Chunganenol

Chunganenol
Names
Preferred IUPAC name
(21S,25R,26R,26aS,27S,211bS,62S,63S,65S,66S)-26,27,62,66-Tetrakis(4-hydroxyphenyl)-64-[(1E)-2-(4-hydroxyphenyl)ethen-1-yl]-21,25,26,26a,27,211b,62,63,65,66-decahydro-2(1,5)-benzo[3,4]azuleno[7,8,1-cde][1]benzofurana-6(3,5)-benzo[1,2-b:5,4-b′]difurana-1,7(1),3(1,2),5(1,4)-tetrabenzenaheptaphane-14,24,28,210,33,35,52,56,73,75-decol
Identifiers
3D model (JSmol)
  • Interactive image
PubChem CID
  • 44473743
CompTox Dashboard (EPA)
  • DTXSID701031835 Edit this at Wikidata
InChI
  • InChI=1S/C85H64O18/c86-47-14-1-39(2-15-47)3-26-57-75-68(102-83(42-8-20-50(89)21-9-42)72(75)45-27-53(92)31-54(93)28-45)38-69-76(57)73(84(103-69)43-10-22-51(90)23-11-43)46-29-62(96)60(63(97)30-46)36-58-59(32-55(94)34-64(58)98)77-71(41-6-18-49(88)19-7-41)81-70(40-4-16-48(87)17-5-40)74-61(33-56(95)35-65(74)99)78-80-67(37-66(100)79(77)82(80)81)101-85(78)44-12-24-52(91)25-13-44/h1-35,37-38,70-73,77-78,81,83-100H,36H2/b26-3+/t70-,71-,72-,73-,77-,78-,81+,83+,84+,85+/m0/s1
    Key: FTFAHGCTWYRGNY-LGGXSKLGSA-N
  • [H][C@@]12[C@H]([C@@H](C3=C(O)C=C4O[C@H](C5=CC=C(O)C=C5)[C@]([H])(C4=C13)C1=CC(O)=CC(O)=C1[C@@H]2C1=CC=C(O)C=C1)C1=C(CC2=C(O)C=C(C=C2O)[C@@H]2[C@H](OC3=C2C(\C=C\C2=CC=C(O)C=C2)=C2[C@@H]([C@H](OC2=C3)C2=CC=C(O)C=C2)C2=CC(O)=CC(O)=C2)C2=CC=C(O)C=C2)C(O)=CC(O)=C1)C1=CC=C(O)C=C1
Properties
Chemical formula
 C85H64O18
Molar mass 1373.429 g·mol−1
Appearance Colorless amorphous powder
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Chemical compound

Chunganenol is a resveratrol hexamer found in Vitis chunganensis.[1]

References

  1. ^ Shan He; Liyan Jiang; Bin Wu; Chang Li; Yuanjiang Pan (2009). "Chunganenol: An Unusual Antioxidative Resveratrol Hexamer from Vitis chunganensis". J. Org. Chem. 74 (20): 7966–7969. doi:10.1021/jo901354p. PMID 19757796.
  • v
  • t
  • e
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
  • Amurensin A and H
  • Ampelopsin A
  • B
  • D and F
  • Balanocarpol
  • Cyphostemmin A and B
  • δ-viniferin
  • ε-viniferin
  • Gnetin A and C
  • Leachinol F
  • Malibatol A
  • Pallidol
  • Parthenocissin A
  • Quadrangularin A
  • Restrytisol A, B and C
  • Vitisinol D
Trimers
Tetramers
Pentamers
Hexamers
  • Chunganenol
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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