(2S)-3-carbamoyl-2-acetamidopropanoic acid

• ChemBase ID: 149498
• Molecular Formular: C6H10N2O4
• Molecular Mass: 174.1546
• Monoisotopic Mass: 174.06405681
• SMILES: CC(=O)N[C@@H](CC(=O)N)C(=O)O
• Canonical SMILES: NC(=O)C[C@@H](C(=O)O)NC(=O)C
• InChI: InChI=1S/C6H10N2O4/c1-3(9)8-4(6(11)12)2-5(7)10/h4H,2H2,1H3,(H2,7,10)(H,8,9)(H,11,12)/t4-/m0/s1
• InChIKey: HXFOXFJUNFFYMO-BYPYZUCNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-carbamoyl-2-acetamidopropanoic acid
• IUPAC Traditional name: L-asparagine, N -acetyl-
• Synonyms: Nα-Acetyl-L-asparagine; (S)-2-AcetaMido-4-aMino-4-oxobutanoic acid; Nα-乙酰基-L-天冬酰胺

Database IDs

• CAS Number: 4033-40-3
• EC Number: 223-716-7
• MDL Number: MFCD00066023
• Beilstein Number: 1726196
• PubChem SID: 24867667; 24845103; 162243663
• PubChem CID: 99715

CALCULATED PROPERTIES

• Acid pKa: 3.6351595
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -4.0700493
• LogD (pH = 7.4): -5.539064
• Log P: -2.208619
• Molar Refractivity: 37.7987 cm^3
• Polarizability: 14.951302 Å^3
• Polar Surface Area: 109.49 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 168-170 °C; 168-170 °C(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: ~99%; ≥98.0% (T); 98%
• Ignition Residue: ≤0.05%
• Impurities: ≤0.5% water
• Linear Formula: H2NCOCH2CH(NHCOCH3)CO2H
• Empirical Formula (Hill Notation): C6H10N2O4

DETAILS

Sigma Aldrich - 441554

Packaging
1 g in glass bottle

Sigma Aldrich - 00915

Other Notes
Substrate for hydrolysis and hydroxylaminolysis reactions of asparaginase II of Saccharomyces cerevisiae1