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(+)-2,3,10,11,12,13-Hexahydro-10-methoxy-9-methyl-11-(methylamino)-9,13-epoxy-1H,9H-diindolo (1,2,3-gh: 3'2',1'-1m)pyrrolo(3,4-j)-(1,7)benzodiazonin-1-on, (9 alpha,10 beta, 11 beta, 13 alpha)-

STAUROSPORINE Struktur
62996-74-1
CAS-Nr.
62996-74-1
Bezeichnung:
(+)-2,3,10,11,12,13-Hexahydro-10-methoxy-9-methyl-11-(methylamino)-9,13-epoxy-1H,9H-diindolo (1,2,3-gh: 3'2',1'-1m)pyrrolo(3,4-j)-(1,7)benzodiazonin-1-on, (9 alpha,10 beta, 11 beta, 13 alpha)-
Englisch Name:
STAUROSPORINE
Synonyma:
STSP;AM-2282;Staurosporin;Stauroporine;CBR113;CS-2206;Sporosin;CGP 39360;CCRIS 3272;Astrosporin
CBNumber:
CB2486697
Summenformel:
C28H26N4O3
Molgewicht:
466.54
MOL-Datei:
62996-74-1.mol
Request For Quotation

(+)-2,3,10,11,12,13-Hexahydro-10-methoxy-9-methyl-11-(methylamino)-9,13-epoxy-1H,9H-diindolo (1,2,3-gh: 3'2',1'-1m)pyrrolo(3,4-j)-(1,7)benzodiazonin-1-on, (9 alpha,10 beta, 11 beta, 13 alpha)- Eigenschaften

Schmelzpunkt:
270°C
alpha 
D25 +35.0° (c = 1 in methanol); D22 +56.1° (c = 0.14 in methanol)
Siedepunkt:
677.5±55.0 °C(Predicted)
Dichte
1.56±0.1 g/cm3(Predicted)
RTECS-Nr.
KD5084000
storage temp. 
2-8°C
Löslichkeit
DMSO: soluble
Aggregatzustand
White to pale yellow solid
pka
14.25±0.70(Predicted)
Farbe
Off white to pale yellow
Wasserlöslichkeit
Soluble in DMSO or ethanol.Soluble in dimethyl sulfoxide , dimethyl formamide, ethyl acetate, hot acetone and ethanol. Slightly soluble in chloroform and methanol. Insoluble in water.
BRN 
1060573
Stabilität:
Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 4 months.
InChIKey
HKSZLNNOFSGOKW-WIFUGMKFSA-N
CAS Datenbank
62996-74-1
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher Xn,T,Xi
R-Sätze: 40-45-36/37/38-46
S-Sätze: 36/37-53-36-26-45
RIDADR  UN 2811 6.1 / PGII
WGK Germany  2
F  8-10
HazardClass  3
HS Code  29419090
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H413 Kann für Wasserorganismen schädlich sein, mit langfristiger Wirkung. Langfristig (chronisch) gewässergefährdend Kategorie 4
Sicherheit
P201 Vor Gebrauch besondere Anweisungen einholen.
P202 Vor Gebrauch alle Sicherheitshinweise lesen und verstehen.
P273 Freisetzung in die Umwelt vermeiden.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P308+P313 BEI Exposition oder falls betroffen: Ärztlichen Rat einholen/ärztliche Hilfe hinzuziehen.
P405 Unter Verschluss aufbewahren.

(+)-2,3,10,11,12,13-Hexahydro-10-methoxy-9-methyl-11-(methylamino)-9,13-epoxy-1H,9H-diindolo (1,2,3-gh: 3'2',1'-1m)pyrrolo(3,4-j)-(1,7)benzodiazonin-1-on, (9 alpha,10 beta, 11 beta, 13 alpha)- Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:

R40:Verdacht auf krebserzeugende Wirkung.
R45:Kann Krebs erzeugen.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

S-Sätze Betriebsanweisung:

S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
S53:Exposition vermeiden - vor Gebrauch besondere Anweisungen einholen.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.

Beschreibung

Staurosporine (Stsp) is potent inhibitor of protein kinase C (PKC) from rat brain, exhibiting an IC50 value of 2.7 nM. It inhibits rat recombinant PKC-α approximately 100- and 1,000-fold better than PKC-δ and PKC-ζ, respectively. However, Stsp is non-selective in that it also inhibits the activity of a variety of other protein kinases, not only PKC isoforms. The biological effects of Stsp include cytotoxicity, relaxation of smooth muscle, and regulation of eNOS gene expression.

