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Showing metabocard for Ureidosuccinic acid (HMDB0000828)

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enzymes (3) Show 3 proteins
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2023-02-21 17:15:13 UTC
HMDB IDHMDB0000828
Secondary Accession Numbers
  • HMDB00828
Metabolite Identification
Common NameUreidosuccinic acid
DescriptionUreidosuccinic acid, also known as L-ureidosuccinate or carbamyl-L-aspartate, belongs to the class of organic compounds known as aspartic acids and derivatives. Aspartic acids and derivatives are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Ureidosuccinic acid is also classified as a carbamate derivative. It is a solid that is soluble in water. Ureidosuccinic acid exists in all living species, ranging from bacteria to plants to humans. Ureidosuccinic acid can be biosynthesized from carbamoyl phosphate and L-aspartic acid through the action of the enzyme known as aspartate carbamoyltransferase (ACTase) and serves as an intermediate in pyrimidine biosynthesis. In humans, a drop in the level of urinary ureidosuccinic acid is associated with bladder cancer (PMID: 25562196 ). It is also involved in the metabolic disorder called Canavan disease.
Structure
Data?1676999713
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0000828 (Ureidosuccinic acid)


  Mrv1652309042000132D          

 12 11  0  0  1  0            999 V2000
    1.7605    1.8414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    0.1914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    0.1914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
M  END
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3D MOL for HMDB0000828 (Ureidosuccinic acid)

HMDB0000828
     RDKit          3D
Ureidosuccinic acid
 20 19  0  0  0  0  0  0  0  0999 V2000
    3.0110    1.2510   -0.5389 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0460    0.8763    0.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1828    1.2218    1.6276 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8977    0.1093    0.0922 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0934   -0.2768    1.0714 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4272    0.3712    0.7768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9615    0.0008   -0.5453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5288   -1.1040   -0.7220 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8600    0.8485   -1.6348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1782   -1.7402    1.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5388   -2.4708    0.4163 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0716   -2.3574    2.0178 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7026    0.5727   -0.9429 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0900    2.2390   -0.9060 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7896   -0.1757   -0.9134 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2471    0.1437    2.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3198    1.4691    0.8744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1216    0.0237    1.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0836    1.8237   -1.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8598   -2.8261    1.5689 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  2  0
  7  9  1  0
  5 10  1  0
 10 11  2  0
 10 12  1  0
  1 13  1  0
  1 14  1  0
  4 15  1  0
  5 16  1  1
  6 17  1  0
  6 18  1  0
  9 19  1  0
 12 20  1  0
M  END
Download

3D SDF for HMDB0000828 (Ureidosuccinic acid)


  Mrv1652309042000132D          

 12 11  0  0  1  0            999 V2000
    1.7605    1.8414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    0.1914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    0.1914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000828

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C5H8N2O5/c6-5(12)7-2(4(10)11)1-3(8)9/h2H,1H2,(H,8,9)(H,10,11)(H3,6,7,12)/t2-/m0/s1

> <INCHI_KEY>
HLKXYZVTANABHZ-REOHCLBHSA-N

> <FORMULA>
C5H8N2O5

> <MOLECULAR_WEIGHT>
176.1274

> <EXACT_MASS>
176.043321376

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
14.723969618976081

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-(carbamoylamino)butanedioic acid

> <ALOGPS_LOGP>
-1.12

> <JCHEM_LOGP>
-1.7352221553333331

> <ALOGPS_LOGS>
-0.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.2526016307709105

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.333225520739885

> <JCHEM_PKA_STRONGEST_BASIC>
-2.589637248709309

> <JCHEM_POLAR_SURFACE_AREA>
129.72000000000003

> <JCHEM_REFRACTIVITY>
34.653200000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.13e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
carbamylaspartic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0000828 (Ureidosuccinic acid)

HMDB0000828
     RDKit          3D
Ureidosuccinic acid
 20 19  0  0  0  0  0  0  0  0999 V2000
    3.0110    1.2510   -0.5389 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0460    0.8763    0.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1828    1.2218    1.6276 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8977    0.1093    0.0922 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0934   -0.2768    1.0714 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4272    0.3712    0.7768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9615    0.0008   -0.5453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5288   -1.1040   -0.7220 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8600    0.8485   -1.6348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1782   -1.7402    1.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5388   -2.4708    0.4163 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0716   -2.3574    2.0178 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7026    0.5727   -0.9429 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0900    2.2390   -0.9060 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7896   -0.1757   -0.9134 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2471    0.1437    2.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3198    1.4691    0.8744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1216    0.0237    1.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0836    1.8237   -1.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8598   -2.8261    1.5689 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  2  0
  7  9  1  0
  5 10  1  0
 10 11  2  0
 10 12  1  0
  1 13  1  0
  1 14  1  0
  4 15  1  0
  5 16  1  1
  6 17  1  0
  6 18  1  0
  9 19  1  0
 12 20  1  0
M  END
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PDB for HMDB0000828 (Ureidosuccinic acid)

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  N   UNK     0       3.286   3.437   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       4.620   1.127   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       5.954   3.437   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      11.288   3.437   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       9.955   1.127   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       7.287   1.127   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       8.621   0.357   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       5.954   0.357   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    5   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END
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3D PDB for HMDB0000828 (Ureidosuccinic acid)

COMPND    HMDB0000828
HETATM    1  N1  UNL     1       3.011   1.251  -0.539  1.00  0.00           N  
HETATM    2  C1  UNL     1       2.046   0.876   0.422  1.00  0.00           C  
HETATM    3  O1  UNL     1       2.183   1.222   1.628  1.00  0.00           O  
HETATM    4  N2  UNL     1       0.898   0.109   0.092  1.00  0.00           N  
HETATM    5  C2  UNL     1      -0.093  -0.277   1.071  1.00  0.00           C  
HETATM    6  C3  UNL     1      -1.427   0.371   0.777  1.00  0.00           C  
HETATM    7  C4  UNL     1      -1.961   0.001  -0.545  1.00  0.00           C  
HETATM    8  O2  UNL     1      -2.529  -1.104  -0.722  1.00  0.00           O  
HETATM    9  O3  UNL     1      -1.860   0.849  -1.635  1.00  0.00           O  
HETATM   10  C5  UNL     1      -0.178  -1.740   1.138  1.00  0.00           C  
HETATM   11  O4  UNL     1       0.539  -2.471   0.416  1.00  0.00           O  
HETATM   12  O5  UNL     1      -1.072  -2.357   2.018  1.00  0.00           O  
HETATM   13  H1  UNL     1       3.703   0.573  -0.943  1.00  0.00           H  
HETATM   14  H2  UNL     1       3.090   2.239  -0.906  1.00  0.00           H  
HETATM   15  H3  UNL     1       0.790  -0.176  -0.913  1.00  0.00           H  
HETATM   16  H4  UNL     1       0.247   0.144   2.054  1.00  0.00           H  
HETATM   17  H5  UNL     1      -1.320   1.469   0.874  1.00  0.00           H  
HETATM   18  H6  UNL     1      -2.122   0.024   1.592  1.00  0.00           H  
HETATM   19  H7  UNL     1      -2.084   1.824  -1.601  1.00  0.00           H  
HETATM   20  H8  UNL     1      -1.860  -2.826   1.569  1.00  0.00           H  
CONECT    1    2   13   14
CONECT    2    3    3    4
CONECT    4    5   15
CONECT    5    6   10   16
CONECT    6    7   17   18
CONECT    7    8    8    9
CONECT    9   19
CONECT   10   11   11   12
CONECT   12   20
END
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SMILES for HMDB0000828 (Ureidosuccinic acid)

NC(=O)N[C@@H](CC(O)=O)C(O)=O
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INCHI for HMDB0000828 (Ureidosuccinic acid)

