2-(carbamoylamino)butanedioic acid

• ChemBase ID: 126397
• Molecular Formular: C5H8N2O5
• Molecular Mass: 176.12742
• Monoisotopic Mass: 176.04332137
• SMILES: NC(=O)NC(CC(=O)O)C(=O)O
• Canonical SMILES: OC(=O)CC(C(=O)O)NC(=O)N
• InChI: InChI=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)
• InChIKey: HLKXYZVTANABHZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(carbamoylamino)butanedioic acid
• IUPAC Traditional name: ureidosuccinic acid
• Synonyms: N-Carbamoyl-DL-aspartic acid; Ureidosuccinic acid; Carbamoyl-DL-Asp-OH; Ureidosuccinic acid; N-Carbamoyl-DL-aspartic acid; Carbamoyl aspartic acid; 2-[(aminocarbonyl)amino]succinic acid; N-氨基甲酰-DL-天冬氨酸; DL-脲基琥珀酸; 氨基甲酰基-DL-天冬氨酸

Database IDs

• CAS Number: 923-37-5
• EC Number: 213-096-6
• MDL Number: MFCD00042822
• Beilstein Number: 1726861, 1726860 S; 1726861
• PubChem SID: 24889977; 162220731
• PubChem CID: 279
• CHEBI ID: 15859
• CHEMBL: 1161506
• Chemspider ID: 273
• DrugBank ID: DB04252
• KEGG ID: C00438
• MeSH Name: ureidosuccinic+acid
• Wikipedia Title: Carbamoyl_aspartic_acid

CALCULATED PROPERTIES

• Acid pKa: 3.3332255
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -4.3267245
• LogD (pH = 7.4): -7.2907686
• Log P: -1.7352221
• Molar Refractivity: 34.6532 cm^3
• Polarizability: 13.7323475 Å^3
• Polar Surface Area: 129.72 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: ~175 °C (dec.); ca 175°C dec.
• Partition Coefficient: -0.663
• Hydrophobicity(logP): -1.543
• pKa: 3.649
• pKb: 10.348

Safety Information

• German water hazard class: 3
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0%; 95%; 98%
• Ignition Residue: ≤0.1%
• Linear Formula: HOOCCH2CH(NHCONH2)COOH