Calcein

Calcein
Names
	Preferred IUPAC name 2,2′,2′′,2′′′-[(3′,6′-Dihydroxy-3-oxo-3H-spiro[[2]benzofuran-1,9′-xanthene]-2′,7′-diyl)bis(methylenenitrilo)]tetraacetic acid
	Other names Fluorexon
Identifiers
CAS Number	1461-15-0 ;
3D model (JSmol)	Interactive image; Interactive image;
ChEBI	CHEBI:51903 ;
ChEMBL	ChEMBL1973733 ;
ChemSpider	58589 ;
ECHA InfoCard	100.014.507
PubChem CID	65079;
UNII	V0YM2B16TS ;
CompTox Dashboard (EPA)	DTXSID8045856 ;
	InChI InChI=1S/C30H26N2O13/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) Key: DEGAKNSWVGKMLS-UHFFFAOYSA-N ;
	SMILES O=C(O5)c1ccccc1C(c3cc(CN(CC(O)=O)CC(O)=O)c(O)cc3O4)5c2c4cc(O)c(CN(CC(O)=O)CC(O)=O)c2; c1ccc2c(c1)C(=O)OC23c4cc(c(cc4Oc5c3cc(c(c5)O)CN(CC(=O)O)CC(=O)O)O)CN(CC(=O)O)CC(=O)O;
Properties
Chemical formula	C30H26N2O13
Molar mass	622.53 g/mol
Melting point	Decomposes
Boiling point	N/A
Solubility in water	Slightly soluble
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Calcein, also known as fluorexon, fluorescein complex, is a fluorescent dye with excitation and emission wavelengths of 495 and 515 nm, respectively, and has the appearance of orange crystals. Calcein self-quenches at concentrations above 70 mM and is commonly used as an indicator of lipid vesicle leakage.^[1]^[2]^[3] It has also been traditionally used as a complexometric indicator for titration of calcium ions with EDTA, and for fluorometric determination of calcium.

^ Allen, T.M.; Cleland, L.G. (1980). "Serum-induced leakage of liposome contents". Biochimica et Biophysica Acta (BBA) - Biomembranes. 597 (2): 418–426. doi:10.1016/0005-2736(80)90118-2. PMID 7370258.
^ Sendai virus induced leakage of liposomes containing gangliosides Yung Shyeng Tsao and Leaf Huang Biochemistry 1985 24 (5), 1092-1098
^ Patel, H.; Tscheka, C.; Heerklotz, H. (2009). "Characterizing vesicle leakage by fluorescence lifetime measurements". Soft Matter. 5 (15): 2849–2851. Bibcode:2009SMat....5.2849P. doi:10.1039/B908524F.

[1] Allen, T.M.; Cleland, L.G. (1980). "Serum-induced leakage of liposome contents". Biochimica et Biophysica Acta (BBA) - Biomembranes. 597 (2): 418–426. doi:10.1016/0005-2736(80)90118-2. PMID 7370258.

[2] Sendai virus induced leakage of liposomes containing gangliosides Yung Shyeng Tsao and Leaf Huang Biochemistry 1985 24 (5), 1092-1098

[3] Patel, H.; Tscheka, C.; Heerklotz, H. (2009). "Characterizing vesicle leakage by fluorescence lifetime measurements". Soft Matter. 5 (15): 2849–2851. Bibcode:2009SMat....5.2849P. doi:10.1039/B908524F.

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