InChI=1S/C5H8N2O5/c6-5(12)7-2(4(10)11)1-3(8)9/h2H,1H2,(H,8,9)(H,10,11)(H3,6,7,12)/t2-/m0/s1
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
Carbamyl-L-aspartic acidChEBI
L-Ureidosuccinic acidChEBI
N-(Aminocarbonyl)-L-aspartic acidChEBI
N-Carbamoyl-L-aspartateChEBI
N-Carbamoyl-S-aspartic acidChEBI
Carbamyl-L-aspartateGenerator
L-UreidosuccinateGenerator
N-(Aminocarbonyl)-L-aspartateGenerator
N-Carbamoyl-L-aspartic acidGenerator
N-Carbamoyl-S-aspartateGenerator
UreidosuccinateGenerator
2-UreidobutanedioateHMDB
2-Ureidobutanedioic acidHMDB
Carbamoylaspartic acidHMDB
Carbamylaspartic acidHMDB
L-N-Carbamoylaspartic acidHMDB
N-CarbamoylaspartateHMDB
N-Carbamoylaspartic acidHMDB
NCDHMDB
Carbamyl-DL-aspartateHMDB
Ureidosuccinic acid, (D)-isomerHMDB
Ureidosuccinic acid, maganeese (+2), (1:1) saltHMDB
Ureidosuccinic acid, zinc (1:1) salt, (L)-isomerHMDB
N-Carbamoyl-D-aspartic acidHMDB
Ureidosuccinic acid, (L)-isomerHMDB
Ureidosuccinic acid, cobalt (+2), (1:1) salt,(L)-isomerHMDB
Chemical FormulaC5H8N2O5
Average Molecular Weight176.1274
Monoisotopic Molecular Weight176.043321376
IUPAC Name(2S)-2-(carbamoylamino)butanedioic acid
Traditional Namecarbamylaspartic acid
CAS Registry Number13184-27-5
SMILES
NC(=O)N[C@@H](CC(O)=O)C(O)=O
InChI Identifier
InChI=1S/C5H8N2O5/c6-5(12)7-2(4(10)11)1-3(8)9/h2H,1H2,(H,8,9)(H,10,11)(H3,6,7,12)/t2-/m0/s1
InChI KeyHLKXYZVTANABHZ-REOHCLBHSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aspartic acid and derivatives. Aspartic acid and derivatives are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAspartic acid and derivatives
Alternative Parents
Substituents
  • Aspartic acid or derivatives
  • Dicarboxylic acid or derivatives
  • Fatty acid
  • Isourea
  • Carboximidamide
  • Carboxylic acid
  • Carboximidic acid derivative
  • Organic oxide
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Organooxygen compound
  • Organonitrogen compound
  • Imine
  • Organopnictogen compound
  • Organic oxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
Process
Naturally occurring process
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point174 - 175 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility3.7 mg/mLNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility21.3 g/LALOGPS
logP-1.1ALOGPS
logP-1.7ChemAxon
logS-0.92ALOGPS
pKa (Strongest Acidic)3.33ChemAxon
pKa (Strongest Basic)-2.6ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area129.72 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity34.65 m³·mol⁻¹ChemAxon
Polarizability14.72 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]+141.60331661259
DarkChem[M-H]-132.97731661259
AllCCS[M+H]+139.6732859911
AllCCS[M-H]-131.16232859911
DeepCCS[M+H]+131.89730932474
DeepCCS[M-H]-129.0930932474
DeepCCS[M-2H]-165.46730932474
DeepCCS[M+Na]+140.93130932474
AllCCS[M+H]+139.732859911
AllCCS[M+H-H2O]+135.932859911
AllCCS[M+NH4]+143.232859911
AllCCS[M+Na]+144.232859911
AllCCS[M-H]-131.232859911
AllCCS[M+Na-2H]-132.732859911
AllCCS[M+HCOO]-134.432859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
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, 2022.1.51 minutes32390414
Predicted by Siyang on May 30, 202210.0651 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20227.71 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid443.5 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid467.6 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid354.0 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid25.2 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid219.1 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid101.5 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid320.7 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid220.8 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)936.4 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid615.1 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid46.2 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid745.7 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid222.7 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid374.7 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate748.9 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA520.3 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water505.5 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Ureidosuccinic acidNC(=O)N[C@@H](CC(O)=O)C(O)=O2747.1Standard polar33892256
Ureidosuccinic acidNC(=O)N[C@@H](CC(O)=O)C(O)=O1557.2Standard non polar33892256
Ureidosuccinic acidNC(=O)N[C@@H](CC(O)=O)C(O)=O2100.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Ureidosuccinic acid,1TMS,isomer #1C[Si](C)(C)OC(=O)C[C@H](NC(N)=O)C(=O)O1771.3Semi standard non polar33892256
