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
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
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Epidermal growth factor receptor
46
Target ID: P00533|||Q9GZX1
Gene ID: 1956.0
Gene Symbol: EGFR
Target Organism: Homo sapiens (Human)
Inhibitor
8297
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

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 Fri Dec 15 18:05:07 GMT 2023
Edited
by admin
on Fri Dec 15 18:05:07 GMT 2023
Record UNII
3Y0G32G2RV
Record Status Validated (UNII)
Record Version
  • Download
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
Related Record Type Details
Structure of LAVENDUSTIN A
ACTIVE MOIETY
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
For language access assistance, contact the NCATS Public Information Officer
National Center for Advancing Translational Sciences (NCATS),
6701 Democracy Boulevard, Bethesda MD 20892-4874 • 301-594-8966