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Showing Compound Ureidopropionic acid (FDB021879)

Record Information
Version1.0
Creation date2011-09-21 00:04:25 UTC
Update date2020-09-17 15:38:09 UTC
Primary IDFDB021879
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameUreidopropionic acid
DescriptionUreidopropionic acid, also known as 3-ureidopropanoate or N-carbamoyl-b-alanine, belongs to the class of organic compounds known as ureas. Ureas are compounds containing two amine groups joined by a carbonyl (C=O) functional group. Ureidopropionic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). Ureidopropionic acid exists in all living organisms, ranging from bacteria to humans. Within humans, ureidopropionic acid participates in a number of enzymatic reactions. In particular, ureidopropionic acid can be converted into β-alanine through its interaction with the enzyme Beta-ureidopropionase. In addition, ureidopropionic acid can be biosynthesized from dihydrouracil through its interaction with the enzyme dihydropyrimidinase. In humans, ureidopropionic acid is involved in beta-alanine metabolism. A beta-alanine derivative that is propionic acid bearing a ureido group at position 3. Outside of the human body, Ureidopropionic acid has been detected, but not quantified in, several different foods, such as gram beans, broccoli, climbing beans, oriental wheats, and mandarin orange (clementine, tangerine). This could make ureidopropionic acid a potential biomarker for the consumption of these foods. Ureidopropionic acid is a potentially toxic compound.
CAS Number462-88-4
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
3-[(Aminocarbonyl)amino]propanoic acidChEBI
3-UreidopropanoateChEBI
3-Ureidopropanoic acidChEBI
3-UreidopropionateChEBI
3-Ureidopropionic acidChEBI
beta-Ureidopropionic acidChEBI
N-(AMINOCARBONYL)-BETA-alanineChEBI
Ureidopropanoic acidChEBI
N-Carbamoyl-beta-alanineKegg
3-[(Aminocarbonyl)amino]propanoateGenerator
b-UreidopropionateGenerator
b-Ureidopropionic acidGenerator
beta-UreidopropionateGenerator
Β-ureidopropionateGenerator
Β-ureidopropionic acidGenerator
N-(AMINOCARBONYL)-b-alanineGenerator
N-(AMINOCARBONYL)-β-alanineGenerator
UreidopropanoateGenerator
N-Carbamoyl-b-alanineGenerator
N-Carbamoyl-β-alanineGenerator
UreidopropionateGenerator
3-(carbamoylamino)PropanoateHMDB
3-(carbamoylamino)Propanoic acidHMDB
3-ureido-PropionateHMDB
Carbamoyl-b-ala-OHHMDB
Carbamoyl-beta-ala-OHHMDB
N-(Aminocarbonyl)-'b-alanineHMDB
N-Carbamyl-b-alanineHMDB
N-Carbamyl-beta-alanineHMDB
Ion(-1) OF N-carbamoyl-beta-alanineMeSH, HMDB
Carbamoyl-beta-alanineHMDB
Carbamoyl-β-alanineHMDB
Carbamyl beta-alanineHMDB
Carbamyl β-alanineHMDB
beta-Ureidopropanoic acidHMDB
β-Ureidopropanoic acidHMDB
3-(carbamoylamino)propanoatehmdb
3-(carbamoylamino)propanoic acidhmdb
3-Ureido-propionatehmdb
3-ureidopropanoatehmdb
3-ureidopropanoic acidhmdb
Carbamoyl-b-Ala-OHhmdb
Carbamoyl-beta-Ala-OHhmdb
N-(aminocarbonyl)-'b-Alaninehmdb
N-(aminocarbonyl)-b-alaninehmdb
N-(aminocarbonyl)-beta-Alaninehmdb
N-carbamoyl-b-alaninehmdb
Ureidopropionic acidhmdb
β-ureidopropionateGenerator
β-ureidopropionic acidGenerator
Predicted Properties
PropertyValueSource
Water Solubility52.7 g/LALOGPS
logP-0.98ALOGPS
logP-1.4ChemAxon
logS-0.4ALOGPS
pKa (Strongest Acidic)4.23ChemAxon
pKa (Strongest Basic)-2ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area92.42 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity28.82 m³·mol⁻¹ChemAxon
Polarizability12.07 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC4H8N2O3
IUPAC name3-(carbamoylamino)propanoic acid
InChI IdentifierInChI=1S/C4H8N2O3/c5-4(9)6-2-1-3(7)8/h1-2H2,(H,7,8)(H3,5,6,9)
InChI KeyJSJWCHRYRHKBBW-UHFFFAOYSA-N
Isomeric SMILESNC(=O)NCCC(O)=O
Average Molecular Weight132.1179
Monoisotopic Molecular Weight132.053492132
Classification
Description Belongs to the class of organic compounds known as ureas. Ureas are compounds containing two amine groups joined by a carbonyl (C=O) functional group.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassOrganic carbonic acids and derivatives
Sub ClassUreas
Direct ParentUreas
Alternative Parents
Substituents
  • Urea
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
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-MSUreidopropionic acid, non-derivatized, GC-MS Spectrumsplash10-002f-3910000000-bbd51b3bb30ff8d230d3Spectrum
GC-MSUreidopropionic acid, 1 TMS, GC-MS Spectrumsplash10-00n0-5900000000-00dc280a63401c96ec2aSpectrum
GC-MSUreidopropionic acid, 3 TMS, GC-MS Spectrumsplash10-0udi-2930000000-fcdce5cf4a20023c403aSpectrum
GC-MSUreidopropionic acid, 2 TMS, GC-MS Spectrumsplash10-0hr0-2900000000-8a898fc59206b3f30a13Spectrum
