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Merck

559410

SB 290157

≥95% (HPLC), C3a receptor antagonist, lyophilized

Synonym(s):

SB 290157, N²-[(2,2-Diphenylethoxy)acetyl]-L-arginine, TFA

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About This Item

Empirical Formula (Hill Notation):
C22H28N4O4 · xC2HF3O2
CAS Number:
Molecular Weight:
412.48 (free base basis)
MDL number:
UNSPSC Code:
12352202
NACRES:
NA.25
Assay:
≥95% (HPLC)
Form:
lyophilized
Storage condition:
OK to freeze, desiccated (hygroscopic), protect from light
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Product Name

SB 290157, A non-peptide that acts as a selective, high affinity, competitive antagonist of the anaphylatoxin C3a receptor (IC50 = 200 nM).

Quality Segment

assay

≥95% (HPLC)

form

lyophilized

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, desiccated (hygroscopic), protect from light

solubility

DMSO: 5 mg/mL

shipped in

ambient

storage temp.

−20°C

SMILES string

FC(F)(F)C(=O)O.N([C@@H](CCCN\C(=N/[H])\N)C(=O)O)C(=O)COCC(c2ccccc2)c1ccccc1

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

General description

A non-peptide that acts as a selective, high affinity, competitive antagonist of the anaphylatoxin C3a receptor (IC50 = 200 nM). Does not antagonize C5aR or other chemotactic G-protein-coupled receptors. Blocks C3a-induced internalization of C3aR in human neutrophils and C3a-induced Ca2+ mobilization in basophilic leukemia RBL-2H3 cells expressing murine, guinea pig, or human C3aR (IC50 = 7, 12.5, and 27.7 nM, respectively). Also blocks C3a-mediated ATP release from Guinea pig platelets (IC50 = 30 nM). Exhibits anti-inflammatory properties. Supplied as a trifluoroacetate salt.
A non-peptide with anti-inflammatory properties that acts as a selective, high affinity, competitive antagonist of the anaphylatoxin C3a receptor (C3aR; IC50 = 200 nM). Does not antagonize C5aR or other chemotactic G-protein coupled receptors. Blocks C3a-induced internalization of C3aR in human neutrophils and C3a-induced Ca2+ mobilization in basophilic leukemia RBL-2H3 cells expressing murine, guinea pig, or human C3aR (IC50 = 7, 12.5, and 27.7 nM, respectively). Also blocks C3a-mediated ATP release from guinea pig platelets (IC50 = 30 nM).

Biochem/physiol Actions

Cell permeable: no
Primary Target
C3a receptor
Product does not compete with ATP.
Reversible: no
Target IC50: 200 nM against the anaphylatoxin C3a receptor; 7, 12.5, and 27.7 nM, in blocking C3a-induced internalization of C3aR in human neutrophils and C3a-induced Ca2+ mobilization in basophilic leukemia RBL-2H3 cells expressing murine, guinea pig, or human C3aR

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C. Do not reuse solutions diluted in physiological buffers.

Other Notes

Ames, R.S., et al. 2001. J. Immunol. 166, 6341.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



Certificates of Analysis (COA)

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