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Merck

34092

Resveratrol

analytical standard

Synonym(s):

3,4′,5-Trihydroxy-trans-stilbene, 5-[(1E)-2-(4-Hydroxyphenyl)ethenyl]-1,3-benzenediol

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About This Item

Empirical Formula (Hill Notation):
C14H12O3
CAS Number:
501-36-0
Molecular Weight:
228.24
NACRES:
NA.24
PubChem Substance ID:
329754808
UNSPSC Code:
41116107
MDL number:
MFCD00133799

Key Documents

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grade

analytical standard

Quality Level

100

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

cleaning products
cosmetics
food and beverages
personal care

format

neat

storage temp.

−20°C

SMILES string

Oc1ccc(cc1)\C=C\c2cc(O)cc(O)c2

InChI

1S/C14H12O3/c15-12-5-3-10(4-6-12)1-2-11-7-13(16)9-14(17)8-11/h1-9,15-17H/b2-1+

InChI key

LUKBXSAWLPMMSZ-OWOJBTEDSA-N

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General description

Resveratrol, a non-flavonoid polyphenolic compound, is widely found in the skin of red grapes, nuts, berries, Polygonum cuspidatum root, etc. It is reportedly known to exhibit pharmacological properties including anti-cancer, anti-inflammatory, antioxidant, neuroprotectant, anti-atherogenic property and reduces the synthesis of pro-atherosclerotic substances.

Application

Resveratrol has been used as a phenolic analytical standard to determine its content in oat flour tarhana and different varieties of chicory using high-performance liquid chromatography with diode array detection (HPLC-DAD). It has also been used as an analytical standard to investigate its effectiveness in modulating several signaling pathways that are involved in carcinogenesis, via determining its anti-tumor potential in colorectal cancer as a proapoptotic agent in colorectal cancer cell lines, including HCT116, CO115 and SW48.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Selective inhibitor of COX−1.

Other Notes

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

>392.0 °F - closed cup - (External MSDS)

flash_point_c

> 200.0 °C - closed cup - (External MSDS)

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP2586
BCCM4879
BCCK1958
BCCD5186
BCBW1890

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Resveratrol, a natural product derived from grape, exhibits antiestrogenic activity and inhibits the growth of human breast cancer cells
Lu R and Serrero G
Journal of Cellular Physiology, 179, 297-304 (1999)
Biological effects of resveratrol
Fremont L
Life Sciences, 66, 663-673 (2000)
The impact of drying techniques on phenolic compound, total phenolic content and antioxidant capacity of oat flour tarhana
Degirmencioglu N, et al.
Food Chemistry, 194, 587-594 (2016)
Philippe de Medina et al.
Journal of medicinal chemistry, 48(1), 287-291 (2005-01-07)
We developed new stilbene derivatives of resveratrol (E)-1-(4'-hydroxyphenyl)-2-(3,5-dihydroxyphenyl)ethene) selective for AhR and devoid of affinity for ER. Among the 24 stilbenes synthesized, all display a higher affinity than resveratrol for AhR. (E)-1-(4'-Trifluoromethylphenyl)-2-(3,5-ditrifluoromethylphenyl)ethene (4e), (E)-1-(4'-methoxyphenyl)-2-(3,5-dichlorophenyl)ethene (4j), and (E)-1-(4'-chlorophenyl)-2-(3,5-dichlorophenyl)ethene (4b) are selective
HPLC?tandem mass spectrometric method to characterize resveratrol metabolism in humans
Urpi-Sarda M, et al.
Clinical Chemistry, 53(2), 292-299 (2007)
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