Basic information
- CAS
596-09-8- Standard SMILES
CC(=O)Oc1ccc2c(c1)Oc1cc(OC(C)=O)ccc1C21OC(=O)c2ccccc21- InChIKey
CHADEQDQBURGHL-UHFFFAOYSA-N- Molecular formula
- C24H16O7
- Average molar mass
- 416.4 g/mol
- Monoisotopic mass
- 416.08960285
Names & identifiers
- Preferred name
- Fluorescein, diacetate
- IUPAC
- (6'-acetyloxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-3'-yl) acetate
- English name
- Fluorescein diacetate
- Molecular formula
- C24H16O7
- Molecular weight
- 416.38
Names & synonyms
596-09-8Diacetylfluorescein3',6'-DiacetylfluoresceinFluorescein, diacetateYL39R93PRESpiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-bis(acetyloxy)-3',6'-Bis(acetyloxy)spiro(isobenzofuran-1(3H),9'-(9H)xanthen)-3-oneSpiro(isobenzofuran-1(3H),9'-(9H)xanthen)-3-one, 3',6'-bis(acetyloxy)-RefChem:586149209-877-6Fluorescein diacetate3,6-Diacetoxyfluoran
Show more names
FDAMfcd5062Nsc 4726Nsc 667259Diacetylfluor-Cellstain-FdafluoresceinacetateFlomoxef Impurity 45
di-O-AcetylfluoresceinDiacetil-Fluoresceina3-oxo-3H-spiro[isobenzofuran-1,9'-xanthene]-3',6'-diyl diacetateFluorescein 3',6'-diacetate(6'-acetyloxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-3'-yl) acetateNSC-4726NSC-667259MLS000722997
Database identifiers
- CAS
596-09-8- PubChem CID
- 65047
- DTXSID
DTXSID4060490- ChEMBL
CHEMBL1492044- UNII
- YL39R93PRE
- EC Number
- 209-877-6
- Nikkaji
- J4.484I
Properties
Computed structural properties
- XLogP
- 3.6
- Topological polar surface area
- 88.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 4
- Heavy atoms
- 31
- Formal charge
- 0
- Complexity
- 708
Experimental & physicochemical properties
Endocrine DisruptorsPotential endocrine disrupting compound
Physicochemical properties
- Melting point
- 200 · 200-203 °C(lit.)
- Boiling point
- 494.73 °C · 494.73°C (rough estimate)
- Density
- 1.2738 · 1.2738 (rough estimate)
- refractive index
- 1.681 · 1.6810 (estimate)
- Flash point
- 264 ° · 264°
- storage temp.
- 20 °C · −20°C
- solubility
- 25 mg/mL · acetone: soluble25mg/mL
- form
- Crystalline Powder
- pka
- 6.4 · 6.4(at 25℃)
- color
- Light yellow
- PH Range
- Weak green uorescence (6.0) to strong green uorescence (7.2)
- Water Solubility
- Soluble in chloroform, DMSO, ethanol, and water.
- ε(extinction coefficient)
- 86000 at · ≥86000 at 488-494nm in 0.1 M NaOH
- λmax
- 490 nm · 490nm
- BRN
- 62575 · 62575
- Major Application
- LED devices, petroleum markers, identifying cancerous cells, detecting bacteria, virus, mitochondrial function in neurons, target molecules, living cells, viable Giardia cysts in water samples, apoptosis, evaluating live/dead state of algae, measurement of totalmicrobial activity in soil, treating ischemia
- Biological Applications
- 43 · Assessing membrane integrity/permeability;43–50 detecting/counting microorganisms; measuring microbial activity; as a substrate for measuring acylases activity, amidases activity,aminopeptidases activity, arylsulfatases activity,chymotrypsin activity, esterases activity;galactosidases activity, glucosidases activity, lipases activity, phosphatases activity, proteases activity; cell viability assay; cytotoxicity assay; implantable medical devices; as temperature sensor; treating ischemic disease
- InChI
- 1S/C24H16O7/c1-13(25)28-15-7-9-19-21(11-15)30-22-12-16(29-14(2)26)8-10-20(22)24(19)18-6-4-3-5-17(18)23(27)31-24/h3-12H,1-2H3
- InChIKey
- CHADEQDQBURGHL-UHFFFAOYSA-N
- SMILES
- O1C3(c4c(cc(cc4)OC(=O)C)Oc5c3ccc(c5)OC(=O)C)c2c(cccc2)C1=O
- CAS DataBase Reference
- 596 · 596-09-8(CAS DataBase Reference)
- NCI Dictionary of Cancer Terms
- FDA
- FDA UNII
- 39 R93PRE · YL39R93PRE
- EPA Substance Registry System
- -1 · Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-bis(acetyloxy)- (596-09-8)
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 77 · NA.77
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319
- Precautionary statements
- 264 · P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 24 · 24/25-36/37/39-27-26
- WGK Germany
- 3 · 3
- TSCA
- TSCA listed
- HS Code
- 32129000 · 32129000
- Storage Class
- 11 · 11 - Combustible Solids
- REACH Registrations
- Active
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS ClassificationNot Classified
Hazard information
Regulatory Information
REACH registered substance: 3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthene]-3',6'-diyl diacetate (EC: 209-877-6)
Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-bis(acetyloxy)-: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesNot Classified
Safety data
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 32129000
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 24/25-36/37/39-27-26
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319
- REACH Registrations
- Active
- Precautionary statements
- P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
Chemistry & industry
Uses & manufacturing
General Manufacturing InformationSpiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-bis(acetyloxy)-: ACTIVE
Applications
DescriptionFluorescein diacetate (FDA) is a cell-permeant esterase substrate that can serve as a viability probe that measures both enzymatic activity, which is require to activate its fluorescence, and cell-membrane integrity, which is required for intracellular retention of their fluorescent product. Upon hydrolysis by intracellular esterases, this AM ester yields fluorescein.
UsesFluorescein diacetate is a non-fluorescent molecule, which is hydrolysed to fluorescent fluorescein in live cells. Dead cells cannot accumulate or hydrolyse FDA. It has been used for the differentiation of live cells from dead cells. It can be also used as a fluorogenic substrate for hGSTP1-1.
Suppliers100 total
国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
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Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
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Alfa Chemistry1-516-6625404 · [email protected]
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Related reactions
2 records
Compound notes
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