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Merck
모든 사진(1)

문서

SML1443

Sigma-Aldrich

L48H37

≥98% (HPLC)

동의어(들):

(3E,5E)-1-ethyl-3,5-bis[(2,3,4-trimethoxyphenyl)methylidene]piperidin-4-one, 1-Ethyl-3,5-bis(3,4,5-trimethoxybenzylidene)piperidin-4-one, 1-Ethyl-3,5-bis[(2,3,4-trimethoxyphenyl)methylene]-4-piperidinone

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About This Item

실험식(Hill 표기법):
C27H33NO7
CAS Number:
Molecular Weight:
483.55
UNSPSC 코드:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

분석

≥98% (HPLC)

형태

powder

색상

white to beige

solubility

DMSO: 2 mg/mL, clear (warmed)

저장 온도

2-8°C

SMILES string

O=C(/C(CN(CC)C/1)=C/C2=C(OC)C(OC)=C(OC)C=C2)C1=C\C3=CC=C(OC)C(OC)=C3OC

InChI

1S/C27H33NO7/c1-8-28-15-19(13-17-9-11-21(30-2)26(34-6)24(17)32-4)23(29)20(16-28)14-18-10-12-22(31-3)27(35-7)25(18)33-5/h9-14H,8,15-16H2,1-7H3/b19-13+,20-14+

InChI key

XLPNFINERWLGNC-IWGRKNQJSA-N

애플리케이션

L48H37 has been used as a myeloid differentiator protein 2 (MD2) antagonist/inhibitor:
  • to investigate intracellular signaling of LPS in signal transduction pathways via endosomic toll-like receptor 4 (TLR4) in colonic epithelium
  • to determine its anti-cancer effects in pancreatic ductal adenocarcinoma (PDAC)
  • to study its effects on lipopolysaccharide (LPS) and palmitate CC chemokine ligand 2 (CCL2) responses in normal kidney proximal tubule cells

생화학적/생리학적 작용

L48H37 can stimulate apoptosis and prevent proliferation in pancreatic cancer cells, especially in the absence of histone-lysine N-methyltransferase 2D (KMT2D). It has an unsaturated monoketone structure, which helps to enhance its stability and anti-cancer effects. L48H37 may possess an anti-neoplastic effect on human pancreatic ductal adenocarcinoma (PDAC) cells.
L48H37 is a potent and chemically stable anti-inflammatory curcumin analog that inhibits LPS-induced inflammation through the myeloid differentiation 2 (MD-2) and toll-like receptor 4 (TLR4) complex. L48H37 is a potent MD2 inhibitor that binds to the hydrophobic region of MD-2 and blocks the interaction between MD2 and LPS. L48H37 significantly improves survival and protected lung injury in LPS-induced septic mice.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


시험 성적서(COA)

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문서 라이브러리 방문

Si-Si Li et al.
World journal of gastrointestinal oncology, 11(8), 599-621 (2019-08-23)
Novel therapeutic strategies are urgently needed for patients with a delayed diagnosis of pancreatic ductal adenocarcinoma (PDAC) in order to improve their chances of survival. Recent studies have shown potent anti-neoplastic effects of curcumin and its analogues. In addition, the
Charles C Okechukwu et al.
Peptides, 136, 170436-170436 (2020-11-13)
The renin-angiotensin system (RAS) plays a critical role in the regulation of blood pressure. Inappropriate activation of the RAS, particularly stimulation of the ACE-Ang II-AT1 receptor axis is a key factor in hypertension and AT1R antagonists (ARBs) are first line
Ravi Holani et al.
Gut microbes, 12(1), 1785802-1785802 (2020-07-14)
We hypothesized that the antimicrobial peptide cathelicidin has a physiological role in regulating gut inflammatory homeostasis. We determined that cathelicidin synergizes with LPS to facilitate its internalization and signaling via endosomic TLR4 in colonic epithelium, evoking synthesis of the human

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