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L2400

Sigma-Aldrich

Lavendustin A

~85% (TLC), crystalline

Synonym(s):

5-[[(2,5-Dihydroxyphenyl)methyl][(2-hydroxyphenyl)methyl]amino]-2-hydroxybenzoic acid

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About This Item

Empirical Formula (Hill Notation):
C21H19NO6
CAS Number:
125697-92-9
Molecular Weight:
381.38
MDL number:
MFCD00153822
UNSPSC Code:
12352200
PubChem Substance ID:
24896314

assay

~85% (TLC)

form

crystalline

solubility

DMSO: soluble
methanol: soluble

storage temp.

−20°C

SMILES string

OC(=O)c1cc(ccc1O)N(Cc2ccccc2O)Cc3cc(O)ccc3O

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

Gene Information

human ... EGFR(1956) , ERBB2(2064) , LCK(3932)

Biochem/physiol Actions

Cell-permeable tyrosine kinase inhibitor with little effect on protein kinase A or C. Inhibits NMDA-stimulated cGMP production. Inhibits VEGF-induced angiogenesis.

Physical form

Photosensitive

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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C C Huang et al.
The Journal of physiology, 520 Pt 3, 783-796 (1999-11-02)
1. Protein tyrosine phosphorylation is thought to play an important role in the regulation of neuronal function. Previous work has shown that protein tyrosine kinase (PTK) inhibitors can inhibit the induction of long-term potentiation (LTP), a candidate synaptic mechanism involved
D Spicarova et al.
Neuroscience, 166(1), 305-311 (2009-12-17)
Glutamate AMPA receptors are critical for sensory transmission at the spinal cord dorsal horn (DH). Plasma membrane AMPA receptor endocytosis that can be induced by insulin may underlie long term modulation of synaptic transmission. Insulin receptors (IRs) are known to
Kristin Löber et al.
Journal of cellular biochemistry, 103(4), 1076-1088 (2007-07-31)
The human mast cell line (HMC-1(560)) was used to study the effects of tyrosine kinase (TyrK) inhibition on histamine release in consequence of intracellular Ca2+ or pH changes. This is important since the TyrK inhibitor STI571 (Glivec) inhibits proliferation and
Shi-Sheng Zhou et al.
Experimental physiology, 92(3), 549-559 (2007-02-17)
The effects of monocarboxylic acid-derived Cl(-) channel blockers on cardiac depolarization-activated K(+) currents were investigated. Membrane currents in rat ventricular myocytes were recorded using the whole-cell configuration of the patch-clamp technique. 5-Nitro-2-(3-phenylpropylamino)-benzoic acid (NPPB) and niflumic acid (NFA) induced an
P Taskinen et al.
Endocrinology, 140(9), 4198-4207 (1999-08-28)
The cellular processes linking mechanical wall stretch to atrial natriuretic peptide (ANP) and B-type natriuretic peptide (BNP) secretion from the heart are unclear. In the present study, a paced perfused rat heart preparation was used to study the signaling mechanisms
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