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Showing metabocard for Carglumic acid (HMDB0015673)

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enzymes (1) Show 1 protein
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-06 15:16:52 UTC
Update Date2023-02-21 17:18:33 UTC
HMDB IDHMDB0015673
Secondary Accession Numbers
  • HMDB15673
Metabolite Identification
Common NameCarglumic acid
DescriptionCarglumic acid, also known as carbaglu or carbamylglutamate, belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. The daily dose of carglumic acid ranges from 100 to 250 mg/kg and this does are normally adjusted to maintain normal plasma levels of ammonia. Carglumic acid is a drug which is used for the treatment of acute and chronic hyperammonaemia in patients with n-acetylglutamate synthase (nags) deficiency. this enzyme is an important component of the urea cycle to prevent build up of neurotoxic ammonium in the blood. . Carglumic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). Carglumic acid is an orphan drug used for the treatment of hyperammonaemia in patients with N-acetylglutamate synthase deficiency. The likely end product of carglumic acid metabolism is carbon dioxide, eliminated through the lungs. The median Tmax of Carglumic acid was 3 hours (range: 2-4). Carglumic acid is a drug used for the treatment of hyperammonemia in patients with a deficiency in N-acetyl glutamate synthase. A proportion of carglumic acid may be metabolized by the intestinal bacterial flora.
Structure
Data?1676999913
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0015673 (Carglumic acid)


  Mrv1652305052017392D          

 13 12  0  0  0  0            999 V2000
   -0.7183    1.4497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4328    1.0371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7183   -0.2004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0039    0.2121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0039    1.0371    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7106    1.4497    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4251    0.2121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4251    1.0371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1395    1.4497    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7183   -1.0254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0039   -1.4379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7183    2.2747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4328   -1.4379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  5  4  1  0  0  0  0
  6  8  1  0  0  0  0
  9  8  1  0  0  0  0
  8  7  2  0  0  0  0
  4  3  1  0  0  0  0
  3 10  1  0  0  0  0
 10 11  2  0  0  0  0
  1 12  2  0  0  0  0
 10 13  1  0  0  0  0
  5  6  1  1  0  0  0
M  END
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3D MOL for HMDB0015673 (Carglumic acid)

HMDB0015673
     RDKit          3D
Carglumic acid
 23 22  0  0  0  0  0  0  0  0999 V2000
    3.3010   -1.8995   -0.0004 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5394   -0.8426   -0.5699 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9518   -0.3644   -1.6593 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3651   -0.3370    0.0475 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5847    0.7194   -0.5007 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8139    0.3159   -0.8721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5942   -0.1945    0.3247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9658   -0.5799   -0.0922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3503   -0.4730   -1.2670 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8387   -1.0736    0.8654 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4833    1.8848    0.4127 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0576    1.8521    1.5296 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2267    3.0131    0.0737 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8549   -2.7652    0.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3316   -1.7891    0.0353 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0753   -0.7736    0.9468 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0805    1.0323   -1.4622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3304    1.2473   -1.2376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8620   -0.3991   -1.7176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7089    0.6196    1.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0816   -1.0668    0.7605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0513   -2.0588    0.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1983    3.9323    0.0860 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  2  0
  8 10  1  0
  5 11  1  0
 11 12  2  0
 11 13  1  0
  1 14  1  0
  1 15  1  0
  4 16  1  0
  5 17  1  6
  6 18  1  0
  6 19  1  0
  7 20  1  0
  7 21  1  0
 10 22  1  0
 13 23  1  0
M  END
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3D SDF for HMDB0015673 (Carglumic acid)


  Mrv1652305052017392D          

 13 12  0  0  0  0            999 V2000
   -0.7183    1.4497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4328    1.0371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7183   -0.2004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0039    0.2121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0039    1.0371    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7106    1.4497    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4251    0.2121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4251    1.0371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1395    1.4497    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7183   -1.0254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0039   -1.4379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7183    2.2747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4328   -1.4379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  5  4  1  0  0  0  0
  6  8  1  0  0  0  0
  9  8  1  0  0  0  0
  8  7  2  0  0  0  0
  4  3  1  0  0  0  0
  3 10  1  0  0  0  0
 10 11  2  0  0  0  0
  1 12  2  0  0  0  0
 10 13  1  0  0  0  0
  5  6  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0015673

