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Merck
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56297

Sigma-Aldrich

Pinosylvin

≥97.0% (HPLC)

Sinónimos:

(E)-3,5-Stilbenediol, (E)-5-(2-Phenylethenyl)-1,3-benzenediol, 5-Styrylresorcinol, trans-3,5-Dihydroxystilbene, Pinosylvine

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About This Item

Fórmula empírica (notación de Hill):
C14H12O2
Número de CAS:
22139-77-1
Peso molecular:
212.24
Beilstein/REAXYS Number:
1870942
MDL number:
MFCD00210544
UNSPSC Code:
41116107
PubChem Substance ID:
329758200
NACRES:
NA.25

assay

≥97.0% (HPLC)

form

solid

storage condition

protect from light

mp

153-157 °C

shipped in

wet ice

storage temp.

2-8°C

SMILES string

Oc1cc(O)cc(\C=C\c2ccccc2)c1

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+

InChI key

YCVPRTHEGLPYPB-VOTSOKGWSA-N

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Application

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Caution

sensitive to oxidation

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

Hazard Classifications

Aquatic Acute 1 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

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Viera Jančinová et al.
Acta pharmacologica Sinica, 33(10), 1285-1292 (2012-07-31)
To investigate the effects of the naturally occurring stilbenoid pinosylvin on neutrophil activity in vitro and in experimental arthritis, and to examine whether protein kinase C (PKC) activation served as an assumed target of pinosylvin action. Fresh human blood neutrophils
Hanne Hovelstad et al.
Molecules (Basel, Switzerland), 11(1), 103-114 (2007-10-27)
The content and distribution of stilbenes and resin acids in Scots pine (Pinus sylvestris) and spruce (Picea abies), sampled in central Norway, have been examined. The contents of pinosylvin stilbenes in pine heartwood/living knots were 0.2-2/2-8 %(w/w). No stilbenes could
Ferenc Billes et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 68(3), 669-679 (2007-04-10)
In this article the authors deal with the experimental and theoretical interpretation of the vibrational spectra of trans-resveratrol (3,5,4'-trihydroxy-trans-stilbene) of diverse beneficial biological activity. Infrared and Raman spectra of the compound were recorded; density functional calculations were carried out resulting
Kathryn A Roupe et al.
The Journal of pharmacy and pharmacology, 58(11), 1443-1450 (2006-11-30)
The pharmacokinetics of piceatannol, pinosylvin and rhapontigenin were characterized in male Sprague-Dawley rats after single intravenous doses of 10 mg kg(-1) of each stilbene. Serial blood samples were collected via a catheter inserted into the right jugular vein and plasma
José Manuel López-Nicolás et al.
Journal of agricultural and food chemistry, 57(21), 10175-10180 (2009-10-10)
The complexation of pinosylvin, a potent antimicrobial and antifungal stilbenoid, by cyclodextrins (CDs) is described for first time in this work. Steady-state fluorescence was used to demonstrate that natural (alpha-, beta-, and gamma-CD) and modified (HP-beta-CD, methyl-beta-CD, and ethyl-beta-CD) CDs
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