rac-(2R)-2-acetamido-4-(methylsulfanyl)butanoic acid

• ChemBase ID: 1422
• Molecular Formular: C7H13NO3S
• Molecular Mass: 191.24802
• Monoisotopic Mass: 191.06161428
• SMILES: CC(=O)N[C@@H](CCSC)C(=O)O
• Canonical SMILES: CSCC[C@@H](C(=O)O)NC(=O)C
• InChI: InChI=1S/C7H13NO3S/c1-5(9)8-6(7(10)11)3-4-12-2/h6H,3-4H2,1-2H3,(H,8,9)(H,10,11)/t6-/m0/s1
• InChIKey: XUYPXLNMDZIRQH-LURJTMIESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: rac-(2R)-2-acetamido-4-(methylsulfanyl)butanoic acid; (2S)-2-acetamido-4-(methylsulfanyl)butanoic acid
• IUPAC Traditional name: rac-N-acetyl-d-methionine; N-acetyl-L-methionine; N-acetylmethionine
• Brand Name: Acetyl-DL-methionine; Acetyl-l-methionine; Acetylmethionin; Acetylmethionine; DL-acetylmethionine; DL-methionine, n-acetyl-; DL-n-acetylmethionine; L-(n-acetyl)methionine; L-methionine, n-acetyl-; Methionamine; Methionin; Methionine, N-acetyl-, L- (8CI); Methionine, n-acetyl-; Methionine, n-acetyl-, DL-; Methionine, n-acetyl-, l-; N-acetyl(methyl)homocysteine; N-acetyl-DL-methionine; N-acetyl-S-methylhomocysteine (ACD/Name 4.0); N-acetyl-d-methionine; N-acetyl-l-methionine; Thiomedon
• Synonyms: N-Acetyl-L-methionine; Ac-Met-OH; N-Acetyl-DL-methionine; N-Acetyl-L-methionine; N-Acetylmethionine; (S)-2-Acetylamino-4-methylsulfanyl-butyric acid; N-乙酰-L-甲硫氨酸; N-乙酰-L-蛋氨酸

Database IDs

• CAS Number: 65-82-7; 1115-47-5
• EC Number: 200-617-7
• MDL Number: MFCD00064441
• Beilstein Number: 1725552
• Merck Index: 1496
• PubChem SID: 24845156; 160964882; 46506781
• PubChem CID: 448580

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.0236316
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.5952438
• LogD (pH = 7.4): -3.2537951
• Log P: -0.10843633
• Molar Refractivity: 47.0298 cm^3
• Polarizability: 18.485888 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.15
• LOG S: -1.45
• Solubility (Water): 6.84e+00 g/l

PROPERTIES

Physical Property

• Solubility: 307 mg/mL at 25 oC [BEILSTEIN]; methanol: soluble100 mg/mL, clear, colorless
• Melting Point: 103-106 °C(lit.); 103-107°C
• Optical Rotation: [α]20/D -21.0±1.0°, c = 1% in H2O; -21 (c=1.3 in water)

Safety Information

• Storage Condition: 0°C
• Storage Warning: IRRITANT
• RTECS: PD0480000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: R:36/37/38
• Safety Statements: S:20-25-26-37/39
• TSCA Listed: false; 是
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.5% (T); ≥98.5% (TLC); 95+%; 97%; 99%
• Linear Formula: CH3SCH2CH2CH(NHCOCH3)CO2H

DETAILS

MP Biomedicals - 02154705

Crystalline

DrugBank - DB01646

Drug information: experimental