428150
Lavendustin A
A cell-permeable, reversible, and substrate competitive inhibitor of EGF receptor tyrosine kinase and p60c-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
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About This Item
Empirical Formula (Hill Notation):
C21H19NO6
CAS Number:
Molecular Weight:
381.38
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥95% (HPLC)
Form:
solid
Quality level:
Storage condition:
OK to freeze, protect from light
Quality Level
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
General description
A cell-permeable, reversible, and substrate competitive inhibitor of EGF receptor tyrosine kinase (IC50 = 11 nM) and p60c-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 pp60c-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
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.
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)
Storage Class
11 - Combustible Solids
wgk
WGK 3
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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J Rodriguez et al.
Neuropharmacology, 33(11), 1267-1274 (1994-11-01)
In striatal neurones in culture, N-methyl-D-aspartate-(NMDA), kainate-(Kai) and K(+)-dependent cGMP production is entirely mediated via nitric oxide (NO). Low concentrations of lavendustin-A (< or = 0.3 microM), a highly specific tyrosine kinase inhibitor, reduced irreversibly and in a time-dependent manner
Cellular oncogenes and retroviruses.
J M Bishop
Annual review of biochemistry, 52, 301-354 (1983-01-01)
D E Hu et al.
British journal of pharmacology, 114(2), 262-268 (1995-01-01)
1. Vascular endothelial growth factor (VEGF) is a heparin-binding angiogenic factor which specifically acts on endothelial cells via distinct membrane-spanning tyrosine kinase receptors. Here we used the rat sponge implant model to test the hypothesis that the angiogenic activity of
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 428150-1MG | 04055977210545 |