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CHEBI:3303 - calcein am

ChEBI IDCHEBI:3303
ChEBI Namecalcein am
Stars
DefinitionAn organic heteropentacyclic compound that is calcein in which all four carboxy group hydrogens have been substituted by (acetyloxy)methoxy groups and the hyrodgens of the two hydroxy groups have been substituted by acetyl groups. It is a a non-fluorescent probe cleaved to a fluorescent probe by non-specific intracellular esterases.
Secondary ChEBI IDCHEBI:51904
Last Modified7 October 2019
SubmitterInma Spiteri
DownloadsMolfile
FormulaC46H46N2O23
Net Charge0
Average Mass994.865
Monoisotopic Mass994.24914
SMILESCC(=O)OCOC(=O)CN(CC(=O)OCOC(C)=O)Cc1cc2c(cc1OC(C)=O)Oc1cc(OC(C)=O)c(CN(CC(=O)OCOC(C)=O)CC(=O)OCOC(C)=O)cc1C21OC(=O)c2ccccc21
InChIInChI=1S/C46H46N2O23/c1-25(49)60-21-64-41(55)17-47(18-42(56)65-22-61-26(2)50)15-31-11-35-39(13-37(31)68-29(5)53)70-40-14-38(69-30(6)54)32(12-36(40)46(35)34-10-8-7-9-33(34)45(59)71-46)16-48(19-43(57)66-23-62-27(3)51)20-44(58)67-24-63-28(4)52/h7-14H,15-24H2,1-6H3
InChIKeyBQRGNLJZBFXNCZ-UHFFFAOYSA-N
Roles Classification
Applications:
fluorochrome  A fluorescent dye used to stain biological specimens.
dye 
ChEBI Ontology
Outgoing Relation(s)
calcein am (CHEBI:3303) has functional parent calcein (CHEBI:51903)
calcein am (CHEBI:3303) has role fluorochrome (CHEBI:51217)
calcein am (CHEBI:3303) is a 2-benzofurans (CHEBI:38831)
calcein am (CHEBI:3303) is a acetate ester (CHEBI:47622)
calcein am (CHEBI:3303) is a organic heteropentacyclic compound (CHEBI:38164)
calcein am (CHEBI:3303) is a oxaspiro compound (CHEBI:37948)
calcein am (CHEBI:3303) is a xanthene dye (CHEBI:37929)
calcein am (CHEBI:3303) is a γ-lactone (CHEBI:37581)
IUPAC Name 
tetrakis[(acetyloxy)methyl] 2,2',2'',2'''-{[3',6'-bis(acetyloxy)-3-oxo-3H-spiro[[2]benzofuran-1,9'-xanthene]-2',7'-diyl]bis(methanediylnitrilo)}tetraacetate
Synonyms  Source
Calcein AMKEGG COMPOUND
[({[3',6'-bis(acetyloxy)-3-oxo-3H-spiro[[2]benzofuran-1,9'-xanthene]-2',7'-diyl]bis(methylene)nitrilo}bis[(1-oxoethane-2,1-diyl)oxy]methylene)] tetraacetateIUPAC
calcein O,O'-diacetate tetrakis(acetoxymethyl) esterChEBI
Manual XrefsDatabases
C11257KEGG COMPOUND
Registry NumbersSources
CAS:148504-34-1KEGG COMPOUND
CAS:148504-34-1ChemIDplus
Citations