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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-09-22 18:34:15 UTC

HMDB ID

HMDB0000856

Secondary Accession Numbers

HMDB00856

Metabolite Identification

Common Name

N-alpha-Acetyl-L-citrulline

Description

N-alpha-Acetyl-L-citrulline, also known as N-acetylcitrulline, is an N-acetylated metabolite of citrulline that is part of the arginine biosynthetic pathway. Arginine biosynthesis is notable for its complexity and variability at the genetic level, and by its connection with several other pathways, such as pyrimidine and polyamine biosynthesis, and certain degradative pathways. The initial steps of the arginine biosynthetic pathways proceed via N-acetylated intermediates. The presumed reason for this is that the acetylation prevents the spontaneous cyclization of glutamate derivatives, which leads to proline biosynthesis. N-acetyl-L-ornithine can be transcarbamylated directly by the enzyme acetylornithine transcarbamylase, resulting in N-acetyl-L-citrulline. The enzyme acetylornithine deacetylase can accept N-acetyl-L-citrulline as a substrate and can deacetylate it into citrulline. N-alpha-Acetyl-L-citrulline is found in cases of deficiency of the urea cycle enzyme argininosuccinate synthase (EC 6.3.4.5) that leads to increased concentrations of citrulline and N-acetylcitrulline in the urine (PMID: 14633929 ).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0000856
     RDKit          3D
N-alpha-Acetyl-L-citrulline
 30 29  0  0  0  0  0  0  0  0999 V2000
   -4.1580   -1.5159   -0.9609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2235   -0.7639   -0.0919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3159   -0.9030    1.1518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2545    0.0879   -0.6667 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3653    0.8025    0.1810 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0820    0.4722   -0.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4337   -0.9519    0.2460 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9216   -1.1151    0.0194 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7234   -0.2998    0.8932 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1385   -0.3719    0.7651 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9735    0.4120    1.6033 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6959   -1.1122   -0.0725 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5691    2.2572   -0.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4300    2.6356   -0.8454 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8323    3.1852    0.6809 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8270   -1.5254   -2.0208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1805   -1.0884   -0.9516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1785   -2.5720   -0.6161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2266    0.1625   -1.7100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6043    0.5473    1.2495 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7230    1.1167    0.6246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3459    0.7047   -1.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0757   -1.5792   -0.5323 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1359   -1.3274    1.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2097   -2.2018    0.1325 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2117   -0.8599   -1.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3084    0.3400    1.6173 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1976    1.4021    1.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3949    0.0351    2.4923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2545    4.0268    0.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
  5 13  1  0
 13 14  2  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  5 20  1  1
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
 11 28  1  0
 11 29  1  0
 15 30  1  0
M  END


  Mrv1652303092022352D          

 15 14  0  0  0  0            999 V2000
10034.109910033.0527    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10033.391410033.4635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10032.675910033.0527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10031.960510033.4635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10031.245110033.0527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10030.529610033.4635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10029.814310033.0527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10030.529610034.2894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10034.109910032.2256    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10034.824210031.8116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10035.540710032.2256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10034.824210030.9853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10034.824210033.4635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10035.540710033.0527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10034.824210034.2894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  9  1  1  0  0  0
  1 13  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
  6  8  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000856

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)N[C@@H](CCCNC(N)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H15N3O4/c1-5(12)11-6(7(13)14)3-2-4-10-8(9)15/h6H,2-4H2,1H3,(H,11,12)(H,13,14)(H3,9,10,15)/t6-/m0/s1

> <INCHI_KEY>
WMQMIOYQXNRROC-LURJTMIESA-N

> <FORMULA>
C8H15N3O4

> <MOLECULAR_WEIGHT>
217.2224

> <EXACT_MASS>
217.106255983

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
21.486829058845306

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-5-(carbamoylamino)-2-acetamidopentanoic acid

> <ALOGPS_LOGP>
-1.96

> <JCHEM_LOGP>
-1.8510329956666667

> <ALOGPS_LOGS>
-1.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.030159592147147

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.872733207277384

> <JCHEM_PKA_STRONGEST_BASIC>
-1.4604347442751138

> <JCHEM_POLAR_SURFACE_AREA>
121.52000000000001

> <JCHEM_REFRACTIVITY>
50.772800000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.57e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-acetyl-L-citrulline

