S4400

Staurosporine

from Streptomyces sp., ≥98% (HPLC), film, protein kinase inhibitor

• Sinónimos: Staurosporine, Antibiotic AM-2282
• Fórmula empírica (notación de Hill): C₂₈H₂₆N₄O₃
• Número CAS: 62996-74-1
• Peso molecular: 466.53
• UNSPSC Code: 12161501
• PubChem Substance ID: 57654618
• NACRES: NA.77
• Beilstein/REAXYS Number: 1060573
• MDL number: MFCD00077402
• Assay: ≥98% (HPLC)
• Form: film

Propiedades

• Nombre del producto: Staurosporine from Streptomyces sp., ≥98% (HPLC), film
• biological source: Streptomyces sp.
• Quality Segment: 300
• assay: ≥98% (HPLC)
• form: film
• mp: 288-291 °C
• solubility: DMSO: soluble, H₂O: insoluble, ethanol: soluble, methanol: soluble
• antibiotic activity spectrum: neoplastics
• mode of action: enzyme | inhibits
• storage temp.: 2-8°C
• SMILES string: CN[C@@H]1C[C@@H]2O[C@@](C)([C@@H]1OC)n3c4ccccc4c5c6CNC(=O)c6c7c8ccccc8n2c7c35
• InChI: 1S/C28H26N4O3/c1-28-26(34-3)17(29-2)12-20(35-28)31-18-10-6-4-8-14(18)22-23-16(13-30-27(23)33)21-15-9-5-7-11-19(15)32(28)25(21)24(22)31/h4-11,17,20,26,29H,12-13H2,1-3H3,(H,30,33)/t17-,20?,26-,28+/m1/s1
• InChI key: HKSZLNNOFSGOKW-ZGQXJOJZSA-N

Descripción

General description

Staurosporinefrom Streptomyces sp. is an alkaloid that induces apoptosis in a rangeof cell lines. It facilitates the inhibition of tumor cell proliferation, PKCinhibition, and blockage of cell cycle progression in various cells. Themechanisms followed by staurosporine-induced apoptosis differ among differentcell lines that include, mitochondrial apoptotic pathway, Bcl-2 overexpession,and caspase-independent mechanisms. It partially reverses multi-drug resistance (MDR), sensitizing cellswith MDR phenotype to cytotoxic agents. Staurosporine inhibits p-glycoprotein(Pgp) phosphorylation. However, the functional significance of Pgpphosphorylation is ill-defined.

Chemical structure: indol derivative

Application

Staurosporine from Streptomyces sp. was used to induce cell death in human mesenchymal stem cells and to induce cell death by PKC inhibition in hamster lung fibroblast line CCL-39.

Biochem/physiol Actions

Potent inhibitor of phospholipid/calcium-dependent protein kinase. Inhibits the upregulation of VEGF expression in tumor cells.

Staurosporine from Streptomyces sp. yields clear, colorless to faint yellow solution in methanol at 2 mg/ml.

Features and Benefits

This compound is featured on the CDKs and InsR pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Información de seguridad

• Pictogramas: GHS08
• Palabra de advertencia: Danger
• Códigos de peligro: H340,H350,H361d,H413
• Indicaciones de precaución: P202 - P273 - P280 - P308 + P313 - P405 - P501
• Hazard Classifications: Aquatic Chronic 4 - Carc. 1B - Muta. 1B - Repr. 2
• Clase de almacenamiento: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Punto de inflamación (°F): Not applicable
• Punto de inflamación (°C): Not applicable
• EPI (equipos de protección individual): Eyeshields, Gloves, type P3 (EN 143) respirator cartridges