(2S)-2-amino-4-{[(1R)-1-[(2-ethoxy-2-oxoethyl)carbamoyl]-2-sulfanylethyl]carbamoyl}butanoic acid

• ChemBase ID: 133062
• Molecular Formular: C12H21N3O6S
• Molecular Mass: 335.37664
• Monoisotopic Mass: 335.11510641
• SMILES: CCOC(=O)CNC(=O)[C@H](CS)NC(=O)CC[C@@H](C(=O)O)N
• Canonical SMILES: CCOC(=O)CNC(=O)[C@@H](NC(=O)CC[C@@H](C(=O)O)N)CS
• InChI: InChI=1S/C12H21N3O6S/c1-2-21-10(17)5-14-11(18)8(6-22)15-9(16)4-3-7(13)12(19)20/h7-8,22H,2-6,13H2,1H3,(H,14,18)(H,15,16)(H,19,20)/t7-,8-/m0/s1
• InChIKey: JKRODHBGNBKZLE-YUMQZZPRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-{[(1R)-1-[(2-ethoxy-2-oxoethyl)carbamoyl]-2-sulfanylethyl]carbamoyl}butanoic acid
• IUPAC Traditional name: (2S)-2-amino-4-{[(1R)-1-[(2-ethoxy-2-oxoethyl)carbamoyl]-2-sulfanylethyl]carbamoyl}butanoic acid
• Synonyms: γ-Glu-Cys-Gly-OEt; GSH-MEE; Glutathione reduced ethyl ester

Database IDs

• CAS Number: 92614-59-0
• MDL Number: MFCD00156117
• PubChem SID: 162227339
• PubChem CID: 147253

CALCULATED PROPERTIES

• Lipinski's Rule of Five: true
• Acid pKa: 1.9436452
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -4.284855
• LogD (pH = 7.4): -4.2907944
• Log P: -4.2849536
• Molar Refractivity: 78.6326 cm^3
• Polarizability: 31.326073 Å^3
• Polar Surface Area: 147.82 Å^2
• Rotatable Bonds: 11

PROPERTIES

Safety Information

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

Product Information

• Purity: ≥90% (TLC)

DETAILS

Sigma Aldrich - G1404

Amino Acid Sequence
Glu-Cys-Gly-OEt