SML3689

S-Geranylgeranyl-L-glutathione

≥98% (HPLC)

• Synonym(s): (S)-2-Amino-5-((R)-1-(carboxymethylamino)-1-oxo-3-((2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenylthio)propan-2-ylamino)-5-oxopentanoic acid, GGG
• Empirical Formula (Hill Notation): C₃₀H₄₉N₃O₆S
• CAS Number: 2364639-42-7
• Molecular Weight: 579.79
• UNSPSC Code: 12352200
• NACRES: NA.21

Properties

• Quality Level: 100
• Assay: ≥98% (HPLC)
• form: powder
• color: white to beige
• solubility: DMSO: 2 mg/mL, clear (Warmed)
• storage temp.: 2-8°C
• SMILES string: OC([C@@H](N)CCC(N[C@H](C(NCC(O)=O)=O)CSC/C=C(C)/CC/C=C(C)/CC/C=C(C)/CCC=C(C)C)=O)=O

Description

Biochem/physiol Actions

The metabolite S-Geranylgeranyl-L-glutathione (GGG) is a potent and selective ligand for P2RY8, a Gα13-coupled receptor. GGG promotes internalization of P2RY8 and inhibits the migration of P2RY8-expressing cells (10 – 100 nM range in WEHI-231 cells). Extracellular GGG is shown to be actively transported by ABCC1 (ATP-binding cassette subfamily C member 1) and catabolized by GGT5 (gamma-glutamyltransferase-5) to S-geranylgeranyl-L-Cys-Gly plus glutathione.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable