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| Names | |
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| Preferred IUPAC name
5-[(2R,3R)-5-[(1E)-2-(3,5-Dihydroxyphenyl)ethen-1-yl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol | |
| Other names
δ-Viniferin | |
| Identifiers | |
3D model (JSmol) |
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| ChEBI | |
| ChEMBL | |
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PubChem CID |
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| Properties | |
| C28H22O6 | |
| Molar mass | 454.47 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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δ-Viniferin is a resveratrol dehydrodimer. It is an isomer of epsilon-viniferin. It can be isolated from stressed grapevine (Vitis vinifera) leaves.[3] It is also found in plant cell cultures[4] and wine.[5] It can also be found in Rheum maximowiczii.[1]
It is a grapevine phytoalexin following stresses[3] like fungal infection (byPlasmopara viticola, the agent of downy mildew),[6] UV light irradiationorozone treatment.[7]
Botryosphaeria obtusa, a pathogen responsible for the black dead arm disease of grapevine, has also been shown to be able to oxidise wood δ-resveratrol into delta-viniferin.[8]
In cell cultures, the use of methyl jasmonate and jasmonic acidaselicitors stimulates δ-viniferin biosynthesis.[9]
Delta-viniferin can also be produced from resveratrol by human PTGS1 (COX-1, cyclooxygenase-1)[10] or from trans-resveratrol and (−)-epsilon-viniferinbyhorseradish peroxidase.[11]
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Type of stilbenoids (molecules with a C6-C2-C6 backbone)
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| Types |
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