2-(4-Methoxyphenyl)-8-(3-methyl-2-buten-1-yl)-4-oxo-7-[(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)oxy]-3-[(2,3,4-tri-O-acetyl-6-deoxy-alpha-L-mannopyranosyl)oxy]-4H-chromen-5-yl acetate | CAS No. 56692-02-5

2-(4-Methoxyphenyl)-8-(3-methyl-2-buten-1-yl)-4-oxo-7-[(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)oxy]-3-[(2,3,4-tri-O-acetyl-6-deoxy-alpha-L-mannopyranosyl)oxy]-4H-chromen-5-yl acetate

Basic Information

CAS Number

56692-02-5

Molecular Formula

C49H56O23

Molecular Weight

1012.96 g/mol

AD

Basic Physical Properties

Density

1.38

Refractive Index

1.637

CC1C(C(C(C(O1)OC2=C(OC3=C(C(=CC(=C3C2=O)OC(=O)C)OC4C(C(C(C(O4)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)CC=C(C)C)C5=CC=C(C=C5)OC)OC(=O)C)OC(=O)C)OC(=O)C

InChI

InChI=1S/C49H56O23/c1-21(2)13-18-33-34(69-49-47(68-30(11)57)45(66-28(9)55)42(64-26(7)53)36(70-49)20-60-23(4)50)19-35(62-24(5)51)37-38(58)43(40(71-41(33)37)31-14-16-32(59-12)17-15-31)72-48-46(67-29(10)56)44(65-27(8)54)39(22(3)61-48)63-25(6)52/h13-17,19,22,36,39,42,44-49H,18,20H2,1-12H3/t22-,36+,39-,42+,44+,45-,46+,47+,48-,49+/m0/s1

InChIKey

QRFUTUDDVRHMIZ-QPIFRKLPSA-N

LogP

4.283200000000004

Topological Polar Surface Area

286.75999999999993 Ų

Hydrogen Bond Donor/Acceptor

0 / 23

Complexity

2090

Synonyms & References

English

  • AKOS016013349
  • Lcariin
  • DTXSID80856108
  • [(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-[5-acetyloxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-4-oxo-3-[(2S,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxychromen-7-yl]oxyoxan-2-yl]methyl acetate
  • 2-(4-Methoxyphenyl)-8-(3-methylbut-2-en-1-yl)-4-oxo-7-[(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)oxy]-3-[(2,3,4-tri-O-acetyl-6-deoxy-alpha-L-mannopyranosyl)oxy]-4H-1-benzopyran-5-yl acetate
  • [(2R,3R,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{[5-(acetyloxy)-2-(4-methoxyphenyl)-8-(3-methylbut-2-en-1-yl)-4-oxo-3-{[(2S,3R,4R,5S,6S)-3,4,5-tris(acetyloxy)-6-methyloxan-2-yl]oxy}-4H-chromen-7-yl]oxy}oxan-2-yl]methyl acetate
  • ICARIIN PERACETATE
  • 56692-02-5
  • (2S,3R,4S,5R,6R)-2-((5-acetoxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-en-1-yl)-4-oxo-3-(((2S,3R,4R,5S,6S)-3,4,5-triacetoxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-7-yl)oxy)-6-(acetoxymethyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate
  • Icariin peracetate
  • 5-(Acetyloxy)-2-(4-methoxyphenyl)-8-(3-methyl-2-butenyl)-7-[(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)oxy]-3-[(2,3,4-tri-O-acetyl-6-deoxy-alpha-L-mannopyranosyl)oxy]-4H-1-benzopyran-4-one
  • [(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-[5-acetyloxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-4-oxo-3-[(2S,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxychromen-7-yl]oxyoxan-2-yl]methyl acetat
  • Icariinperacetate
  • Icariin

MDL Number

MFCD14155954

FAQ

What are the physical and chemical properties of 2-(4-Methoxyphenyl)-8-(3-methyl-2-buten-1-yl)-4-oxo-7-[(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)oxy]-3-[(2,3,4-tri-O-acetyl-6-deoxy-alpha-L-mannopyranosyl)oxy]-4H-chromen-5-yl acetate (CAS: 56692-02-5)?

This compound is a crystalline solid with a high molecular weight and low water solubility. It exhibits limited reactivity under normal conditions, making it suitable for various chemical transformations. The compound's stability suggests it can be stored at room temperature. For detailed physicochemical properties, refer to the material safety data sheet (MSDS).

How is 2-(4-Methoxyphenyl)-8-(3-methyl-2-buten-1-yl)-4-oxo-7-[(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)oxy]-3-[(2,3,4-tri-O-acetyl-6-deoxy-alpha-L-mannopyranosyl)oxy]-4H-chromen-5-yl acetate (CAS: 56692-02-5) typically synthesized?

This compound is synthesized through a multi-step process involving protection of functional groups, coupling reactions, and acetylation. The synthesis typically requires careful control of reaction conditions to achieve high yields and high purity. Catalysts and reagents used include acetic anhydride and various coupling agents. Detailed synthesis protocols are available in the literature.

What industries use 2-(4-Methoxyphenyl)-8-(3-methyl-2-buten-1-yl)-4-oxo-7-[(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)oxy]-3-[(2,3,4-tri-O-acetyl-6-deoxy-alpha-L-mannopyranosyl)oxy]-4H-chromen-5-yl acetate (CAS: 56692-02-5)?

This compound is primarily used in the pharmaceutical industry for the development of complex glycoconjugates and in analytical chemistry for high-value chemical synthesis applications. Its unique structure makes it suitable for specialized applications in research and development environments.

What precautions should be taken when handling 2-(4-Methoxyphenyl)-8-(3-methyl-2-buten-1-yl)-4-oxo-7-[(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)oxy]-3-[(2,3,4-tri-O-acetyl-6-deoxy-alpha-L-mannopyranosyl)oxy]-4H-chromen-5-yl acetate (CAS: 56692-02-5)?

Handling this compound should be conducted under a fume hood with proper personal protective equipment (PPE) including gloves, a lab coat, and safety goggles. Spills should be cleaned up immediately using appropriate absorbents. Always refer to the safety data sheet (SDS) for detailed handling instructions and emergency procedures.

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