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MedKoo Cat#: 532663 | Name: SB 290157 TFA
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

SB 290157 (trifluoroacetate salt) 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. SB 290157 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. SB 290157 was found to inhibit diet-induced obesity, and metabolic dysfunction.

Chemical Structure

SB 290157 TFA
SB 290157 TFA
CAS#1140525-25-2 (TFA)

Theoretical Analysis

MedKoo Cat#: 532663

Name: SB 290157 TFA

CAS#: 1140525-25-2 (TFA)

Chemical Formula: C24H29F3N4O6

Exact Mass: 0.0000

Molecular Weight: 526.51

Elemental Analysis: C, 54.75; H, 5.55; F, 10.83; N, 10.64; O, 18.23

Price and Availability

Size Price Availability Quantity
25mg USD 350.00
50mg USD 570.00
100mg USD 950.00
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Related CAS #
1140525-25-2 (TFA) 259218-28-5 (free base)
Synonym
SB 290157 (trifluoroacetate salt); SB 290157; SB-290157; SB290157.
IUPAC/Chemical Name
N2-[2-(2,2-diphenylethoxy)acetyl]-L-arginine, 2,2,2-trifluoroacetate
InChi Key
ZJRMPPVJAQWGEG-FYZYNONXSA-N
InChi Code
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
SMILES Code
N=C(N)NCCC[C@@H](C(O)=O)NC(COCC(C1=CC=CC=C1)C2=CC=CC=C2)=O.O=C(O)C(F)(F)F
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
SB 290157 trifluoroacetate is a C3a receptor antagonist with an IC50 of 200 nM.
In vitro activity:
There are concerns about using SB 290157 to explore C3aR function because of its non-selective and off-target effects. This study discovered that SB 290157 acts as a partial agonist at C5aR2, recruiting β-arrestin at higher doses, and dampening C5a-induced signaling in human and mouse primary macrophages. It functioned as both an agonist in transfected cells and an antagonist in primary human macrophages with respect to C3aR. Reference: Front Pharmacol. 2021 Jan 21;11:591398. https://pubmed.ncbi.nlm.nih.gov/33551801/
In vivo activity:
SB 290157 may have therapeutic potential to limit the neuronal death by limiting secondary phagocytosis after stroke. Intracortical administration of SB 290157 reduced the number of inflammatory microglial cells expressing ED1 and Iba1 antigens at the lesion site. Two days after a needle-induced cortical lesion, there were less microglial cells present around the injury site. Reference: Neural Plast. 2019 Nov 14;2019:1071036. https://pubmed.ncbi.nlm.nih.gov/31814819/
Solvent mg/mL mM
Solubility
DMSO 100.0 189.93
Ethanol 100.0 189.93
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 526.51 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Li XX, Kumar V, Clark RJ, Lee JD, Woodruff TM. The "C3aR Antagonist" SB290157 is a Partial C5aR2 Agonist. Front Pharmacol. 2021 Jan 21;11:591398. doi: 10.3389/fphar.2020.591398. PMID: 33551801; PMCID: PMC7859635. 2. Mathieu MC, Sawyer N, Greig GM, Hamel M, Kargman S, Ducharme Y, Lau CK, Friesen RW, O'Neill GP, Gervais FG, Therien AG. The C3a receptor antagonist SB 290157 has agonist activity. Immunol Lett. 2005 Sep 15;100(2):139-45. doi: 10.1016/j.imlet.2005.03.003. Epub 2005 Mar 25. PMID: 16154494. 3. Yang Y, Zhang D, Song M, Wang C, Lv J, Zhou J, Chen M, Ma L, Mei C. Macrophages promote heat stress nephropathy in mice via the C3a-C3aR-TNF pathway. Immunobiology. 2023 Mar;228(2):152337. doi: 10.1016/j.imbio.2023.152337. Epub 2023 Jan 18. PMID: 36689826. 4. Surugiu R, Catalin B, Dumbrava D, Gresita A, Olaru DG, Hermann DM, Popa-Wagner A. Intracortical Administration of the Complement C3 Receptor Antagonist Trifluoroacetate Modulates Microglia Reaction after Brain Injury. Neural Plast. 2019 Nov 14;2019:1071036. doi: 10.1155/2019/1071036. PMID: 31814819; PMCID: PMC6877989.
In vitro protocol:
1. Li XX, Kumar V, Clark RJ, Lee JD, Woodruff TM. The "C3aR Antagonist" SB290157 is a Partial C5aR2 Agonist. Front Pharmacol. 2021 Jan 21;11:591398. doi: 10.3389/fphar.2020.591398. PMID: 33551801; PMCID: PMC7859635. 2. Mathieu MC, Sawyer N, Greig GM, Hamel M, Kargman S, Ducharme Y, Lau CK, Friesen RW, O'Neill GP, Gervais FG, Therien AG. The C3a receptor antagonist SB 290157 has agonist activity. Immunol Lett. 2005 Sep 15;100(2):139-45. doi: 10.1016/j.imlet.2005.03.003. Epub 2005 Mar 25. PMID: 16154494.
In vivo protocol:
1. Yang Y, Zhang D, Song M, Wang C, Lv J, Zhou J, Chen M, Ma L, Mei C. Macrophages promote heat stress nephropathy in mice via the C3a-C3aR-TNF pathway. Immunobiology. 2023 Mar;228(2):152337. doi: 10.1016/j.imbio.2023.152337. Epub 2023 Jan 18. PMID: 36689826. 2. Surugiu R, Catalin B, Dumbrava D, Gresita A, Olaru DG, Hermann DM, Popa-Wagner A. Intracortical Administration of the Complement C3 Receptor Antagonist Trifluoroacetate Modulates Microglia Reaction after Brain Injury. Neural Plast. 2019 Nov 14;2019:1071036. doi: 10.1155/2019/1071036. PMID: 31814819; PMCID: PMC6877989.
1. Ames, R.S.,Li, Y.,Sarau, H.M., et al. Molecular cloning and characterization of the human anaphylatoxin C3a receptor. The Journal of Biological Chemisty 271(34), 20231-20234 (1996). 2. Ames, R.S.,Lee, D.,Foley, J.J., et al. Identification of a selective nonpeptide antagonist of the anaphylatoxin C3a receptor that demonstrates antiinflammatory activity in animal models. Journal of Immunology 166(10), 6341-6348 (2001).

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