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H10N2O5/c7-6(13)8-3(5(11)12)1-2-4(9)10/h3H,1-2H2,(H,9,10)(H,11,12)(H3,7,8,13)/t3-/m0/s1

> <INCHI_KEY>
LCQLHJZYVOQKHU-VKHMYHEASA-N

> <FORMULA>
C6H10N2O5

> <MOLECULAR_WEIGHT>
190.154

> <EXACT_MASS>
190.05897144

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
16.78719144868495

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-1.06

> <JCHEM_LOGP>
-1.446560950333333

> <ALOGPS_LOGS>
-1.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.213080631300473

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.357865821959002

> <JCHEM_PKA_STRONGEST_BASIC>
-2.2675959890994126

> <JCHEM_POLAR_SURFACE_AREA>
129.71999999999997

> <JCHEM_REFRACTIVITY>
39.40820000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.91e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
carglumic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for HMDB0015673 (Carglumic acid)

HMDB0015673
     RDKit          3D
Carglumic acid
 23 22  0  0  0  0  0  0  0  0999 V2000
    3.3010   -1.8995   -0.0004 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5394   -0.8426   -0.5699 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9518   -0.3644   -1.6593 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3651   -0.3370    0.0475 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5847    0.7194   -0.5007 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8139    0.3159   -0.8721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5942   -0.1945    0.3247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9658   -0.5799   -0.0922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3503   -0.4730   -1.2670 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8387   -1.0736    0.8654 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4833    1.8848    0.4127 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0576    1.8521    1.5296 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2267    3.0131    0.0737 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8549   -2.7652    0.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3316   -1.7891    0.0353 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0753   -0.7736    0.9468 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0805    1.0323   -1.4622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3304    1.2473   -1.2376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8620   -0.3991   -1.7176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7089    0.6196    1.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0816   -1.0668    0.7605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0513   -2.0588    0.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1983    3.9323    0.0860 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  2  0
  8 10  1  0
  5 11  1  0
 11 12  2  0
 11 13  1  0
  1 14  1  0
  1 15  1  0
  4 16  1  0
  5 17  1  6
  6 18  1  0
  6 19  1  0
  7 20  1  0
  7 21  1  0
 10 22  1  0
 13 23  1  0
M  END
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PDB for HMDB0015673 (Carglumic acid)

HEADER    PROTEIN                                 05-MAY-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-MAY-20         0                                  
HETATM    1  C   UNK     0      -1.341   2.706   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.675   1.936   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.341  -0.374   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.007   0.396   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.007   1.936   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       1.326   2.706   0.000  0.00  0.00           N+0
HETATM    7  O   UNK     0       2.660   0.396   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.660   1.936   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       3.994   2.706   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      -1.341  -1.914   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.007  -2.684   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -1.341   4.246   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -2.675  -2.684   0.000  0.00  0.00           O+0
CONECT    1    2    5   12                                                  
CONECT    2    1                                                            
CONECT    3    4   10                                                       
CONECT    4    5    3                                                       
CONECT    5    1    4    6                                                  
CONECT    6    8    5                                                       
CONECT    7    8                                                            
CONECT    8    6    9    7                                                  
CONECT    9    8                                                            
CONECT   10    3   11   13                                                  
CONECT   11   10                                                            
CONECT   12    1                                                            
CONECT   13   10                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END
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3D PDB for HMDB0015673 (Carglumic acid)

