Chunganenol - Misplaced Pages

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Chunganenol
Names

Preferred IUPAC name (2S,2R,2R,2S,2S,2S,6S,6S,6S,6S)-2,2,6,6-Tetrakis(4-hydroxyphenyl)-6--2,2,2,2,2,2,6,6,6,6-decahydro-2(1,5)-benzoazulenobenzofurana-6(3,5)-benzodifurana-1,7(1),3(1,2),5(1,4)-tetrabenzenaheptaphane-1,2,2,2,3,3,5,5,7,7-decol
Identifiers
3D model (JSmol)	Interactive image
PubChem CID	44473743
CompTox Dashboard (EPA)	DTXSID701031835
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/s1Key: FTFAHGCTWYRGNY-LGGXSKLGSA-N
SMILES 12((C3=C(O)C=C4O(C5=CC=C(O)C=C5)()(C4=C13)C1=CC(O)=CC(O)=C12C1=CC=C(O)C=C1)C1=C(CC2=C(O)C=C(C=C2O)2(OC3=C2C(\C=C\C2=CC=C(O)C=C2)=C2((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
Appearance	Colorless amorphous powder
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references

Chemical compound

Chunganenol is a resveratrol hexamer found in Vitis chunganensis.

References

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.

Oligostilbenoids and their glycosides

Dimers

Trimers

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	α-viniferin Ampelopsin C Amurensin C, D and G Hopeanolin Malaysianol A Miyabenol C Resviniferin A and B trans-diptoindonesin B
Tetramers	Ampelopsin H Amurensin K Caraphenol B Carasinol B Flexuosol A Hopeaphenol Kobophenol A Miyabenol A Vaticanol B and C Vaticaphenol A Vitisin A B and C β-viniferin (cyclic resveratrol tetramer)
Pentamers	Amurensin E and F
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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