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Details

Stereochemistry ACHIRAL
Molecular Formula C20H4Cl4I4O5
Molecular Weight 973.673
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ROSE BENGAL LACTONE

SMILES

OC1=C(I)C2=C(C=C1I)C3(OC(=O)C4=C(Cl)C(Cl)=C(Cl)C(Cl)=C34)C5=CC(I)=C(O)C(I)=C5O2

InChI

InChIKey=IICCLYANAQEHCI-UHFFFAOYSA-N
InChI=1S/C20H4Cl4I4O5/c21-9-7-8(10(22)12(24)11(9)23)20(33-19(7)31)3-1-5(25)15(29)13(27)17(3)32-18-4(20)2-6(26)16(30)14(18)28/h1-2,29-30H

HIDE SMILES / InChI

Description

Rose Bengal lactone is a polyhalogenated derivative of Fluorescein. Rose Bengal lactone is a dye compound described to produce cell membrane damage. Rose Bengal lactone and other Fluorescein derivatives are also described to modulate the function of ATP-sensitive K+ channels. Rose bengal lactone reacts readily with bases so treatment with triethylamine immediately yields the Rose Bengal salt.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
80.0 µM [IC50]
20.0 µM [Kd]
16.0 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Rose Bengal lactone at 20 times the IC50 or DMSO alone was incubated with 10 nM beta-lactamase in 10 kDa dialysis tubing. Ten milliliters of this solution was dialyzed at room temperature against three 1 L volumes of 50 mM KPi buffer, pH 7.0, exchanged hourly. After dialysis, the incubation solution was diluted 10-fold and assayed for beta-lactamase activity against 100 mkM cephalothin.