GC-MSUreidopropionic acid, non-derivatized, GC-MS Spectrumsplash10-002f-3910000000-bbd51b3bb30ff8d230d3Spectrum
GC-MSUreidopropionic acid, non-derivatized, GC-MS Spectrumsplash10-00n0-5900000000-00dc280a63401c96ec2aSpectrum
GC-MSUreidopropionic acid, non-derivatized, GC-MS Spectrumsplash10-0udi-2930000000-fcdce5cf4a20023c403aSpectrum
GC-MSUreidopropionic acid, non-derivatized, GC-MS Spectrumsplash10-0hr0-2900000000-8a898fc59206b3f30a13Spectrum
GC-MSUreidopropionic acid, non-derivatized, GC-MS Spectrumsplash10-0udj-1910000000-83ab1eb4328f8caae993Spectrum
GC-MSUreidopropionic acid, non-derivatized, GC-MS Spectrumsplash10-0v01-0900000000-aeacd84d8e0e91418232Spectrum
Predicted GC-MSUreidopropionic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-006x-9000000000-f7cdf5fc49adf0b5e726Spectrum
Predicted GC-MSUreidopropionic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00dr-9300000000-7b12845cd5bc4d02874cSpectrum
Predicted GC-MSUreidopropionic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSUreidopropionic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSUreidopropionic acid, TMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSUreidopropionic acid, TMS_1_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSUreidopropionic acid, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSUreidopropionic acid, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSUreidopropionic acid, TBDMS_1_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-00r6-9500000000-7ea8c95e3dc6296a07e9Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-00di-9100000000-7b61b087fbf6c821bdd0Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0596-9200000000-79dfb7a1a6838745e178Spectrum
MS/MSLC-MS/MS Spectrum - , positivesplash10-014l-8900000000-9bfe2297b9071d10d7e5Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 0V, negativesplash10-001i-2900000000-e1e9196162c1cd0606e6Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 0V, negativesplash10-001r-5900000000-0e75c38978d4fd27ad1bSpectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 0V, negativesplash10-001r-8900000000-d71c6b65e5ea4a2b98a2Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 0V, negativesplash10-0019-9600000000-995ba80b11e5e2fdbed6Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 1V, negativesplash10-000i-9300000000-efa2833fbedc0d3bd746Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 1V, negativesplash10-000i-9200000000-92bf1d8bc142b2e065f4Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 1V, negativesplash10-000i-9100000000-e52a09e58825a4f43bbbSpectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 1V, negativesplash10-000i-9000000000-0a7fa362cd3cbcf81534Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 2V, negativesplash10-000i-9000000000-88ef7f8836542c76d47bSpectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 2V, negativesplash10-000i-9000000000-223a7c6bd0e90d91dacfSpectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 3V, negativesplash10-000i-9000000000-eefd307fa9aedb8dbaaaSpectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 4V, negativesplash10-000i-9000000000-ae89b554e34311f8358bSpectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 5V, negativesplash10-000i-9000000000-1cfc112d7baf56aa65abSpectrum
MS/MSLC-MS/MS Spectrum - n/a 9V, negativesplash10-000i-9100000000-97d06beb4575ef6147d7Spectrum
MS/MSLC-MS/MS Spectrum - n/a 9V, negativesplash10-0a4i-9000000000-08bac9ac1941233e516cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01b9-7900000000-684d9877d084bfc7c955Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00dl-9100000000-0b6f9ea311703e9ecf13Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00b9-9000000000-1cb23a8265b882313309Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001c-9300000000-2cec50bd5b226a288c82Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000f-9100000000-63ecd2f9ef02c677503dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-396bc860a5f8f06ff7c5Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
2D NMR[1H,13C] 2D NMR SpectrumSpectrum
ChemSpider ID109
ChEMBL IDCHEMBL20962
KEGG Compound IDC02642
Pubchem Compound ID111
Pubchem Substance IDNot Available
ChEBI ID18261
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB00026
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID40270
KNApSAcK IDNot Available
HET IDURP
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
Enzymes
NameGene NameUniProt ID
Dihydropyrimidinase-related protein 3DPYSL3Q14195
Dihydropyrimidinase-related protein 2DPYSL2Q16555
Pathways
NameSMPDB LinkKEGG Link
Beta-Alanine MetabolismSMP00007 map00410
Pyrimidine MetabolismSMP00046 map00240
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference