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3-Ureidopropionic acid

CAT: 0013-GTR19158945-02Size: 1 gDry Ice: NoHazardous: No
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Description
Ureidopropionic acid is an intermediate in the metabolism of uracil. More specifically it is a breakdown product of dihydrouracil and is produced by the enzyme dihydropyrimidase. It is further decomposed to beta-alanine via the enzyme beta-ureidopropionase. Ureidopropionic acid is essentially a urea derivative of beta-alanine. High levels of Ureidopropionic acid are found in individuals with beta-ureidopropionase (UP) deficiency. Enzyme deficiencies in pyrimidine metabolism are associated with a risk for severe toxicity against the antineoplastic agent 5-fluorouracil.
CAS Number
462-88-4
Product Name Alternative
Ureidopropionic acid | Carbamoyl-b-alanine
Purity
>98% (HPLC)
Solubility
DMSO:10 mM
Smiles
NC (=O) NCCC (O) =O
Molecular Formula
C4H8N2O3
Molecular Weight
132.12
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.

Chemical Information

N-carbamoyl-beta-alanine

N-carbamoyl-beta-alanine is a beta-alanine derivative that is propionic acid bearing a ureido group at position 3. It has a role as a metabolite and a mouse metabolite. It is functionally related to a propionic acid. It is a conjugate acid of a N-carbamoyl-beta-alaninate.

CAS Number462-88-4
PubChem CID111
IUPAC Name3-(carbamoylamino)propanoic acid
Molecular FormulaC4H8N2O3
Molecular Weight132.12
XLogP-1.5
Topological Polar Surface Area92.4
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Heavy Atom Count9
Formal Charge0
Complexity123
SMILES
C(CNC(=O)N)C(=O)O
InChI
InChI=1S/C4H8N2O3/c5-4(9)6-2-1-3(7)8/h1-2H2,(H,7,8)(H3,5,6,9)
InChIKey
JSJWCHRYRHKBBW-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of N-carbamoyl-beta-alanine
CAS: 462-88-4
CID: 111
Formula: C4H8N2O3
MW: 132.12
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight132.12
XLogP3-1.5
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Exact Mass132.05349212
Monoisotopic Mass132.05349212
Topological Polar Surface Area92.4 Ų
Heavy Atom Count9
Formal Charge0
Complexity123
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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