428150

Lavendustin A

A cell-permeable, reversible, and substrate competitive inhibitor of EGF receptor tyrosine kinase and p60^c-src with little effect on protein kinase A or protein kinase C.

• Synonym(s): Lavendustin A, 5-Amino-[(N-2,5-dihydroxybenzyl)-Nʹ-2-hydroxybenzyl]salicylic Acid, RG14355
• Empirical Formula (Hill Notation): C₂₁H₁₉NO₆
• CAS Number: 125697-92-9
• Molecular Weight: 381.38
• MDL number: MFCD00153822
• UNSPSC Code: 12352200
• NACRES: NA.77
• Assay: ≥95% (HPLC)
• Form: solid
• Storage condition: OK to freeze, protect from light

Properties

• Quality Segment: 100
• assay: ≥95% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze, protect from light
• color: off-white
• solubility: ethanol: 10 mg/mL, DMSO: soluble
• shipped in: ambient
• storage temp.: −20°C
• SMILES string: N(Cc3c(ccc(c3)O)O)(Cc2c(cccc2)O)c1cc(c(cc1)O)C(=O)O
• InChI: 1S/C21H19NO6/c23-16-6-8-19(25)14(9-16)12-22(11-13-3-1-2-4-18(13)24)15-5-7-20(26)17(10-15)21(27)28/h1-10,23-26H,11-12H2,(H,27,28)
• InChI key: ULTTYPMRMMDONC-UHFFFAOYSA-N

Description

General description

A cell-permeable, reversible, and substrate competitive inhibitor of EGF receptor tyrosine kinase (IC₅₀ = 11 nM) and p60^c-src (IC₅₀ = 500 nM) with little effect on protein kinase A or protein kinase C (IC₅₀ >200 µM). Also inhibits NMDA-stimulated cGMP production (IC₅₀ = 30 nM). Exhibits anti-proliferative properties. Suppresses the angiogenic action of vascular endothelial growth factor (VEGF) in rats.

A cell-permeable, reversible, substrate competitive, and potent inhibitor of EGF receptor tyrosine kinase (IC₅₀ = 11 nM) and pp60^c-src (IC₅₀ = 500 nM) with little effect on protein kinase A or protein kinase C (IC₅₀ >200 µM). Also inhibits NMDA-stimulated cGMP production (IC₅₀ = 30 nM). Exhibits anti-proliferative properties. Suppresses the angiogenic action of vascular endothelial growth factor in rats.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
EGF receptor tyrosine kinase

Product does not compete with ATP.

Reversible: yes

Target IC₅₀: 11 nM and 500 nM against EGF receptor tyrosine kinase and p60c-src, respectively

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 1 month at -20°C.

Further dilute with aqueous buffer just prior to use.

Other Notes

Hu, D.E., and Fan, T.-P. 1995. Br. J. Pharmacol. 114, 262.
Rodriguez, J., et al. 1994. Neuropharmacology 33, 1267.
Hsu, C.-Y., et al. 1991. J. Biol. Chem.266, 21105.
O’Dell, T.J., et al. 1991. Nature 353, 558; Onoda, T., et al. 1989. J. Nat. Prod.52, 1252.
Bishop, J.M. 1983. Annu. Rev. Biochem. 52, 307.

Legal Information

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

Disclaimer

Toxicity: Standard Handling (A)

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable