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Cfda-AM

HCID 180237
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Basic information

CAS
124412-00-6
Standard SMILES
CC(=O)OCOC(=O)c1ccc2c(c1)C(=O)OC21c2ccc(OC(C)=O)cc2Oc2cc(OC(C)=O)ccc21
InChIKey
YDBUJZYYYBVSEF-UHFFFAOYSA-N
Molecular formula
C28H20O11
Average molar mass
532.4 g/mol
Monoisotopic mass
532.10056145

Overview

is an indirect measure of cell membrane integrity-are noninvasive and can be monitored conveniently directly in multiwell plates

Names & identifiers

Preferred name
Cfda-AM
IUPAC
acetyloxymethyl 3',6'-diacetyloxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-carboxylate
English name
5-Cfda, am
Molecular formula
C28H20O11
Molecular weight
532.45

Names & synonyms

124412-00-6CFDA-AM5-Carboxyfluorescein diacetate acetoxymethyl esterDTXSID90154324RefChem:302151DTXCID20768155-CFDA-AMacetyloxymethyl 3',6'-diacetyloxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-carboxylate5-carboxyfluorescein diacetate, acetoxymethyl ester5-CFDA, AMorb1941478SCHEMBL29672382
Show more names
5-Fam(Ac)2-AMYDBUJZYYYBVSEF-UHFFFAOYSA-NCFDAAMCarboxyfluoresceindiacetateAMester5-Carboxyfluorescein diacetate acetoxylmethyl ester5-Carboxyfluorescein diacetate (acetyloxy)methyl ester5-(AND-6)-CARBOXY SNARF(R)-1, ACETOXYMETHYL ESTER, ACETATE
5-CFDA-AM, 90%, single isomerDB-081114HY-131131CS-0129181T83293(Acetyloxy)methyl 3',6'-bis(acetyloxy)-3-oxo-3H-spiro[[2]benzofuran-1,9'-xanthene]-5-carboxylate(Acetyloxy)methyl 3',6'-bis(acetyloxy)-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-5-carboxylateSpiro(isobenzofuran-1(3H),9'-(9H)xanthene)-5-carboxylic acid, 3',6'-bis(acetyloxy)-3-oxo-, (acetyloxy)methyl ester

Properties

Computed structural properties

XLogP
3.5
Topological polar surface area
141 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
11
Rotatable bonds
9
Heavy atoms
39
Formal charge
0
Complexity
967

Physicochemical properties

Boiling point
737 · 737.0±60.0 °C(Predicted)
Density
1.51 · 1.51±0.1 g/cm3(Predicted)
form
Solid
color
White to off-white
Appearance
Solid Powder

Chemistry & industry

Applications · 2 items

Description5-carboxyfluorescein diacetate acetoxymethyl ester is a cell-permeant fluorogenic esterase substrate. It can be converted by nonspecific esterases of living cells from a membrane-permeable, nonpolar, nonfluorescent substance to a polar product CF, indicating the integrity of the plasma membrane.

Uses5-CFDA-AM is a cell-permeable esterase substrate that can be used as an active probe to measure enzyme activity and cell membrane integrity. 5-CFDA-AM is electroneutral and can enter the cell at a lower concentration than CFDA, where it is hydrolysed by intracellular esterases to produce carboxyfluorescein. Carboxyfluorescein contains an additional negative charge and can be better retained in the cell[1].

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Database identifiers

CAS
124412-00-6
PubChem CID
180237
DTXSID
DTXSID90154324
Nikkaji
J1.122.318D