2-(2-amino-3-sulfanylpropanamido)acetic acid

• ChemBase ID: 155321
• Molecular Formular: C5H10N2O3S
• Molecular Mass: 178.2095
• Monoisotopic Mass: 178.04121319
• SMILES: C(C(C(=O)NCC(=O)O)N)S
• Canonical SMILES: NC(C(=O)NCC(=O)O)CS
• InChI: InChI=1S/C5H10N2O3S/c6-3(2-11)5(10)7-1-4(8)9/h3,11H,1-2,6H2,(H,7,10)(H,8,9)
• InChIKey: ZUKPVRWZDMRIEO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-amino-3-sulfanylpropanamido)acetic acid
• IUPAC Traditional name: (2-amino-3-sulfanylpropanamido)acetic acid
• Synonyms: Cys-Gly

Database IDs

• CAS Number: 19246-18-5
• MDL Number: MFCD00055567
• PubChem SID: 24892240; 162249459
• PubChem CID: 65270

CALCULATED PROPERTIES

• Acid pKa: 3.6045337
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -3.9009864
• LogD (pH = 7.4): -3.9738615
• Log P: -3.900224
• Molar Refractivity: 41.0271 cm^3
• Polarizability: 16.371334 Å^3
• Polar Surface Area: 92.42 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H319
• GHS Precautionary statements: P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ≥85% (TLC)
• Empirical Formula (Hill Notation): C5H10N2O3S

DETAILS

Sigma Aldrich - C0166

Other Notes
Glutathione fragment
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. C0166.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.
Biochem/physiol Actions
L-Cysteine-L-Glycine (Cys-Gly) is used in studies on the homeostasis of glutathione. Cys-Gly is an important molecule for study in the areas of thiol homeostasis, oxidative stress and metals management.