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000856
     RDKit          3D
N-alpha-Acetyl-L-citrulline
 30 29  0  0  0  0  0  0  0  0999 V2000
   -4.1580   -1.5159   -0.9609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2235   -0.7639   -0.0919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3159   -0.9030    1.1518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2545    0.0879   -0.6667 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3653    0.8025    0.1810 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0820    0.4722   -0.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4337   -0.9519    0.2460 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9216   -1.1151    0.0194 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7234   -0.2998    0.8932 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1385   -0.3719    0.7651 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9735    0.4120    1.6033 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6959   -1.1122   -0.0725 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5691    2.2572   -0.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4300    2.6356   -0.8454 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8323    3.1852    0.6809 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8270   -1.5254   -2.0208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1805   -1.0884   -0.9516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1785   -2.5720   -0.6161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2266    0.1625   -1.7100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6043    0.5473    1.2495 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7230    1.1167    0.6246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3459    0.7047   -1.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0757   -1.5792   -0.5323 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1359   -1.3274    1.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2097   -2.2018    0.1325 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2117   -0.8599   -1.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3084    0.3400    1.6173 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1976    1.4021    1.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3949    0.0351    2.4923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2545    4.0268    0.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
  5 13  1  0
 13 14  2  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  5 20  1  1
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
 11 28  1  0
 11 29  1  0
 15 30  1  0
M  END

HEADER    PROTEIN                                 09-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-MAR-20         0                                  
HETATM    1  C   UNK     0    8730.3388728.365   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8728.9978729.132   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8727.6628728.365   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8726.3268729.132   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0    8724.9918728.365   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0    8723.6558729.132   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0    8722.3208728.365   0.000  0.00  0.00           N+0
HETATM    8  O   UNK     0    8723.6558730.674   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0    8730.3388726.821   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0    8731.6728726.048   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8733.0098726.821   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0    8731.6728724.506   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0    8731.6728729.132   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0    8733.0098728.365   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0    8731.6728730.674   0.000  0.00  0.00           O+0
CONECT    1    2    9   13                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    1   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    1   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

COMPND    HMDB0000856
HETATM    1  C1  UNL     1      -4.158  -1.516  -0.961  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.224  -0.764  -0.092  1.00  0.00           C  
HETATM    3  O1  UNL     1      -3.316  -0.903   1.152  1.00  0.00           O  
HETATM    4  N1  UNL     1      -2.255   0.088  -0.667  1.00  0.00           N  
HETATM    5  C3  UNL     1      -1.365   0.802   0.181  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.082   0.472  -0.001  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.434  -0.952   0.246  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.922  -1.115   0.019  1.00  0.00           C  
HETATM    9  N2  UNL     1       2.723  -0.300   0.893  1.00  0.00           N  
HETATM   10  C7  UNL     1       4.139  -0.372   0.765  1.00  0.00           C  
HETATM   11  N3  UNL     1       4.973   0.412   1.603  1.00  0.00           N  
HETATM   12  O2  UNL     1       4.696  -1.112  -0.072  1.00  0.00           O  
HETATM   13  C8  UNL     1      -1.569   2.257  -0.020  1.00  0.00           C  
HETATM   14  O3  UNL     1      -2.430   2.636  -0.845  1.00  0.00           O  
HETATM   15  O4  UNL     1      -0.832   3.185   0.681  1.00  0.00           O  
HETATM   16  H1  UNL     1      -3.827  -1.525  -2.021  1.00  0.00           H  
HETATM   17  H2  UNL     1      -5.180  -1.088  -0.952  1.00  0.00           H  
HETATM   18  H3  UNL     1      -4.178  -2.572  -0.616  1.00  0.00           H  
HETATM   19  H4  UNL     1      -2.227   0.162  -1.710  1.00  0.00           H  
HETATM   20  H5  UNL     1      -1.604   0.547   1.249  1.00  0.00           H  
HETATM   21  H6  UNL     1       0.723   1.117   0.625  1.00  0.00           H  
HETATM   22  H7  UNL     1       0.346   0.705  -1.067  1.00  0.00           H  
HETATM   23  H8  UNL     1      -0.076  -1.579  -0.532  1.00  0.00           H  
HETATM   24  H9  UNL     1       0.136  -1.327   1.232  1.00  0.00           H  
HETATM   25  H10 UNL     1       2.210  -2.202   0.133  1.00  0.00           H  
HETATM   26  H11 UNL     1       2.212  -0.860  -1.020  1.00  0.00           H  
HETATM   27  H12 UNL     1       2.308   0.340   1.617  1.00  0.00           H  
HETATM   28  H13 UNL     1       5.198   1.402   1.358  1.00  0.00           H  
HETATM   29  H14 UNL     1       5.395   0.035   2.492  1.00  0.00           H  
HETATM   30  H15 UNL     1      -1.255   4.027   0.999  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    3    4
CONECT    4    5   19
CONECT    5    6   13   20
CONECT    6    7   21   22
CONECT    7    8   23   24
CONECT    8    9   25   26
CONECT    9   10   27
CONECT   10   11   12   12
CONECT   11   28   29
CONECT   13   14   14   15
CONECT   15   30
END