Chemische Eigenschaften

Light Yellow Solid

Occurrence

A complex alkaloid. staurosporine has been isolated from a strain of Streptomyces.

Verwenden

Staurosporine is an unusual indolocarbazole alkaloid produced by a range of actinomycete species. It is a potent antitumour active, inducing apoptosis in a variety of cell lines. Staurosporine is a potent inhibitor of many kinases including protein kinase C, tyrosine kinase, CDK2/cyclin A and CDK4/cyclin D. At submicromolar concentrations, staurosporine inhibits both IKKalpha and IKKbeta.

Allgemeine Beschreibung

A potent, cell-permeable, reversible, ATP-competitive and broad spectrum inhibitor of protein kinases. Inhibits CaM kinase (IC50 = 20 nM), myosin light chain kinase (IC50 = 1.3 nM), protein kinase A (IC50 = 7 nM), protein kinase C (IC50 = 0.7 nM), and protein kinase G (IC50 = 8.5 nM). Also inhibits platelet aggregation induced by collagen or ADP but has no effect on thrombin-induced platelet aggregation. Induces apoptosis in human malignant glioma cell lines. Arrests normal cells at the G1 checkpoint.

Biologische Aktivität

Broad spectrum protein kinase inhibitor. Enzymes inhibited include protein kinase C (IC 50 = 3 nM), protein kinase A (IC 50 = 7 nM), p 60v-src tyrosine protein kinase (IC 50 = 6 nM) and CaM kinase II (IC 50 = 20 nM). Also available as part of the Mixed Kinase Inhibitor Tocriset™ .

(+)-2,3,10,11,12,13-Hexahydro-10-methoxy-9-methyl-11-(methylamino)-9,13-epoxy-1H,9H-diindolo (1,2,3-gh: 3'2',1'-1m)pyrrolo(3,4-j)-(1,7)benzodiazonin-1-on, (9 alpha,10 beta, 11 beta, 13 alpha)- Upstream-Materialien And Downstream Produkte

Upstream-Materialien

9,13-Epoxy-1H,9H-diindolo[1,2,3-gh:3',2',1'-lm]pyrrolo[3,4-j][1,7]benzodiazonin-1-one, 2-[(3,4-dimethoxyphenyl)methyl]-2,3,10,11,12,13-hexahydro-10-methoxy-9-methyl-11-(methylamino)-, [9S-(9α,10β,11β,13α)]- (9CI) 9,13-Epoxy-1H,11H-diindolo[1,2,3-gh:3',2',1'-lm]pyrrolo[3,4-j][1,7]benzodiazonine-1,11-dione, 2-[(3,4-dimethoxyphenyl)methyl]-2,3,9,10,12,13-hexahydro-10-methoxy-9-methyl-, 11-(O-methyloxime), [9S-(9α,10β,11Z,13α)]- (9CI)

Downstream Produkte

(+)-2,3,10,11,12,13-Hexahydro-10-methoxy-9-methyl-11-(methylamino)-9,13-epoxy-1H,9H-diindolo (1,2,3-gh: 3'2',1'-1m)pyrrolo(3,4-j)-(1,7)benzodiazonin-1-on, (9 alpha,10 beta, 11 beta, 13 alpha)- Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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62996-74-1((+)-2,3,10,11,12,13-Hexahydro-10-methoxy-9-methyl-11-(methylamino)-9,13-epoxy-1H,9H-diindolo (1,2,3-gh: 3'2',1'-1m)pyrrolo(3,4-j)-(1,7)benzodiazonin-1-on, (9 alpha,10 beta, 11 beta, 13 alpha)-)Verwandte Suche:

