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Details

Stereochemistry RACEMIC
Molecular Formula C30H24N2O13.2Na
Molecular Weight 666.4967
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Oftasceine disodium

SMILES

[Na+].[Na+].OC(=O)CN(CC(O)=O)CC1=C(O)C=C2OC3=CC(O)=C(CN(CC([O-])=O)CC([O-])=O)C=C3C4(OC(=O)C5=CC=CC=C45)C2=C1

InChI

InChIKey=ZPDXOJYVKULICC-UHFFFAOYSA-L
InChI=1S/C30H26N2O13.2Na/c33-21-7-23-19(5-15(21)9-31(11-25(35)36)12-26(37)38)30(18-4-2-1-3-17(18)29(43)45-30)20-6-16(22(34)8-24(20)44-23)10-32(13-27(39)40)14-28(41)42;;/h1-8,33-34H,9-14H2,(H,35,36)(H,37,38)(H,39,40)(H,41,42);;/q;2*+1/p-2

HIDE SMILES / InChI
Oftasceine is a fluorescent dye or luminescent agent. It was recommended for the use as an effective agent for the blood-retinal barrier integrity studies. It was used to detect drug interactions with multidrug resistance proteins because it is an effective substrate of the multidrug resistance transporter 1P-glycoprotein and the multidrug resistance-related protein. The Oftasceine assay can be used as a quantitative, standardized, inexpensive screening test in a routine clinical laboratory setting. The assay detects both P-glycoprotein and multidrug resistance-associated protein activities, and identifies acute myeloid leukaemia patients with unfavorable therapy responses. It is used in ophthalmic solutions as a staining agent when fitting hydrogel contact lens. The use of a fluorexon dye-impregnated strip (pre-wetted with preservative-free saline) yielded comparable results with a fluorescein strip for assessments of tear film stability based on tear film break-up time.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Cytotoxicity of rhein, the active metabolite of sennoside laxatives, is reduced by multidrug resistance-associated protein 1.
2002-05-06
Application of three-dimensional quantitative structure-activity relationships of P-glycoprotein inhibitors and substrates.
2002-05
Three-dimensional quantitative structure-activity relationships of inhibitors of P-glycoprotein.
2002-05
Iron uptake and Nramp2/DMT1/DCT1 in human bronchial epithelial cells.
2002-05
Efficient intracellular drug and gene delivery using folate receptor-targeted pH-sensitive liposomes composed of cationic/anionic lipid combinations.
2002-04-23
Mitochondria are morphologically and functionally heterogeneous within cells.
2002-04-02
Resolution of P-glycoprotein and non-P-glycoprotein effects on drug permeability using intestinal tissues from mdr1a (-/-) mice.
2002-04
An improved labelling technique for monitoring microcrack growth in compact bone.
2002-04
Cholesterol modulates interaction between an amphipathic class A peptide, Ac-18A-NH2, and phosphatidylcholine bilayers.
2002-03-26
Characterization of flavonoid--biomembrane interactions.
2002-03-01
Ectopic mineralization of articular cartilage in the bullfrog Rana catesbeiana and its possible involvement in bone closure.
2002-03
Binding of ricin A-chain to negatively charged phospholipid vesicles leads to protein structural changes and destabilizes the lipid bilayer.
2002-02-26
Inhibition by R(+) or S(-) pramipexole of caspase activation and cell death induced by methylpyridinium ion or beta amyloid peptide in SH-SY5Y neuroblastoma.
2002-02-15
Coupling fiber optics to a permeation liquid membrane for heavy metal sensor development.
2002-02-01
Canine prostate induces new bone formation in mouse calvaria: A model of osteoinduction by prostate tissue.
2002-02-01
Evaluation of mitochondrial function and membrane integrity by dual fluorescent staining for assessment of sperm status in rats.
2002-02
Influence of nicotine administration on different implant surfaces: a histometric study in rabbits.
2002-02
Bromocriptine reverses P-glycoprotein-mediated multidrug resistance in tumor cells.
2002-02
Effects of immobilization followed by remobilization on mineral density, histomorphometric features, and formation of the bones of the metacarpophalangeal joint in horses.
2002-02
Tendon healing in a bone tunnel. Part II: Histologic analysis after biodegradable interference fit fixation in a model of anterior cruciate ligament reconstruction in sheep.
