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

• ChemBase ID: 133168
• Molecular Formular: C8H14N2O5S
• Molecular Mass: 250.27216
• Monoisotopic Mass: 250.06234256
• SMILES: C(CC(=O)N[C@@H](CS)C(=O)O)[C@@H](C(=O)O)N
• Canonical SMILES: SC[C@@H](C(=O)O)NC(=O)CC[C@@H](C(=O)O)N
• InChI: InChI=1S/C8H14N2O5S/c9-4(7(12)13)1-2-6(11)10-5(3-16)8(14)15/h4-5,16H,1-3,9H2,(H,10,11)(H,12,13)(H,14,15)/t4-,5-/m0/s1
• InChIKey: RITKHVBHSGLULN-WHFBIAKZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-{[(1R)-1-carboxy-2-sulfanylethyl]carbamoyl}butanoic acid
• IUPAC Traditional name: glu(-cys)
• Synonyms: γ-L-Glutamyl-L-cysteine; des-Gly-glutathione reduced form; γ-Glu-Cys

Database IDs

• CAS Number: 636-58-8
• MDL Number: MFCD00237863
• PubChem SID: 24895030; 162227445
• PubChem CID: 123938

CALCULATED PROPERTIES

• Acid pKa: 1.9098868
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -5.405266
• LogD (pH = 7.4): -6.9601502
• Log P: -3.772327
• Molar Refractivity: 56.3114 cm^3
• Polarizability: 22.505947 Å^3
• Polar Surface Area: 129.72 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ≥80% (HPLC)
• Compostion: Peptide content, ~70%

DETAILS

Sigma Aldrich - G0903

Amino Acid Sequence
Glu-Cys
Physical form
Lyophilized from 0.1% TFA.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. G0903.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.