SML1192

SB290157 trifluoroacetate salt

≥97% (HPLC)

• Synonym(s): N2-[2-(2,2-Diphenylethoxy)acetyl]-L-arginine trifluoroacetate salt, SB 290157 trifluoroacetate salt
• Empirical Formula (Hill Notation): C₂₂H₂₈N₄O₄ · CF₃CO₂H
• CAS Number: 1140525-25-2
• Molecular Weight: 526.51
• UNSPSC Code: 12352200
• PubChem Substance ID: 329825711
• NACRES: NA.77

Properties

• Quality Level: 100
• assay: ≥97% (HPLC)
• form: powder
• optical activity: [α]/D +1.5 to +5°, c = 1.0 in DMSO
• storage condition: desiccated
• color: white to beige
• solubility: DMSO: 10 mg/mL, clear
• storage temp.: −20°C
• SMILES string: NC(NCCC[C@@H](C(O)=O)NC(COCC(C1=CC=CC=C1)C2=CC=CC=C2)=O)=N.FC(F)(C(O)=O)F
• InChI: 1S/C22H28N4O4.C2HF3O2/c23-22(24)25-13-7-12-19(21(28)29)26-20(27)15-30-14-18(16-8-3-1-4-9-16)17-10-5-2-6-11-17;3-2(4,5)1(6)7/h1-6,8-11,18-19H,7,12-15H2,(H,26,27)(H,28,29)(H4,23,24,25);(H,6,7)/t19-;/m0./s1
• InChI key: ZJRMPPVJAQWGEG-FYZYNONXSA-N

Description

Biochem/physiol Actions

SB290157 is a selective antagonist of complement anaphylatoxin C3a receptor, a 74 amino acid proinflammatory peptide that is a potent chemotaxin for eosinophils, macrophages and mast cells, and has recently been found to be involved in nonimmunological roles in osteoblast differentiation, angiogenesis, and lipid metabolism. SB290157 is selective for C3aR over C5aR or other chemotactic GPCRs with an IC50 of 200 nM. It effectively blocks C3aR in humans, rat, guinea pig, and mouse.SB290157 was found to inhibit diet-induced obesity, metabolic dysfunction, and adipocyte signaling, in addition to inhibiting macrophage signaling.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable