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Sigma-Aldrich

SB 218078

A cell-permeable, ATP-competitive, and reversible indolocarbazole derivative that acts as a potent and selective inhibitor of checkpoint kinase (Chk1) in vitro. It inhibits Chk1 phosphorylation of cdc25C with an IC₅₀ of 15 nM.

Synonym(s):

SB 218078, 9,10,11,12,-Tetrahydro-9,12-epoxy-1 H-diindolo(1,2,3-fg:3ʹ,2ʹ,1ʹ-kl)pyrrolo(3,4-i)(1,6)benzodiazocine-1,3(2 H)-dione, Chk1 Inhibitor I, 9,10,11,12,-Tetrahydro-9,12-epoxy-1H-diindolo(1,2,3-fg:3ʹ,2ʹ,1ʹ-kl)pyrrolo(3,4-i)(1,6)benzodiazocine-1,3(2H)-dione, Chk1 Inhibitor I

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About This Item

Empirical Formula (Hill Notation):
C24H15N3O3
CAS Number:
135897-06-2
Molecular Weight:
393.39
UNSPSC Code:
12352200

Quality Level

100

Assay

≥90% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

yellow

solubility

DMSO: 20 mg/mL

shipped in

ambient

storage temp.

−20°C

InChI

1S/C24H15N3O3/c28-23-19-17-11-5-1-3-7-13(11)26-15-9-10-16(30-15)27-14-8-4-2-6-12(14)18(22(27)21(17)26)20(19)24(29)25-23/h1-8,15-16H,9-10H2,(H,25,28,29)

InChI key

OTPNDVKVEAIXTI-UHFFFAOYSA-N

General description

A cell-permeable, ATP competitive, and reversible indolocarbazole derivative that acts as a potent inhibitor of checkpoint kinase (Chk1) in vitro (Ki = 15 nM). Binds to the ATP-binding pocket of Chk1, producing only slight changes in the protein conformation. Also inhibits the activity of CDK1 (Ki = 23 nM), CDK2 (Ki = 5.6 nM), and CDK4 (Ki = 16 nM). Inhibits Chk1 phosphorylation of Cdc25C (IC50 = 15 nM).
A cell-permeable, ATP-competitive, and reversible indolocarbazole derivative that acts as a potent and selective inhibitor of checkpoint kinase (Chk1) in vitro. It inhibits Chk1 phosphorylation of cdc25C with an IC50 of 15 nM. However, SB-218078 is a much weaker inhibitor of Cdc2 (IC50 = 250 nM) and PKC (IC50 = 1 µM).

Biochem/physiol Actions

Cell permeable: yes
Primary Target
Chk1
Product competes with ATP.
Reversible: yes
Target IC50: 15 nM against Chk1 phosphorylation of cdc25C; 23 nM, 5.6 nM, 16 nM, against CDK1, CDK2, CDK4, respectively

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Other Notes

Zhao, B., et al. 2002. J. Biol. Chem.277, 46609.
Jackson, J.R., et al. 2000. Cancer Res.60, 566

Legal Information

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

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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