Ureidosuccinic acid,1TMS,isomer #2C[Si](C)(C)OC(=O)[C@H](CC(=O)O)NC(N)=O1718.2Semi standard non polar33892256
Ureidosuccinic acid,1TMS,isomer #3C[Si](C)(C)NC(=O)N[C@@H](CC(=O)O)C(=O)O1830.2Semi standard non polar33892256
Ureidosuccinic acid,1TMS,isomer #4C[Si](C)(C)N(C(N)=O)[C@@H](CC(=O)O)C(=O)O1807.8Semi standard non polar33892256
Ureidosuccinic acid,2TMS,isomer #1C[Si](C)(C)OC(=O)C[C@H](NC(N)=O)C(=O)O[Si](C)(C)C1848.9Semi standard non polar33892256
Ureidosuccinic acid,2TMS,isomer #2C[Si](C)(C)NC(=O)N[C@@H](CC(=O)O[Si](C)(C)C)C(=O)O1902.5Semi standard non polar33892256
Ureidosuccinic acid,2TMS,isomer #3C[Si](C)(C)OC(=O)C[C@@H](C(=O)O)N(C(N)=O)[Si](C)(C)C1796.3Semi standard non polar33892256
Ureidosuccinic acid,2TMS,isomer #4C[Si](C)(C)NC(=O)N[C@@H](CC(=O)O)C(=O)O[Si](C)(C)C1875.1Semi standard non polar33892256
Ureidosuccinic acid,2TMS,isomer #5C[Si](C)(C)OC(=O)[C@H](CC(=O)O)N(C(N)=O)[Si](C)(C)C1776.7Semi standard non polar33892256
Ureidosuccinic acid,2TMS,isomer #6C[Si](C)(C)N(C(=O)N[C@@H](CC(=O)O)C(=O)O)[Si](C)(C)C1941.3Semi standard non polar33892256
Ureidosuccinic acid,2TMS,isomer #7C[Si](C)(C)NC(=O)N([C@@H](CC(=O)O)C(=O)O)[Si](C)(C)C1878.7Semi standard non polar33892256
Ureidosuccinic acid,3TMS,isomer #1C[Si](C)(C)NC(=O)N[C@@H](CC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C1955.4Semi standard non polar33892256
Ureidosuccinic acid,3TMS,isomer #1C[Si](C)(C)NC(=O)N[C@@H](CC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C1747.6Standard non polar33892256
Ureidosuccinic acid,3TMS,isomer #1C[Si](C)(C)NC(=O)N[C@@H](CC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C2608.7Standard polar33892256
Ureidosuccinic acid,3TMS,isomer #2C[Si](C)(C)OC(=O)C[C@@H](C(=O)O[Si](C)(C)C)N(C(N)=O)[Si](C)(C)C1793.6Semi standard non polar33892256
Ureidosuccinic acid,3TMS,isomer #2C[Si](C)(C)OC(=O)C[C@@H](C(=O)O[Si](C)(C)C)N(C(N)=O)[Si](C)(C)C1764.7Standard non polar33892256
Ureidosuccinic acid,3TMS,isomer #2C[Si](C)(C)OC(=O)C[C@@H](C(=O)O[Si](C)(C)C)N(C(N)=O)[Si](C)(C)C2820.2Standard polar33892256
Ureidosuccinic acid,3TMS,isomer #3C[Si](C)(C)OC(=O)C[C@H](NC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O1963.8Semi standard non polar33892256
Ureidosuccinic acid,3TMS,isomer #3C[Si](C)(C)OC(=O)C[C@H](NC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O1872.7Standard non polar33892256
Ureidosuccinic acid,3TMS,isomer #3C[Si](C)(C)OC(=O)C[C@H](NC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O2670.5Standard polar33892256
Ureidosuccinic acid,3TMS,isomer #4C[Si](C)(C)NC(=O)N([C@@H](CC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C1857.9Semi standard non polar33892256
Ureidosuccinic acid,3TMS,isomer #4C[Si](C)(C)NC(=O)N([C@@H](CC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C1866.7Standard non polar33892256
Ureidosuccinic acid,3TMS,isomer #4C[Si](C)(C)NC(=O)N([C@@H](CC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C2516.2Standard polar33892256
Ureidosuccinic acid,3TMS,isomer #5C[Si](C)(C)OC(=O)[C@H](CC(=O)O)NC(=O)N([Si](C)(C)C)[Si](C)(C)C1928.9Semi standard non polar33892256
Ureidosuccinic acid,3TMS,isomer #5C[Si](C)(C)OC(=O)[C@H](CC(=O)O)NC(=O)N([Si](C)(C)C)[Si](C)(C)C1848.1Standard non polar33892256
Ureidosuccinic acid,3TMS,isomer #5C[Si](C)(C)OC(=O)[C@H](CC(=O)O)NC(=O)N([Si](C)(C)C)[Si](C)(C)C2536.6Standard polar33892256
Ureidosuccinic acid,3TMS,isomer #6C[Si](C)(C)NC(=O)N([C@@H](CC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C1880.2Semi standard non polar33892256
Ureidosuccinic acid,3TMS,isomer #6C[Si](C)(C)NC(=O)N([C@@H](CC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C1850.1Standard non polar33892256
Ureidosuccinic acid,3TMS,isomer #6C[Si](C)(C)NC(=O)N([C@@H](CC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C2448.5Standard polar33892256
Ureidosuccinic acid,3TMS,isomer #7C[Si](C)(C)N(C(=O)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](CC(=O)O)C(=O)O1974.3Semi standard non polar33892256
Ureidosuccinic acid,3TMS,isomer #7C[Si](C)(C)N(C(=O)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](CC(=O)O)C(=O)O1982.1Standard non polar33892256
Ureidosuccinic acid,3TMS,isomer #7C[Si](C)(C)N(C(=O)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](CC(=O)O)C(=O)O2474.0Standard polar33892256
Ureidosuccinic acid,4TMS,isomer #1C[Si](C)(C)OC(=O)C[C@H](NC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C1983.5Semi standard non polar33892256
Ureidosuccinic acid,4TMS,isomer #1C[Si](C)(C)OC(=O)C[C@H](NC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C1869.0Standard non polar33892256
Ureidosuccinic acid,4TMS,isomer #1C[Si](C)(C)OC(=O)C[C@H](NC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C2332.8Standard polar33892256
Ureidosuccinic acid,4TMS,isomer #2C[Si](C)(C)NC(=O)N([C@@H](CC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C1931.1Semi standard non polar33892256
