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56297

Sigma-Aldrich

Pinosylvin

≥97.0% (HPLC)

Synonym(s):

(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

Empirical Formula (Hill Notation):
C14H12O2
CAS Number:
Molecular Weight:
212.24
Beilstein:
1870942
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Takao Koeduka et al.
Journal of bioscience and bioengineering, 127(5), 539-543 (2018-11-26)
Resveratrol and its methyl ethers, which belong to a class of natural polyphenol stilbenes, play important roles as biologically active compounds in plant defense as well as in human health. Although the biosynthetic pathway of resveratrol has been fully elucidated
Andrea Ganthaler et al.
Plant molecular biology, 94(3), 229-251 (2017-02-13)
Accumulation of phenolic needle metabolites in Norway spruce is regulated by many genes with small and additive effects and is correlated with the susceptibility against fungal attack. Norway spruce accumulates high foliar concentrations of secondary phenolic metabolites, with important functions
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
Mirka Laavola et al.
Molecules (Basel, Switzerland), 24(1) (2019-01-02)
Interleukin-6 (IL-6) is involved in the pathogenesis of various inflammatory diseases, like rheumatoid arthritis (RA). In the present study, we investigated the role of IL-6 in osteoarthritis (OA) patients and the effects of the stilbenoids monomethyl pinosylvin and pinosylvin on

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