478-36-4

Basic information

• Product Name: Eleutherin
• Synonyms: (1R,3S)-9-Methoxy-1,3-dimethyl-3,4-dihydro-1H-benzo[g]isochromene-5,10-dione; 1H-naphtho[2,3-c]pyran-5,10-dione, 3,4-dihydro-9-methoxy-1,3-dimethyl-, (1R,3S)-
• CAS NO: 478-36-4
• Molecular Formula: C₁₆H₁₆O₄
• Molecular Weight: 272.2958
• Mol File: 478-36-4.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 465.3°C at 760 mmHg
• Flash Point: 208.7°C
• Appearance: /
• Density: 1.25g/cm³
• Vapor Pressure: 7.76E-09mmHg at 25°C
• Refractive Index: 1.58
• CAS DataBase Reference: Eleutherin(CAS DataBase Reference)
• NIST Chemistry Reference: Eleutherin(478-36-4)
• EPA Substance Registry System: Eleutherin(478-36-4)

Safety Data

• Hazardous Substances Data: 478-36-4(Hazardous Substances Data)

Usage

General Description

Eleutherin is a natural compound found in the Eleutherine bulbosa plant, also known as the "Longevity Spinach." It belongs to the category of phytochemicals and has been reported to possess various pharmacological properties, including antioxidant, anti-inflammatory, and anticancer activities. The compound has also been studied for its potential as a natural alternative to conventional antibiotics, with promising results in inhibiting the growth of several pathogenic bacteria. Additionally, eleutherin has shown potential in protecting against neurodegenerative diseases and promoting overall brain health. Overall, eleutherin is a promising natural compound with various potential health benefits.

InChI:InChI=1/C16H16O4/c1-8-7-11-13(9(2)20-8)16(18)14-10(15(11)17)5-4-6-12(14)19-3/h4-6,8-9H,7H2,1-3H3/t8-,9+/m0/s1

Upstream product

• 956225-27-7 (1R,3S)-5,9,10-trimethoxy-1,3-dimethyl-3,4-dihydro-1H-benzo[g]isochromene 
• 956225-25-5 (S)-1-{3-[2-(tert-butyldiphenylsilyloxy)propyl]-1,4,8-trimethoxynaphthalen-2-yl}ethanone 
• 2161-90-2 1-methoxy-1,3-cyclohexadiene 
• 910576-45-3 (1R,3S)-7-bromo-1,3-dimethyl-3,4-dihydro-1H-2-benzopyran-5,8-dione 
• 1078723-18-8 (2S)-tert-butyldimethyl-[1-(1,4,5-trimethoxynaphthalen-2-yl)propan-2-yloxy]silane 
• 1078723-19-9 (2S)-1-(1,4,5-trimethoxynaphthalen-2-yl)propan-2-ol 
• 1078723-16-6 (2S)-2-(2-(tert-butyldimethylsilyloxy)propyl)-4,5-dimethoxynaphthalen-1-ol 
• 1426150-92-6 C₁₇H₁₇IO₅ 
• 1403960-56-4 C₁₇H₁₉NO₄ 
• 1403960-57-5 C₁₉H₂₃NO₄ 

Relevant articles and documents

Total synthesis of enantiopure 1,3-dimethylpyranonaphthoquinones including ventiloquinones E, G, L and eleutherin

A new synthetic approach to enantiopure pyranonaphthoquinones is described. (S)-Mellein 10, prepared in 6 steps from (S)-propylene oxide 16, is converted stereospecifically to the (1R,3S)-dimethylpyran 15. The pyran 15 is then converted to the benzoquinone 14, which undergoes regiospecific Diels-Alder reactions with a variety of oxygenated butadienes to give pyranonaphthoquinones including ventiloquinones E, G, L, eleutherin and ent-deoxyquinone A. The Royal Society of Chemistry 2006.

Application of a dual fries-Claisen protocol to access pyranonaphthoquinone natural products

In this paper we describe the application of a recently developed dual Fries-Claisen protocol as a novel synthetic approach to the pyranonaphthoquinone natural products eleutherin and isoeleutherin. Georg Thieme Verlag Stuttgart · New York.

A short enantioselective synthesis of (+)-eleutherin, (+)-allo-eleutherin and a formal synthesis of (+)-nocardione B

A short enantioselective synthesis of (+)-eleutherin, (+)-allo-eleutherin and the formal synthesis of (+)-nocardione B is described. The synthesis is completed in six steps in overall yields of 8% for eleutherin and 14% for allo-eleutherin. The synthetic strategy features an efficient combination of the D?tz annulation reaction with a chiral alkyne and an oxa-Pictet Spengler reaction as the keys steps in the stereodivergent synthesis of (+)-eleutherin and (+)-allo-eleutherin. The synthesis of (S)-(+)-2-(2′-hydroxypropyl)-5-methoxy-1,4-naphthoquinone entails the formal synthesis of (+)-nocardione B.