Structure via PubChem · Public domain (PubChem)
کالکین
Sign in to saveAlso known as N,N'-(3',6'-Dihydroxyspiro(phthalid-3,9'-xanthen)-2',7'-diyldimethyl)bis(iminodiessigsaeure), 2,7-Bis(N,N-bis(carboxymethyl)aminomethylene)fluorescein, 2',7'-Bis((bis(carboxymethyl)amino)methyl)fluorescein
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. It has also been traditionally used as a complexometric indicator for titration of calcium ions with EDTA, and for fluorometric determination of calcium.
Chemical data
- Formula
- C30H26N2O13
- Molecular weight
- 622.5 g/mol
- IUPAC name
- 2-[[7'-[[bis(carboxymethyl)amino]methyl]-3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-2'-yl]methyl-(carboxymethyl)amino]acetic acid
- SMILES
- C1=CC=C2C(=C1)C(=O)OC23C4=C(C=C(C(=C4)CN(CC(=O)O)CC(=O)O)O)OC5=C3C=C(C(=C5)O)CN(CC(=O)O)CC(=O)O
- InChIKey
- DEGAKNSWVGKMLS-UHFFFAOYSA-N
- XLogP
- -3.1
- Polar surface area
- 232 Ų
- H-bond donors
- 6
- H-bond acceptors
- 15
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
5,847 papers- Tracking the Endosomal Escape: A Closer Look at Calcein and Related Reporters.Macromolecular bioscience · 2022
- Calcein-Modified CeO(2) for Intracellular ROS Detection: Mechanisms of Action and Cytotoxicity Analysis In Vitro.Cells · 2023
- Calcein release from DPPC liposomes by phospholipase A2 activity: Effect of cholesterol and amphipathic copolymers.Journal of liposome research · 2024
- Calcein Fluorescence Quenching to Measure Plasma Membrane Water Flux in Live Mammalian Cells.STAR protocols · 2020
- Predicting Calcein Release from Ultrasound-Targeted Liposomes: A Comparative Analysis of Random Forest and Support Vector Machine.Technology in cancer research & treatment · 2024
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Has part
- carbon
- Mass
- 622.143
Show 5 more facts
- Commons category
- Calcein
- chemical formula
- C₃₀H₂₆N₂O₁₃
- canonical SMILES
- C1=CC=C2C(=C1)C(=O)OC23C4=CC(=C(C=C4OC5=CC(=C(C=C35)CN(CC(=O)O)CC(=O)O)O)O)CN(CC(=O)O)CC(=O)O
- World Health Organisation international non-proprietary name
- oftasceine
- subject has role
- fluorophore
via Wikidata · CC0