PINOSYLVIN
Synonym(s):(E)-3,5-Stilbenediol;(E)-5-(2-Phenylethenyl)-1,3-benzenediol;trans-3,5-Dihydroxystilbene;5-Styrylresorcinol;Pinosylvine
- CAS NO.:22139-77-1
- Empirical Formula: C14H12O2
- Molecular Weight: 212.24
- MDL number: MFCD00210544
- EINECS: 683-184-0
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-07-02 08:55:00
What is PINOSYLVIN?
Chemical properties
Off-white crystalline powder
The Uses of PINOSYLVIN
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.
Definition
ChEBI: Pinosylvin is a stilbenol.
General Description
This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG
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.
Properties of PINOSYLVIN
Melting point: | 153-157 °C |
Boiling point: | 312.08°C (rough estimate) |
Density | 1.1035 (rough estimate) |
refractive index | 1.6000 (estimate) |
storage temp. | 2-8°C |
solubility | DMF: 10mg/mL; DMF:PBS (pH 7.2) (1:50): 0.01mg/mL; DMSO: 10mg/mL; Ethanol: 20mg/mL; Ethanol:PBS (pH 7.2) (1:50): 0.01mg/mL |
form | A solid |
pka | 9.34±0.10(Predicted) |
color | White to off-white |
BRN | 1870942 |
InChI | 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+ |
Safety information for PINOSYLVIN
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 Environment GHS09 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation H400:Hazardous to the aquatic environment, acute hazard |
Precautionary Statement Codes |
P273:Avoid release to the environment. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for PINOSYLVIN
InChIKey | YCVPRTHEGLPYPB-VOTSOKGWSA-N |
SMILES | C1(O)=CC(/C=C/C2=CC=CC=C2)=CC(O)=C1 |
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