COMPND    HMDB0015673
HETATM    1  N1  UNL     1       3.301  -1.899  -0.000  1.00  0.00           N  
HETATM    2  C1  UNL     1       2.539  -0.843  -0.570  1.00  0.00           C  
HETATM    3  O1  UNL     1       2.952  -0.364  -1.659  1.00  0.00           O  
HETATM    4  N2  UNL     1       1.365  -0.337   0.048  1.00  0.00           N  
HETATM    5  C2  UNL     1       0.585   0.719  -0.501  1.00  0.00           C  
HETATM    6  C3  UNL     1      -0.814   0.316  -0.872  1.00  0.00           C  
HETATM    7  C4  UNL     1      -1.594  -0.195   0.325  1.00  0.00           C  
HETATM    8  C5  UNL     1      -2.966  -0.580  -0.092  1.00  0.00           C  
HETATM    9  O2  UNL     1      -3.350  -0.473  -1.267  1.00  0.00           O  
HETATM   10  O3  UNL     1      -3.839  -1.074   0.865  1.00  0.00           O  
HETATM   11  C6  UNL     1       0.483   1.885   0.413  1.00  0.00           C  
HETATM   12  O4  UNL     1       1.058   1.852   1.530  1.00  0.00           O  
HETATM   13  O5  UNL     1      -0.227   3.013   0.074  1.00  0.00           O  
HETATM   14  H1  UNL     1       2.855  -2.765   0.374  1.00  0.00           H  
HETATM   15  H2  UNL     1       4.332  -1.789   0.035  1.00  0.00           H  
HETATM   16  H3  UNL     1       1.075  -0.774   0.947  1.00  0.00           H  
HETATM   17  H4  UNL     1       1.081   1.032  -1.462  1.00  0.00           H  
HETATM   18  H5  UNL     1      -1.330   1.247  -1.238  1.00  0.00           H  
HETATM   19  H6  UNL     1      -0.862  -0.399  -1.718  1.00  0.00           H  
HETATM   20  H7  UNL     1      -1.709   0.620   1.068  1.00  0.00           H  
HETATM   21  H8  UNL     1      -1.082  -1.067   0.761  1.00  0.00           H  
HETATM   22  H9  UNL     1      -4.051  -2.059   0.830  1.00  0.00           H  
HETATM   23  H10 UNL     1       0.198   3.932   0.086  1.00  0.00           H  
CONECT    1    2   14   15
CONECT    2    3    3    4
CONECT    4    5   16
CONECT    5    6   11   17
CONECT    6    7   18   19
CONECT    7    8   20   21
CONECT    8    9    9   10
CONECT   10   22
CONECT   11   12   12   13
CONECT   13   23
END
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SMILES for HMDB0015673 (Carglumic acid)

NC(=O)N[C@@H](CCC(O)=O)C(O)=O
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INCHI for HMDB0015673 (Carglumic acid)

InChI=1S/C6H10N2O5/c7-6(13)8-3(5(11)12)1-2-4(9)10/h3H,1-2H2,(H,9,10)(H,11,12)(H3,7,8,13)/t3-/m0/s1
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
(2S)-2-(Carbamoylamino)pentanedioic acidChEBI
Acide carglumiqueChEBI
Acido carglumicoChEBI
Acidum carglumicumChEBI
CarbagluChEBI
Carbamino-L-glutamic acidChEBI
Carbamylglutamic acidChEBI
L-N-Carbamoylglutamic acidChEBI
Ureidoglutaric acidChEBI
(2S)-2-(Carbamoylamino)pentanedioateGenerator
Carbamino-L-glutamateGenerator
CarbamylglutamateGenerator
L-N-CarbamoylglutamateGenerator
UreidoglutarateGenerator
CarglumateGenerator
(S)-2-Ureidopentanedioic acidHMDB
N-Carbamoyl-L-glutamic acidHMDB
N-Carbamyl-L-glutamateHMDB
N-CarbamylglutamateHMDB
N-Carbamoyl-L-glutamateHMDB
N-CarbamoylglutamateHMDB
Chemical FormulaC6H10N2O5
Average Molecular Weight190.154
Monoisotopic Molecular Weight190.05897144
IUPAC Name(2S)-2-(carbamoylamino)pentanedioic acid
Traditional Namecarglumic acid
CAS Registry Number1188-38-1
SMILES
NC(=O)N[C@@H](CCC(O)=O)C(O)=O
InChI Identifier
InChI=1S/C6H10N2O5/c7-6(13)8-3(5(11)12)1-2-4(9)10/h3H,1-2H2,(H,9,10)(H,11,12)(H3,7,8,13)/t3-/m0/s1
InChI KeyLCQLHJZYVOQKHU-VKHMYHEASA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic 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 ParentGlutamic acid and derivatives
Alternative Parents
Substituents
  • Glutamic 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
Source
Process
Naturally occurring process
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility19.1 g/LALOGPS
logP-1.1ALOGPS
logP-1.4ChemAxon
logS-1ALOGPS
pKa (Strongest Acidic)3.36ChemAxon
pKa (Strongest Basic)-2.3ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area129.72 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity39.41 m³·mol⁻¹ChemAxon
Polarizability16.79 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]+141.32231661259
DarkChem[M-H]-136.32331661259
DeepCCS[M+H]+136.01930932474
DeepCCS[M-H]-133.15130932474
DeepCCS[M-2H]-169.5630932474
DeepCCS[M+Na]+145.09930932474
AllCCS[M+H]+141.932859911
AllCCS[M+H-H2O]+138.232859911
AllCCS[M+NH4]+145.332859911
AllCCS[M+Na]+146.332859911
AllCCS[M-H]-135.732859911
AllCCS[M+Na-2H]-136.932859911
AllCCS[M+HCOO]-138.232859911