2002-02
In vivo RANK signaling blockade using the receptor activator of NF-kappaB:Fc effectively prevents and ameliorates wear debris-induced osteolysis via osteoclast depletion without inhibiting osteogenesis.
2002-02
Increased IRP1 and IRP2 RNA binding activity accompanies a reduction of the labile iron pool in HFE-expressing cells.
2002-02
Evaluation of the clinical relevance of the expression and function of P-glycoprotein, multidrug resistance protein and lung resistance protein in patients with primary acute myelogenous leukemia.
2002-02
Reconsideration of drug release from temperature-sensitive liposomes.
2002-01
Effect of eyelid closure and overnight contact lens wear on viability of surface epithelial cells in rabbit cornea.
2002-01
Isoflurane prevents delayed cell death in an organotypic slice culture model of cerebral ischemia.
2002-01
High throughput fluorescence assays for the measurement of mitochondrial activity in intact human neuroblastoma cells.
2001-12
Interaction of SMKT, a killer toxin produced by Pichia farinosa, with the yeast cell membranes.
2001-12
Effects of clotrimazole on transport mediated by multidrug resistance associated protein 1 (MRP1) in human erythrocytes and tumour cells.
2001-12
Rotenone inhibits the mitochondrial permeability transition-induced cell death in U937 and KB cells.
2001-11-02
Characteristics of newly formed bone during guided bone regeneration: observations by immunohistochemistry and confocal laser scanning microscopy.
2001-11
Down-regulation of cell adhesion molecules LFA-1 and ICAM-1 after in vitro treatment with the anti-TNF-alpha agent thalidomide.
2001-11
Ethanol impairs insulin-stimulated mitochondrial function in cerebellar granule neurons.
2001-11
Extrusion of fluorescein diacetate by multidrug-resistant Candida albicans.
2001-11
Intracellular drug delivery using low-frequency ultrasound: quantification of molecular uptake and cell viability.
2001-11
Amyloid beta protein forms ion channels: implications for Alzheimer's disease pathophysiology.
2001-11
Calcein-acetyoxymethyl cytotoxicity assay: standardization of a method allowing additional analyses on recovered effector cells and supernatants.
2001-11
Effects of the acyl chain composition of phosphatidylcholines on the stability of freeze-dried small liposomes in the presence of maltose.
2001-11
Intracellular delivery mediated by an ethosomal carrier.
2001-11
Visualizing normal and defective bone development in zebrafish embryos using the fluorescent chromophore calcein.
2001-10-15
Investigation of the cellular uptake of E-Selectin-targeted immunoliposomes by activated human endothelial cells.
2001-10-01
Localization of zinc after in vitro mineralization in osteoblastic cells.
2001-10
Autologous serum eyedrops for dry eyes and epithelial defects: clinical and in vitro toxicity studies.
2001-10
Mechanism of clofibrate hepatotoxicity: mitochondrial damage and oxidative stress in hepatocytes.
2001-09-01
The extent of matrix damage and chondrocyte death in mechanically traumatized articular cartilage explants depends on rate of loading.
2001-09
Cell mediated cytotoxicity assessment by relative changes in viable target absolute counts.
2001-08
Glycine blocks opening of a death channel in cultured hepatic sinusoidal endothelial cells during chemical hypoxia.
2001-08
Sonoluminescence as an indicator of cell membrane disruption by acoustic cavitation.
2001-06
Masticatory muscle function and transverse dentofacial growth.
2001
The effect of micromovement on callus formation.
2001
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Name Type Language
Calcein disodium
Preferred Name English
Oftasceine disodium
Common Name English
Oftasceine disodium [WHO-DD]
Common Name English
Code System Code Type Description
FDA UNII
W252XL2SR8
Created by admin on Wed Apr 02 12:08:38 GMT 2025 , Edited by admin on Wed Apr 02 12:08:38 GMT 2025
PRIMARY
PUBCHEM
13456549
Created by admin on Wed Apr 02 12:08:38 GMT 2025 , Edited by admin on Wed Apr 02 12:08:38 GMT 2025
PRIMARY
CAS
1945975-98-3
Created by admin on Wed Apr 02 12:08:38 GMT 2025 , Edited by admin on Wed Apr 02 12:08:38 GMT 2025
PRIMARY