(2S)-2-acetamidobutanedioic acid

• ChemBase ID: 128496
• Molecular Formular: C6H9NO5
• Molecular Mass: 175.13936
• Monoisotopic Mass: 175.04807239
• SMILES: CC(=O)N[C@@H](CC(=O)O)C(=O)O
• Canonical SMILES: OC(=O)C[C@@H](C(=O)O)NC(=O)C
• InChI: InChI=1S/C6H9NO5/c1-3(8)7-4(6(11)12)2-5(9)10/h4H,2H2,1H3,(H,7,8)(H,9,10)(H,11,12)/t4-/m0/s1
• InChIKey: OTCCIMWXFLJLIA-BYPYZUCNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-acetamidobutanedioic acid
• IUPAC Traditional name: acetyl-L-aspartic acid; acetylaspartate
• Synonyms: N-Acetyl-L-aspartic acid; N-Acetylaspartic acid; N-乙酰基-L-天冬氨酸

Database IDs

• CAS Number: 2545-40-6; 997-55-7
• EC Number: 219-827-5
• MDL Number: MFCD00020500
• Beilstein Number: 1726198; 1726198 S
• PubChem SID: 162222803; 24845104
• PubChem CID: 65065; 97508
• CHEBI ID: 21547
• CHEMBL: 1162493
• Chemspider ID: 88007
• KEGG ID: C01042
• MeSH Name: N-acetylaspartate
• Wikipedia Title: N-Acetylaspartic_acid

CALCULATED PROPERTIES

• H Donor: 3
• LogD (pH = 5.5): -3.8667765
• LogD (pH = 7.4): -6.860302
• Log P: -1.4016767
• Molar Refractivity: 35.9765 cm^3
• Polarizability: 14.338505 Å^3
• Polar Surface Area: 103.7 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true
• Acid pKa: 3.4130406
• H Acceptors: 5

PROPERTIES

Physical Property

• Apperance: Colourless, transparent crystals
• Melting Point: 137 - 140°C; 137-140 °C(lit.); 141-144 °C
• Boiling Point: 141 - 144°C
• Partition Coefficient: -2.209
• Optical Rotation: [α]20/D +12±1°, c = 2% in 6 M HCl
• pKa: 3.142
• pKb: 10.855

Safety Information

• RTECS: CI9098600
• German water hazard class: 3
• Safety Statements: s22, s24/25
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (T)
• Linear Formula: HO2CCH2CH(NHCOCH3)CO2H

DETAILS

Sigma Aldrich - 00920

Other Notes
Review;1 acetyl donor in acetylcholine formation in brain.2
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 00920.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.