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Details

Stereochemistry ACHIRAL
Molecular Formula C16H10O10S3
Molecular Weight 458.44
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of D&C GREEN NO. 8 FREE ACID

SMILES

OC1=CC(=C2C=CC3=C(C=C(C4=C3C2=C1C=C4)S(O)(=O)=O)S(O)(=O)=O)S(O)(=O)=O

InChI

InChIKey=OBJOZRVSMLPASY-UHFFFAOYSA-N
InChI=1S/C16H10O10S3/c17-11-5-12(27(18,19)20)8-3-4-10-14(29(24,25)26)6-13(28(21,22)23)9-2-1-7(11)15(8)16(9)10/h1-6,17H,(H,18,19,20)(H,21,22,23)(H,24,25,26)

HIDE SMILES / InChI

Molecular Formula C16H10O10S3
Molecular Weight 458.44
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Proton transport and the water environment in nafion fuel cell membranes and AOT reverse micelles.
2007-07-04
Pyranine-induced micellization of poly(ethylene glycol)-block-poly(4-vinylpyridine) and pH-triggered release of pyranine from the complex micelles.
2007-07-03
Localization of protein kinase C epsilon to macrophage vacuoles perforated by Listeria monocytogenes cytolysin.
2007-07
Pesticide detection with a liposome-based nano-biosensor.
2007-06-15
Small molecule diffusion into swelling iota-carrageenan gels: a fluorescence study.
2007-04
Controlling liposomal drug release with low frequency ultrasound: mechanism and feasibility.
2007-03-27
Monitoring of the proton electrochemical gradient in reconstituted vesicles: quantitative measurements of both transmembrane potential and intravesicular pH by ratiometric fluorescent probes.
2007-03
In situ monitoring of the synthesis of a pyranine-substituted phthalonitrile derivative via the steady-state fluorescence technique.
2007-01-18
Deprotonation dynamics and stokes shift of pyranine (HPTS).
2007-01-18
Prednisolone phosphate-containing TRX-20 liposomes inhibit cytokine and chemokine production in human fibroblast-like synovial cells: a novel approach to rheumatoid arthritis therapy.
2007-01
Electrolyte screening effect on the photoprotolytic cycle of excited photoacid in ice.
2006-12-28
Excited-state proton transfer from pyranine to acetate in gamma-cyclodextrin and hydroxypropyl gamma-cyclodextrin.
2006-12-28
Proton antenna effect of the gamma-cyclodextrin outer surface, measured by excited state proton transfer.
2006-12-28
Molecular level probing of preferential hydration and its modulation by osmolytes through the use of pyranine complexed to hemoglobin.
2006-12-15
Monitoring small molecule diffusion into hydrogels at various temperatures by fluorescence technique.
2006-12-01
Emission-based optical carbon dioxide sensing with HPTS in green chemistry reagents: room-temperature ionic liquids.
2006-11
Identification and properties of the 1La and 1Lb states of pyranine.
2006-10-14
A novel assay for monitoring internalization of nanocarrier coupled antibodies.
2006-10-02
Biomimetic synthesis of wurtzite ZnO nanowires possessing a mosaic structure.
2006-10
Silicon deposition in the root reduces sodium uptake in rice (Oryza sativa L.) seedlings by reducing bypass flow.
2006-10
Non-apoptotic programmed cell death induced by a copper(II) complex in human fibrosarcoma cells.
2006-10
Slow release of molecules in self-assembling peptide nanofiber scaffold.
2006-09-28
A supramolecular ON-OFF-ON fluorescence assay for selective recognition of GTP.
2006-09-06
Universal behaviour of gel formation from acrylamide-carrageenan mixture around the gel point: a fluorescence study.
2006-08
Temperature dependence of excited-state proton transfer in water electrolyte solutions and water-methanol solutions.
2006-07-27
Programmable implants--from pulsatile to controlled release.
2006-05-18
Drug release from lipid-based implants: elucidation of the underlying mass transport mechanisms.
2006-05-18
Effect of electrolytes on the excited-state proton transfer and geminate recombination.
