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
• Empirical Formula (Hill Notation): C₁₆H₁₆O₃
• CAS Number: 537-42-8
• Molecular Weight: 256.30
• UNSPSC Code: 12352200
• NACRES: NA.77
• MDL number: MFCD00238710
• Assay: ≥95% (HPLC)
• Form: solid
• Storage condition: OK to freeze, protect from light

Properties

• Quality Segment: 100
• 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
• 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

Description

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.

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

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.

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.

Legal Information

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

Disclaimer

Toxicity: Carcinogenic / Teratogenic (D)

Safety Information

• pictograms: GHS05,GHS09
• signalword: Danger
• hcodes: H318,H411
• pcodes: P273 - P280 - P305 + P351 + P338 - P391 - P501
• 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