HMDB0000856
     RDKit          3D
N-alpha-Acetyl-L-citrulline
 30 29  0  0  0  0  0  0  0  0999 V2000
   -4.1580   -1.5159   -0.9609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2235   -0.7639   -0.0919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3159   -0.9030    1.1518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2545    0.0879   -0.6667 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3653    0.8025    0.1810 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0820    0.4722   -0.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4337   -0.9519    0.2460 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9216   -1.1151    0.0194 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7234   -0.2998    0.8932 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1385   -0.3719    0.7651 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9735    0.4120    1.6033 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6959   -1.1122   -0.0725 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5691    2.2572   -0.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4300    2.6356   -0.8454 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8323    3.1852    0.6809 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8270   -1.5254   -2.0208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1805   -1.0884   -0.9516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1785   -2.5720   -0.6161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2266    0.1625   -1.7100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6043    0.5473    1.2495 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7230    1.1167    0.6246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3459    0.7047   -1.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0757   -1.5792   -0.5323 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1359   -1.3274    1.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2097   -2.2018    0.1325 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2117   -0.8599   -1.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3084    0.3400    1.6173 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1976    1.4021    1.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3949    0.0351    2.4923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2545    4.0268    0.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
  5 13  1  0
 13 14  2  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  5 20  1  1
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
 11 28  1  0
 11 29  1  0
 15 30  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(2S)-2-(Acetylamino)-5-[(aminocarbonyl)amino]pentanoic acid	ChEBI
(S)-2-ACETAMIDO-5-ureidopentanoIC ACID	ChEBI
(2S)-2-(Acetylamino)-5-[(aminocarbonyl)amino]pentanoate	Generator
(S)-2-ACETAMIDO-5-ureidopentanoate	Generator
N-a-Acetyl-L-citrulline	Generator
N-Α-acetyl-L-citrulline	Generator
N-Acetyl-L-citrulline	HMDB
N2-Acetyl-N5-(aminocarbonyl)-L-ornithine	HMDB
Nalpha-acetyl-L-citrulline	HMDB
Nalpha-acetylcitrulline	HMDB
Nα-acetyl-L-citrulline	HMDB
Nα-acetylcitrulline	HMDB
alpha-N-Acetylcitrulline	HMDB
Α-N-acetylcitrulline	HMDB

Chemical Formula

C₈H₁₅N₃O₄

Average Molecular Weight

217.2224

Monoisotopic Molecular Weight

217.106255983

IUPAC Name

(2S)-5-(carbamoylamino)-2-acetamidopentanoic acid

Traditional Name

N-acetyl-L-citrulline

CAS Registry Number

33965-42-3

SMILES

CC(=O)N[C@@H](CCCNC(N)=O)C(O)=O

InChI Identifier

InChI=1S/C8H15N3O4/c1-5(12)11-6(7(13)14)3-2-4-10-8(9)15/h6H,2-4H2,1H3,(H,11,12)(H,13,14)(H3,9,10,15)/t6-/m0/s1

InChI Key

WMQMIOYQXNRROC-LURJTMIESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-l-alpha-amino acids. These are n-acylated alpha amino acids which have the L-configuration of the alpha-carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-L-alpha-amino acids

Alternative Parents

Substituents

N-acyl-l-alpha-amino acid
Fatty acid
Acetamide
Carboxamide group
Carbonic acid derivative
Secondary carboxylic acid amide
Urea
Carboxylic acid
Monocarboxylic acid or derivatives
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

N-acetyl-L-amino acid (CHEBI:49002 )
N-acetylcitrulline (CHEBI:49002 )

Ontology

Not Available

Feces (PMID: 27543620)

Cellular substructure

Cytoplasm (HMDB: HMDB0000856)

Source

Endogenous

Endogenous (HMDB: HMDB0000856)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	3.57 g/L	ALOGPS
logP	-2	ALOGPS
logP	-1.9	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	3.87	ChemAxon
pKa (Strongest Basic)	-1.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	121.52 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	50.77 m³·mol⁻¹	ChemAxon
Polarizability	21.49 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	141.992	30932474
DeepCCS	[M-H]-	139.634	30932474
DeepCCS	[M-2H]-	174.777	30932474
DeepCCS	[M+Na]+	149.882	30932474
AllCCS	[M+H]+	148.1	32859911
AllCCS	[M+H-H2O]+	144.6	32859911
AllCCS	[M+NH4]+	151.3	32859911
AllCCS	[M+Na]+	152.3	32859911
AllCCS	[M-H]-	147.0	32859911
AllCCS	[M+Na-2H]-	147.9	32859911
AllCCS	[M+HCOO]-	148.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	2.0 minutes	32390414
Predicted by Siyang on May 30, 2022	9.578 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	7.53 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	369.0 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	408.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	256.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	51.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	166.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	51.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	276.9 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	240.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	832.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	572.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	43.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	729.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	178.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	225.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	750.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	517.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	377.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-alpha-Acetyl-L-citrulline	CC(=O)N[C@@H](CCCNC(N)=O)C(O)=O	3089.2	Standard polar	33892256
N-alpha-Acetyl-L-citrulline	CC(=O)N[C@@H](CCCNC(N)=O)C(O)=O	2013.5	Standard non polar	33892256
N-alpha-Acetyl-L-citrulline	CC(=O)N[C@@H](CCCNC(N)=O)C(O)=O	2439.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-alpha-Acetyl-L-citrulline,1TMS,isomer #1	CC(=O)N[C@@H](CCCNC(N)=O)C(=O)O[Si](C)(C)C	2111.6	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,1TMS,isomer #2	CC(=O)N[C@@H](CCCNC(=O)N[Si](C)(C)C)C(=O)O	2190.9	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,1TMS,isomer #3	CC(=O)N([C@@H](CCCNC(N)=O)C(=O)O)[Si](C)(C)C	2126.5	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,1TMS,isomer #4	CC(=O)N[C@@H](CCCN(C(N)=O)[Si](C)(C)C)C(=O)O	2175.6	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,2TMS,isomer #1	CC(=O)N[C@@H](CCCNC(=O)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2231.2	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,2TMS,isomer #1	CC(=O)N[C@@H](CCCNC(=O)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	1977.1	Standard non polar	33892256
N-alpha-Acetyl-L-citrulline,2TMS,isomer #1	CC(=O)N[C@@H](CCCNC(=O)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	3344.5	Standard polar	33892256
N-alpha-Acetyl-L-citrulline,2TMS,isomer #2	CC(=O)N([C@@H](CCCNC(N)=O)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2120.1	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,2TMS,isomer #2	CC(=O)N([C@@H](CCCNC(N)=O)C(=O)O[Si](C)(C)C)[Si](C)(C)C	1998.6	Standard non polar	33892256
N-alpha-Acetyl-L-citrulline,2TMS,isomer #2	CC(=O)N([C@@H](CCCNC(N)=O)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3647.1	Standard polar	33892256
N-alpha-Acetyl-L-citrulline,2TMS,isomer #3	CC(=O)N[C@@H](CCCN(C(N)=O)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2121.6	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,2TMS,isomer #3	CC(=O)N[C@@H](CCCN(C(N)=O)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2051.6	Standard non polar	33892256
N-alpha-Acetyl-L-citrulline,2TMS,isomer #3	CC(=O)N[C@@H](CCCN(C(N)=O)[Si](C)(C)C)C(=O)O[Si](C)(C)C	3483.9	Standard polar	33892256
N-alpha-Acetyl-L-citrulline,2TMS,isomer #4	CC(=O)N([C@@H](CCCNC(=O)N[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2220.2	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,2TMS,isomer #4	CC(=O)N([C@@H](CCCNC(=O)N[Si](C)(C)C)C(=O)O)[Si](C)(C)C	1993.1	Standard non polar	33892256
N-alpha-Acetyl-L-citrulline,2TMS,isomer #4	CC(=O)N([C@@H](CCCNC(=O)N[Si](C)(C)C)C(=O)O)[Si](C)(C)C	3288.7	Standard polar	33892256
N-alpha-Acetyl-L-citrulline,2TMS,isomer #5	CC(=O)N[C@@H](CCCN(C(=O)N[Si](C)(C)C)[Si](C)(C)C)C(=O)O	2230.6	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,2TMS,isomer #5	CC(=O)N[C@@H](CCCN(C(=O)N[Si](C)(C)C)[Si](C)(C)C)C(=O)O	2103.3	Standard non polar	33892256
N-alpha-Acetyl-L-citrulline,2TMS,isomer #5	CC(=O)N[C@@H](CCCN(C(=O)N[Si](C)(C)C)[Si](C)(C)C)C(=O)O	3383.4	Standard polar	33892256
N-alpha-Acetyl-L-citrulline,2TMS,isomer #6	CC(=O)N[C@@H](CCCNC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2251.7	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,2TMS,isomer #6	CC(=O)N[C@@H](CCCNC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2093.5	Standard non polar	33892256
N-alpha-Acetyl-L-citrulline,2TMS,isomer #6	CC(=O)N[C@@H](CCCNC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	3445.2	Standard polar	33892256
N-alpha-Acetyl-L-citrulline,2TMS,isomer #7	CC(=O)N([C@@H](CCCN(C(N)=O)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2125.3	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,2TMS,isomer #7	CC(=O)N([C@@H](CCCN(C(N)=O)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2082.7	Standard non polar	33892256
N-alpha-Acetyl-L-citrulline,2TMS,isomer #7	CC(=O)N([C@@H](CCCN(C(N)=O)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	3468.7	Standard polar	33892256
