An allosteric inhibitor of oncogenic K-Ras(G12C)
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K-Ras(G12C) Inhibitor 9

Item No. 18005

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[1-[2-[(4-chloro-5-iodo-2-methoxyphenyl)amino]acetyl]-4-piperidinyl]-ethenesulfonamide
CAS Number
1469337-91-4
Synonyms
  • Ki-Ras(G12C) Inhibitor 9
  • c-Ki-ras(G12C) Inhibitor 9
  • K-Ras4A(G12C) Inhibitor 9
  • c-K-ras(G12C) Inhibitor 9
  • KRAS(G12C) Inhibitor 9
  • Kristen Rat Sarcoma Virus(G12C) Inhibitor 9
Molecular Formula
C16H21ClIN3O4S
Formula Weight
513.8
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 14 mg/mlDMF:PBS(pH 7.2)(1:1): 0.5 mg/mlDMSO: 12 mg/ml
λmax
222, 260, 308 nm
SMILES
IC1=C(Cl)C=C(OC)C(NCC(N2CCC(NS(C=C)(=O)=O)CC2)=O)=C1
InChi Code
InChI=1S/C16H21ClIN3O4S/c1-3-26(23,24)20-11-4-6-21(7-5-11)16(22)10-19-14-9-13(18)12(17)8-15(14)25-2/h3,8-9,11,19-20H,1,4-7,10H2,2H3
InChi Key
ZGUSBCDCZNBNQT-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Cayman Chemical
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    Product Description

    K-Ras(G12C) inhibitor 9 is an irreversible, allosteric inhibitor of the K-Ras(G12C) mutant that causes 100% modification of the protein when used at 10 µM for 24 hours in vitro.1 K-Ras is a small GTPase that cycles between a GTP-bound active state and a GDP-bound inactive state to turn on downstream Raf kinases to drive cell growth. A G12C mutation in K-Ras blocks GTP hydrolysis, activates K-Ras, and promotes carcinogenesis.2,3 Similar K-Ras(G12C) inhibitors significantly reduce GTP affinity relative to GDP, decrease Raf binding, and lower cell viability while increasing apoptosis.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ostrem, J.M., Peters, U., Sos, M.L., et al. K-Ras(G12C) inhibitors allosterically control GTP affinity and effector interactions. Nature 503(7477), 548-551 (2013).

    2. Lim, S.M., Westover, K.D., Ficarro, S.B., et al. Therapeutic targeting of oncogenic K-Ras by a covalent catalytic site inhibitor. Angew. Chem. Int. Ed. Engl. 53(1), 199-204 (2014).

    3. Padavano, J., Henkhaus, R.S., Chen, J., et al. Mutant K-RAS promotes invasion and metastasis in pancreatic cancer through GTPase signaling pathways. Cancer Growth Metastasis 8 (Suppl 1), 95-113 (2015).