2006-05-04
The effect of neuronal morphology and membrane-permeant weak acid and base on the dissipation of depolarization-induced pH gradients in snail neurons.
2006-05
Two-site ionic labeling with pyranine: implications for structural dynamics studies of polymers and polypeptides by time-resolved fluorescence anisotropy.
2006-04-26
Proton diffusion across membranes of vesicles of poly(styrene-b-acrylic acid) diblock copolymers.
2006-03-08
pH determination by pyranine: medium-related artifacts and their correction.
2005-12-01
High-performance planar pH fluorosensor for two-dimensional pH measurements in marine sediment and water.
2005-11-15
Somatic vs. dendritic responses to hypercapnia in chemosensitive locus coeruleus neurons from neonatal rats.
2005-11
Testing the three step excited state proton transfer model by the effect of an excess proton.
2005-10-27
Receptor for anionic pyrene derivatives provides the basis for new biomembrane assays.
2005-10-26
Cell-to-cell movement of green fluorescent protein reveals post-phloem transport in the outer integument and identifies symplastic domains in Arabidopsis seeds and embryos.
2005-10
Electroporative adjustment of pH in living yeast cells: ratiometric fluorescence pH imaging.
2005-09
Fluorescence detection of enzymatic activity within a liposome based nano-biosensor.
2005-08-15
In situ study of K+ transport into the vacuole of Saccharomyces cerevisiae.
2005-07-15
Excited-state proton transfer: indication of three steps in the dissociation and recombination process.
2005-07-14
The interaction of boronic acid-substituted viologens with pyranine: the effects of quencher charge on fluorescence quenching and glucose response.
2005-07-05
The mechanism of proton transfer between adjacent sites exposed to water.
2005-06-09
Solvent-dependent photoacidity state of pyranine monitored by transient mid-infrared spectroscopy.
2005-04
Anthocyanins protect against A2E photooxidation and membrane permeabilization in retinal pigment epithelial cells.
2005-03-05
Investigation of efflorescence of inorganic aerosols using fluorescence spectroscopy.
2005-02-17
Interaction and reactivity of urocanic acid towards peroxyl radicals.
2005
Enzyme hyperactivity in AOT water-in-oil microemulsions is induced by 'lone' sodium counterions in the water-pool.
2005
Bimodal proton transfer in acid-base reactions in water.
2004-11-15
Evaluation of pyranine derivatives in boronic acid based saccharide sensing: significance of charge interaction between dye and quencher in solution and hydrogel.
2004-09
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:56:12 GMT 2025
Edited
by admin
on Mon Mar 31 21:56:12 GMT 2025
Record UNII
63Z73E2H7M
Record Status Validated (UNII)
Record Version
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Name Type Language
PYRANINE FREE ACID
Preferred Name English
D&C GREEN NO. 8 FREE ACID
Common Name English
PYRANINE FREE ACID [MI]
Common Name English
1-HYDROXYPYRENE-3,6,8-TRISULFONIC ACID
Systematic Name English
8-HYDROXYPYRENE-1,3,6-TRISULFONIC ACID
Systematic Name English
Code System Code Type Description
MERCK INDEX
m9335
Created by admin on Mon Mar 31 21:56:12 GMT 2025 , Edited by admin on Mon Mar 31 21:56:12 GMT 2025
PRIMARY
FDA UNII
63Z73E2H7M
Created by admin on Mon Mar 31 21:56:12 GMT 2025 , Edited by admin on Mon Mar 31 21:56:12 GMT 2025
PRIMARY
PUBCHEM
61389
Created by admin on Mon Mar 31 21:56:12 GMT 2025 , Edited by admin on Mon Mar 31 21:56:12 GMT 2025
PRIMARY
CAS
27928-00-3
Created by admin on Mon Mar 31 21:56:12 GMT 2025 , Edited by admin on Mon Mar 31 21:56:12 GMT 2025
PRIMARY
EPA CompTox
DTXSID00275670
Created by admin on Mon Mar 31 21:56:12 GMT 2025 , Edited by admin on Mon Mar 31 21:56:12 GMT 2025
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT