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LAVENDUSTIN A

Product Name
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
Formula Weight
381.38
MOL File
125697-92-9.mol
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LAVENDUSTIN A Property

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
form 
crystalline
pka
2.31±0.10(Predicted)
color 
Yellow to brown
Sensitive 
Air Sensitive
Stability:
Moisture Sensitive: Hygroscopic
CAS DataBase Reference
125697-92-9(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
37/39-26
WGK Germany 
3
HS Code 
29225000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
428150
Product name
Lavendustin A
Packaging
1mg
Price
$222
Updated
2025/07/31
Cayman Chemical
Product number
10010268
Product name
Lavendustin A
Purity
≥95%
Packaging
1mg
Price
$81
Updated
2024/03/01
Cayman Chemical
Product number
10010268
Product name
Lavendustin A
Purity
≥95%
Packaging
5mg
Price
$179
Updated
2024/03/01
Cayman Chemical
Product number
10010268
Product name
Lavendustin A
Purity
≥95%
Packaging
10mg
Price
$317
Updated
2024/03/01
Tocris
Product number
1331
Product name
Lavendustin A
Purity
≥98%(HPLC)
Packaging
1
Price
$144
Updated
2021/12/16
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LAVENDUSTIN A Chemical Properties,Usage,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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LAVENDUSTIN A Suppliers

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125697-92-9, LAVENDUSTIN ARelated Search:

METHYL 2,5-DIHYDROXYCINNAMATE H-ARG-ARG-LEU-ILE-GLU-ASP-ASN-GLU-TYR-THR-ALA-ARG-GLY-OH AG 825 TYRPHOSTIN A25 Canertinib Lavendustin C Analog, Methyl-4-[N-(2μ,5μ-dihydroxybenzyl)amino]benzoate,LAVENDUSTIN C ANALOG N,N-DIBENZYLANILINE 3-(Dimethylamino)benzoic acid Ethylbenzyltoluidine LAVENDUSTIN A 5-Dimethylamino-2-hydroxybenzaldehyde LAVENDUSTIN C 2-(BENZYLAMINO-METHYL)-PHENOLHYDROCHLORIDE 3-(DIETHYLAMINO)BENZOIC ACID LAVENDUSTIN B lavendustin C6 LAVENDUSTIN C METHYL ESTER LAVENDUSTIN A METHYL ESTER

  • 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