Suxamethoniumchlorid Thiamazol 2-(Diphenylmethoxy)-N,N-dimethyl-ethanamin-hydrochlorid
  • 9,13-Epoxy-1H,9H-diindolo[1,2,3-gh:3',2',1'-lm]pyrrolo[3,4-j][1,7]benzodiazonin-1-one, 2,3,10,11,12,13-hexahydro-10-methoxy-9-methyl-11-(methylamino)-, [9S-(9α,10β,11β,13α)]-
  • InSolution Staurosporine, Streptomyces sp
  • Staurosporineinsolution
  • 9,13-Epoxy-1H,9H-diindolo1,2,3-gh:3,2,1-lmpyrrolo3,4-j1,7benzodiazonin-1-one, 2,3,10,11,12,13-hexahydro-10-methoxy-9-methyl-11-(methylamino)-, (9S,10R,11R,13R)-
  • Staurosporine, Antibiotic AM-2282
  • (9S,10R,11R,13R)-2,3,10,11,12,13-Hexahydro-10-methoxy-9-methyl-11-(methylamino)-9,13-epoxy-1H,9H-diindolo[1,2,3-gh:3',2',1'-lm]pyrrolo[3,4-j][1,7]benzodiazonin-1-one
  • Antibiotic 230
  • CGP 39360
  • [9S-(9alpha,10beta,11beta,13alpha)]-2,3,10,11,12,13-Hexahydro-10-methoxy-9-methyl-11-(methylamino)-9,13-epoxy-1H,9H-diindolo[1,2,3-gh:3',2',1'-1m]pyrrolo[3,4-j][1,7]benzodiazonin-1-one
  • (9S,10α,11α,13β)-2,3,10,11,12,13-Hexahydro-10-methoxy-9-methyl-11-(methylamino)-9,13-epoxy-1H,9H-diindolo[1,2,3-gh:3',2',1'-lm]pyrrolo[3,4-j][1,7]benzodiazonin-1-one
  • STAUROSPORINE, STREPTOMYCES SPECIES
  • STAUROSPORINE, STREPTOMYCES STAUROSPOREUS
  • [9S,10α,11α,13β,(+)]-2,3,10,11,12,13-Hexahydro-10-methoxy-9-methyl-11-(methylamino)-9,13-epoxy-1H,9H-diindolo[1,2,3-gh:3',2',1'-lm]pyrrolo[3,4-j][1,7]benzodiazonin-1-one
  • Staurosporine,98%
  • [9S-(9α,10β,11β,13α)]-2,3,10,11,12,13-Hexahydro-10-methoxy-9-methyl-11-(methylamino)-9,13-epoxy-1H,9H-diindolo[1,2,3-gh:3',2',1'-lm]pyrrolo[3,4-j][1,7]benzodiazonin-1-one
  • Staurosporine,AM-2282,STS
  • yT5720idec Monophosphorothioate, Rp-IsoMer, TriethylaMMoniuM SaltuM Saltnoic acid salt
  • Staurosporine(CGP 41251)
  • ANTIBIOTIC M 193
  • ANTIBIOTIC AM-2282
  • [9S-(9A,10B,11B,13A)]-2,3,10,11,12,13-HEXAHYDRO-10-METHOXY-9-METHYL-11-(METHYLAMINO)-9,13-EPOXY-1H,9H-DIINDOLO[1,2,3-GH:3',2',1'-1M]PYRROLO[3,4-J][1,7]BENZODIAZONIN-1-ONE
  • 2,3,10,11,12,13-HEXAHYDRO-10R-METHOXY-9S-METHYL-11R-METHYLAMINO-9S,13R-EPOXY-1H,9H-DIINDOLO[1,2,3-GH:3',2',1'-LM]PYRROLO[3,4-J][1,7]BENZODIAZONIN-1 ONE
  • STAUROSPORINE FROM STREPTOMYCES SP.
  • STAUROSPORINE READY-MADE SOLUTION
  • STAUROSPORINE, 99+%.
  • STAUROSPORINE FROM STREPTOMYCES SP MOLECULAR BIOLOGY REAGENT 98+%
  • AM 2282, M 193
  • STAUROSPORINE FROM STREPTOMYCES SP., PGE WITH 250 UG
  • STAUROSPORINE
  • Staurosporine, 98%, from Streptomyces sp.
  • Staurosporine, 98%, reagent grade
  • STAUROSPORINE USP/EP/BP
  • Staurosporine (AM-2282)
  • US-DMF No.: 034763
  • CS-2206
  • CBR113
  • AM-2282
  • Staurosporin
  • Stauroporine
  • STSP
  • Star spore fungus
  • (5S,6R,7R,9R)-6-Methoxy-5-methyl-7-(methylamino)-6,7,8,9,15,16-hexahydro-5H,14H-17-oxa-4b,9a,15-triaza-5,9-methanodibenzo[b,h]cyclonona[jkl]cyclopenta[e]-as-indacen-14-one
  • Sporosin
  • Staurosporine (PKC inhibitors)
  • (5S,6R,7R,9R)-6-methoxy-5-methyl-7-(methylamino)-6,7,8,9,15,16-hexahydro-17-oxa-4b,9a,15-triaza-5,9-methanodibenzo[b,h]cyclonona[jkl]cyclopenta[e]-as-indacen-14(5H)-one
  • Astrosporin
  • CCRIS 3272
  • 62996-74-1
  • C28H26N4O3
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