2-{[2-(2-{2-[bis(carboxymethyl)amino]-5-(2,7-dichloro-6-hydroxy-3-oxo-3H-xanthen-9-yl)phenoxy}ethoxy)-4-methylphenyl](carboxymethyl)amino}acetic acid

• ChemBase ID: 127445
• Molecular Formular: C36H30Cl2N2O13
• Molecular Mass: 769.535
• Monoisotopic Mass: 768.11249439
• SMILES: O=C(O)CN(c1ccc(cc1OCCOc1c(N(CC(=O)O)CC(=O)O)ccc(c2c3c(oc4c2cc(Cl)c(=O)c4)cc(O)c(Cl)c3)c1)C)CC(=O)O
• Canonical SMILES: OC(=O)CN(c1ccc(cc1OCCOc1cc(C)ccc1N(CC(=O)O)CC(=O)O)c1c2cc(Cl)c(=O)cc2oc2c1cc(Cl)c(c2)O)CC(=O)O
• InChI: InChI=1S/C36H30Cl2N2O13/c1-18-2-4-24(39(14-32(43)44)15-33(45)46)30(8-18)51-6-7-52-31-9-19(3-5-25(31)40(16-34(47)48)17-35(49)50)36-20-10-22(37)26(41)12-28(20)53-29-13-27(42)23(38)11-21(29)36/h2-5,8-13,41H,6-7,14-17H2,1H3,(H,43,44)(H,45,46)(H,47,48)(H,49,50)
• InChIKey: OZLGRUXZXMRXGP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[2-(2-{2-[bis(carboxymethyl)amino]-5-(2,7-dichloro-6-hydroxy-3-oxo-3H-xanthen-9-yl)phenoxy}ethoxy)-4-methylphenyl](carboxymethyl)amino}acetic acid
• IUPAC Traditional name: fluo-3-AM
• Synonyms: 4-(2,7-Dichloro-6-hydroxy-3-oxo-9-xanthenyl)-4′-methyl-2,2′-(ethylenedioxy)dianiline-N,N,N′,N′-tetraacetic acid; Fluo-3; Fluo-3

Database IDs

• CAS Number: 123632-39-3
• MDL Number: MFCD00083337
• PubChem SID: 162221766
• PubChem CID: 104978
• CHEMBL: 509919
• Chemspider ID: 94730
• Wikipedia Title: Fluo-3

CALCULATED PROPERTIES

• Acid pKa: 3.0355244
• H Acceptors: 15
• H Donor: 5
• LogD (pH = 5.5): -3.3127625
• LogD (pH = 7.4): -10.421281
• Log P: 4.1805806
• Molar Refractivity: 201.0047 cm^3
• Polarizability: 71.57585 Å^3
• Polar Surface Area: 220.67 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble
• Fluorescence: λex 506 nm; λem 526 nm in 0.1 M Tris pH 8.0, esterase 30 mM Ca2+

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ~70%
• Suitability: suitable for fluorescence
• Empirical Formula (Hill Notation): C36H30Cl2N2O13

DETAILS

Sigma Aldrich - 46393

Other Notes
Fluorescent indicator for calcium used in flow cytometry. Fluorescence intensity increases about 40-fold after calcium binding1,2