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Key Documents

COA/COQ

559410

SB 290157

Name: SB 290157
Brand: MM

≥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:

1140525-25-2

Molecular Weight:

412.48 (free base basis)

MDL number:

MFCD04974198

UNSPSC Code:

12352202

NACRES:

NA.25

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 Level

100

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

Related Categories

Bioactive Small Molecules

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)