N-alpha-Acetyl-L-citrulline,3TMS,isomer #1	CC(=O)N([C@@H](CCCNC(=O)N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2228.7	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,3TMS,isomer #1	CC(=O)N([C@@H](CCCNC(=O)N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2010.1	Standard non polar	33892256
N-alpha-Acetyl-L-citrulline,3TMS,isomer #1	CC(=O)N([C@@H](CCCNC(=O)N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2869.3	Standard polar	33892256
N-alpha-Acetyl-L-citrulline,3TMS,isomer #2	CC(=O)N[C@@H](CCCN(C(=O)N[Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2217.4	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,3TMS,isomer #2	CC(=O)N[C@@H](CCCN(C(=O)N[Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2086.6	Standard non polar	33892256
N-alpha-Acetyl-L-citrulline,3TMS,isomer #2	CC(=O)N[C@@H](CCCN(C(=O)N[Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2855.2	Standard polar	33892256
N-alpha-Acetyl-L-citrulline,3TMS,isomer #3	CC(=O)N[C@@H](CCCNC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2284.5	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,3TMS,isomer #3	CC(=O)N[C@@H](CCCNC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2111.0	Standard non polar	33892256
N-alpha-Acetyl-L-citrulline,3TMS,isomer #3	CC(=O)N[C@@H](CCCNC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2900.7	Standard polar	33892256
N-alpha-Acetyl-L-citrulline,3TMS,isomer #4	CC(=O)N([C@@H](CCCN(C(N)=O)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2108.1	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,3TMS,isomer #4	CC(=O)N([C@@H](CCCN(C(N)=O)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2077.7	Standard non polar	33892256
N-alpha-Acetyl-L-citrulline,3TMS,isomer #4	CC(=O)N([C@@H](CCCN(C(N)=O)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3234.3	Standard polar	33892256
N-alpha-Acetyl-L-citrulline,3TMS,isomer #5	CC(=O)N([C@@H](CCCN(C(=O)N[Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2191.7	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,3TMS,isomer #5	CC(=O)N([C@@H](CCCN(C(=O)N[Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2141.1	Standard non polar	33892256
N-alpha-Acetyl-L-citrulline,3TMS,isomer #5	CC(=O)N([C@@H](CCCN(C(=O)N[Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2850.0	Standard polar	33892256
N-alpha-Acetyl-L-citrulline,3TMS,isomer #6	CC(=O)N([C@@H](CCCNC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2238.4	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,3TMS,isomer #6	CC(=O)N([C@@H](CCCNC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2150.7	Standard non polar	33892256
N-alpha-Acetyl-L-citrulline,3TMS,isomer #6	CC(=O)N([C@@H](CCCNC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2883.9	Standard polar	33892256
N-alpha-Acetyl-L-citrulline,3TMS,isomer #7	CC(=O)N[C@@H](CCCN(C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)O	2290.8	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,3TMS,isomer #7	CC(=O)N[C@@H](CCCN(C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)O	2239.5	Standard non polar	33892256
N-alpha-Acetyl-L-citrulline,3TMS,isomer #7	CC(=O)N[C@@H](CCCN(C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)O	2903.1	Standard polar	33892256
N-alpha-Acetyl-L-citrulline,4TMS,isomer #1	CC(=O)N([C@@H](CCCN(C(=O)N[Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2217.7	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,4TMS,isomer #1	CC(=O)N([C@@H](CCCN(C(=O)N[Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2130.2	Standard non polar	33892256
N-alpha-Acetyl-L-citrulline,4TMS,isomer #1	CC(=O)N([C@@H](CCCN(C(=O)N[Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2542.3	Standard polar	33892256
N-alpha-Acetyl-L-citrulline,4TMS,isomer #2	CC(=O)N([C@@H](CCCNC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2238.2	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,4TMS,isomer #2	CC(=O)N([C@@H](CCCNC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2161.7	Standard non polar	33892256
N-alpha-Acetyl-L-citrulline,4TMS,isomer #2	CC(=O)N([C@@H](CCCNC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2567.6	Standard polar	33892256
N-alpha-Acetyl-L-citrulline,4TMS,isomer #3	CC(=O)N[C@@H](CCCN(C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2287.7	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,4TMS,isomer #3	CC(=O)N[C@@H](CCCN(C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2263.0	Standard non polar	33892256
N-alpha-Acetyl-L-citrulline,4TMS,isomer #3	CC(=O)N[C@@H](CCCN(C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2509.6	Standard polar	33892256
N-alpha-Acetyl-L-citrulline,4TMS,isomer #4	CC(=O)N([C@@H](CCCN(C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2267.5	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,4TMS,isomer #4	CC(=O)N([C@@H](CCCN(C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2328.2	Standard non polar	33892256
N-alpha-Acetyl-L-citrulline,4TMS,isomer #4	CC(=O)N([C@@H](CCCN(C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2548.0	Standard polar	33892256
N-alpha-Acetyl-L-citrulline,5TMS,isomer #1	CC(=O)N([C@@H](CCCN(C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2301.1	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,5TMS,isomer #1	CC(=O)N([C@@H](CCCN(C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2317.1	Standard non polar	33892256
N-alpha-Acetyl-L-citrulline,5TMS,isomer #1	CC(=O)N([C@@H](CCCN(C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2295.6	Standard polar	33892256
N-alpha-Acetyl-L-citrulline,1TBDMS,isomer #1	CC(=O)N[C@@H](CCCNC(N)=O)C(=O)O[Si](C)(C)C(C)(C)C	2382.5	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,1TBDMS,isomer #2	CC(=O)N[C@@H](CCCNC(=O)N[Si](C)(C)C(C)(C)C)C(=O)O	2456.3	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,1TBDMS,isomer #3	CC(=O)N([C@@H](CCCNC(N)=O)C(=O)O)[Si](C)(C)C(C)(C)C	2372.2	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,1TBDMS,isomer #4	CC(=O)N[C@@H](CCCN(C(N)=O)[Si](C)(C)C(C)(C)C)C(=O)O	2410.0	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,2TBDMS,isomer #1	CC(=O)N[C@@H](CCCNC(=O)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2718.5	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,2TBDMS,isomer #1	CC(=O)N[C@@H](CCCNC(=O)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2380.2	Standard non polar	33892256
