LAVENDUSTIN B

Details

Stereochemistry	ACHIRAL
Molecular Formula	C21H19NO5
Molecular Weight	365.3793
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=RTYOLBQXFXYMKY-UHFFFAOYSA-N

InChI=1S/C21H19NO5/c23-18-7-3-1-5-14(18)12-22(13-15-6-2-4-8-19(15)24)16-9-10-20(25)17(11-16)21(26)27/h1-11,23-25H,12-13H2,(H,26,27)

HIDE SMILES / InChI

Molecular Formula	C21H19NO5
Molecular Weight	365.3793
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/7533611 | https://www.ncbi.nlm.nih.gov/pubmed/7562616 | https://www.ncbi.nlm.nih.gov/pubmed/27517812

Lavendustin B is a weak tyrosine kinase inhibitor that has been used as a negative control for lavendustin A. Lavendustin A strongly inhibits epidermal growth factor receptor-associated tyrosine kinase, competes with ATP, and is noncompetitive with the peptide. Lavendustin B was previously identified as an inhibitor of HIV-1 integrase (IN) interaction with its cognate cellular cofactor, lens epithelium-derived growth factor (LEDGF/p75).

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Integrase 2 Target ID: CHEMBL2366505 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27517812	Inhibitor 8297		94.07 µM [IC50]
Epidermal growth factor receptor erbB1 58 Target ID: CHEMBL203 Sources: https://www.ncbi.nlm.nih.gov/pubmed/1479375	Inhibitor 8297

Conditions

Condition	Modality	Targets	Highest Phase	Product
HIV-1 infection 151 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27517812	Primary		Basic research	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
New scaffolds of natural origin as Integrase-LEDGF/p75 interaction inhibitors: virtual screening and activity assays.	2013 Oct	23994868

Patents

Sample Use Guides

In Vivo Use Guide

Mice: 10 ug/kg, s.c.

Route of Administration: Other

In Vitro Use Guide

Lavendustin B, a negative analogue of lavendustin A, within a range between 1 nM and 1 uM did not change the glucose-induced insulin release from HIT cells.

Substance Class	Chemical Created by `admin` on `Sat Dec 16 08:36:10 GMT 2023` Edited by `admin` on `Sat Dec 16 08:36:10 GMT 2023`
Record UNII	7T53EGQ52Z
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

LAVENDUSTIN B

Common Name

English

BENZOIC ACID, 5-(BIS((2-HYDROXYPHENYL)METHYL)AMINO)-2-HYDROXY-

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C1967