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, 2022.1.47 minutes32390414
Predicted by Siyang on May 30, 20229.8227 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20228.01 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid421.4 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid460.4 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid314.5 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid35.4 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid188.6 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid74.2 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid304.6 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 Acid223.7 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)883.0 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid602.0 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid42.4 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid722.1 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid196.2 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid309.5 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate755.9 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA506.2 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water496.6 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Carglumic acidNC(=O)N[C@@H](CCC(O)=O)C(O)=O2915.7Standard polar33892256
Carglumic acidNC(=O)N[C@@H](CCC(O)=O)C(O)=O1617.4Standard non polar33892256
Carglumic acidNC(=O)N[C@@H](CCC(O)=O)C(O)=O2124.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Carglumic acid,1TMS,isomer #1C[Si](C)(C)OC(=O)CC[C@H](NC(N)=O)C(=O)O1889.5Semi standard non polar33892256
Carglumic acid,1TMS,isomer #2C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NC(N)=O1861.9Semi standard non polar33892256
Carglumic acid,1TMS,isomer #3C[Si](C)(C)NC(=O)N[C@@H](CCC(=O)O)C(=O)O1968.5Semi standard non polar33892256
Carglumic acid,1TMS,isomer #4C[Si](C)(C)N(C(N)=O)[C@@H](CCC(=O)O)C(=O)O1903.1Semi standard non polar33892256
Carglumic acid,2TMS,isomer #1C[Si](C)(C)OC(=O)CC[C@H](NC(N)=O)C(=O)O[Si](C)(C)C1951.7Semi standard non polar33892256
Carglumic acid,2TMS,isomer #2C[Si](C)(C)NC(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O2009.8Semi standard non polar33892256
Carglumic acid,2TMS,isomer #3C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(C(N)=O)[Si](C)(C)C1890.1Semi standard non polar33892256
Carglumic acid,2TMS,isomer #4C[Si](C)(C)NC(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C2002.7Semi standard non polar33892256
Carglumic acid,2TMS,isomer #5C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(C(N)=O)[Si](C)(C)C1893.8Semi standard non polar33892256
Carglumic acid,2TMS,isomer #6C[Si](C)(C)N(C(=O)N[C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C2075.6Semi standard non polar33892256
Carglumic acid,2TMS,isomer #7C[Si](C)(C)NC(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C1974.7Semi standard non polar33892256
Carglumic acid,3TMS,isomer #1C[Si](C)(C)NC(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C2061.3Semi standard non polar33892256
Carglumic acid,3TMS,isomer #1C[Si](C)(C)NC(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C1833.3Standard non polar33892256
Carglumic acid,3TMS,isomer #1C[Si](C)(C)NC(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C2704.1Standard polar33892256
Carglumic acid,3TMS,isomer #2C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(C(N)=O)[Si](C)(C)C1887.6Semi standard non polar33892256
Carglumic acid,3TMS,isomer #2C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(C(N)=O)[Si](C)(C)C1838.5Standard non polar33892256
Carglumic acid,3TMS,isomer #2C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(C(N)=O)[Si](C)(C)C2935.3Standard polar33892256
Carglumic acid,3TMS,isomer #3C[Si](C)(C)OC(=O)CC[C@H](NC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O2080.8Semi standard non polar33892256
Carglumic acid,3TMS,isomer #3C[Si](C)(C)OC(=O)CC[C@H](NC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O1962.2Standard non polar33892256
Carglumic acid,3TMS,isomer #3C[Si](C)(C)OC(=O)CC[C@H](NC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O2770.5Standard polar33892256
Carglumic acid,3TMS,isomer #4C[Si](C)(C)NC(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C1968.0Semi standard non polar33892256
Carglumic acid,3TMS,isomer #4C[Si](C)(C)NC(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C1949.2Standard non polar33892256
Carglumic acid,3TMS,isomer #4C[Si](C)(C)NC(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C2621.4Standard polar33892256
Carglumic acid,3TMS,isomer #5C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NC(=O)N([Si](C)(C)C)[Si](C)(C)C2061.1Semi standard non polar33892256
Carglumic acid,3TMS,isomer #5C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NC(=O)N([Si](C)(C)C)[Si](C)(C)C1947.8Standard non polar33892256
Carglumic acid,3TMS,isomer #5C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NC(=O)N([Si](C)(C)C)[Si](C)(C)C2680.4Standard polar33892256
Carglumic acid,3TMS,isomer #6C[Si](C)(C)NC(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C1990.7Semi standard non polar33892256
Carglumic acid,3TMS,isomer #6C[Si](C)(C)NC(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C1930.2Standard non polar33892256
Carglumic acid,3TMS,isomer #6C[Si](C)(C)NC(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C2595.4Standard polar33892256
Carglumic acid,3TMS,isomer #7C[Si](C)(C)N(C(=O)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](CCC(=O)O)C(=O)O2067.1Semi standard non polar33892256
Carglumic acid,3TMS,isomer #7C[Si](C)(C)N(C(=O)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](CCC(=O)O)C(=O)O2071.6Standard non polar33892256
Carglumic acid,3TMS,isomer #7C[Si](C)(C)N(C(=O)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](CCC(=O)O)C(=O)O2607.8Standard polar33892256
Carglumic acid,4TMS,isomer #1C[Si](C)(C)OC(=O)CC[C@H](NC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C2086.3Semi standard non polar33892256
Carglumic acid,4TMS,isomer #1C[Si](C)(C)OC(=O)CC[C@H](NC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C1958.7Standard non polar33892256
Carglumic acid,4TMS,isomer #1C[Si](C)(C)OC(=O)CC[C@H](NC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C2415.8Standard polar33892256
Carglumic acid,4TMS,isomer #2C[Si](C)(C)NC(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C2016.4Semi standard non polar33892256
Carglumic acid,4TMS,isomer #2C[Si](C)(C)NC(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C1933.3Standard non polar33892256
