SML3577
MMG-11
≥98% (HPLC)
Synonym(s):
Ethyl 5-(2-oxo-2-(2,3,4-trihydroxyphenyl)ethyl)furan-2-carboxylate, MMG 11, MMG11
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About This Item
Empirical Formula (Hill Notation):
C15H14O7
CAS Number:
Molecular Weight:
306.27
MDL number:
UNSPSC Code:
51111800
UNSPSC Code:
12352200
NACRES:
NA.77
Recommended Products
Quality Level
assay
≥98% (HPLC)
form
powder
color
, white to very dark gray
solubility
DMSO: 2 mg/mL, clear
storage temp.
2-8°C
SMILES string
O=C(OCC)C1=CC=C(O1)CC(C2=CC=C(C(O)=C2O)O)=O
Biochem/physiol Actions
MMG-11 is a toll-like receptor 2 (TLR2) antagonist that selectively blocks TLR2/1 over TLR2/6 heterodimer-mediated sginaling in both human & murine species (NF-κB/AP-1 activation IC50 = 0.87 µM vs. 7.4 µM in hTLR2/1 or hTLR2/6 HEK293 reporter cells stimulated with 10 ng/mL TLR2/1 agonist Pam3CSK4 or 1 ng/mL TLR2/6 agonist Pam2CSK4; TNF/IL-6 secretion IC50 = 3.3/0.19 µM against 10 ng/mL Pam3CSK4 vs. 58/14 µM against 1 ng/mL Pam2CSK4 using murine macrophage RAW 264.7). In contrast, the TLR2 antagonist CU-CPT22 is selective for hTLR2/6 over hTLR2/1, while being weakly selective for mTLR2/1 over mTLR2/6 heterodimer.
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
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Identification of a pyrogallol derivative as a potent and selective human TLR2 antagonist by structure-based virtual screening
Biochemical Pharmacology, 154, 148-160 (2018)
Maria Grabowski et al.
Biochemical pharmacology, 171, 113687-113687 (2019-11-05)
Toll-like receptor 2 (TLR2) forms heterodimers with either TLR1 or TLR6 to induce protective early inflammatory responses to pathogen- and damage-associated molecular patterns. However, excessive activation is associated with inflammatory and metabolic diseases. Several TLR2 antagonists have been described but
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