490-49-3

Basic information

• Product Name: (-)-FISETINIDOL
• Synonyms: (-)-FISETINIDOL;(2R)-2α-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3β,7-diol;3,4-Dihydro-2α-(3,4-dihydroxyphenyl)-2H-1-benzopyran-3β,7-diol
• CAS NO: 490-49-3
• Molecular Formula: C₁₅H₁₄O₅
• Molecular Weight: 274.27
• Mol File: 490-49-3.mol

Chemical Properties

• Melting Point: 205-206 °C(Solv: ethyl acetate (141-78-6); ligroine (8032-32-4))
• Boiling Point: 568.2 °C at 760 mmHg
• Flash Point: 297.4 °C
• Appearance: /
• Density: 1.492 g/cm³
• Vapor Pressure: 9.49E-14mmHg at 25°C
• Refractive Index: 1.708
• PKA: 9.56±0.10(Predicted)
• CAS DataBase Reference: (-)-FISETINIDOL(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-FISETINIDOL(490-49-3)
• EPA Substance Registry System: (-)-FISETINIDOL(490-49-3)

Safety Data

• Hazardous Substances Data: 490-49-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(-)-Fisetinidol is used as a pharmaceutical compound for its potential therapeutic effects. It has been investigated for its antioxidant, anti-inflammatory, and neuroprotective properties, which may contribute to the treatment of various diseases, including neurodegenerative disorders and cardiovascular diseases.
Used in Cosmetic Industry:
In the cosmetic industry, (-)-fisetinidol is used as an active ingredient for its antioxidant and anti-aging properties. It may help protect the skin from environmental stressors, reduce the appearance of fine lines and wrinkles, and promote a more youthful and radiant complexion.
Used in Nutraceutical Industry:
(-)-Fisetinidol is used as a nutraceutical ingredient for its potential health benefits. It can be incorporated into dietary supplements and functional foods to support overall health and well-being, particularly in the areas of cognitive function, immune support, and cardiovascular health.
Used in Research and Development:
(-)-Fisetinidol is also used in research and development for its potential applications in various fields, including drug discovery, functional food development, and cosmetic formulation. Its unique chemical structure and biological activities make it an interesting candidate for further investigation and potential commercialization.

InChI:InChI=1/C15H14O5/c16-10-3-1-8-5-13(19)15(20-14(8)7-10)9-2-4-11(17)12(18)6-9/h1-4,6-7,13,15-19H,5H2/t13-,15+/m0/s1

Upstream product

• 967-27-1 (+)-mollisacacidin 
• 127612-93-5 6-Bromo-(-)-fisetinidol 
• 251909-50-9 (1S,2S)-syn-1-(3',4'-di-O-methoxymethylphenyl)-3-(2'',4''-di-O-methoxymethylphenyl)-propane-1,2-diol 
• 13709-06-3 2,4-bis(methoxymethoxy)benzaldehyde 
• 251909-40-7 1-(3',4'-di-O-methoxymethylphenyl)-3-(2'',4''-di-O-methoxymethylphenyl)-1-propanol 
• 251909-35-0 2,3',4,4'-tetra-O-methoxymethyl-retro-chalcone 
• 490-32-4 (+/-)-2r-(3,4-Dihydroxy-phenyl)-chroman-3t,4c,7-triol 
• 863-02-5 (+/-)-3c,7-Diacetoxy-2r-(3,4-diacetoxy-phenyl)-chroman 
• 2948-76-7 fisetinidin chloride 
• 56961-48-9 2-chloro-3′,4′-dihydroxyacetophenone 
• 42529-03-3 2,3’,4’-triacetoxyacetophenone 
• 251909-45-2 (E)-1-(3',4'-di-O-methoxymethylphenyl)-3-(2'',4''-di-O-methoxymethylphenyl)-propene 

Downstream Products

• 85950-34-1 (2R,3S,4R)-3-acetoxy-8-<(2R,3S,4R)-3-acetoxy-3',4',7-trimethoxyflavan-4-yl>-6-<(2R,3S,4S)-3-acetoxy-3',4',7-trimethoxyflavan-4-yl>-4-<(2R,3S)-3-acetoxy-3',4',7-trimethoxyflavan-6-yl>-3',4',7-trimethoxyflavan 
• 78139-50-1 (2R,3S,4S)-3-acetoxy-4-<(2R,3S)-3-acetoxy-3',4',7-trimethoxyflavan-6-yl>-3',4',7-trimethoxyflavan 
• 78139-50-1 (2R,3S,4R)-3-acetoxy-4-<(2R,3S)-3-acetoxy-3',4',7-trimethoxyflavan-6-yl>-3',4',7-trimethoxyflavan 
• 78139-48-7 (2R,3S,4S)-2,3-trans-3,4-cis-3,3',4',7-tetrahydroxy-4-<(2R,3S)-2,3-trans-3,3',4',7-tetrahydroxyflavan-6-yl>flavan 
• 78139-48-7 (2R,3S,4R)-2,3-trans-3,4-trans-3,3',4',7-tetrahydroxy-4-<(2R,3S)-2,3-trans-3,3',4',7-tetrahydroxyflavan-6-yl>flavan 
• 95568-69-7 (3R,4R,2'R,3'S)-2'-(3,4-Dihydroxy-phenyl)-3-(2-hydroxy-4-methoxy-phenyl)-7-methoxy-3,4,3',4'-tetrahydro-2H,2'H-[4,6']bichromenyl-3',7'-diol 
• 127612-80-0 (+)-peltogynane-(4β,6)-(-)-fisetinidol 
• 127644-64-8 (+)-peltogynane-(4β,6)-(+)-epifisetinidol 
• 137299-03-7 3',4'-di-O-methyl-(-)-fisetinidol 
• 62861-00-1 Tri-O-methyl-(-)-fisetinidol 
• 62849-10-9 (S)-3-(2,4-Dimethoxy-phenyl)-1-(3,4-dimethoxy-phenyl)-1-methoxy-propan-2-ol 
• 78139-49-8 (2R,3S,4R)-2,3-trans-3,4-trans-3,3',4',7-tetramethoxy-4-<(2R,3S)-2,3-trans-3-acetoxy-3',4',7-trimethoxyflavan-6-yl>flavan 
• 95541-47-2 (3R,4R)-3,4-trans-4-<(2R,3S)-2,3-trans-3-acetoxy-3',4',7-trimethoxyflavan-6-yl>-2',4',7-trimethoxyisoflavan 

Relevant articles and documents

Oligomeric Flavanoids. Part 8. The First Profisetinidins and Proguibourtinidins Based on C-8 Substituted (-)-Fisetinidol Units and Related c-ring Isomerized Analogues

Structural examination of the phenolic metabolites of Colophospermum mopane reveals the presence of the first profisetinidins and proguibourtinidins based on C-8 substituted (-)-fisetinidol units i.e. the (4α,8)-bis-(-)-fisetinidol (1), (+)-epifisetinidol-(4α,8)-(-)-fisetinidol (3), and the (+)-guibourtinidol-(4α,8)-(-)-fisetinidol (5).They are accompanied by the related functionalized tetrahydropyranochromenes (9), (11), (13), (15), and (17), and by a 2,4-diaryl-6-(2-benzopyranyl)chroman (19), the first C-ring isomerised analogue derived from a B-ring coupled profisetinidin.Efforts towards the synthesis of the (4,8)-bis-fisetinidols from 6-bromo-(-)-fisetinidol and the appropriate flavan-3,4-diol, lead to the biaryl type biflavanoids (33) and (35).Their genesis is explained in terms of an oxidative substitution reaction initiated by bromonium ion.