233630

Cryptotanshinone

Cryptotanshinone is shown to inhibit the constitutive STAT3 Tyr⁷⁰⁵ phosphorylation in DU145 prostate cancer cells independent of the IL-6/JAK/STAT3 signaling pathway.

• Synonym(s): Cryptotanshinone, AMPK Signaling Activator VIII
• Empirical Formula (Hill Notation): C₁₉H₂₀O₃
• CAS Number: 35825-57-1
• Molecular Weight: 296.36
• MDL number: MFCD07636810
• UNSPSC Code: 12352200

Properties

• Quality Level: 100
• assay: ≥95% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: orange
• solubility: ethanol: 1 mg/mL; DMSO: 5 mg/mL
• shipped in: ambient
• storage temp.: 2-8°C
• InChI: 1S/C19H20O3/c1-10-9-22-18-12-6-7-13-11(5-4-8-19(13,2)3)15(12)17(21)16(20)14(10)18/h6-7,10H,4-5,8-9H2,1-3H3/t10-/m0/s1
• InChI key: GVKKJJOMQCNPGB-JTQLQIEISA-N

Description

General description

Cryptotanshinone, a cell-permeable diterpene quinone and naturally occurring herbal constituent of Salvia miltiorrhiza Bunge (Danshen), is shown to inhibit the constitutive STAT3 Tyr⁷⁰⁵ phosphorylation in DU145 prostate cancer cells (>90% inhibition in 1 h at 7 µM) independent of the IL-6/JAK/STAT3 signaling pathway, resulting in a blockage of STAT3 dimerization, nuclear translocation, and STAT3-dependent transcription activity (by ~80% in 24 h at 7 µM). Cryptotanshinone is also reported to deplete cellular ATP level (by 75% in 12 h at 20 µM in C2C12 myotubes), resulting in an indirect activation of cellular AMPK pathways and an enhancement of insulin-stimulated cellular glucose uptake in C2C12 myotubes and 3T3-L1 adipocytes (by ~1.3- and 1.9-fold, respectively). Cryptotanshinone is demonstrated to be an orally active hypoglycemic agent in ob/ob mice, db/db mice, and ZDF rats in vivo (600 mg/kg/day).

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Other Notes

Shin, D.S., et al. 2009. Cancer Res.69, 193.
Kim, E.J., et al. 2007. Mol. Pharmacol.72, 62.

Legal Information

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

Safety Information

• Storage Class: 13 - Non Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable