lavendustin A

Names

[ Name ]:
lavendustin A

[Synonym ]:
MFCD00153822
Lavendustin A
5-[(2,5-dihydroxyphenyl)methyl-[(2-hydroxyphenyl)methyl]amino]-2-hydroxybenzoic acid
5-[[(2,5-Dihydroxyphenyl)methyl][(2-hydroxyphenyl)methyl]amino]-2-hydroxybenzoic acid

Biological Activity

[Description]:

Lavendustin A (RG-14355), isolated from Streptomyces Griseolavendus, is a potent, specific and ATP-competitive inhibitor of tyrosine kinase, with an IC50 of 11 ng/mL for EGFR-associated tyrosine kinase[1]. It suppresses VEGF-induced angiogenesis and blocks the induction of LTPGABA-A[2][3].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> JAK/STAT Signaling >> EGFR

Signaling Pathways >> Protein Tyrosine Kinase/RTK >> EGFR

[Target]

IC50: 11 ng/mL (EGFR-associated tyrosine kinase)[1].

[References]

[1]. Onoda T, et al. Isolation of a novel tyrosine kinase inhibitor, lavendustin A, from Streptomyces griseolavendus. J Nat Prod. 1989 Nov-Dec;52(6):1252-7.

[2]. Hu DE, et al. Suppression of VEGF-induced angiogenesis by the protein tyrosine kinase inhibitor, lavendustin A. Br J Pharmacol. 1995 Jan;114(2):262-8.

[3]. Gubellini P, et al. Endogenous neurotrophins are required for the induction of GABAergic long-term potentiation in the neonatal rat hippocampus. J Neurosci. 2005 Jun 15;25(24):5796-802.

Chemical & Physical Properties

[ Boiling Point ]:
741.7ºC at 760 mmHg

[ Melting Point ]:
205-215 °C

[ Molecular Formula ]:
C₂₁H₁₉NO₆

[ Molecular Weight ]:
381.37900

[ Flash Point ]:
402.4ºC

[ Exact Mass ]:
381.12100

[ PSA ]:
121.46000

[ LogP ]:
3.41400

[ Appearance of Characters ]:
crystalline

[ Vapour Pressure ]:
4.23E-23mmHg at 25°C

[ Storage condition ]:
−20°C

[ Stability ]:
Moisture Sensitive: Hygroscopic

[ Water Solubility ]:
DMSO: soluble

MSDS

Click to get detail MSDS

Safety Information

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S37/39-S26

[ WGK Germany ]:
3