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STAUROSPORINE

CAS No.
62996-74-1
Chemical Name:
STAUROSPORINE
Synonyms
STSP;AM-2282;Staurosporin;Stauroporine;CBR113;CS-2206;Sporosin;CGP 39360;CCRIS 3272;Astrosporin
CBNumber:
CB2486697
Molecular Formula:
C28H26N4O3
Molecular Weight:
466.54
MDL Number:
MFCD18252446
MOL File:
62996-74-1.mol
Last updated:2024-04-23 17:50:46

STAUROSPORINE Properties

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
NCI Dictionary of Cancer Terms staurosporine
FDA UNII H88EPA0A3N

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS08
Signal word  Warning
Hazard statements  H361d-H413
Precautionary statements  P201-P202-P273-P280-P308+P313-P405
Hazard Codes  Xn,T,Xi
Risk Statements  40-45-36/37/38-46
Safety Statements  36/37-53-36-26-45
RIDADR  UN 2811 6.1 / PGII
WGK Germany  2
8-10
HazardClass  3
HS Code  29419090
NFPA 704
0
4 0

STAUROSPORINE price More Price(53)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich S5921 Staurosporine from Streptomyces sp. for molecular biology, ≥95% (HPLC) 62996-74-1 0.1mg $307 2024-03-01 Buy
Sigma-Aldrich S5921 Staurosporine from Streptomyces sp. for molecular biology, ≥95% (HPLC) 62996-74-1 0.5mg $883 2024-03-01 Buy
Sigma-Aldrich S4400 Staurosporine from Streptomyces sp. ≥98% (HPLC), film 62996-74-1 0.1mg $223.2 2024-03-01 Buy
Sigma-Aldrich S4400 Staurosporine from Streptomyces sp. ≥98% (HPLC), film 62996-74-1 0.5mg $802 2024-03-01 Buy
Sigma-Aldrich 569397 Staurosporine, Streptomyces sp. Staurosporine,CAS62996-74-,isacell-permeable,potent,reversible,ATP-compe 62996-74-1 100μg $159 2024-03-01 Buy
Product number Packaging Price Buy
S5921 0.1mg $307 Buy
S5921 0.5mg $883 Buy
S4400 0.1mg $223.2 Buy
S4400 0.5mg $802 Buy
569397 100μg $159 Buy

STAUROSPORINE Chemical Properties,Uses,Production

Description

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.

Chemical Properties

Light Yellow Solid

Occurrence

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

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.

Uses

Staurosporine is a protein Kinase C inhibitor that induces apoptosis in many cell types.

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.

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™ .

Biochem/physiol Actions

Reversible: yes

storage

+4°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

195617-12-0
62996-74-1
Synthesis of STAUROSPORINE from 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)
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View Lastest Price from STAUROSPORINE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Staurosporine pictures 2024-04-23 Staurosporine
62996-74-1
US $5.00 / kg 1kg 99.92% 50000tons Ouhuang Engineering Materials (Hubei) Co., Ltd
STAUROSPORINE pictures 2024-04-05 STAUROSPORINE
62996-74-1
US $5.00-0.10 / KG 1KG 98% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
STAUROSPORINE pictures 2024-03-16 STAUROSPORINE
62996-74-1
US $0.00 / KG 100g 98%+ 100kg WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
  • Staurosporine pictures
  • Staurosporine
    62996-74-1
  • US $5.00 / kg
  • 99.92%
  • Ouhuang Engineering Materials (Hubei) Co., Ltd
  • STAUROSPORINE pictures
  • STAUROSPORINE
    62996-74-1
  • US $5.00-0.10 / KG
  • 98%
  • Henan Fengda Chemical Co., Ltd
  • STAUROSPORINE pictures
  • STAUROSPORINE
    62996-74-1
  • US $0.00 / KG
  • 98%+
  • WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD

STAUROSPORINE Spectrum

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 BioChemical Antibiotics N-S Antibiotics A to Z Antibiotics Inhibitor All Inhibitors Signalling Inhibitors Intermediates & Fine Chemicals