N-alpha-Acetyl-L-citrulline,2TBDMS,isomer #1	CC(=O)N[C@@H](CCCNC(=O)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3170.6	Standard polar	33892256
N-alpha-Acetyl-L-citrulline,2TBDMS,isomer #2	CC(=O)N([C@@H](CCCNC(N)=O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2576.9	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,2TBDMS,isomer #2	CC(=O)N([C@@H](CCCNC(N)=O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2433.0	Standard non polar	33892256
N-alpha-Acetyl-L-citrulline,2TBDMS,isomer #2	CC(=O)N([C@@H](CCCNC(N)=O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3524.5	Standard polar	33892256
N-alpha-Acetyl-L-citrulline,2TBDMS,isomer #3	CC(=O)N[C@@H](CCCN(C(N)=O)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2607.7	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,2TBDMS,isomer #3	CC(=O)N[C@@H](CCCN(C(N)=O)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2451.6	Standard non polar	33892256
N-alpha-Acetyl-L-citrulline,2TBDMS,isomer #3	CC(=O)N[C@@H](CCCN(C(N)=O)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3437.8	Standard polar	33892256
N-alpha-Acetyl-L-citrulline,2TBDMS,isomer #4	CC(=O)N([C@@H](CCCNC(=O)N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2679.1	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,2TBDMS,isomer #4	CC(=O)N([C@@H](CCCNC(=O)N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2399.6	Standard non polar	33892256
N-alpha-Acetyl-L-citrulline,2TBDMS,isomer #4	CC(=O)N([C@@H](CCCNC(=O)N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3137.2	Standard polar	33892256
N-alpha-Acetyl-L-citrulline,2TBDMS,isomer #5	CC(=O)N[C@@H](CCCN(C(=O)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2707.6	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,2TBDMS,isomer #5	CC(=O)N[C@@H](CCCN(C(=O)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2484.5	Standard non polar	33892256
N-alpha-Acetyl-L-citrulline,2TBDMS,isomer #5	CC(=O)N[C@@H](CCCN(C(=O)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3211.6	Standard polar	33892256
N-alpha-Acetyl-L-citrulline,2TBDMS,isomer #6	CC(=O)N[C@@H](CCCNC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2717.7	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,2TBDMS,isomer #6	CC(=O)N[C@@H](CCCNC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2493.3	Standard non polar	33892256
N-alpha-Acetyl-L-citrulline,2TBDMS,isomer #6	CC(=O)N[C@@H](CCCNC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3218.0	Standard polar	33892256
N-alpha-Acetyl-L-citrulline,2TBDMS,isomer #7	CC(=O)N([C@@H](CCCN(C(N)=O)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2623.2	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,2TBDMS,isomer #7	CC(=O)N([C@@H](CCCN(C(N)=O)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2474.7	Standard non polar	33892256
N-alpha-Acetyl-L-citrulline,2TBDMS,isomer #7	CC(=O)N([C@@H](CCCN(C(N)=O)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3411.0	Standard polar	33892256
N-alpha-Acetyl-L-citrulline,3TBDMS,isomer #1	CC(=O)N([C@@H](CCCNC(=O)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2870.9	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,3TBDMS,isomer #1	CC(=O)N([C@@H](CCCNC(=O)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2575.2	Standard non polar	33892256
N-alpha-Acetyl-L-citrulline,3TBDMS,isomer #1	CC(=O)N([C@@H](CCCNC(=O)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2972.8	Standard polar	33892256
N-alpha-Acetyl-L-citrulline,3TBDMS,isomer #2	CC(=O)N[C@@H](CCCN(C(=O)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2887.4	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,3TBDMS,isomer #2	CC(=O)N[C@@H](CCCN(C(=O)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2647.9	Standard non polar	33892256
N-alpha-Acetyl-L-citrulline,3TBDMS,isomer #2	CC(=O)N[C@@H](CCCN(C(=O)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2980.1	Standard polar	33892256
N-alpha-Acetyl-L-citrulline,3TBDMS,isomer #3	CC(=O)N[C@@H](CCCNC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2928.1	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,3TBDMS,isomer #3	CC(=O)N[C@@H](CCCNC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2677.7	Standard non polar	33892256
N-alpha-Acetyl-L-citrulline,3TBDMS,isomer #3	CC(=O)N[C@@H](CCCNC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2967.4	Standard polar	33892256
N-alpha-Acetyl-L-citrulline,3TBDMS,isomer #4	CC(=O)N([C@@H](CCCN(C(N)=O)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2811.7	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,3TBDMS,isomer #4	CC(=O)N([C@@H](CCCN(C(N)=O)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2656.0	Standard non polar	33892256
N-alpha-Acetyl-L-citrulline,3TBDMS,isomer #4	CC(=O)N([C@@H](CCCN(C(N)=O)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3299.0	Standard polar	33892256
N-alpha-Acetyl-L-citrulline,3TBDMS,isomer #5	CC(=O)N([C@@H](CCCN(C(=O)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2885.2	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,3TBDMS,isomer #5	CC(=O)N([C@@H](CCCN(C(=O)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2676.7	Standard non polar	33892256
N-alpha-Acetyl-L-citrulline,3TBDMS,isomer #5	CC(=O)N([C@@H](CCCN(C(=O)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3000.8	Standard polar	33892256
N-alpha-Acetyl-L-citrulline,3TBDMS,isomer #6	CC(=O)N([C@@H](CCCNC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2901.6	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,3TBDMS,isomer #6	CC(=O)N([C@@H](CCCNC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2705.1	Standard non polar	33892256
N-alpha-Acetyl-L-citrulline,3TBDMS,isomer #6	CC(=O)N([C@@H](CCCNC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2979.4	Standard polar	33892256
