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trans-Resveratrol

CAS 501-36-0 >99.0%

trans-Resveratrol | CAS 501-36-0 | >99.0%

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Technical Specifications

CAS Number 501-36-0
EC / EINECS Number 610-504-8
MDL Number MFCD00005765
SMILES C1=CC(=CC=C1/C=C/C2=CC(=CC(=C2)O)O)O
InChI 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+
InChIKey LUKBXSAWLPMMSZ-OWOJBTEDSA-N
PubChem CID 445154
Molecular Formula C₁₄H₁₂O₃
Molecular Weight 228.24 g/mol
Melting Point 253–257 °C
Solubility ~30 mg/L in water (25 °C); soluble in ethanol, DMSO, acetone
Log Pow 3.1
Purity ≥99.0%
Physical Form Off-white to light beige crystalline powder
HS Code 2932.99
Country of Origin Finland
Shelf Life Retest period: 24 months from date of manufacture.
Storage Conditions Store frozen (−20 °C) in a tightly sealed container, protected from light and moisture.
SDS / CoA Download PDF

Product Description & Scientific Applications

trans-Resveratrol (3,5,4′-trihydroxy-trans-stilbene) is a naturally occurring stilbenoid polyphenol and classical phytoalexin found in grapevine, Japanese knotweed, and peanut. The trans-isomer is the common research form and is light-sensitive, photoisomerising to cis-resveratrol under UV.

UV chromophore and photoisomerisation. The trans-stilbene chromophore shows strong UV absorption around 305–308 nm, with ε ≈ 3.0 × 10⁴ M⁻¹cm⁻¹ at 308 nm in ethanol; solvent- and medium-dependent bands around 320 nm have also been reported. UV irradiation gives cis-resveratrol (λmax ≈ 286–288 nm), the trans/cis ratio depending on wavelength, exposure time, concentration, medium, and light source — supporting photostability and isomer-separation studies.

Stilbene phytoalexin biosynthesis. It is formed by stilbene synthase (STS; EC 2.3.1.95), a type III polyketide synthase that condenses one 4-coumaroyl-CoA starter and three malonyl-CoA extender units by decarboxylative condensation and cyclises the resulting linear tetraketide by an aldol route. STS and chalcone synthase share these substrates and intermediate but differ in ring closure (resveratrol vs naringenin chalcone). STS expression and resveratrol accumulation are induced by biotic, UV, and abiotic stress — a model in plant-defence and metabolic-engineering studies.

Antioxidant comparator polyphenol. Its three phenolic hydroxyls on a conjugated stilbene make it a widely used comparator in DPPH, ABTS, FRAP, and ORAC antioxidant-assay studies, where no single assay gives a universal capacity ranking.

Chemical-biology probe. It is used in SIRT1, AMPK, PGC-1α, autophagy, COX-1, and NF-κB research; direct SIRT1 activation is substrate-dependent, with documented reliance on fluorophore-modified peptide substrates, so it is best treated as a benchmark probe rather than a single-target standard.

Analytical standard and SAR scaffold. It is quantified by HPLC, UHPLC, LC-MS/MS, and fluorescence methods in plant, food, and beverage matrices (trans/cis separation and light protection matter), and serves as a reference scaffold for structure–property comparison with pterostilbene, piceatannol, and oxyresveratrol.

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Safety Information

GHS Pictograms
GHS07 Harmful/Irritant
Signal Word Warning
Hazard Class None — not subject to transport regulations
Transport Category Not classified as dangerous goods for transport (ADR/IATA/IMDG)
H-Statements H319
P-Statements P261 - P264 - P270 - P280 - P305+P351+P338 - P337+P313 - P403+P233 - P501

Documentation

Safety Data Sheet Download PDF
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