α-viniferin

Also known as alpha-viniferin

α-Viniferin is a stilbene trimer. It can be isolated from Caragana chamlagu and from Caragana sinica and from the stem bark of Dryobalanops aromatica. It is also present in relation to resistance to Botrytis cinerea and Plasmopara viticola in Vitis vinifera and Vitis riparia. It has been shown to inhibit acetylcholinesterase.

In the Vinony graph

Within Vinony's link graph, α-viniferin is referenced by 282 other articles, and connects out to botulinum toxin group, chlorpyrifos and metrifonate.

Vinony files it under Acetylcholinesterase inhibitors, Chembox image size set and Chemical articles with multiple compound IDs.

Its subject is documented across 5 Wikipedia language editions.

Chemical data

Formula: C42H30O9
Molecular weight: 678.7 g/mol
IUPAC name: (2R,3R,10R,11R,18S,19S)-3,11,19-tris(4-hydroxyphenyl)-4,12,20-trioxaheptacyclo[16.6.1.12,5.110,13.021,25.09,27.017,26]heptacosa-1(25),5,7,9(27),13,15,17(26),21,23-nonaene-7,15,23-triol
SMILES: C1=CC(=CC=C1[C@H]2[C@@H]3C4=C5[C@@H]([C@H](OC5=CC(=C4)O)C6=CC=C(C=C6)O)C7=C8[C@H]([C@@H](OC8=CC(=C7)O)C9=CC=C(C=C9)O)C1=C3C(=CC(=C1)O)O2)O
InChIKey: KUTVNHOAKHJJFL-ZSIJVUTGSA-N
XLogP: 6.8
Polar surface area: 149 Å²
H-bond donors: 6
H-bond acceptors: 9
Formal charge: 0

via PubChem

Drug data · ChEMBL

Molecule type: Small molecule

via ChEMBL · EBI

Wikidata facts

Mass: 678.18898254

Show 4 more facts

found in taxon: Hopea exalata
canonical SMILES: C1=CC(=CC=C1C2C3C4=CC(=CC5=C4C(C(O5)C6=CC=C(C=C6)O)C7=CC(=CC8=C7C(C(O8)C9=CC=C(C=C9)O)C1=CC(=CC(=C31)O2)O)O)O)O
chemical formula: C₄₂H₃₀O₉
isomeric SMILES: Oc1ccc([C@H]2Oc3cc(O)cc4c3[C@@H]2c2cc(O)cc3c2[C@@H](c2cc(O)cc5c2[C@@H]4[C@H](c2ccc(O)cc2)O5)[C@H](c2ccc(O)cc2)O3)cc1

Sources (2)

via Wikidata · CC0

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