(2S)-2-amino-4-methanesulfinylbutanoic acid

• ChemBase ID: 102602
• Molecular Formular: C5H11NO3S
• Molecular Mass: 165.21074
• Monoisotopic Mass: 165.04596422
• SMILES: CS(=O)CC[C@H](N)C(=O)O
• Canonical SMILES: CS(=O)CC[C@@H](C(=O)O)N
• InChI: InChI=1S/C5H11NO3S/c1-10(9)3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-,10?/m0/s1
• InChIKey: QEFRNWWLZKMPFJ-YGVKFDHGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-methanesulfinylbutanoic acid
• IUPAC Traditional name: L-methionine sulfoxide
• Synonyms: L-2-Amino-4-[methylsulfinyl]butanoic Acid; L-2-Amino-4-(methylsulfinyl)butanoic acid; L-METHIONINE SULFOXIDE; L-Methionine sulfoxide

Database IDs

• CAS Number: 3226-65-1
• EC Number: 221-758-0
• MDL Number: MFCD00063093
• Beilstein Number: 4129939
• PubChem SID: 24896617; 162089956
• PubChem CID: 158980

CALCULATED PROPERTIES

• Acid pKa: 1.7416966
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -4.5651937
• LogD (pH = 7.4): -4.572895
• Log P: -4.5652614
• Molar Refractivity: 39.3427 cm^3
• Polarizability: 15.68321 Å^3
• Polar Surface Area: 80.39 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Solid
• Melting Point: 234-235°C

Safety Information

• Storage Condition: -20°C Freezer; Room Temperature (15-30°C)
• Storage Warning: Temperature Sensitive, Hygroscopic
• German water hazard class: 3
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H319
• GHS Precautionary statements: P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: rat ... Ggt1(116568)

Product Information

• Purity: 98%

DETAILS

MP Biomedicals - 02102296

Purity: 98%
Crystalline

Toronto Research Chemicals - M260450

An intermediate in the synthesis of the acyclic amino carboxylic acid L-Methionine sulfoximine.

REFERENCES

• Lee, B., et al.: J. Biol. Chem., 283, 28361 (2008)
• Nordqvist, A., et al.: Bioorg. Med. Chem., 16, 5501 (2008)
• Balog, E., et al.: Biochem., 48, 3005 (2008)