Pinosylvin

For Research Use Only.
Category
Phenols
Cat.No.
NP4610
CAS
22139-77-1
Product Name
Pinosylvin
Structure

Product Details

Description
Pinosylvin isolated from the herbs of Pinus yunnanensis. Pinosylvin in low concentrations, can promote cell proliferation to endothelial cells and inhibit lipopolysaccharide-induced THP-1 cell adhesion to endothelial cells.
Synonyms
3,5-dihydroxystilbene;
IUPAC Name
5-[(E)-2-phenylethenyl]benzene-1,3-diol
Molecular Weight
212.3
Molecular Formula
C14H12O2
Canonical SMILES
C1=CC=C(C=C1)C=CC2=CC(=CC(=C2)O)O
InChI
1S/C14H12O2/c15-13-8-12(9-14(16)10-13)7-6-11-4-2-1-3-5-11/h1-10,15-16H/b7-6+
InChIKey
YCVPRTHEGLPYPB-VOTSOKGWSA-N
Boiling Point
312.08°C (rough estimate)
Melting Point
153-157 °C
Purity
> 95%
Density
1.252g/cm3
Appearance
Powder
Application
antibacterial; antimicrobial; antifungal;
Storage
2-8°C
BRN
1870942
Chemical Properties
Off-white crystalline powder
EINECS
683-184-0
Enzyme Inhibitor
This trans-stilbene derivative (FW = 212.25 g/mol; CAS 102-61-4; M.P. = 155.5-156°C; low solubility in water), also known as (E)-3,5-stilbenediol and trans-3,5-dihydroxystilbene and named systematically as 5-[(E)-2- phenylethenyl]benzene-1,3-diol, occurs naturally in the hardwood of pine and other woody plants. Pinosylvin exxhibits micromolar Ki values for specific isozymes of stilbene synthase and chalcone synthase. Target(s): chalcone synthase; stilbene synthase; tyrosinase, or monophenol monooxygenase.
Hazard Class
Xn,N
pKa
9.34±0.10(Predicted)
Refractive Index
1.6000 (estimate)
RIDADR
UN 3077 9 / PGIII
Risk Statements
22-36-51/53
RTECS
WJ5580000
Safety Statements
26-61
Uses
Pinosylvin, a pre-infectious stilbenoid toxin, is used to study its properties as a fungitoxin and therapeutic agent. Pinosylvin is used as a representative stilbene to study its biological actions and therapeutic value in processes such as cell survival, apoptosis and cell mobility.
WGK Germany
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