U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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=C(O)C=CC=C2)CC3=C(O)C=CC(O)=C3

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
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.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P00533|||Q9GZX1
Gene ID: 1956.0
Gene Symbol: EGFR
Target Organism: Homo sapiens (Human)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

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

Patents

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
Name Type Language
LAVENDUSTIN A
Common Name English
NSC-678027
Code 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 Fri Dec 15 18:05:07 GMT 2023 , Edited by admin on Fri Dec 15 18:05:07 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C1142
Created by admin on Fri Dec 15 18:05:07 GMT 2023 , Edited by admin on Fri Dec 15 18:05:07 GMT 2023
PRIMARY
EPA CompTox
DTXSID00154855
Created by admin on Fri Dec 15 18:05:07 GMT 2023 , Edited by admin on Fri Dec 15 18:05:07 GMT 2023
PRIMARY
FDA UNII
3Y0G32G2RV
Created by admin on Fri Dec 15 18:05:07 GMT 2023 , Edited by admin on Fri Dec 15 18:05:07 GMT 2023
PRIMARY
CAS
125697-92-9
Created by admin on Fri Dec 15 18:05:07 GMT 2023 , Edited by admin on Fri Dec 15 18:05:07 GMT 2023
PRIMARY
PUBCHEM
3894
Created by admin on Fri Dec 15 18:05:07 GMT 2023 , Edited by admin on Fri Dec 15 18:05:07 GMT 2023
PRIMARY
NSC
678027
Created by admin on Fri Dec 15 18:05:07 GMT 2023 , Edited by admin on Fri Dec 15 18:05:07 GMT 2023
PRIMARY