Amurensin (flavonol)

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Amurensin
Names
IUPAC name
7-(β-D-Glucopyranosyloxy)-3,4′,5-trihydroxy-8-(3-hydroxy-3-methylbutyl)flavone
Systematic IUPAC name
3,5-Dihydroxy-8-(3-hydroxy-3-methylbutyl)-2-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-1-benzopyran-4-one
Identifiers
3D model (
JSmol
)
ChemSpider
UNII
  • InChI=1S/C26H30O12/c1-26(2,35)8-7-13-15(36-25-22(34)20(32)18(30)16(10-27)37-25)9-14(29)17-19(31)21(33)23(38-24(13)17)11-3-5-12(28)6-4-11/h3-6,9,16,18,20,22,25,27-30,32-35H,7-8,10H2,1-2H3/t16-,18-,20+,22-,25-/m1/s1 ☒N
    Key: UNHHWEHQUUGKEE-MLLLWRCASA-N ☒N
  • InChI=1/C26H30O12/c1-26(2,35)8-7-13-15(36-25-22(34)20(32)18(30)16(10-27)37-25)9-14(29)17-19(31)21(33)23(38-24(13)17)11-3-5-12(28)6-4-11/h3-6,9,16,18,20,22,25,27-30,32-35H,7-8,10H2,1-2H3/t16-,18-,20+,22-,25-/m1/s1
    Key: UNHHWEHQUUGKEE-MLLLWRCABA
  • CC(C)(CCC1=C(C=C(C2=C1OC(=C(C2=O)O)C3=CC=C(C=C3)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O
Properties
C26H30O12
Molar mass 534.50 g/mol
Density 1.581 g/mL
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Amurensin is a

tert-amyl alcohol derivative of kaempferol 7-O-glucoside. It can be found in Phellodendron amurense.[1]


Related compounds

Phellodendron japonicum.[2]

References

  1. doi:10.1021/ja01118a013
  2. doi:10.1248/cpb.53.1118
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