SML3817

TLR2-IN-C29

≥98% (HPLC)

• Synonym(s): 3-[[(2-Hydroxy-3-methoxyphenyl)methylene]amino]-2-methylbenzoic acid, C29
• Empirical Formula (Hill Notation): C₁₆H₁₅NO₄
• CAS Number: 363600-92-4
• Molecular Weight: 285.29
• UNSPSC Code: 51111800
• NACRES: NA.21
• Assay: ≥98% (HPLC)
• Form: powder

Properties

• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: powder
• color: yellow to orange
• solubility: DMSO: 2 mg/mL, clear
• storage temp.: -10 to -25°C
• SMILES string: O=C(C1=C(C)C(N=CC2=C(O)C(OC)=CC=C2)=CC=C1)O
• InChI: 1S/C16H15NO4/c1-10-12(16(19)20)6-4-7-13(10)17-9-11-5-3-8-14(21-2)15(11)18/h3-9,18H,1-2H3,(H,19,20)
• InChI key: WTGMGRFVBFDHGQ-UHFFFAOYSA-N

Description

Biochem/physiol Actions

Selective TIR domain-targeting toll-like receptor 2 (TLR2) antagonist that inhibits human TLR2/1- & TLR2/6-, murine TLR2/1-, but not murine TLR2/6-mediated signaling.

TLR2-IN-C29 is a toll/IL-1 receptor resistance (TIR) domain BB loop-targeting, selective toll-like receptor 2 (TLR2) antagonist that inhibits both human TLR2/1 and TLR2/6-mediated signaling (IC50 = 37.6/19.7 μM against 50 ng/mL Pam3CSK/Pam2CSK-induced reporter signal, respectively, using HEK293T TLR2/6 or TLR2/1 transfectants), while blocking only murine TLR2/1-, but not murine TLR2/6-, mediated signaling (1h 25-50 μM C29 treatment prior to 50 ng P3C/mL or 100 ng P2C/mL for 1h in murine macrophages), nor signaling induced by other TLR agonists and TNF-α.

Safety Information

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