Ureidosuccinic acid,4TMS,isomer #2C[Si](C)(C)NC(=O)N([C@@H](CC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C1851.7Standard non polar33892256
Ureidosuccinic acid,4TMS,isomer #2C[Si](C)(C)NC(=O)N([C@@H](CC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C2240.3Standard polar33892256
Ureidosuccinic acid,4TMS,isomer #3C[Si](C)(C)OC(=O)C[C@@H](C(=O)O)N(C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C1959.3Semi standard non polar33892256
Ureidosuccinic acid,4TMS,isomer #3C[Si](C)(C)OC(=O)C[C@@H](C(=O)O)N(C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2020.1Standard non polar33892256
Ureidosuccinic acid,4TMS,isomer #3C[Si](C)(C)OC(=O)C[C@@H](C(=O)O)N(C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2248.0Standard polar33892256
Ureidosuccinic acid,4TMS,isomer #4C[Si](C)(C)OC(=O)[C@H](CC(=O)O)N(C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C1969.4Semi standard non polar33892256
Ureidosuccinic acid,4TMS,isomer #4C[Si](C)(C)OC(=O)[C@H](CC(=O)O)N(C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C1992.6Standard non polar33892256
Ureidosuccinic acid,4TMS,isomer #4C[Si](C)(C)OC(=O)[C@H](CC(=O)O)N(C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2173.3Standard polar33892256
Ureidosuccinic acid,5TMS,isomer #1C[Si](C)(C)OC(=O)C[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2014.9Semi standard non polar33892256
Ureidosuccinic acid,5TMS,isomer #1C[Si](C)(C)OC(=O)C[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2021.7Standard non polar33892256
Ureidosuccinic acid,5TMS,isomer #1C[Si](C)(C)OC(=O)C[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2029.1Standard polar33892256
Ureidosuccinic acid,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C[C@H](NC(N)=O)C(=O)O2060.7Semi standard non polar33892256
Ureidosuccinic acid,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC(=O)O)NC(N)=O2005.8Semi standard non polar33892256
Ureidosuccinic acid,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC(=O)N[C@@H](CC(=O)O)C(=O)O2094.9Semi standard non polar33892256
Ureidosuccinic acid,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)N(C(N)=O)[C@@H](CC(=O)O)C(=O)O2075.8Semi standard non polar33892256
Ureidosuccinic acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C[C@H](NC(N)=O)C(=O)O[Si](C)(C)C(C)(C)C2318.0Semi standard non polar33892256
Ureidosuccinic acid,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC(=O)N[C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O2411.0Semi standard non polar33892256
Ureidosuccinic acid,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C[C@@H](C(=O)O)N(C(N)=O)[Si](C)(C)C(C)(C)C2319.7Semi standard non polar33892256
Ureidosuccinic acid,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC(=O)N[C@@H](CC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C2344.6Semi standard non polar33892256
Ureidosuccinic acid,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC(=O)O)N(C(N)=O)[Si](C)(C)C(C)(C)C2266.7Semi standard non polar33892256
Ureidosuccinic acid,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)N(C(=O)N[C@@H](CC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C2363.8Semi standard non polar33892256
Ureidosuccinic acid,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)NC(=O)N([C@@H](CC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C2322.2Semi standard non polar33892256
Ureidosuccinic acid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(=O)N[C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2567.5Semi standard non polar33892256
Ureidosuccinic acid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(=O)N[C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2304.1Standard non polar33892256
Ureidosuccinic acid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(=O)N[C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2724.9Standard polar33892256
Ureidosuccinic acid,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(N)=O)[Si](C)(C)C(C)(C)C2461.9Semi standard non polar33892256
Ureidosuccinic acid,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(N)=O)[Si](C)(C)C(C)(C)C2344.5Standard non polar33892256
Ureidosuccinic acid,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(N)=O)[Si](C)(C)C(C)(C)C2934.5Standard polar33892256
Ureidosuccinic acid,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C[C@H](NC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O2593.7Semi standard non polar33892256
Ureidosuccinic acid,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C[C@H](NC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O2433.0Standard non polar33892256
Ureidosuccinic acid,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C[C@H](NC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O2759.7Standard polar33892256
