Amurensin A

Amurensin A
Chemical structure of amurensin A
Names
IUPAC name
5,5'-((3S,4S,Z)-4-hydroxy-1,4-bis(4-hydroxyphenyl)but-1-ene-2,3-diyl)bis(benzene-1,3-diol)
Identifiers
CAS Number
  • 259536-16-8
3D model (JSmol)
  • Interactive image
PubChem CID
  • 92446989
UNII
  • ZT56Y3NP6M checkY
InChI
  • InChI=1S/C28H24O7/c29-20-5-1-16(2-6-20)9-26(18-10-22(31)14-23(32)11-18)27(19-12-24(33)15-25(34)13-19)28(35)17-3-7-21(30)8-4-17/h1-15,27-35H/b26-9+/t27-,28+/m0/s1
    Key: GCORPFHXPBERCR-WFRBMYQMSA-N
  • OC1=CC(/C([C@@H]([C@H](O)C2=CC=C(O)C=C2)C3=CC(O)=CC(O)=C3)=C\C4=CC=C(O)C=C4)=CC(O)=C1
Properties
Chemical formula
C28H24O7
Molar mass 472.48 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Chemical compound

Amurensin A is an oligostilbene isolated from the roots of Vitis amurensis.[1] It is a partially oxidized resveratrol dimer with a C8-C8' connection.[2]

References

  1. ^ Huang, K. S.; Lin, M. (1999). "Oligostilbenes from the Roots of Vitis amurensis". Journal of Asian Natural Products Research. 2 (1): 21–28. doi:10.1080/10286029908039886. PMID 11261202.
  2. ^ Natural stilbenes: an overview. Tao Shen, Xiao-Ning Wang and Hong-Xiang Lou, Nat. Prod. Rep.,2009, 26, pages 916-935, doi:10.1039/B905960A
  • v
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Oligostilbenoids and their glycosides
  • Diptoindonesin C
  • Diptoindonesin F
  • Gnetin H
  • Hemsleyanol D
  • Isohopeaphenol
  • Laetevirenol A, B, C, D and E
  • Suffruticosol A and B
  • Viniferal
  • E-ω-viniferin
  • Z-ω-viniferin
Dimers
  • Diptoindonesin G
  • Jezonodione
  • B
  • Scirpusin A
  • Tibeticanol (piceatannol dimer)
Trimers
  • Amurensin B
  • Gnetin E
  • Gneyulin A
  • Johorenol A
  • Ampelopsin E
  • Vaticanol G
Tetramers:
  • Dibalanocarpol
  • Gnetin J (3"-hydroxygnetin E)
  • Gnetin K (3"-methoxygnetin E)
  • Gnetuhainin R (isorhapontigenin tetramer)
  • Laetevirenol F and G
Higher polymers
(five units or more)
  • Vaticanol D, H, I and J
Oligomeric forms
of resveratrol
Dimers
Trimers
Tetramers
Pentamers
Hexamers
Higher polymers
  • γ-viniferin
  • Valeriaphenol A
Glycosides or conjugates
  • Diptoindonesin A (C-glucoside of ε-viniferin)
  • Foeniculoside I (glucoside of miyabenol C), II, III and IV
  • Laevifonol (an ε-viniferin-ascorbic acid hybrid compound)
  • Laevifoside (O-glucoside of ampelopsin A)


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