Carglumic acid,4TMS,isomer #2C[Si](C)(C)NC(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C2324.0Standard polar33892256
Carglumic acid,4TMS,isomer #3C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2070.4Semi standard non polar33892256
Carglumic acid,4TMS,isomer #3C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2111.9Standard non polar33892256
Carglumic acid,4TMS,isomer #3C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2341.8Standard polar33892256
Carglumic acid,4TMS,isomer #4C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2072.9Semi standard non polar33892256
Carglumic acid,4TMS,isomer #4C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2087.2Standard non polar33892256
Carglumic acid,4TMS,isomer #4C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2305.6Standard polar33892256
Carglumic acid,5TMS,isomer #1C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2098.9Semi standard non polar33892256
Carglumic acid,5TMS,isomer #1C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2105.2Standard non polar33892256
Carglumic acid,5TMS,isomer #1C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2105.7Standard polar33892256
Carglumic acid,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](NC(N)=O)C(=O)O2170.0Semi standard non polar33892256
Carglumic acid,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NC(N)=O2135.6Semi standard non polar33892256
Carglumic acid,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC(=O)N[C@@H](CCC(=O)O)C(=O)O2225.4Semi standard non polar33892256
Carglumic acid,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)N(C(N)=O)[C@@H](CCC(=O)O)C(=O)O2163.3Semi standard non polar33892256
Carglumic acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](NC(N)=O)C(=O)O[Si](C)(C)C(C)(C)C2405.2Semi standard non polar33892256
Carglumic acid,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O2509.5Semi standard non polar33892256
Carglumic acid,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(C(N)=O)[Si](C)(C)C(C)(C)C2414.0Semi standard non polar33892256
Carglumic acid,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C2465.4Semi standard non polar33892256
Carglumic acid,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(C(N)=O)[Si](C)(C)C(C)(C)C2375.8Semi standard non polar33892256
Carglumic acid,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)N(C(=O)N[C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C2500.5Semi standard non polar33892256
Carglumic acid,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)NC(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C2417.5Semi standard non polar33892256
Carglumic acid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2675.4Semi standard non polar33892256
Carglumic acid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2398.9Standard non polar33892256
Carglumic acid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2807.7Standard polar33892256
Carglumic acid,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(N)=O)[Si](C)(C)C(C)(C)C2563.4Semi standard non polar33892256
Carglumic acid,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(N)=O)[Si](C)(C)C(C)(C)C2419.4Standard non polar33892256
Carglumic acid,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(N)=O)[Si](C)(C)C(C)(C)C3035.4Standard polar33892256
Carglumic acid,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](NC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O2719.9Semi standard non polar33892256
Carglumic acid,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](NC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O2521.6Standard non polar33892256
Carglumic acid,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](NC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O2851.2Standard polar33892256
Carglumic acid,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C2659.9Semi standard non polar33892256
Carglumic acid,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C2460.3Standard non polar33892256
Carglumic acid,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C2795.8Standard polar33892256
Carglumic acid,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2681.3Semi standard non polar33892256
Carglumic acid,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2495.1Standard non polar33892256
Carglumic acid,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2804.3Standard polar33892256
Carglumic acid,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)NC(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2636.9Semi standard non polar33892256
Carglumic acid,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)NC(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2443.8Standard non polar33892256
Carglumic acid,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)NC(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2782.9Standard polar33892256
Carglumic 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](CCC(=O)O)C(=O)O2676.7Semi standard non polar33892256
Carglumic 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](CCC(=O)O)C(=O)O2541.4Standard non polar33892256
Carglumic 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](CCC(=O)O)C(=O)O2769.9Standard polar33892256
Carglumic acid,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CC[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)C2892.0Semi standard non polar33892256
Carglumic acid,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CC[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)C2686.4Standard non polar33892256
Carglumic acid,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CC[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)C2728.6Standard polar33892256
Carglumic acid,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC(=O)N([C@@H](CCC(=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)C2835.0Semi standard non polar33892256
Carglumic acid,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC(=O)N([C@@H](CCC(=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)C2636.2Standard non polar33892256
Carglumic acid,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC(=O)N([C@@H](CCC(=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)C2722.2Standard polar33892256
Carglumic acid,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)CC[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)C2926.6Semi standard non polar33892256
Carglumic acid,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)CC[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)C2766.2Standard non polar33892256
Carglumic acid,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)CC[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)C2706.3Standard polar33892256
Carglumic acid,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=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)C2906.7Semi standard non polar33892256
Carglumic acid,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=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)C2747.5Standard non polar33892256
Carglumic acid,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=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)C2689.1Standard polar33892256
Carglumic acid,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CC[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)C3123.1Semi standard non polar33892256
Carglumic acid,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CC[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)C2954.2Standard non polar33892256
Carglumic acid,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CC[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)C2662.9Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Carglumic acid GC-EI-TOF (Non-derivatized)splash10-0a4j-1941000000-35634903a91e28863b1f2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Carglumic acid GC-EI-TOF (Non-derivatized)splash10-0udi-0910000000-e949449c58d3f3cc2c152017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Carglumic acid GC-EI-TOF (Non-derivatized)splash10-000i-9711000000-60f15bbb265b788ea08a2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Carglumic acid GC-EI-TOF (Non-derivatized)splash10-0fk9-0900000000-5d552fa6b00d42d5e1142017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Carglumic acid GC-EI-TOF (Non-derivatized)splash10-0a4j-1941000000-35634903a91e28863b1f2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Carglumic acid GC-EI-TOF (Non-derivatized)splash10-0udi-0910000000-e949449c58d3f3cc2c152018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Carglumic acid GC-EI-TOF (Non-derivatized)splash10-000i-9711000000-60f15bbb265b788ea08a2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Carglumic acid GC-EI-TOF (Non-derivatized)splash10-0fk9-0900000000-5d552fa6b00d42d5e1142018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Carglumic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9500000000-5088c507aa70534ff7712017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Carglumic acid GC-MS (2 TMS) - 70eV, Positivesplash10-00xr-7491000000-9ae118d744c8a4c431842017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Carglumic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Carglumic acid LC-ESI-QQ , negative-QTOFsplash10-000j-0900000000-b40c000081e1b7470cc12017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Carglumic acid LC-ESI-QQ , negative-QTOFsplash10-002b-0900000000-eb1fe6fcbdc6f376370e2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Carglumic acid LC-ESI-QQ , negative-QTOFsplash10-0udi-0900000000-245f4056f629592bd99f2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Carglumic acid LC-ESI-QQ , negative-QTOFsplash10-0udi-4900000000-3a5f21eb40fd1821e24f2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Carglumic acid LC-ESI-QQ , negative-QTOFsplash10-0pb9-9500000000-67aafe80496b10392ef02017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Carglumic acid 10V, Positive-QTOFsplash10-006y-0900000000-764361bc412b5f0ce9312016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Carglumic acid 20V, Positive-QTOFsplash10-0f6t-3900000000-c2540fd23864f2071f9a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Carglumic acid 40V, Positive-QTOFsplash10-0w2m-9300000000-11ad8cdea4f07b49e70a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Carglumic acid 10V, Negative-QTOFsplash10-0005-3900000000-1b6012a21fc5e4f08ab12016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Carglumic acid 20V, Negative-QTOFsplash10-0f6w-6900000000-2f0bc6673aa76c5080512016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Carglumic acid 40V, Negative-QTOFsplash10-0006-9100000000-ad1bb50857e6e68f18102016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Carglumic acid 10V, Positive-QTOFsplash10-0002-0900000000-d6bc8a160d559706e5902021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Carglumic acid 20V, Positive-QTOFsplash10-0f89-2900000000-e78d6309a9f45260eafb2021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Carglumic acid 40V, Positive-QTOFsplash10-000l-9000000000-d0b7e0dec04859c091472021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Carglumic acid 10V, Negative-QTOFsplash10-004i-0900000000-d986898d35880221c6702021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Carglumic acid 20V, Negative-QTOFsplash10-0ufr-0900000000-0e99b13b20a88bbcd9ec2021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Carglumic acid 40V, Negative-QTOFsplash10-0udl-4900000000-a30b3ee9c9bc68a482d02021-10-11Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
  • Feces
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB06775 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB06775 details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothBladder cancer details
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB06775
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID108351
KEGG Compound IDC05829
BioCyc IDN-CARBAMYL-L-GLUTAMATE
BiGG IDNot Available
Wikipedia LinkCarglumic_acid
METLIN IDNot Available
PubChem Compound121396
PDB IDNot Available
ChEBI ID71028
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Elpeleg O, Shaag A, Ben-Shalom E, Schmid T, Bachmann C: N-acetylglutamate synthase deficiency and the treatment of hyperammonemic encephalopathy. Ann Neurol. 2002 Dec;52(6):845-9. [PubMed:12447942 ]
  2. Caldovic L, Morizono H, Daikhin Y, Nissim I, McCarter RJ, Yudkoff M, Tuchman M: Restoration of ureagenesis in N-acetylglutamate synthase deficiency by N-carbamylglutamate. J Pediatr. 2004 Oct;145(4):552-4. [PubMed:15480384 ]
  3. Thompson CA: Carglumic acid approved to treat genetic hyperammonemia. Am J Health Syst Pharm. 2010 May 1;67(9):690. doi: 10.2146/news100031. [PubMed:20410539 ]
  4. Haberle J: Role of carglumic acid in the treatment of acute hyperammonemia due to N-acetylglutamate synthase deficiency. Ther Clin Risk Manag. 2011;7:327-32. doi: 10.2147/TCRM.S12703. Epub 2011 Aug 2. [PubMed:21941437 ]
  5. European Medicines Agency [Link]