Ureidosuccinic acid,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC(=O)N([C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C2552.3Semi standard non polar33892256
Ureidosuccinic acid,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC(=O)N([C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C2380.8Standard non polar33892256
Ureidosuccinic acid,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC(=O)N([C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C2700.2Standard polar33892256
Ureidosuccinic acid,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC(=O)O)NC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2565.0Semi standard non polar33892256
Ureidosuccinic acid,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC(=O)O)NC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2415.7Standard non polar33892256
Ureidosuccinic acid,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC(=O)O)NC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2685.2Standard polar33892256
Ureidosuccinic acid,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)NC(=O)N([C@@H](CC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2539.6Semi standard non polar33892256
Ureidosuccinic acid,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)NC(=O)N([C@@H](CC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2366.5Standard non polar33892256
Ureidosuccinic acid,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)NC(=O)N([C@@H](CC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2664.1Standard polar33892256
Ureidosuccinic acid,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)N(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H](CC(=O)O)C(=O)O2577.2Semi standard non polar33892256
Ureidosuccinic acid,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)N(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H](CC(=O)O)C(=O)O2458.2Standard non polar33892256
Ureidosuccinic acid,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)N(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H](CC(=O)O)C(=O)O2652.3Standard polar33892256
Ureidosuccinic acid,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C[C@H](NC(=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)C2782.0Semi standard non polar33892256
Ureidosuccinic acid,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C[C@H](NC(=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)C2605.2Standard non polar33892256
Ureidosuccinic acid,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C[C@H](NC(=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)C2655.5Standard polar33892256
Ureidosuccinic acid,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC(=O)N([C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2737.5Semi standard non polar33892256
Ureidosuccinic acid,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC(=O)N([C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2557.7Standard non polar33892256
Ureidosuccinic acid,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC(=O)N([C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2646.5Standard polar33892256
Ureidosuccinic acid,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C[C@@H](C(=O)O)N(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2817.5Semi standard non polar33892256
Ureidosuccinic acid,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C[C@@H](C(=O)O)N(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2684.2Standard non polar33892256
Ureidosuccinic acid,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C[C@@H](C(=O)O)N(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2624.1Standard polar33892256
Ureidosuccinic acid,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC(=O)O)N(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2812.1Semi standard non polar33892256
Ureidosuccinic acid,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC(=O)O)N(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2668.6Standard non polar33892256
Ureidosuccinic acid,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC(=O)O)N(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2579.4Standard polar33892256
Ureidosuccinic acid,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3026.6Semi standard non polar33892256
Ureidosuccinic acid,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2882.5Standard non polar33892256