N-alpha-Acetyl-L-citrulline,3TBDMS,isomer #7	CC(=O)N[C@@H](CCCN(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2962.9	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,3TBDMS,isomer #7	CC(=O)N[C@@H](CCCN(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2760.6	Standard non polar	33892256
N-alpha-Acetyl-L-citrulline,3TBDMS,isomer #7	CC(=O)N[C@@H](CCCN(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2999.1	Standard polar	33892256
N-alpha-Acetyl-L-citrulline,4TBDMS,isomer #1	CC(=O)N([C@@H](CCCN(C(=O)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3084.3	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,4TBDMS,isomer #1	CC(=O)N([C@@H](CCCN(C(=O)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2842.7	Standard non polar	33892256
N-alpha-Acetyl-L-citrulline,4TBDMS,isomer #1	CC(=O)N([C@@H](CCCN(C(=O)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2905.0	Standard polar	33892256
N-alpha-Acetyl-L-citrulline,4TBDMS,isomer #2	CC(=O)N([C@@H](CCCNC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3099.4	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,4TBDMS,isomer #2	CC(=O)N([C@@H](CCCNC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2878.0	Standard non polar	33892256
N-alpha-Acetyl-L-citrulline,4TBDMS,isomer #2	CC(=O)N([C@@H](CCCNC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2864.8	Standard polar	33892256
N-alpha-Acetyl-L-citrulline,4TBDMS,isomer #3	CC(=O)N[C@@H](CCCN(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3151.2	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,4TBDMS,isomer #3	CC(=O)N[C@@H](CCCN(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2943.0	Standard non polar	33892256
N-alpha-Acetyl-L-citrulline,4TBDMS,isomer #3	CC(=O)N[C@@H](CCCN(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2853.6	Standard polar	33892256
N-alpha-Acetyl-L-citrulline,4TBDMS,isomer #4	CC(=O)N([C@@H](CCCN(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3141.3	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,4TBDMS,isomer #4	CC(=O)N([C@@H](CCCN(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2978.0	Standard non polar	33892256
N-alpha-Acetyl-L-citrulline,4TBDMS,isomer #4	CC(=O)N([C@@H](CCCN(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2881.9	Standard polar	33892256
N-alpha-Acetyl-L-citrulline,5TBDMS,isomer #1	CC(=O)N([C@@H](CCCN(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3331.6	Semi standard non polar	33892256
N-alpha-Acetyl-L-citrulline,5TBDMS,isomer #1	CC(=O)N([C@@H](CCCN(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3144.1	Standard non polar	33892256
N-alpha-Acetyl-L-citrulline,5TBDMS,isomer #1	CC(=O)N([C@@H](CCCN(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2817.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-alpha-Acetyl-L-citrulline GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9400000000-7401e8328e755c9a54fe	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-alpha-Acetyl-L-citrulline GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-alpha-Acetyl-L-citrulline GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-alpha-Acetyl-L-citrulline GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-alpha-Acetyl-L-citrulline GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-alpha-Acetyl-L-citrulline GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-alpha-Acetyl-L-citrulline GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-alpha-Acetyl-L-citrulline GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-alpha-Acetyl-L-citrulline GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-alpha-Acetyl-L-citrulline GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-alpha-Acetyl-L-citrulline 10V, Negative-QTOF	splash10-00e9-0900000000-b7f7505693c52ea91fa5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-alpha-Acetyl-L-citrulline 20V, Negative-QTOF	splash10-001i-2900000000-a96ef51f6b478a3b6d30	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-alpha-Acetyl-L-citrulline 40V, Negative-QTOF	splash10-0006-9200000000-9441d923bf5fa62ab976	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-alpha-Acetyl-L-citrulline 30V, Negative-QTOF	splash10-001i-7900000000-05a0d30dc4911b7ae9fc	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-alpha-Acetyl-L-citrulline 10V, Positive-QTOF	splash10-05xr-0930000000-3b9d796f05634936c485	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-alpha-Acetyl-L-citrulline 20V, Positive-QTOF	splash10-06w9-1900000000-ff1ced7b78fd0b206b4a	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-alpha-Acetyl-L-citrulline 40V, Positive-QTOF	splash10-03di-5900000000-a4e2e243a03648720a7c	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-alpha-Acetyl-L-citrulline 10V, Negative-QTOF	splash10-00xu-3920000000-b2b92b49a0c49064919f	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-alpha-Acetyl-L-citrulline 20V, Negative-QTOF	splash10-05dl-4900000000-3deaf4d3cb14ff42b7e0	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-alpha-Acetyl-L-citrulline 40V, Negative-QTOF	splash10-0006-9100000000-4bb42e23506bdcaba7c4	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-alpha-Acetyl-L-citrulline 10V, Negative-QTOF	splash10-01b9-1940000000-d843dcf3f292d83e02a5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-alpha-Acetyl-L-citrulline 20V, Negative-QTOF	splash10-001i-3900000000-8ae141fbcff3973274ff	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-alpha-Acetyl-L-citrulline 40V, Negative-QTOF	splash10-0006-9000000000-568f68b2bbb834a48941	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-alpha-Acetyl-L-citrulline 10V, Positive-QTOF	splash10-0gb9-0490000000-c345f9ff031271a70e8c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-alpha-Acetyl-L-citrulline 20V, Positive-QTOF	splash10-0900-0910000000-6d0541054b5eb47b749e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-alpha-Acetyl-L-citrulline 40V, Positive-QTOF	splash10-03dl-9300000000-129aa9c775d01121bb1b	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB02368

