125697-92-9

Basic information

• Product Name: LAVENDUSTIN A
• Synonyms: RG14355;LAVENDUSTIN A;5-AMINO-[(N-2,5-DIHYDROXYBENZYL)-N'-2-HYDROXYBENZYL]SALICYLIC ACID;5-[[(2,5-DIHYDROXYPHENYL)METHYL][(2-HYDROXYPHENYL)METHYL]AMINO]-2-HYDROXYBENZOIC ACID;5-[(2,5-Dihydroxybenzyl)(2-hydroxybenzyl)amino]-2-hydroxybenzoic acid;Lavendustin A,98%;NSC 678027;Benzoic acid,5-[[(2,5-dihydroxyphenyl)methyl][(2-hydroxyphenyl)methyl]amino]-2-hydroxy-
• CAS NO: 125697-92-9
• Molecular Formula: C21H19NO6
• Molecular Weight: 381.38
• Product Categories: Miscellaneous Natural Products;All Inhibitors;Inhibitors;Tyrosine Kinase Inhibitors
• Mol File: 125697-92-9.mol
• Article Data: 0

Chemical Properties

• Melting Point: 205-215 °C
• Boiling Point: 741.7°C at 760 mmHg
• Flash Point: 402.4°C
• Appearance: Yellow to brown/crystalline
• Density: 1.495±0.06 g/cm3(Predicted)
• Vapor Pressure: 4.23E-23mmHg at 25°C
• Storage Temp.: −20°C
• Solubility: DMSO: soluble
• PKA: 2.31±0.10(Predicted)
• Sensitive: Air Sensitive
• Stability: Moisture Sensitive: Hygroscopic
• CAS DataBase Reference: LAVENDUSTIN A(CAS DataBase Reference)
• NIST Chemistry Reference: LAVENDUSTIN A(125697-92-9)
• EPA Substance Registry System: LAVENDUSTIN A(125697-92-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26
• WGK Germany: 3
• RTECS: DG8578950
• Hazardous Substances Data: 125697-92-9(Hazardous Substances Data)

Usage

Description

Lavendustin A is a selective inhibitor of epidermal growth factor (EGF) receptor-associated tyrosine kinase (IC50 = 11 nM) that was first isolated from a Streptomyces culture filtrate. It does not inhibit protein kinase A (PKA), PKC, or PI3K (IC50s > 100 μM). It has been used to differentiate rat mesenchymal stem cells, to inhibit NMDA-stimulated cGMP production, and to inhibit VEGF-induced angiogenesis.

Chemical Properties

Off-White Solid

Uses

Different sources of media describe the Uses of 125697-92-9 differently. You can refer to the following data:
1. A potent tyrosine kinase inhibitor. Inhibition is competitive with ATP and is noncompetitive with the peptide
2. A potent tyrosine kinase inhibitor. Inhibition is competitive with ATP and is noncompetitive with the peptide.

Biological Activity

Potent, cell-permeable inhibitor of epidermal growth factor receptor (EGFR) tyrosine kinase (IC 50 = 11 nM). Inhibits p60 c-src with an IC 50 of 500 nM and is selective over PKA, PKC and PI 3-kinase (IC 50 > 100 μ M).

InChI:InChI=1/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)/p-1