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Details

Stereochemistry ACHIRAL
Molecular Formula C21H19NO6
Molecular Weight 381.3787
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LAVENDUSTIN A

SMILES

OC(=O)C1=CC(=CC=C1O)N(CC2=CC=CC=C2O)CC3=CC(O)=CC=C3O

InChI

InChIKey=ULTTYPMRMMDONC-UHFFFAOYSA-N
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)

HIDE SMILES / InChI
Molecular Formula C21H19NO6
Molecular Weight 381.3787
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Lavendustin A is a selective inhibitor of epidermal growth factor (EGF) receptor-associated tyrosine kinase; it does not inhibit protein kinase A or C. It was shown, that lavendustin A inhibited histamine release from human mast cell line.

Originator

Approval Year

Unknown
149124
Targets

Targets

Primary TargetPharmacologyConditionPotency
Epidermal growth factor receptor
49
Target ID: P00533|||Q9GZX1
Gene ID: 1956.0
Gene Symbol: EGFR
Target Organism: Homo sapiens (Human)
Inhibitor
8504
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Brain-derived neurotrophic factor controls cannabinoid CB1 receptor function in the striatum.
2010-06-16
Signal transduction-mediated activation of the aryl hydrocarbon receptor in rat hepatoma H4IIE cells.
1997-12-12
Patents

Patents

20070099235
3

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Curator's Comment: STI571, lavendustin A and genistein decrease spontaneous histamine release in 24-h pre-incubated cells. Results are compared with those of the mast cell stabiliser cromoglycic acid, which also drops spontaneous histamine release. Lavendustin A- and genistein 24-h incubated cells behave similar to STI571 cells, whereas cromoglycic acid does not show effects after stimulation with alkalinisation.
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:02:03 GMT 2025
Edited
by admin
on Mon Mar 31 19:02:03 GMT 2025
Record UNII
3Y0G32G2RV
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NSC-678027
Preferred Name English
LAVENDUSTIN A
Common Name English
BENZOIC ACID, 5-(((2,5-DIHYDROXYPHENYL)METHYL)((2-HYDROXYPHENYL)METHYL)AMINO)-2-HYDROXY-
Systematic Name English
RG-14355
Code English
RG14355
Code English
5-AMINO-((N-2,5-DIHYDROXYBENZYL)-N'-2-HYDROXYBENZYL)AMINOSALICYLIC ACID
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C1967
Created by admin on Mon Mar 31 19:02:03 GMT 2025 , Edited by admin on Mon Mar 31 19:02:03 GMT 2025
Code System Code Type Description
NCI_THESAURUS
C1142
Created by admin on Mon Mar 31 19:02:03 GMT 2025 , Edited by admin on Mon Mar 31 19:02:03 GMT 2025
PRIMARY
EPA CompTox
DTXSID00154855
Created by admin on Mon Mar 31 19:02:03 GMT 2025 , Edited by admin on Mon Mar 31 19:02:03 GMT 2025
PRIMARY
FDA UNII
3Y0G32G2RV
Created by admin on Mon Mar 31 19:02:03 GMT 2025 , Edited by admin on Mon Mar 31 19:02:03 GMT 2025
PRIMARY
CAS
125697-92-9
Created by admin on Mon Mar 31 19:02:03 GMT 2025 , Edited by admin on Mon Mar 31 19:02:03 GMT 2025
PRIMARY
PUBCHEM
3894
Created by admin on Mon Mar 31 19:02:03 GMT 2025 , Edited by admin on Mon Mar 31 19:02:03 GMT 2025
PRIMARY
NSC
678027
Created by admin on Mon Mar 31 19:02:03 GMT 2025 , Edited by admin on Mon Mar 31 19:02:03 GMT 2025
PRIMARY
Related Record Type Details
Structure of LAVENDUSTIN A
ACTIVE MOIETY
NIH
NCATS
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