| Identification | Back Directory | [Name]
STAUROSPORINE | [CAS]
62996-74-1 | [Synonyms]
STSP
AM-2282
CGP 39360
Staurosporin
Stauroporine
STAUROSPORINE
Antibiotic 230
AM 2282, M 193
ANTIBIOTIC M 193
Staurosporine,98%
ANTIBIOTIC AM-2282
STAUROSPORINE, 99+%.
Staurosporineinsolution
Staurosporine(CGP 41251)
Staurosporine,AM-2282,STS
STAUROSPORINE READY-MADE SOLUTION
Staurosporine, Antibiotic AM-2282
STAUROSPORINE, STREPTOMYCES SPECIES
STAUROSPORINE FROM STREPTOMYCES SP.
InSolution Staurosporine, Streptomyces sp
STAUROSPORINE, STREPTOMYCES STAUROSPOREUS
STAUROSPORINE FROM STREPTOMYCES SP., PGE WITH 250 UG
STAUROSPORINE FROM STREPTOMYCES SP MOLECULAR BIOLOGY REAGENT 98+%
yT5720idec Monophosphorothioate, Rp-IsoMer, TriethylaMMoniuM SaltuM Saltnoic acid salt
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
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)-
(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
(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
[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
[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
[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
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)]-
[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 | [EINECS(EC#)]
999-999-2 | [Molecular Formula]
C28H26N4O3 | [MDL Number]
MFCD00077402 | [MOL File]
62996-74-1.mol | [Molecular Weight]
466.53 |
| Chemical Properties | Back Directory | [Appearance]
Light Yellow Solid | [Occurrence]
A complex alkaloid. staurosporine has been isolated from a strain of Streptomyces. | [Melting point ]
270°C | [alpha ]
D25 +35.0° (c = 1 in methanol); D22 +56.1° (c = 0.14 in methanol) | [Boiling point ]
677.5±55.0 °C(Predicted) | [density ]
1.56±0.1 g/cm3(Predicted) | [RTECS ]
KD5084000 | [storage temp. ]
2-8°C
| [solubility ]
DMSO: soluble | [form ]
White to pale yellow solid | [pka]
14.25±0.70(Predicted) | [color ]
Off white to pale yellow | [Water Solubility ]
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 | [Stability:]
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 DataBase Reference]
62996-74-1 |
| Hazard Information | Back Directory | [Chemical Properties]
Light Yellow Solid | [Uses]
A protein Kinase C inhibitor that induces apoptosis in many cell types | [Uses]
Staurosporine is an unusual indolocarbazole alkaloid produced by a range of actinomycete species. It is a potent antitumor 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. | [Uses]
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. | [Biological Activity]
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™ . | [Description]
Staurosporine (Stsp) is potent inhibitor of protein kinase C (PKC) from rat brain, exhibiting an IC50 value of 2.7 nM.1 It inhibits rat recombinant PKC-α approximately 100- and 1,000-fold better than PKC-δ and PKC-ζ, respectively.2 However, Stsp is non-selective in that it also inhibits the activity of a variety of other protein kinases, not only PKC isoforms.3 The biological effects of Stsp include cytotoxicity, relaxation of smooth muscle, and regulation of eNOS gene expression.3,4 | [Definition]
ChEBI: Staurosporine is an indolocarbazole alkaloid and an organic heterooctacyclic compound. It has a role as an EC 2.7.11.13 (protein kinase C) inhibitor, a geroprotector, a bacterial metabolite and an apoptosis inducer. It is a conjugate base of a staurosporinium. | [General Description]
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. | [Biochem/physiol Actions]
Reversible: yes | [storage]
Store at -20°C | [References]
1) Omura et al. (1977) A new alkaloid AM-2282 of Streptomyces origin taxonomy, fermentation, isolation and preliminary characterization; J. Antibiot., 30 275
2) Ruegg and Burgess (1989) Staurosporine, K-252 and UCN-01: potent but nonspecific inhibitors of protein kinases; Trends in Pharmacological Science 10 218 |
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