3668-14-2

Basic information

• Product Name: bigelovin
• Synonyms: bigelovin
• CAS NO: 3668-14-2
• Molecular Formula: C17H20O5
• Molecular Weight: 304.3377
• Mol File: 3668-14-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 466.6°Cat760mmHg
• Flash Point: 207.1°C
• Appearance: /
• Density: 1.22g/cm³
• Vapor Pressure: 6.95E-09mmHg at 25°C
• Refractive Index: 1.541
• CAS DataBase Reference: bigelovin(CAS DataBase Reference)
• NIST Chemistry Reference: bigelovin(3668-14-2)
• EPA Substance Registry System: bigelovin(3668-14-2)

Safety Data

• Hazardous Substances Data: 3668-14-2(Hazardous Substances Data)

Usage

Description

Bigelovin, also known as Inula hupensis, is a sesquiterpene lactone with a unique chemical structure characterized by the presence of methyl groups, a methylidene group, and an acetoxy group at specific positions. It is isolated from the Inula hupensis plant and has been found to exhibit antineoplastic activity, making it a potential candidate for pharmaceutical applications.

Uses

Used in Pharmaceutical Industry:
Bigelovin is used as an antineoplastic agent for its ability to inhibit the growth and progression of cancer cells. It targets various oncological signaling pathways, making it a promising candidate for the development of novel cancer treatments.
Used in Drug Delivery Systems:
To enhance the efficacy and bioavailability of bigelovin, researchers are exploring the use of different drug delivery systems, such as organic and metallic nanoparticles, to improve its delivery to cancer cells and enhance its therapeutic outcomes. This approach aims to overcome potential limitations associated with the direct use of bigelovin and maximize its potential as an anticancer agent.

InChI:InChI=1/C17H20O5/c1-8-7-12-14(9(2)16(20)22-12)15(21-10(3)18)17(4)11(8)5-6-13(17)19/h5-6,8,11-12,14-15H,2,7H2,1,3-4H3/t8-,11+,12+,14-,15+,17+/m1/s1

Upstream product

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• 20483-26-5 2α,6α-diacetoxy-4β-hydroxy-pseudoguaia-11(13)-en-12,8α-olide 
• 73407-89-3 (3aα,4β,4aβ,5β,7aα,8α,9aβ)-3a,4,4a,5,7a,8,9,9a-octahydro-4a,8-dimethyl-3-methylene-4,5-bis<(tetrahydro-2H-pyran-2-yl)oxy>-azuleno<6.5-b>furan-2(3H)-one 
• 68241-56-5 (3aR,4R,4aS,5S,7aR,8R,9aS)-4a,8-Dimethyl-4,5-bis-(tetrahydro-pyran-2-yloxy)-3a,4,4a,5,7a,8,9,9a-octahydro-3H-azuleno[6,5-b]furan-2-one 
• 73407-84-8 (3aS,4aR,5R,7aS,8S,9aR)-5-Benzyloxy-4a,8-dimethyl-3,3a,4a,5,7a,8,9,9a-octahydro-azuleno[6,5-b]furan-2,4-dione 
• 73407-88-2 (3aα,4β,4aβ,5β,7aα,8α,9aβ)-3a,4,4a,5,7a,8,9,9a-Octahydro-8-hydroxy-4a,8-dimethyl-4-<(tetrahydro-2H-pyran-2-yl)oxy>-azyleno<6,5-b>furan-2(3H)-one 
• 71686-37-8 (3aα,4α,4aβ,5β,7aα,8α,9aβ)-3a,4,4a,5,7a,8,9,9a-Octahydro-4-hydroxy-4a,8-dimethyl-5-(phenylmethoxy)azuleno<6,5-b>-furan-2(3H)-one 
• 71686-37-8 (3aα,4β,4aβ,5β,7aα,8α,9aβ)-3a,4,4a,5,7a,8,9,9a-Octahydro-4-hydroxy-4a,8-dimethyl-5-(phenylmethoxy)azuleno<6,5-b>-furan-2(3H)-one 
• 68241-57-6 (3aα,4β,4aβ,5β,7aα,8α,9aβ)-3a,4,4a,5,7a,8,9,9a-Octahydro-4,5-dihydroxy-3-methylene-4a,8-dimethylazuleno<6,5-b>-furan-2(3H)-one 

Relevant articles and documents

Chemical modification of Britanin and of inuchenolide C

Analogs of helenalin possessing a broad spectrum of biological activity have been synthesized from the readily available sesquiterpene lactones britanin and inuchenolide C. Conditions for the hydrolysis, oxidative transformations, and skeletal rearrangements of the pseudoguaianolides that are characteristic for plants of the genus Inula have been studied.

Antitumor agents. I. Augustibalin, a new cytotoxic sesquiterpene lactone from Balduina angustifolia (Pursh.) Robins.

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