5.38285

Glucosylceramide Synthase Inhibitor, Genz-123346

• 别名: Glucosylceramide Synthase Inhibitor, Genz-123346, (1R,2R)-nonanoic acid[2-(2ʹ,3ʹ-dihydro-benzo [1, 4] dioxin-6ʹ-yl)-2-hydroxy-1-pyrrolidin-1-ylmethyl-ethyl]-amide, GL1 synthase Inhibitor, Genz-123346, Genz123346
• 经验公式（希尔记法）: C₂₄H₃₈N₂O₄
• CAS号: 491833-30-8
• 分子量: 418.57
• MDL编号: MFCD22419854
• UNSPSC代码: 12352200
• NACRES: NA.77

属性

• 方案: ≥98% (HPLC)
• 质量水平: 100
• 表单: solid
• 制造商/商品名称: Calbiochem^®
• 储存条件: OK to freeze; protect from light
• 颜色: white to off-white
• 溶解性: DMSO: 50 mg/mL
• 储存温度: −20°C
• SMILES字符串: N3(CCCC3)C[C@@H](NC(=O)CCCCCCCC)[C@H](O)c1cc2c(cc1)OCCO2
• InChI: 1S/C24H38N2O4/c1-2-3-4-5-6-7-10-23(27)25-20(18-26-13-8-9-14-26)24(28)19-11-12-21-22(17-19)30-16-15-29-21/h11-12,17,20,24,28H,2-10,13-16,18H2,1H3,(H,25,27)/t20-,24-/m1/s1
• InChI key: JMNXWOFCUJJYEO-HYBUGGRVSA-N

说明

一般描述

A cell-permeable, orally bioavailable fatty acid amide derivative that acts as a highly potent and specific inhibitor of Glucosylceramide Synthase (GL1 synthase; IC₅₀ = 14 nM for ganglioside GM1 inhibition). Does not affect the activities of other related glycosidase, such as 1-O-acylceramide synthase, a-glucosidase, and glucocerebrosidase in any significant manner. Shown to improve glucose tolerance, improve insulin sensitivity, and normalize hemoglobin A1C levels in Zucker diabetic fatty rats (75 mg/kg/day, p.o. for 6 weeks). Also acts as an inhibitor of GlcCer synthase and blocks the conversion of ceramide to GlcCer in murine models that are orthologous to human autosomal dominant polycystic kidney disease and nephronophthisis. Diminishes Akt-mTOR signaling by reducing phosphorylation of Akt and ribosomal S6 kinase in HEK293T cells without affecting their total levels.

Please note that the molecular weight for this compound is batch-specific due to variable water content. Please refer to the vial label or the certificate of analysis for the batch-specific molecular weight. The molecular weight provided represents the baseline molecular weight without water.

生化/生理作用

Cell permeable: yes

Primary Target
glucosylceramide synthase

Reversible: yes

Target IC₅₀: 14 nM for ganglioside GM1 suppression

包装

Packaged under inert gas

警告

Toxicity: Standard Handling (A)

重悬

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

其他说明

Shen, W., et al. 2014. J. Neurochem.129, 884.

Natoli, T.A., et al. 2010. Nat. Med.16, 788.

Zhao, H., et al. 2007. Diabetes.56, 1210.

法律信息

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

安全信息

• 储存分类代码: 11 - Combustible Solids
• WGK: WGK 3
• 闪点(°F): Not applicable
• 闪点(°C): Not applicable