Vitisin C

Vitisin C

Identifiers
CAS number	180580-73-8^Y
PubChem	16145527
ChemSpider	17301998^Y
Jmol-3D images	Image 1
SMILES Oc1ccc(cc1)[C@H]4Oc2cc(O)cc(c2[C@@H]4c3cc(O)cc(O)c3)\C=C\c%10ccc%11O[C@@H](c5ccc(O)cc5)[C@@H](c7cc(O)cc8O[C@H](c6ccc(O)cc6)[C@H](c78)c9cc(O)cc(O)c9)c%11c%10
InChI InChI=1S/C56H42O12/c57-35-10-4-29(5-11-35)54-50(33-19-38(60)23-39(61)20-33)49-32(18-42(64)26-47(49)67-54)3-1-28-2-16-46-44(17-28)52(56(66-46)31-8-14-37(59)15-9-31)45-25-43(65)27-48-53(45)51(34-21-40(62)24-41(63)22-34)55(68-48)30-6-12-36(58)13-7-30/h1-27,50-52,54-65H/b3-1+/t50-,51-,52+,54+,55+,56-/m0/s1^Y Key: WZKKRZSJTLGPHH-WHSOPTDBSA-N^Y InChI=1/C56H42O12/c57-35-10-4-29(5-11-35)54-50(33-19-38(60)23-39(61)20-33)49-32(18-42(64)26-47(49)67-54)3-1-28-2-16-46-44(17-28)52(56(66-46)31-8-14-37(59)15-9-31)45-25-43(65)27-48-53(45)51(34-21-40(62)24-41(63)22-34)55(68-48)30-6-12-36(58)13-7-30/h1-27,50-52,54-65H/b3-1+/t50-,51-,52+,54+,55+,56-/m0/s1 Key: WZKKRZSJTLGPHH-WHSOPTDBBK
Properties
Molecular formula	C₅₆H₄₂O₁₂
Molar mass	906.93 g mol⁻¹
Exact mass	906.267627 u
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Vitisin C is a hydroxystilbenoid. It is a resveratrol tetramer found in plants of the genus Vitis (grapevines).^[1]^[2]

References

^ Ito, J (1996). "Absolute structures of new hydroxystilbenoids, vitisin C and viniferal, from Vitis vinifera 'Kyohou'". Tetrahedron 52 (30): 9991. doi:10.1016/0040-4020(96)00543-1.
^ Seya, K; Furukawa, K; Taniguchi, S; Kodzuka, G; Oshima, Y; Niwa, M; Motomura, S (2003). "Endothelium-dependent vasodilatory effect of vitisin C, a novel plant oligostilbene from Vitis plants (Vitaceae), in rabbit aorta". Clinical science (London, England : 1979) 105 (1): 73–9. doi:10.1042/CS20020288. PMID 12605596.

Stilbenoids and their glycosides

of resveratrol	Piceid \| Trans-resveratrol-3-O-glucuronide

Oligomeric forms

of resveratrol	Ampelopsin E \| Dimers : ε-viniferin, Parthenocissin A, Quadrangularin A, Pallidol and Amurensin A \| Trimers : α-viniferin, Laevifonol (an ε-viniferin-ascorbic acid hybrid compound), Malaysianol A, trans-diptoindonesin B \| Tetramers : Hopeaphenol \| Vitisins A, B and C

Oligomeric forms glycosides

Diptoindonesin A | Laevifoside (O-glucoside of ampelopsin A)

Misc

Synthetic

Stilbenoid drugs