Vitisin B (stilbenoid)

For other uses, see Vitisin B.

Vitisin B

Names
Preferred IUPAC name (2^2R,2^3R,3^2R,3^3R,4E,6^2R,6^3R)-2^2,3^2,6^2-Tris(4-hydroxyphenyl)-2^2,2^3,3^2,3^3,6^2,6^3-hexahydro-2(3,6),3(3,5),6(4,3)-tris([1]benzofurana)-1,7(1)-dibenzenaheptaphan-4-ene-1^3,1^5,2^4,6^6,7^3,7^5-hexol
Other names R-Viniferin[1]
Identifiers
3D model (JSmol)	Interactive image
ChEBI	CHEBI:189579
ChemSpider	17290428^N
PubChem CID	16133855
CompTox Dashboard (EPA)	DTXSID601029954
InChI 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
SMILES 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
Chemical formula	C56H42O12
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). N verify (what is ^YN ?) Infobox references

Vitisin B is a resveratrol tetramer found in plants of the genus Vitis.[2]

References

1. Poster at 1st International Conference of Resveratrol and Health, Jean-Claude Izard, 2010
2. 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

• Vitisin B on www.chemindustry.com
• Website of the Schröder group