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Details

Stereochemistry ACHIRAL
Molecular Formula C20H2Cl4I4O5.2K
Molecular Weight 1049.853
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ROSE BENGAL POTASSIUM

SMILES

[K+].[K+].[O-]C(=O)C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1C2=C3C=C(I)C(=O)C(I)=C3OC4=C2C=C(I)C([O-])=C4I

InChI

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

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/11931626 | https://www.ncbi.nlm.nih.gov/pubmed/11695899 | https://www.ncbi.nlm.nih.gov/pubmed/10704233 | http://pubs.acs.org/doi/abs/10.1021/ja00332a021 | https://www.ncbi.nlm.nih.gov/pubmed/24405273

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

Vartanyan, A.T.
2
Sources: Zhurnal Fizicheskoi Khimii, Volume 30, Pages1028-43, Journal, 1956

Approval Year

Unknown
149124
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8504
 80.0 µM [IC50]
Agonist
2752
 20.0 µM [Kd]
Inhibitor
8504
 16.0 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
The promoting effects of food dyes, erythrosine (Red 3) and rose bengal B (Red 105), on thyroid tumors in partially thyroidectomized N-bis(2-hydroxypropyl)-nitrosamine-treated rats.
1988-03
Patents

Patents

20050276753
2

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.
Name Type Language
ROSE BENGAL
MI   VANDF   WHO-DD  
Preferred Name English
ROSE BENGAL POTASSIUM
Common Name English
CI 45440
Common Name English
ROSE BENGAL [VANDF]
Common Name English
C.I. 45440
Common Name English
4,5,6,7-TETRACHLORO-2',4',5',7'-TETRAIODOFLUORESCEIN DIPOTASSIUM SALT
Common Name English
Rose bengal [WHO-DD]
Common Name English
BENZOIC ACID, 2,3,4,5-TETRACHLORO-6-(6-HYDROXY-2,4,5,7-TETRAIODO-3-OXO-3H-XANTHEN-9-YL)-, DIPOTASSIUM SALT
Systematic Name English
ROSE BENGAL [MI]
Common Name English
C.I. ACID RED 94
Common Name English
NSC-10463
Code English
ROSE BENGALE B
Common Name English
4,5,6,7-TETRACHLORO-3',6'-DIHYDROXY-2',4',5',7'-TETRAIODOSPIRO(ISOBENZOFURAN-1(3H),9'-(9H)XANTHEN)-3-ONE POTASSIUM SALT (1:2)
Common Name English
SPIRO(ISOBENZOFURAN-1(3H),9'-(9H)XANTHEN)-3-ONE, 4,5,6,7-TETRACHLORO-3',6'-DIHYDROXY-2',4',5',7'-TETRAIODO-, POTASSIUM SALT (1:2)
Systematic Name English
Code System Code Type Description
EVMPD
SUB15148MIG
Created by admin on Mon Mar 31 21:36:22 GMT 2025 , Edited by admin on Mon Mar 31 21:36:22 GMT 2025
PRIMARY
DRUG BANK
DB11182
Created by admin on Mon Mar 31 21:36:22 GMT 2025 , Edited by admin on Mon Mar 31 21:36:22 GMT 2025
PRIMARY
NSC
10463
Created by admin on Mon Mar 31 21:36:22 GMT 2025 , Edited by admin on Mon Mar 31 21:36:22 GMT 2025
PRIMARY
RXCUI
9471
Created by admin on Mon Mar 31 21:36:22 GMT 2025 , Edited by admin on Mon Mar 31 21:36:22 GMT 2025
PRIMARY RxNorm
CAS
24545-87-7
Created by admin on Mon Mar 31 21:36:22 GMT 2025 , Edited by admin on Mon Mar 31 21:36:22 GMT 2025
ALTERNATIVE
FDA UNII
1ZPG1ELY14
Created by admin on Mon Mar 31 21:36:22 GMT 2025 , Edited by admin on Mon Mar 31 21:36:22 GMT 2025
PRIMARY
MERCK INDEX
m9663
Created by admin on Mon Mar 31 21:36:22 GMT 2025 , Edited by admin on Mon Mar 31 21:36:22 GMT 2025
PRIMARY Merck Index
EPA CompTox
DTXSID00110057
Created by admin on Mon Mar 31 21:36:22 GMT 2025 , Edited by admin on Mon Mar 31 21:36:22 GMT 2025
PRIMARY
PUBCHEM
25473
Created by admin on Mon Mar 31 21:36:22 GMT 2025 , Edited by admin on Mon Mar 31 21:36:22 GMT 2025
PRIMARY
WIKIPEDIA
Rose bengal
Created by admin on Mon Mar 31 21:36:22 GMT 2025 , Edited by admin on Mon Mar 31 21:36:22 GMT 2025
PRIMARY
DRUG CENTRAL
4637
Created by admin on Mon Mar 31 21:36:22 GMT 2025 , Edited by admin on Mon Mar 31 21:36:22 GMT 2025
PRIMARY
CAS
632-68-8
Created by admin on Mon Mar 31 21:36:22 GMT 2025 , Edited by admin on Mon Mar 31 21:36:22 GMT 2025
PRIMARY
SMS_ID
100000078646
Created by admin on Mon Mar 31 21:36:22 GMT 2025 , Edited by admin on Mon Mar 31 21:36:22 GMT 2025
PRIMARY
ECHA (EC/EINECS)
211-182-8
Created by admin on Mon Mar 31 21:36:22 GMT 2025 , Edited by admin on Mon Mar 31 21:36:22 GMT 2025
PRIMARY
CHEBI
52261
Created by admin on Mon Mar 31 21:36:22 GMT 2025 , Edited by admin on Mon Mar 31 21:36:22 GMT 2025
PRIMARY
NIH
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