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB031018

KNApSAcK ID

Not Available

Chemspider ID

571213

KEGG Compound ID

C15532

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

656979

PDB ID

Not Available

ChEBI ID

49002

Food Biomarker Ontology

Not Available

VMH ID

NACCITR_L

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Shi, Dashuang; Morizono, Hiroki; Yu, Xiaolin; Roth, Lauren; Caldovic, Ljubica; Allewell, Norma M.; Malamy, Michael H.; Tuchman, Mendel. Crystal Structure of N-Acetylornithine Transcarbamylase from Xanthomonas campestris: A novel enzyme in a new arginine biosynthetic pathway found in several eubacteria. Journal of Biological Chemistry (2005), 280(15), 14366-14369. (Biosynthetic preparation)

Material Safety Data Sheet (MSDS)

Not Available

General References

Engelke UF, Liebrand-van Sambeek ML, de Jong JG, Leroy JG, Morava E, Smeitink JA, Wevers RA: N-acetylated metabolites in urine: proton nuclear magnetic resonance spectroscopic study on patients with inborn errors of metabolism. Clin Chem. 2004 Jan;50(1):58-66. Epub 2003 Nov 18. [PubMed:14633929 ]

Showing metabocard for N-alpha-Acetyl-L-citrulline (HMDB0000856)

MOL for HMDB0000856 (N-alpha-Acetyl-L-citrulline)

3D MOL for HMDB0000856 (N-alpha-Acetyl-L-citrulline)

3D SDF for HMDB0000856 (N-alpha-Acetyl-L-citrulline)

3D-SDF for HMDB0000856 (N-alpha-Acetyl-L-citrulline)

PDB for HMDB0000856 (N-alpha-Acetyl-L-citrulline)

3D PDB for HMDB0000856 (N-alpha-Acetyl-L-citrulline)

SMILES for HMDB0000856 (N-alpha-Acetyl-L-citrulline)

INCHI for HMDB0000856 (N-alpha-Acetyl-L-citrulline)

Structure for HMDB0000856 (N-alpha-Acetyl-L-citrulline)

3D Structure for HMDB0000856 (N-alpha-Acetyl-L-citrulline)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra