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Merck

523310

Pterostilbene, Pterocarpus marsupium

A cell-permeable methoxylated analog of Resveratrol that displays antioxidant, antiproliferative, and hypoglycemic properties.

Synonym(s):

Pterostilbene, Pterocarpus marsupium, trans-3,5-Dimethoxy-4ʹ-hydroxystilbene

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About This Item

Empirical Formula (Hill Notation):
C16H16O3
CAS Number:
Molecular Weight:
256.30
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
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Product Name

Pterostilbene, Pterocarpus marsupium, A cell-permeable methoxylated analog of Resveratrol that displays antioxidant, antiproliferative, and hypoglycemic properties.

SMILES string

O(C)c1cc(cc(c1)\C=C\c2ccc(cc2)O)OC

InChI

1S/C16H16O3/c1-18-15-9-13(10-16(11-15)19-2)4-3-12-5-7-14(17)8-6-12/h3-11,17H,1-2H3/b4-3+

InChI key

VLEUZFDZJKSGMX-ONEGZZNKSA-N

assay

≥95% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

off-white

solubility

DMSO: 10 mg/mL
methanol: 10 mg/mL

shipped in

ambient

storage temp.

2-8°C

Quality Level

Biochem/physiol Actions

Cell permeable: yes
Primary Target
COX-1 and COX-2 activities
Product does not compete with ATP.
Reversible: no
Target IC50: 19.8 µM, 83.9 µM against COX-1 and -2 activities, respectively; 70 µM for inducing apoptosis in HL60 cells; ED50 = 4.8 µM for preventing DMBA-induced preneoplastic lesions

Disclaimer

Toxicity: Carcinogenic / Teratogenic (D)

General description

A cell-permeable methoxylated analog of Resveratrol (Cat. No. 554325) that displays antioxidant, antiproliferative, and hypoglycemic properties. Moderately inhibits COX-1 and -2 activities (IC50 = 19.8 µM and 83.9 µM) respectively, induces apoptosis in HL60 cells (IC50 = 70 µM), prevents DMBA-induced preneoplastic lesions (ED50 = 4.8 µM) and decreases plasma glucose level in streptozotocin-induced diabetic rats comparable to that of Metformin.

Other Notes

Roberti, M., et al. 2003. J. Med. Chem.46, 3546.
Rimando, A.M., et al. 2002. J. Agric. Food Chem.50, 3453.
Manickam, M., et al. 1997. J. Nat. Prod.60, 609.

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C.). Stock solutions are stable for up to 6 months at -20°C.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

CorrosionEnvironment

signalword

Danger

hcodes

Hazard Classifications

Aquatic Chronic 2 - Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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