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Merck
CN

56297

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
UNSPSC Code:
41116107
NACRES:
NA.25
PubChem Substance ID:
329758200
MDL number:
MFCD00210544
Beilstein/REAXYS Number:
1870942

Key Documents

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Product Name

Pinosylvin, ≥97.0% (HPLC)

InChI key

YCVPRTHEGLPYPB-VOTSOKGWSA-N

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+

assay

≥97.0% (HPLC)

form

solid

storage condition

protect from light

mp

153-157 °C

shipped in

wet ice

storage temp.

2-8°C

Quality Level

100

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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.

Disclaimer

sensitive to oxidation

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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

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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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
Eun-Jung Park et al.
The Journal of nutritional biochemistry, 23(8), 946-952 (2011-09-23)
Metastasis is a major cause of death in cancer patients. Our previous studies showed that pinosylvin, a naturally occurring trans-stilbenoid mainly found in Pinus species, exhibited a potential cancer chemopreventive activity and also inhibited the growth of various human cancer
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
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
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
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