Structure via PubChem · Public domain (PubChem)
pinosylvin
Sign in to saveAlso 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.
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 Ų
- 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
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- Occurrence
- Biosynthesis
- References
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.
==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.