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Showing Compound N-carbamoyl-L-aspartate (FDB031033)

Record Information
Version1.0
Creation date2015-05-07 20:50:44 UTC
Update date2019-11-26 03:22:04 UTC
Primary IDFDB031033
Secondary Accession Numbers
  • FDB022269
Chemical Information
FooDB NameN-carbamoyl-L-aspartate
DescriptionN-carbamoyl-l-aspartate, also known as N-carbamoylaspartic acid or L-ureidosuccinic acid, belongs to aspartic acid and derivatives class of compounds. Those 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. N-carbamoyl-l-aspartate is soluble (in water) and a weakly acidic compound (based on its pKa). N-carbamoyl-l-aspartate can be found in a number of food items such as mustard spinach, black huckleberry, towel gourd, and chinese cabbage, which makes N-carbamoyl-l-aspartate a potential biomarker for the consumption of these food products. N-carbamoyl-l-aspartate can be found primarily in prostate Tissue and saliva, as well as in human prostate tissue. In humans, N-carbamoyl-l-aspartate is involved in a couple of metabolic pathways, which include aspartate metabolism and pyrimidine metabolism. N-carbamoyl-l-aspartate is also involved in several metabolic disorders, some of which include beta ureidopropionase deficiency, dihydropyrimidinase deficiency, canavan disease, and UMP synthase deficiency (orotic aciduria). Moreover, N-carbamoyl-l-aspartate is found to be associated with prostate cancer.
CAS Number13184-27-5
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
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
Predicted 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
Chemical FormulaC5H8N2O5
IUPAC name(2S)-2-(carbamoylamino)butanedioic acid
InChI IdentifierInChI=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
Isomeric SMILESNC(=O)N[C@@H](CC(O)=O)C(O)=O
Average Molecular Weight176.1274
Monoisotopic Molecular Weight176.043321376
Classification
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
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSUreidosuccinic acid, 4 TMS, GC-MS Spectrumsplash10-0f89-3940000000-f6b458a8d8c1bb66550aSpectrum
GC-MSUreidosuccinic acid, 3 TMS, GC-MS Spectrumsplash10-03di-1910000000-8a8dd39c35aa7c99f81aSpectrum
GC-MSUreidosuccinic acid, non-derivatized, GC-MS Spectrumsplash10-03di-0920000000-cdbae9a5c80fb0023f8eSpectrum
GC-MSUreidosuccinic acid, non-derivatized, GC-MS Spectrumsplash10-0f89-3940000000-f6b458a8d8c1bb66550aSpectrum
GC-MSUreidosuccinic acid, non-derivatized, GC-MS Spectrumsplash10-03di-1910000000-8a8dd39c35aa7c99f81aSpectrum
Predicted GC-MSUreidosuccinic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0016-9600000000-c3f9041273a7b07c96adSpectrum
Predicted GC-MSUreidosuccinic acid, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00di-9661000000-59d277eae56bc52aa7faSpectrum
Predicted GC-MSUreidosuccinic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSUreidosuccinic acid, TMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSUreidosuccinic acid, TMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSUreidosuccinic acid, TMS_1_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSUreidosuccinic acid, TMS_1_4, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSUreidosuccinic acid, TMS_2_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSUreidosuccinic acid, TMS_2_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSUreidosuccinic acid, TMS_2_4, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSUreidosuccinic acid, TMS_2_5, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSUreidosuccinic acid, TMS_2_6, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSUreidosuccinic acid, TMS_2_7, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSUreidosuccinic acid, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSUreidosuccinic acid, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSUreidosuccinic acid, TBDMS_1_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSUreidosuccinic acid, TBDMS_1_4, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSUreidosuccinic acid, TBDMS_2_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSUreidosuccinic acid, TBDMS_2_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSUreidosuccinic acid, TBDMS_2_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-001i-2900000000-8579bc85efea27463b1a2012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-00di-9000000000-bfd715a5dec069d32aea2012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-00di-9000000000-17769f0943f627a57c642012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negativesplash10-0059-0900000000-d1e136c596eda61fdad62012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negativesplash10-001i-1900000000-d9c4b6edb79ec7db500c2012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negativesplash10-000i-9500000000-8a0f02bbd32fdd0af0672012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negativesplash10-000i-9100000000-c1e7be64cc9ef25c12912012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negativesplash10-0006-9000000000-d90115a5ff29ff7761352012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0059-0900000000-d1e136c596eda61fdad62017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-001i-1900000000-d9c4b6edb79ec7db500c2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-000i-9500000000-ec02387ba0107a9f05cb2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-000i-9100000000-c1e7be64cc9ef25c12912017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0006-9000000000-d90115a5ff29ff7761352017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-001r-3900000000-6d42697f12c0ea7cb5ca2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-000i-9600000000-29b7d3e00a4f3a8708612021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-004r-9300000000-e33705943fe244cfa0232021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-000i-9400000000-89114ed1862c7416a0162021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-057i-1900000000-e642a1d611b0cd263a5b2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0310-8900000000-0ed6a7e85a30fafb07b22016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000l-9100000000-48fee59912455e39938a2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001l-6900000000-9bae4efc52500be1a0472016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001c-9400000000-0fc35cb79f71cc7fbdf12016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-27e270ecc918b43d4a412016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-02a9-7900000000-58b14b371a249024f2f72021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-9300000000-1c5b264ddc49bbfb87f12021-09-24View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Spectrum
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference