13476-25-0

Basic information

• Product Name: LINDERANE
• Synonyms: LINDERANE;2H-10,1a-(Epoxymethano)oxireno[4,5]cyclodeca[1,2-b]furan-12-one,3,6,10,10a-tetrahydro-5,9-dimethyl-, (1aS,4E,10S,10aS)-;(1aS,4E,10S,10aS)-3,6,10,10a-Tetrahydro-5,9-dimethyl-10,1a-(epoxymethano)-2H-oxireno[4,5]cyclodeca[1,2-b]furan-12-one;(1aS,4E,10S,10aS)-3,6,10,10a-Tetrahydro-5,9-dimethyl-2H-10,1a-(epoxymethano)oxireno[4,5]cyclodeca[1,2-b]furan-12-one;LINDERANE(RG);Linderane ,98%;Linderane, 98%, from Lindera aggregata (Sims) Kosterm.
• CAS NO: 13476-25-0
• Molecular Formula: C15H16O4
• Molecular Weight: 260.29
• Product Categories: chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract
• Mol File: 13476-25-0.mol
• Article Data: 0

Chemical Properties

• Melting Point: 190～191℃
• Boiling Point: 434.5oC at 760 mmHg
• Flash Point: 216.6oC
• Appearance: /
• Density: 1.3 g/cm3
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.589
• Storage Temp.: -20°C
• Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• Stability: Hygroscopic
• CAS DataBase Reference: LINDERANE(CAS DataBase Reference)
• NIST Chemistry Reference: LINDERANE(13476-25-0)
• EPA Substance Registry System: LINDERANE(13476-25-0)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 13476-25-0(Hazardous Substances Data)

Usage

Description

Linderane, a sesquiterpene lactone extract derived from Lindera strychnifolia, is a compound with significant biological activities. It has been identified in L. aggregata and is known for its ability to inhibit the cytochrome P450 (CYP) isoform CYP2C9 in an irreversible and NADPH-dependent manner. Linderane also plays a role in regulating glucose metabolism by decreasing phosphoenolpyruvate carboxykinase (Pck1) and glucose-6-phosphatase (G6pc) gene expression, cAMP concentration, and CREB phosphorylation. Additionally, it increases phosphodiesterase 3 (PDE3) activity and inhibits gluconeogenesis in rat primary hepatocytes. In vivo, linderane has been shown to decrease serum and hepatic triglyceride levels, as well as random-fed and fasting blood glucose levels in ob/ob mice.

Uses

Used in Pharmaceutical Industry:
Linderane is used as a cytotoxic agent for targeting hepatic stellate cells, which are involved in liver fibrosis and cirrhosis. Its cytotoxic properties make it a potential candidate for the development of new therapeutic strategies against liver diseases.
Used in Anticancer Applications:
Although not explicitly mentioned in the provided materials, the cytotoxic nature of linderane suggests that it may have potential applications in the development of anticancer drugs, particularly for targeting cancer cells in the liver.
Used in Metabolic Regulation:
Linderane is used as a regulator of glucose metabolism, as it decreases Pck1 and G6pc gene expression, cAMP concentration, and CREB phosphorylation, while increasing PDE3 activity. This makes it a potential candidate for the development of drugs targeting type 2 diabetes and other metabolic disorders.
Used in Obesity Treatment:
The ability of linderane to decrease serum and hepatic triglyceride levels, as well as random-fed and fasting blood glucose levels in ob/ob mice, suggests its potential use in the development of treatments for obesity and related metabolic complications.

InChI:InChI=1/C15H16O4/c1-8-4-3-5-15-13(19-15)12(18-14(15)16)11-9(2)7-17-10(11)6-8/h4,7,12-13H,3,5-6H2,1-2H3/b8-4+/t12-,13-,15-/m0/s1