3-Ureidopropionate (BioCAD00000003820)
Metabolite Card
Chinese Name: 3-酰脲丙酸
Formula: C4H8N2O3 (132.0535)
SMILES:
NC(=O)NCCC(O)=OSynonyms [en]
3-ureidopropionate; 3-Ureidopropionic acid; ureidopropionic acid; 3-Ureidopropanoate; beta-ureidopropionic acid; N-carbamoyl-beta-alanine
Last reviewed on 2026-04-16.
Cite this Page
3-Ureidopropionate. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China.
https://biocad_registry.innovation.ac.cn/s/3-Ureidopropionate
(retrieved
2026-08-20) (CAD Registry RN: BioCAD00000003820). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
Ureidopropionic acid, also known as 3-ureidopropanoate or N-carbamoyl-beta-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 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 into 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 (PMID: 11675655). Enzyme deficiencies in pyrimidine metabolism are associated with a risk for severe toxicity against the antineoplastic agent 5-fluorouracil. Ureidopropionic acid has been detected, but not quantified in, several different foods, such as gram beans, broccoli, climbing beans, oriental wheat, and mandarin orange (clementine, tangerine). This could make ureidopropionic acid a potential biomarker for the consumption of these foods.
DBLinks
- CAS Registry Number: 462-88-4
- PubChem CID: 111
- ChEBI: 18261
- HMDB: HMDB0000026
- LipidMaps:
- KEGG: C02642
- BioCyc: 3-UREIDO-PROPIONATE
- NCBI MeSH: N-carbamoyl-beta-alanine
- Wikipedia: 3-Ureidopropionic_acid
Other DBLinks
- CAS Registry Number: 15001-71-5
- CAS Registry Number: 462-88-4
- PubChem: 111
- ChEBI: ChEBI:18261
- HMDB: HMDB0000026
- KEGG: C02642
- BioCyc: 3-UREIDO-PROPIONATE
- NCBI MeSH: N-carbamoyl-beta-alanine
- Wikipedia: 3-Ureidopropionic_acid
- RefMet: RM0135867
- MoNA: BAF_UVA_POS000378
- MoNA: BAF_UVA_POS000379
- MoNA: BAF_UVA_POS000380
- MoNA: BAF_UVA_POS000393
- MoNA: CCMSLIB00000578026
- MoNA: CCMSLIB00005463995
- MoNA: CCMSLIB00005464003
- MoNA: CCMSLIB00005720760
- MoNA: EMBL-MCF_spec59992
- MoNA: FiehnHILIC000091
- MoNA: FiehnHILIC001674
- MoNA: FiehnLib000732
- MoNA: FiehnLib000733
- MoNA: HMDB0000026_c_ms_1106
- MoNA: HMDB0000026_c_ms_1271
- MoNA: HMDB0000026_c_ms_1302
- MoNA: HMDB0000026_c_ms_1334
- MoNA: HMDB0000026_ms_ms_45
- MoNA: HMDB0000026_ms_ms_46
- MoNA: HMDB0000026_ms_ms_47
- MoNA: MoNA024002
- MoNA: MoNA024011
- MoNA: MoNA034204
- MoNA: MoNA034206
- MoNA: MoNA034207
- MoNA: MoNA037929
- MoNA: PS030601
- MoNA: PS030603
- MoNA: PS030605
- Metlin: METLIN_294
- Coconut NaturalProduct: CNP0350035.0
- Coconut NaturalProduct: CNP0379158.0
- PMHub: MS000000197
- metaboanalyst: 304b0b817dae0eee5c86b3fc8b19c076
- metaboanalyst: 5625873d2f65e7490c61c619b15bb78f
- metaboanalyst: 66ac8e8d74c8b878d2a1f4ab8270ecac
- metaboanalyst: 6c3c8c9c2d32f04282a9689e95a5e7ec
- metaboanalyst: 7b04f062fc92d3a94b5573b6c5c6186c
- metaboanalyst: d8731cd93a8f7028af218e32f23acb97
Class / Ontology
- WishartLab ClassyFire: [Ureas] Ureas
- RefMet: [Ureas] Ureas
- ChEBI: [CHEBI:18261] N-carbamoyl-beta-alanine
- Coconut NaturalProduct: [Aminoacids] Aminoacids
- Coconut NaturalProduct: [Branched fatty acids] Branched fatty acids
| ID | EC Number | Name |
|---|---|---|
| KEGG:R00905 | 3.5.1.6 | 3-ureidopropanoate amidohydrolase |
| KEGG:R02269 | 3.5.2.2 | 5,6-dihydrouracil amidohydrolase |
| BioCyc:DIHYDROPYRIMIDINASE-RXN | 3.5.2.2 | WATER + DI-H-URACIL<=>PROTON + 3-UREIDO-PROPIONATE |
| BioCyc:BETA-UREIDOPROPIONASE-RXN | 3.5.1.6 | 3-UREIDO-PROPIONATE + WATER + 2 PROTON --> B-ALANINE + AMMONIUM + CARBON-DIOXIDE |
Taxonomy Source
- Citrullus lanatus [ncbi taxid: 3654]
- Homo sapiens [ncbi taxid: 9606]
- Mus musculus [ncbi taxid: 10090]