pinosylvin

Also known as trans-3,5-dihydroxystilbene, 5-[(E)-2-phenylvinyl]benzene-1,3-diol, (E)-5-(2-phenylethenyl)-1,3-benzenediol, (E)-3,5-stilbenediol

Pinosylvin is an organic compound with the formula C6H5CH=CHC6H3(OH)2. A white solid, it is related to trans-stilbene, but with two hydroxy groups on one of the phenyl substituents. It is very soluble in many organic solvents, such as acetone.

In the Vinony graph

Vinony's link graph records 56 inbound references to pinosylvin, and connects out to wood, International Standard Book Number and enzyme.

It sits within the topics ECHA InfoCard ID from Wikidata and Stilbenoids.

Vinony links it to 13 Wikipedia language editions.

Chemical data

Formula: C14H12O2
Molecular weight: 212.24 g/mol
IUPAC name: 5-[(E)-2-phenylethenyl]benzene-1,3-diol
SMILES: C1=CC=C(C=C1)/C=C/C2=CC(=CC(=C2)O)O
InChIKey: YCVPRTHEGLPYPB-VOTSOKGWSA-N
XLogP: 3.5
Polar surface area: 40.5 Å²
H-bond donors: 2
H-bond acceptors: 2
Formal charge: 0

via PubChem

Drug data · ChEMBL

Molecule type: Small molecule

via ChEMBL · EBI

Wikidata facts

Subclass of: 3,5-Stilbenediol
Has part: hydrogen
Mass: 212.08373

Show 5 more facts

found in taxon: Stemona tuberosa
chemical formula: C₁₄H₁₂O₂
isomeric SMILES: C1=CC=C(C=C1)/C=C/C2=CC(=CC(=C2)O)O
canonical SMILES: C1=CC=C(C=C1)C=CC2=CC(=CC(=C2)O)O
Commons category: Pinosylvin

Sources (4)

via Wikidata · CC0

~1 min read

Encyclopedic overview

3 sections

Contents

Occurrence
Biosynthesis
References

==Occurrence== Pinosylvin is produced in plants in response to fungal infections, ozone-induced stress, and physical damage for example. It is a fungitoxin protecting the wood from fungal infection. It is present in the heartwood of Pinaceae and also found in Gnetum cleistostachyum.

Excerpted from Wikipedia’s “pinosylvin” article, available under the CC BY-SA 4.0 licence.