Ureidosuccinic acid,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2593.4Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Ureidosuccinic acid GC-MS (4 TMS)splash10-0f89-3940000000-f6b458a8d8c1bb66550a2014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Ureidosuccinic acid GC-MS (3 TMS)splash10-03di-1910000000-8a8dd39c35aa7c99f81a2014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Ureidosuccinic acid EI-B (Non-derivatized)splash10-03di-0920000000-cdbae9a5c80fb0023f8e2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Ureidosuccinic acid GC-MS (Non-derivatized)splash10-0f89-3940000000-f6b458a8d8c1bb66550a2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Ureidosuccinic acid GC-MS (Non-derivatized)splash10-03di-1910000000-8a8dd39c35aa7c99f81a2017-09-12HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ureidosuccinic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0016-9600000000-c3f9041273a7b07c96ad2016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ureidosuccinic acid GC-MS (2 TMS) - 70eV, Positivesplash10-00di-9661000000-59d277eae56bc52aa7fa2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ureidosuccinic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ureidosuccinic acid GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ureidosuccinic acid GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ureidosuccinic acid GC-MS (TMS_1_3) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ureidosuccinic acid GC-MS (TMS_1_4) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ureidosuccinic acid GC-MS (TMS_2_2) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ureidosuccinic acid GC-MS (TMS_2_3) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ureidosuccinic acid GC-MS (TMS_2_4) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ureidosuccinic acid GC-MS (TMS_2_5) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ureidosuccinic acid GC-MS (TMS_2_6) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ureidosuccinic acid GC-MS (TMS_2_7) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ureidosuccinic acid GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ureidosuccinic acid GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ureidosuccinic acid GC-MS (TBDMS_1_3) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ureidosuccinic acid GC-MS (TBDMS_1_4) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ureidosuccinic acid GC-MS (TBDMS_2_1) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ureidosuccinic acid GC-MS (TBDMS_2_2) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ureidosuccinic acid GC-MS (TBDMS_2_3) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Ureidosuccinic acid Quattro_QQQ 10V, Positive-QTOF (Annotated)splash10-001i-2900000000-8579bc85efea27463b1a2012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Ureidosuccinic acid Quattro_QQQ 25V, Positive-QTOF (Annotated)splash10-00di-9000000000-bfd715a5dec069d32aea2012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Ureidosuccinic acid Quattro_QQQ 40V, Positive-QTOF (Annotated)splash10-00di-9000000000-17769f0943f627a57c642012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Ureidosuccinic acid LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative-QTOFsplash10-0059-0900000000-d1e136c596eda61fdad62012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Ureidosuccinic acid LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative-QTOFsplash10-001i-1900000000-d9c4b6edb79ec7db500c2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Ureidosuccinic acid LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative-QTOFsplash10-000i-9500000000-8a0f02bbd32fdd0af0672012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Ureidosuccinic acid LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative-QTOFsplash10-000i-9100000000-c1e7be64cc9ef25c12912012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Ureidosuccinic acid LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative-QTOFsplash10-0006-9000000000-d90115a5ff29ff7761352012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Ureidosuccinic acid LC-ESI-QQ , negative-QTOFsplash10-0059-0900000000-d1e136c596eda61fdad62017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Ureidosuccinic acid LC-ESI-QQ , negative-QTOFsplash10-001i-1900000000-d9c4b6edb79ec7db500c2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Ureidosuccinic acid LC-ESI-QQ , negative-QTOFsplash10-000i-9500000000-ec02387ba0107a9f05cb2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Ureidosuccinic acid LC-ESI-QQ , negative-QTOFsplash10-000i-9100000000-c1e7be64cc9ef25c12912017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Ureidosuccinic acid LC-ESI-QQ , negative-QTOFsplash10-0006-9000000000-d90115a5ff29ff7761352017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Ureidosuccinic acid 10V, Negative-QTOFsplash10-001r-3900000000-6d42697f12c0ea7cb5ca2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Ureidosuccinic acid 20V, Negative-QTOFsplash10-000i-9600000000-29b7d3e00a4f3a8708612021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Ureidosuccinic acid 