(1S)-1,5-Anhydro-1-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl]-4-O-beta-D-glucopyranosyl-D-glucitol | CAS No. 178468-00-3

(1S)-1,5-Anhydro-1-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl]-4-O-beta-D-glucopyranosyl-D-glucitol

Basic Information

CAS Number

178468-00-3

Molecular Formula

C27H30O15

Molecular Weight

594.52 g/mol

AD

Basic Physical Properties

Physical State

Powder

c1cc(ccc1c2cc(=O)c3c(cc(c(c3o2)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O)O)O)O

InChI

InChI=1S/C27H30O15/c28-7-15-19(34)20(35)23(38)27(41-15)42-24-16(8-29)40-26(22(37)21(24)36)18-12(32)5-11(31)17-13(33)6-14(39-25(17)18)9-1-3-10(30)4-2-9/h1-6,15-16,19-24,26-32,34-38H,7-8H2/t15-,16-,19-,20+,21-,22-,23-,24-,26+,27+/m1/s1

InChIKey

NDSUKTASTPEKBX-LXXMDOISSA-N

LogP

-2.0840999999999994

Topological Polar Surface Area

260.2 Ų

Hydrogen Bond Donor/Acceptor

10 / 15

Complexity

971

Safety Information

View Safety Information

Storage Conditions

2-8℃

Synonyms & References

English

  • Vitexin -4''-O-glucoside
  • Vitexin 4″-O-glucoside
  • 4′,5,7-Trihydroxyflavone 8-C-(4?″-glucosylglucoside)
  • 8-(4-O-beta-D-Glucopyranosyl-beta-D-glucopyranosyl)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
  • Glucosylvitexin
  • 4''-O-Glucosylvitexin
  • Vitexin 4''-O-glucoside
  • Vitexin 4??-?-D-Glucopyranosyl
  • Vitexin 4'-O-glucoside, analytical standard
  • (1S)-1,5-Anhydro-1-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-8-yl]-4-O-be
  • Vitexin-4''-O-glucoside
  • Glucosylvitexin,Vitexin 4"-O-Glucoside
  • 8-((2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one

MDL Number

MFCD18827497

FAQ

What are the physical and chemical properties of (1S)-1,5-Anhydro-1-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl]-4-O-beta-D-glucopyranosyl-D-glucitol (CAS: 178468-00-3)?

This compound is a complex organic molecule with a molecular weight of approximately 552.47 g/mol. It is highly soluble in water and ethanol but less so in organic solvents. Chemically, it shows moderate reactivity towards hydrolysis and oxidation, with potential applications in pharmaceuticals and natural products chemistry.

How is (1S)-1,5-Anhydro-1-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl]-4-O-beta-D-glucopyranosyl-D-glucitol (CAS: 178468-00-3) typically synthesized?

This compound can be synthesized via a multistep process involving glycosylation reactions, using specific protecting groups and catalytic conditions. The overall yield is approximately 70-80%, with selectivity towards the desired stereochemistry around the chiral center.

What industries use (1S)-1,5-Anhydro-1-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl]-4-O-beta-D-glucopyranosyl-D-glucitol (CAS: 178468-00-3)?

This compound has potential applications in the pharmaceutical industry due to its structural complexity and biological activity. It may also be used in the polymer industry for its reactive functional groups.

What precautions should be taken when handling (1S)-1,5-Anhydro-1-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl]-4-O-beta-D-glucopyranosyl-D-glucitol (CAS: 178468-00-3)?

When handling this compound, wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work in a fume hood and follow standard safety protocols for handling organic compounds. In case of spill, immediately notify the safety officer and follow the safety data sheet (SDS) instructions.

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