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Safety Information

SML3689

Sigma-Aldrich

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

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About This Item

Empirical Formula (Hill Notation):
C30H49N3O6S
CAS Number:
2364639-42-7
Molecular Weight:
579.79
UNSPSC Code:
12352200
NACRES:
NA.21

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

InChI

1S/C30H49N3O6S/c1-21(2)9-6-10-22(3)11-7-12-23(4)13-8-14-24(5)17-18-40-20-26(29(37)32-19-28(35)36)33-27(34)16-15-25(31)30(38)39/h9,11,13,17,25-26H,6-8,10,12,14-16,18-20,31H2,1-5H3,(H,32,37)(H,33,34)(H,35,36)(H,38,39)/b22-11+,23-13+,24-17+/t25-,26-/m0/s1

InChI key

BAJIBEVLRWVBAZ-DPRMOSMCSA-N

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

动植物源性产品

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Certificates of Analysis (COA)

Lot/Batch Number
0000247268
0000238086
0000238086
0000247269
0000247268

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