Record Information
Version1.0
Creation Date2020-05-05 15:49:12 UTC
Update Date2020-05-05 18:38:57 UTC
BMDB IDBMDB0109653
Secondary Accession NumbersNone
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
Thumb
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 NumberNot Available
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
StatusDetected but not Quantified
OriginNot Available
BiofunctionNot Available
ApplicationNot Available
Cellular locationsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
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 FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Liver
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
LiverDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal
details
Abnormal Concentrations
Not Available
HMDB IDHMDB0015673
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
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available