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LAVENDUSTIN A

CAS No.
125697-92-9
Chemical Name:
LAVENDUSTIN A
Synonyms
RG14355;NSC 678027;LAVENDUSTIN A;Lavendustin A,98%;RG-14355;NSC 678027;LAVENDUSTIN A USP/EP/BP;Lavendustin A, tyrosine kinase inhibitor;Lavendustin A - CAS 125697-92-9 - Calbiochem;5-AMINO-[(N-2,5-DIHYDROXYBENZYL)-N'-2-HYDROXYBENZYL]SALICYLIC ACID;5-[(2,5-Dihydroxybenzyl)(2-hydroxybenzyl)amino]-2-hydroxybenzoic acid
CBNumber:
CB2135704
Molecular Formula:
C21H19NO6
Molecular Weight:
381.38
MDL Number:
MFCD00153822
MOL File:
125697-92-9.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-04-24 14:58:13
Product description Number Pack Size Price
Lavendustin A 428150 1mg $238
Lavendustin A ≥95% 10010268 1mg $90
Lavendustin A ≥95% 10010268 5mg $197
Lavendustin A ≥95% 10010268 10mg $349
Lavendustin A ≥95% 10010268 1mg $81
More product size

LAVENDUSTIN A Properties

Melting point 205-215 °C
Boiling point 741.7±60.0 °C(Predicted)
Density 1.495±0.06 g/cm3(Predicted)
RTECS DG8578950
storage temp. −20°C
solubility DMSO: soluble
pka 2.31±0.10(Predicted)
form crystalline
color Yellow to brown
Sensitive Air Sensitive
Stability Moisture Sensitive: Hygroscopic
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)
InChIKey ULTTYPMRMMDONC-UHFFFAOYSA-N
SMILES N(Cc3c(ccc(c3)O)O)(Cc2c(cccc2)O)c1cc(c(cc1)O)C(=O)O
CAS DataBase Reference 125697-92-9(CAS DataBase Reference)
FDA UNII 3Y0G32G2RV
UNSPSC Code 12352200
NACRES NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P264-P280-P302+P352-P321-P332+P313-P362-P305+P351+P338-P337+P313-P261-P271-P304+P340-P312-P403+P233-P405-P501
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  37/39-26
WGK Germany  3
HS Code  29225000
Storage Class 11 - Combustible Solids

LAVENDUSTIN A price More Price(27)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 428150 Lavendustin A 125697-92-9 1mg $238 2026-04-30 Buy
Cayman Chemical 10010268 Lavendustin A ≥95% 125697-92-9 1mg $90 2026-04-30 Buy
Cayman Chemical 10010268 Lavendustin A ≥95% 125697-92-9 5mg $197 2026-04-30 Buy
Cayman Chemical 10010268 Lavendustin A ≥95% 125697-92-9 10mg $349 2026-04-30 Buy
Cayman Chemical 10010268 Lavendustin A ≥95% 125697-92-9 1mg $81 2024-03-01 Buy
Product number Packaging Price Buy
428150 1mg $238 Buy
10010268 1mg $90 Buy
10010268 5mg $197 Buy
10010268 10mg $349 Buy
10010268 1mg $81 Buy

LAVENDUSTIN A Chemical Properties,Uses,Production

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

A potent tyrosine kinase inhibitor. Inhibition is competitive with ATP and is noncompetitive with the peptide.

Definition

ChEBI: 5-[(2,5-dihydroxyphenyl)methyl-[(2-hydroxyphenyl)methyl]amino]-2-hydroxybenzoic acid is an aromatic amine.

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).

target

EGFR | PKC | PI3K | Calcium Channel

References

[1] TOSHIHIKO ONODA. Isolation of a Novel Tyrosine Kinase Inhibitor, Lavendustin A, from Streptomyces griseolavendus[J]. Journal of Natural Products , 1989, 52 6: 1252-1257. DOI: 10.1021/np50066a009
[2] C Y HSU. Kinetic analysis of the inhibition of the epidermal growth factor receptor tyrosine kinase by Lavendustin-A and its analogue.[J]. The Journal of Biological Chemistry, 1991, 266 31: 21105-21112.
[3] KI-CHUL HWANG. Chemicals that modulate stem cell differentiation.[J]. Proceedings of the National Academy of Sciences of the United States of America, 2008: 7467-7471. DOI: 10.1073/pnas.0802825105
[4] THOMAS J. O’’DELL  Seth G N G  Eric R Kandel. Long-term potentiation in the hippocampus is blocked by tyrosine kinase inhibitors[J]. Nature, 1991, 353 6344: 558-560. DOI: 10.1038/353558a0
[5] T P FAN  R B  R Jaggar. Controlling the vasculature: angiogenesis, anti-angiogenesis and vascular targeting of gene therapy.[J]. Trends in pharmacological sciences, 1995, 16 2: 57-66. DOI: 10.1016/s0165-6147(00)88979-8

LAVENDUSTIN A Preparation Products And Raw materials

Raw materials

Preparation Products

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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 Lavendustin A - CAS 125697-92-9 - Calbiochem RG-14355;NSC 678027 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- LAVENDUSTIN A USP/EP/BP Lavendustin A, tyrosine kinase inhibitor 125697-92-9 BioChemical Cell Biology Cell Signaling and Neuroscience Kinase/Phosphatase Biology Receptor Tyrosine Kinase Inhibitors Tyrosine Kinase (TK) Miscellaneous Natural Products All Inhibitors Inhibitors Tyrosine Kinase Inhibitors