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56297

Sigma-Aldrich

Pinosylvin

≥97.0% (HPLC)

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Synonym(s):
(E)-3,5-Stilbenediol, (E)-5-(2-Phenylethenyl)-1,3-benzenediol, 5-Styrylresorcinol, trans-3,5-Dihydroxystilbene, Pinosylvine
Empirical Formula (Hill Notation):
C14H12O2
CAS Number:
22139-77-1
Molecular Weight:
212.24
Beilstein:
1870942
MDL number:
MFCD00210544
UNSPSC Code:
12352200
PubChem Substance ID:
329758200
NACRES:
NA.25

Quality Level

100

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

Signal Word

Warning

Hazard Statements

H315,H319,H335,H400

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

高风险级别生物产品--毒素类产品

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
Eun-Jung Park et al.
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology, 27(3-4), 353-362 (2011-04-08)
Since inhibitors of inducible nitric oxide synthase (iNOS) have been considered as potential anti-inflammatory and cancer chemopreventive agents, we have evaluated the inhibitory effects on the production of nitric oxide (NO) in lipopolysaccharide (LPS)-stimulated murine macrophage RAW 264.7 cells with
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
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
Eunsil Jeong et al.
Phytotherapy research : PTR, 27(4), 610-617 (2012-06-28)
Pinosylvin is a phenolic compound mainly found in the Pinus species. To determine the vascular functions of pinosylvin, we first examined both proliferation and apoptosis of bovine aortic endothelial cells (BAECs) in the presence of pinosylvin. When BAECs were treated
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