Vitisin B
Chemical structure of vitisin B
Names
Preferred IUPAC name
(22 R ,23 R ,32 R ,33 R ,4E ,62 R ,63 R )-22 ,32 ,62 -Tris(4-hydroxyphenyl)-22 ,23 ,32 ,33 ,62 ,63 -hexahydro-2(3,6),3(3,5),6(4,3)-tris([1]benzofurana)-1,7(1)-dibenzenaheptaphan-4-ene-13 ,15 ,24 ,66 ,73 ,75 -hexol
Other names
Identifiers
ChEBI
ChemSpider
InChI=1S/C56H42O12/c57-36-10-4-29(5-11-36)54-49(35-23-45(65)53-47(24-35)67-56(31-8-14-38(59)15-9-31)52(53)34-21-41(62)26-42(63)22-34)44-17-28(2-16-46(44)66-54)1-3-32-18-43(64)27-48-50(32)51(33-19-39(60)25-40(61)20-33)55(68-48)30-6-12-37(58)13-7-30/h1-27,49,51-52,54-65H/b3-1+/t49-,51-,52-,54+,55+,56+/m1/s1
N Key: SPRFPODGXUUTIB-APEUUSFDSA-N
N
c1cc(ccc1[C@H]2[C@@H](c3cc(ccc3O2)/C=C/c4cc(cc5c4[C@H]([C@@H](O5)c6ccc(cc6)O)c7cc(cc(c7)O)O)O)c8cc(c9c(c8)O[C@H]([C@@H]9c1cc(cc(c1)O)O)c1ccc(cc1)O)O)O
Properties
C56 H42 O12
Molar mass
906.92 g/mol
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Vitisin B is a resveratrol tetramer found in plants of the genus Vitis .[ 2]
References
^ Poster at 1st International Conference of Resveratrol and Health, Jean-Claude Izard, 2010
^ Opposite Effects of Two Resveratrol (trans-3,5,4′-Trihydroxystilbene) Tetramers, Vitisin A and Hopeaphenol, on Apoptosis of Myocytes Isolated from Adult Rat Heart. Kazuhiko Seya, Kouta Kanemaru, Chiharu Sugimoto, Megumi Suzuki, Teruko Takeo, Shigeru Motomura, Haruo Kitahara, Masatake Niwa, Yoshiteru Oshima and Ken-Ichi Furukawa, JPET January 2009 vol. 328 no. 1 90-98, doi :10.1124/jpet.108.143172
External links
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)