436-45-3

Basic information

• Product Name: geigerin
• Synonyms: geigerin;(3R)-3aα,7,7aβ,8,9,9aα-Hexahydro-4α-hydroxy-3,5,8β-trimethylazuleno[6,5-b]furan-2,6(3H,4H)-dione
• CAS NO: 436-45-3
• Molecular Formula: C15H20O4
• Molecular Weight: 264.3169
• Mol File: 436-45-3.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 477.5°Cat760mmHg
• Flash Point: 180.7°C
• Appearance: /
• Density: 1.23g/cm³
• Vapor Pressure: 4.02E-11mmHg at 25°C
• Refractive Index: 1.549
• CAS DataBase Reference: geigerin(CAS DataBase Reference)
• NIST Chemistry Reference: geigerin(436-45-3)
• EPA Substance Registry System: geigerin(436-45-3)

Safety Data

• Hazardous Substances Data: 436-45-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H20O4/c1-6-4-11-13(8(3)15(18)19-11)14(17)12-7(2)10(16)5-9(6)12/h6,8-9,11,13-14,17H,4-5H2,1-3H3/t6-,8+,9+,11+,13+,14+/m0/s1

Upstream product

• 114224-45-2 (11R)-8β-hydroxy-6α-methanesulfonyloxy-3-oxo-1β-guai-4-en-12-oic acid-lactone 

Relevant articles and documents

Synthesis of sesquiterpene-inspired derivatives designed for covalent binding and their inhibition of the NF-κB pathway

A significant portion of bioactive secondary metabolites are endowed with reactive functionalities that can engage in covalent interactions with their target. Sesquiterpene lactones in particular are rich in Michael acceptors that react with cysteines. Several polycyclic scaffolds derived from total synthesis or readily available polycyclic terpenes were used as the starting point in the synthesis of a library aiming to project mildly reactive functionalities (Michael acceptors or chloroacetates) with diverse geometries. Screening of the library for inhibition of the NF-κB pathway revealed several potent inhibitors that are chemically readily accessible.