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R5010

Sigma-Aldrich

Resveratrol

≥99% (HPLC)

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
MDL number:
MFCD00133799
UNSPSC Code:
12352205
PubChem Substance ID:
24278055
NACRES:
NA.25
Pricing and availability is not currently available.

biological source

plant root (bushy knotweed)

Quality Level

200

Assay

≥99% (HPLC)

form

powder

solubility

acetone: 50 mg/mL, clear, faintly yellow

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

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

Gene Information

human ... AR(367) , CYP1A2(1544) , ESR1(2099) , SIRT1(23411)
mouse ... Nos2(18126)
rat ... Esr1(24890)

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Application

Resveratrol has been used:
  • in entrapment experiment[1]
  • to study its neuroprotective effect on retinal neuronal cell death mediated by diabetes-induced activation of Ca2+/calmodulin-dependent protein kinase II[2]
  • as a standard in the assessment of stilbene content in grapevine leaf by in vivo fluorometry[3]

Selective inhibitor of COX−1.

Biochem/physiol Actions

Resveratrol is a phenolic phytoalexin found in grape skin and other plants. It has intracellular antioxidant activity and activates sirtuin 1 (SIRT1), a nicotinamide adenine dinucleotide (NAD+)-dependent histone deacetylase involved in mitochondrial biogenesis and the enhancement of peroxisome proliferator-g-activated receptor coactivator-1a (PGC-1a) and FOXO (forkhead box) activity. The anti-diabetic, neuroprotective and anti-adipogenic actions of resveratrol may be mediated via SIRT1 activation. Resveratrol has antiviral action against Herpes simplex virus-1 (HSV1) and HSV2. It also exhibits antitumor and phytoestrogenic biological activities.[4] Resveratrol is known to prolong life in many species by mediating several physiological events.[5]

Preparation Note

Soluble in ethanol, DMSO, and acetone. Only very slightly soluble in water (3 mg/100 mL).

also commonly purchased with this product

Product No.
Description
Pricing

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

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

Flash Point(C)

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000412494
0000412495
0000412495
0000412494
0000410072

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Halloysite clay nanotubes for resveratrol delivery to cancer cells
Vergaro V, et al.
Macromolecular Bioscience, 12(9), 1265-1271 (2012)
Resveratrol improves health and survival of mice on a high-calorie diet
Baur JA, et al.
Nature, 444(7117), 337-337 (2006)
Fast and local assessment of stilbene content in grapevine leaf by in vivo fluorometry
Poutaraud A, et al.
Journal of Agricultural and Food Chemistry, 55(13), 4913-4920 (2007)
Therapeutic potential of resveratrol: the in vivo evidence
Baur JA and Sinclair DA
Nature Reviews Drug Discovery, 5(6), 493-493 (2006)
Resveratrol inhibits neuronal apoptosis and elevated Ca2+/calmodulin-dependent protein kinase II activity in diabetic mouse retina
Kim YH, et al.
Diabetes, 59(7), 1825-1835 (2010)
View All Related Papers

Articles

Dietary Antioxidants

Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.

Questions

1–10 of 10 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  3. What is the solubility limit in ethanol ?

    1 answer

    1. This product is tested for solubility in acetone at 50 mg/mL. It is soluble in ethanol at 50 mg/mL and in DMSO at 16 mg/mL.

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  4. does it expires? How long does powder last?

    1 answer

    1. This product is not assigned an expiration date or recommended retest date. Products with no expiration date or recommended retest date should be routinely inspected by customers to ensure they perform as expected. These products are also subject to a one year warranty from the date of shipment. For more information you may access the "Product Dating Information" document under "ADDITIONAL USEFUL DOCUMENTS ABOUT OUR PRODUCTS" at the bottom of the Quality Services page with this link: https://www.sigmaaldrich.com/life-science/quality-and-regulatory-management/quality-services.

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  5. 1- What is the iso-form (Cis or Trans) of the Resveratrol product R5010-500MG? 2- Do you have it emission spectra in 2-propanol and DMSO?

    1 answer

    1. As per the IUPAC name given, this product is a trans isoform. Unfortunately, emission spectra in 2-propanol and DMSO cannot be provided.

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  6. How do I dissolve Resveratrol, Product R5010?

    1 answer

    1. We test the solubility in ethanol at a concentration of 50 mg/mL.  It is also soluble at 16 mg/mL in DMSO (with sonication). It is practically insoluble in water.

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  7. What is the Department of Transportation shipping information for this product?

    1 answer

    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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  8. How do I store Resveratrol, Product R5010, once in solution?

    1 answer

    1. A 5 mM solution of R5010 in ethanol has been found to be stable for 12 weeks when stored at 2-8°C and protected from light.Given a molecular weight of 228.24, a 5 mM solution is approximately 1.1 mg/mL.Reference: D.M. Goldberg, et al., J. Chrom. A, 708, 89-98 (1995).

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  9. In what applications do researchers use Resveratrol, Product R5010?

    1 answer

    1. There are numerous applications for Resveratrol.  Several references indicate that it is used as a COX-1 inhibitor and a tumor repressor.

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  10. Can Resveratrol, Product R5010, be used as a treatment for human patients?

    1 answer

    1. No. Unfortunately, none of our catalog items are suitable for pharmaceutical applications.  To inquire further on our ability to provide USP material please email our SAFC Pharma group at [email protected].

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