40V, Negative-QTOFsplash10-004r-9300000000-e33705943fe244cfa0232021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Ureidosuccinic acid 30V, Negative-QTOFsplash10-000i-9400000000-89114ed1862c7416a0162021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ureidosuccinic acid 10V, Positive-QTOFsplash10-057i-1900000000-e642a1d611b0cd263a5b2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ureidosuccinic acid 20V, Positive-QTOFsplash10-0310-8900000000-0ed6a7e85a30fafb07b22016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ureidosuccinic acid 40V, Positive-QTOFsplash10-000l-9100000000-48fee59912455e39938a2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ureidosuccinic acid 10V, Negative-QTOFsplash10-001l-6900000000-9bae4efc52500be1a0472016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ureidosuccinic acid 20V, Negative-QTOFsplash10-001c-9400000000-0fc35cb79f71cc7fbdf12016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ureidosuccinic acid 40V, Negative-QTOFsplash10-0006-9000000000-27e270ecc918b43d4a412016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ureidosuccinic acid 10V, Negative-QTOFsplash10-02a9-7900000000-58b14b371a249024f2f72021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ureidosuccinic acid 20V, Negative-QTOFsplash10-000i-9300000000-1c5b264ddc49bbfb87f12021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Experimental 1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)2021-10-10Wishart LabView Spectrum
Experimental 1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)2021-10-10Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Quadrupole Ion Trap, ESI+, Adduct: [M+H]+)2022-02-11FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Quadrupole Ion Trap, ESI-, Adduct: [M-H]-)2022-02-11FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Quadrupole Ion Trap, ESI+, Adduct: [M+Na]+)2022-02-11FELIX 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+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen Locations
  • Blood
  • Feces
  • Prostate Tissue
  • Saliva
  • Urine
Tissue Locations
  • Prostate
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedCancer patients undergoing total body irradiation details
Prostate TissueDetected and Quantified0.5 (0.0-1.0) umol/g tissueAdult (>18 years old)Both
Prostate Cancer		 details
UrineDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedCancer patients undergoing total body irradiation details
Associated Disorders and Diseases
Disease References
Prostate cancer
  1. Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
Associated OMIM IDs
DrugBank IDDB04252
Phenol Explorer Compound IDNot Available
FooDB IDFDB031033
KNApSAcK IDC00007265
Chemspider ID84022
KEGG Compound IDC00438
BioCyc IDCARBAMYUL-L-ASPARTATE
BiGG ID34984
Wikipedia LinkCarbamoyl_aspartic_acid
METLIN ID5791
PubChem Compound93072
PDB IDNot Available
ChEBI ID15859
Food Biomarker OntologyNot Available
VMH IDCBASP
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
  2. Ohdoi C, Nyhan WL, Kuhara T: Chemical diagnosis of Lesch-Nyhan syndrome using gas chromatography-mass spectrometry detection. J Chromatogr B Analyt Technol Biomed Life Sci. 2003 Jul 15;792(1):123-30. [PubMed:12829005 ]
  3. van Kuilenburg AB, van Lenthe H, Loffler M, van Gennip AH: Analysis of pyrimidine synthesis "de novo" intermediates in urine and dried urine filter- paper strips with HPLC-electrospray tandem mass spectrometry. Clin Chem. 2004 Nov;50(11):2117-24. Epub 2004 Sep 16. [PubMed:15375016 ]
  4. Shen C, Sun Z, Chen D, Su X, Jiang J, Li G, Lin B, Yan J: Developing urinary metabolomic signatures as early bladder cancer diagnostic markers. OMICS. 2015 Jan;19(1):1-11. doi: 10.1089/omi.2014.0116. [PubMed:25562196 ]

Enzymes

Enzyme Details
1. Aspartate--tRNA ligase, cytoplasmic
General function:
Involved in nucleotide binding
Specific function:
Catalyzes the specific attachment of an amino acid to its cognate tRNA in a 2 step reaction: the amino acid (AA) is first activated by ATP to form AA-AMP and then transferred to the acceptor end of the tRNA.
Gene Name:
DARS
Uniprot ID:
P14868
Molecular weight:
57135.8
Enzyme Details
2. Glutamate decarboxylase 1
General function:
Involved in carboxy-lyase activity
Specific function:
Catalyzes the production of GABA.
Gene Name:
GAD1
Uniprot ID:
Q99259
Molecular weight:
66896.065
Enzyme Details
3. CAD protein
General function:
Involved in hydrolase activity
Specific function:
This protein is a "fusion" protein encoding four enzymatic activities of the pyrimidine pathway (GATase, CPSase, ATCase and DHOase).
Gene Name:
CAD
Uniprot ID:
P27708
Molecular weight:
242981.73
Reactions
Carbamoyl phosphate + L-Aspartic acid → Phosphate + Ureidosuccinic aciddetails
L-Dihydroorotic acid + Water → Ureidosuccinic aciddetails