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Merck

37095

Staurosporine

VETRANAL®, analytical standard

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About This Item

Empirical Formula (Hill Notation):
C28H26N4O3
CAS Number:
62996-74-1
Molecular Weight:
466.53
NACRES:
NA.24
PubChem Substance ID:
329755625
UNSPSC Code:
41116107
MDL number:
MFCD00077402

Product Name

Staurosporine, VETRANAL®, analytical standard

InChI key

HKSZLNNOFSGOKW-ZGQXJOJZSA-N

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

grade

analytical standard

product line

VETRANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

forensics and toxicology
pharmaceutical (small molecule)

format

neat

storage temp.

−20°C

Quality Level

100

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Legal Information

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

General description

Staurosporine belongs to the class of indolocarbazole alkaloids and shows anti-fungal and anti-oomycete activities. It is isolated from Streptomyces sp. and is known to be a broad-spectrum inhibitor of protein kinase.

Other Notes

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

pictograms

Health hazard
GHS08

signalword

Warning

Hazard Classifications

Aquatic Chronic 4 - Repr. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN1764
BCCJ6830
BCCH5171
BCCF1431
BCCC2217

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Karin Anestål et al.
PloS one, 3(4), e1846-e1846 (2008-04-03)
SecTRAPs (selenium compromised thioredoxin reductase-derived apoptotic proteins) can be formed from the selenoprotein thioredoxin reductase (TrxR) by targeting of its selenocysteine (Sec) residue with electrophiles, or by its removal through C-terminal truncation. SecTRAPs are devoid of thioredoxin reductase activity but
A Gescher
General pharmacology, 31(5), 721-728 (1998-11-11)
1. Protein kinase C (PKC) is a family of serine/threonine-directed protein kinases that are pivotal regulators of cellular growth, transformation and death. PKC has therefore been considered to be a suitable target for novel antineoplastic drugs. 2. Twenty years ago
S Ståhl et al.
Cell death & disease, 4, e454-e454 (2013-01-11)
Radiation therapy is frequently used to treat non-small cell lung cancers (NSCLCs). We have previously shown that a combination of ionizing radiation (IR) and the staurosporine analog PKC 412, but not Ro 31-8220, increases cell death in NSCLC cells. To
Osman A B S M Gani et al.
Natural product reports, 27(4), 489-498 (2010-03-26)
The isolation in 1977 of the microbial alkaloid staurosporine inaugurated research into several distinct series of related natural and synthetic compounds. This has especially included research into applications as anticancer drugs, beginning with the observation of low nanomolar inhibition of
Karolien De Bosscher et al.
Cellular and molecular life sciences : CMLS, 71(1), 143-163 (2013-06-21)
Glucocorticoids (GCs) block inflammation via interference of the liganded glucocorticoid receptor (GR) with the activity of pro-inflammatory transcription factors NF-κB and AP-1, a mechanism known as transrepression. This mechanism is believed to involve the activity of GR monomers. Here, we
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