanholder R, Argiles A: Normal and pathologic concentrations of uremic toxins. J Am Soc Nephrol. 2012 Jul;23(7):1258-70. doi: 10.1681/ASN.2011121175. Epub 2012 May 24. [PubMed:22626821 ]
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023338
KNApSAcK IDNot Available
Chemspider ID542
KEGG Compound IDC03771
BioCyc IDCPD-824
BiGG ID42500
Wikipedia LinkNot Available
METLIN ID7030
PubChem Compound558
PDB IDNot Available
ChEBI ID28116
Food Biomarker OntologyNot Available
VMH ID5G2OXPT
MarkerDB IDMDB00000444
Good Scents IDNot Available
References
Synthesis ReferenceChibata, Ichiro; Kakimoto, Toshio; Nabe, Koichi; Shibatani, Takeji. a-Keto-d-guanidinovalerianic acid. Jpn. Kokai Tokkyo Koho (1975), 4 pp.
Material Safety Data Sheet (MSDS)Not Available
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. Marescau B, De Deyn PP, Lowenthal A, Qureshi IA, Antonozzi I, Bachmann C, Cederbaum SD, Cerone R, Chamoles N, Colombo JP, et al.: Guanidino compound analysis as a complementary diagnostic parameter for hyperargininemia: follow-up of guanidino compound levels during therapy. Pediatr Res. 1990 Mar;27(3):297-303. [PubMed:1690873 ]
  4. Marescau B, Deshmukh DR, Kockx M, Possemiers I, Qureshi IA, Wiechert P, De Deyn PP: Guanidino compounds in serum, urine, liver, kidney, and brain of man and some ureotelic animals. Metabolism. 1992 May;41(5):526-32. [PubMed:1588833 ]
  5. Wiechert P, Mortelmans J, Lavinha F, Clara R, Terheggen HG, Lowenthal A: Excretion of guanidino-derivates in urine of hyperargininemic patients. J Genet Hum. 1976 Mar;24(1):61-72. [PubMed:819629 ]
  6. Duranton F, Cohen G, De Smet R, Rodriguez M, Jankowski J, Vanholder R, Argiles A: Normal and pathologic concentrations of uremic toxins. J Am Soc Nephrol. 2012 Jul;23(7):1258-70. doi: 10.1681/ASN.2011121175. Epub 2012 May 24. [PubMed:22626821 ]

Enzymes

Enzyme Details
1. Amiloride-sensitive amine oxidase [copper-containing]
General function:
Involved in copper ion binding
Specific function:
Catalyzes the degradation of compounds such as putrescine, histamine, spermine, and spermidine, substances involved in allergic and immune responses, cell proliferation, tissue differentiation, tumor formation, and possibly apoptosis. Placental DAO is thought to play a role in the regulation of the female reproductive function.
Gene Name:
ABP1
Uniprot ID:
P19801
Molecular weight:
85377.1