Lavendustin C

Names

[ Name ]:
Lavendustin C

[Synonym ]:
5-[(2,5-Dihydroxybenzyl)amino]-2-hydroxybenzoic acid
Benzoic acid, 5-[[(2,5-dihydroxyphenyl)methyl]amino]-2-hydroxy-
hdba
compound 5

Biological Activity

[Description]:

Lavendustin C is a potent Ca2+ calmodulin-dependent kinase II (CaMK II) inhibitor with an IC50 of 0.2 µM. Lavendustin C inhibits EGFR-associated tyrosine kinase (IC50=0.012 µM) and pp60c-src(+) kinase (IC50=0.5 µM) [1][2].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> JAK/STAT Signaling >> EGFR

Signaling Pathways >> Neuronal Signaling >> CaMK

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

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

[Target]

CaMK II:0.2 μM (IC50)

EGFR:0.012 μM (IC50)

[In Vitro]

Lavendustin C (Compound 5) shows potent inhibitory activity, and it may be the core structure responsible for inhibition of tyrosine kinase[1]. Lavendustin C (10-150 µM) inhibits tyrosine kinase-associated neutrophil degranulation and superoxide generation[3].

[References]

[1]. T Onoda, et al.Isolation of a Novel Tyrosine Kinase Inhibitor, Lavendustin A, From Streptomyces Griseolavendus. J Nat Prod. Nov-Dec 1989;52(6):1252-7.

[2]. T J O'Dell, et al.Long-term Potentiation in the Hippocampus Is Blocked by Tyrosine Kinase Inhibitors. Nature. 1991 Oct 10;353(6344):558-60.

[3]. H M Burt, et al. Inhibition of Crystal-Induced Neutrophil Activation by a Protein Tyrosine Kinase Inhibitor. J Leukoc Biol. 1994 Jan;55(1):112-9.

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Boiling Point ]:
597.5±50.0 °C at 760 mmHg

[ Melting Point ]:
193-195ºC dec.

[ Molecular Formula ]:
C₁₄H₁₃NO₅

[ Molecular Weight ]:
275.257

[ Flash Point ]:
315.2±30.1 °C

[ Exact Mass ]:
275.079376

[ PSA ]:
110.02000

[ LogP ]:
1.74

[ Vapour Pressure ]:
0.0±1.8 mmHg at 25°C

[ Index of Refraction ]:
1.759

[ Storage condition ]:
-20℃

Safety Information

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
26-36

[ HS Code ]:
2922509090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2922509090

[ Summary ]:
2922509090. other amino-alcohol-phenols, amino-acid-phenols and other amino-compounds with oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%