Enzymes

Enzyme Details
1. Carbamoyl-phosphate synthase [ammonia], mitochondrial
General function:
Involved in catalytic activity
Specific function:
Involved in the urea cycle of ureotelic animals where the enzyme plays an important role in removing excess ammonia from the cell.
Gene Name:
CPS1
Uniprot ID:
P31327
Molecular weight:
165649.075
References
  1. Authors unspecified: Carglumic acid: a second look. Confirmed progress in a rare urea cycle disorder. Prescrire Int. 2008 Apr;17(94):50-1. [PubMed:18516804 ]
  2. Hart EJ, Powers-Lee SG: Role of Cys-1327 and Cys-1337 in redox sensitivity and allosteric monitoring in human carbamoyl phosphate synthetase. J Biol Chem. 2009 Feb 27;284(9):5977-85. doi: 10.1074/jbc.M808702200. Epub 2008 Dec 23. [PubMed:19106093 ]
  3. Kasapkara CS, Ezgu FS, Okur I, Tumer L, Biberoglu G, Hasanoglu A: N-carbamylglutamate treatment for acute neonatal hyperammonemia in isovaleric acidemia. Eur J Pediatr. 2011 Jun;170(6):799-801. doi: 10.1007/s00431-010-1362-9. Epub 2011 Jan 5. [PubMed:21207059 ]