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42914

Sigma-Aldrich

Pinosylvin monomethyl ether

≥97.0% (HPLC)

Synonym(s):

(E)-3-Hydroxy-5-methoxystilbene, (E)-3-Methoxy-5-(2-phenylethenyl)phenol, 5-Methoxy-3-stilbenol, Pinosylvin 3-methyl ether

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About This Item

Empirical Formula (Hill Notation):
C15H14O2
CAS Number:
Molecular Weight:
226.27
Beilstein/REAXYS Number:
1875807
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

assay

≥97.0% (HPLC)

form

solid

mp

118-122 °C

SMILES string

COc1cc(O)cc(\C=C\c2ccccc2)c1

InChI

1S/C15H14O2/c1-17-15-10-13(9-14(16)11-15)8-7-12-5-3-2-4-6-12/h2-11,16H,1H3/b8-7+

InChI key

JVIXPWIEOVZVJC-BQYQJAHWSA-N

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Application

Pinosylvin, a pre-infectious stilbenoid toxin, is used to study its properties as a fungitoxin and potential therapeutic agent. Pinosylvin monomethyl ether, a methylated derivative of pinosylvin, may be used as a reference material in the analysis of stibenoid toxins. Pinosylvin monomethyl ether may also be 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.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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


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Caterina Villari et al.
Tree physiology, 32(7), 867-879 (2012-06-22)
Conifer bark beetles are often associated with fungal complexes whose components have different ecological roles. Some associated species are nutritionally obligate fungi, serving as nourishment to the larvae, whereas others are pathogenic blue-stain fungi known to be involved in the
C C Celimene et al.
Phytochemistry, 56(2), 161-165 (2001-02-24)
The effects of pinosylvin, pinosylvin monomethyl ether, pinosylvin dimethyl ether, and resveratrol on the fungal shoot blight and canker pathogen of conifers Sphaeropsis sapinea were examined in vitro. Effects of compounds, isolates, and concentrations on both conidial germination and mycelial
Dag Ekeberg et al.
Journal of chromatography. A, 1109(2), 267-272 (2006-02-14)
A method for quantitative determination of extractives from heartwood of Scots pine (Pinus sylvestris L.) using gas chromatography (GC) with flame ionization detection (FID) was developed. The limit of detection (LOD) was 0.03 mg/g wood and the linear range (r
L E Lindberg et al.
Journal of industrial microbiology & biotechnology, 31(3), 137-147 (2004-04-28)
Hydrophilic knotwood extracts from 18 wood species were assessed in disc diffusion and liquid culture tests for antibacterial effects against three species of paper mill bacteria. The Pinus sylvestris, P. resinosa, P. contorta, and P. banksiana extracts decreased or inhibited
François Simard et al.
Phytotherapy research : PTR, 22(7), 919-922 (2008-04-05)
Methanol extracts of wood from Pinus resinosa were found to be selectively cytotoxic against human lung carcinoma cells, A549 (IC50 41 +/- 6 microg/mL), human colorectal adenocarcinoma cells, DLD-1 (IC50 47 +/- 4 microg/mL) in comparison with healthy cells, WS1

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