Viniferal
Names
Preferred IUPAC name
(2R ,2′S ,3R ,3′S )-3′-(3,5-Dihydroxyphenyl)-6′-hydroxy-2,2′-bis(4-hydroxyphenyl)[3,4′-bi-1-benzofuran]-5-carbaldehyde
Other names
(−)-Viniferal
Identifiers
180413-42-7 Y
ChEBI
ChEMBL
ChEMBL469541 (underspecified stereo)
ChemSpider
26233612 Y
InChI=1S/C35H26O8/c36-17-18-1-10-29-27(11-18)32(35(42-29)20-4-8-23(38)9-5-20)28-15-26(41)16-30-33(28)31(21-12-24(39)14-25(40)13-21)34(43-30)19-2-6-22(37)7-3-19/h1-17,31-32,34-35,37-41H/t31-,32-,34+,35-/m0/s1
Y Key: DHTHKPNODOWMKF-VPIGGYNKSA-N
Y InChI=1/C35H26O8/c36-17-18-1-10-29-27(11-18)32(35(42-29)20-4-8-23(38)9-5-20)28-15-26(41)16-30-33(28)31(21-12-24(39)14-25(40)13-21)34(43-30)19-2-6-22(37)7-3-19/h1-17,31-32,34-35,37-41H/t31-,32-,34+,35-/m0/s1
Key: DHTHKPNODOWMKF-VPIGGYNKBX
O=CC1=CC=C(O[C@@H](C2=CC=C(O)C=C2)[C@@H]3C4=CC(O)=CC5=C4[C@H](C6=CC(O)=CC(O)=C6)[C@@H](C7=CC=C(O)C=C7)O5)C3=C1
Properties
C 35 H 26 O 8
Molar mass
574.585 g·mol−1
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
Chemical compound
Viniferal is a hydroxystilbenoid with an aldehyde group found in Vitis vinifera (grapevine).[1]
References
^ Ito, Junko; Niwa, Masatake (1996). "Absolute structures of new hydroxystilbenoids, vitisin C and viniferal, from Vitis vinifera 'Kyohou' ". Tetrahedron . 52 (30): 9991–9998. doi :10.1016/0040-4020(96)00543-1. S2CID 97047118.
External links
Website of the Schröder group
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) 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)