(2S)-4-carbamoyl-2-acetamidobutanoic acid

• ChemBase ID: 3785
• Molecular Formular: C7H12N2O4
• Molecular Mass: 188.18118
• Monoisotopic Mass: 188.07970687
• SMILES: CC(=O)N[C@@H](CCC(=O)N)C(=O)O
• Canonical SMILES: NC(=O)CC[C@@H](C(=O)O)NC(=O)C
• InChI: InChI=1S/C7H12N2O4/c1-4(10)9-5(7(12)13)2-3-6(8)11/h5H,2-3H2,1H3,(H2,8,11)(H,9,10)(H,12,13)/t5-/m0/s1
• InChIKey: KSMRODHGGIIXDV-YFKPBYRVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-4-carbamoyl-2-acetamidobutanoic acid
• IUPAC Traditional name: N-acetyl-L-glutamine
• Synonyms: Ac-Gln-OH; N-alpha-Acetyl-L-glutamine; Aceglutamide; Acutil-S; Nα-Acetyl-L-glutamine; N-Acetyl-L-Glutamine; (S)-2-Acetamido-5-amino-5-oxopentanoic acid; N-α-乙酰-L-谷氨酸

Database IDs

• CAS Number: 2490-97-3; 35305-74-9
• EC Number: 219-647-7
• MDL Number: MFCD00038159
• Beilstein Number: 1727471
• Merck Index: 1425
• PubChem SID: 24891229; 46508739; 24845146; 160967222
• PubChem CID: 182230

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.7563348
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -3.6643384
• LogD (pH = 7.4): -5.2018514
• Log P: -1.919958
• Molar Refractivity: 42.5537 cm^3
• Polarizability: 16.754286 Å^3
• Polar Surface Area: 109.49 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.17
• LOG S: -0.93
• Solubility (Water): 2.19e+01 g/l

PROPERTIES

Physical Property

• Melting Point: 197°C; 206-208 °C; ca 206°C dec.
• Optical Rotation: [α]20/D -12.4±0.5°, c = 2.5% in H2O; -12 (c=3 in water)

Safety Information

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

Product Information

• Purity: ≥99.0% (T); 95+%; 97%; 99%
• Grade: puriss.
• Ignition Residue: ≤0.05%
• Empirical Formula (Hill Notation): C7H12N2O4

DETAILS

MP Biomedicals - 02100099

Crystalline

DrugBank - DB04167

Drug information: experimental

Sigma Aldrich - A9125

Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. A9125.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.