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Merck
CN

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:
22139-77-1
Molecular Weight:
212.24
Beilstein:
1870942
MDL number:
MFCD00210544
UNSPSC Code:
41116107
PubChem Substance ID:
329758200
NACRES:
NA.25

Key Documents

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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.

Disclaimer

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

Storage Class Code

11 - Combustible Solids

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
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Certificates of Analysis (COA)

Lot/Batch Number
BCCL5591
BCCK3689
BCCG9175
BCCF3980
BCCC9375

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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
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
S K Lee et al.
Fitoterapia, 76(2), 258-260 (2005-03-09)
The antibacterial and antifungal activities of pinosylvin (3,5-dihydroxy-trans-stilbene), a constituent of pine, were studied and compared with those of resveratrol (3,5,4'-trihydroxy-trans-stilbene). Pinosylvin exhibited more potent growth inhibitory activity against Candida albicans and Saccharomyces cerevisiae.
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
Eun-Jung Park et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 55, 424-433 (2013-01-22)
Pinosylvin, a naturally occurring trans-stilbenoid mainly found in Pinus species, has exhibited a potential cancer chemopreventive activity. However, the growth inhibitory activity against cancer cells and the underlying molecular mechanisms remain to be elucidated. Therefore, the anti-proliferative activity of pinosylvin
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