Staurosporine from Streptomyces sp.

SIGMA/S4400 - ≥98% (HPLC), film

Synonym: Staurosporine; Antibiotic AM-2282

CAS Number: 62996-74-1
Empirical Formula (Hill Notation): C₂₈H₂₆N₄O₃
Molecular Weight: 466.53
MDL Number: MFCD00077402
Linear Formula: C₂₈H₂₆N₄O₃
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-S4400-.1MG	0.1 mg	$287.00 1/EA		Add To Favorites
45-S4400-.5MG	0.5 mg	$866.00 1/EA		Add To Favorites
45-S4400-1MG	1 mg	$1440.00 1/EA		Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

antibiotic activity spectrum	neoplastics
assay	≥98% (HPLC)
biological source	Streptomyces sp.
form	film
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
mode of action	enzyme \| inhibits
mp	288-291 °C
Quality Level	300
SMILES string	CN[C@@H]1C[C@@H]2O[C@@](C)([C@@H]1OC)n3c4ccccc4c5c6CNC(=O)c6c7c8ccccc8n2c7c35
solubility	DMSO: soluble
	ethanol: soluble
	H₂O: insoluble
	methanol: soluble
storage temp.	2-8°C

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.
Biochem/physiol Actions:	Staurosporine from Streptomyces sp. yields clear, colorless to faint yellow solution in methanol at 2 mg/ml.
Features and Benefits:	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 .
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 .
General description:	Chemical structure: indol derivative
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.
Packaging:	0.1, 0.5, 1 mg in serum bottle

Symbol	GHS08
Signal word	Danger
Hazard statements	H340 - H350 - H361d - H413
Precautionary statements	P201 - P202 - P273 - P280 - P308 + P313 - P405
Hazard Codes	T
Risk Statements	45-46
Safety Statements	53-45
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥98% (HPLC)
mp	288-291 °C
Storage Temp.	2-8°C
UNSPSC	12161501

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