(acetyloxy)methyl 2-({2-[2-(5-{6-[(acetyloxy)methoxy]-2,7-dichloro-3-oxo-3H-xanthen-9-yl}-2-[bis({2-[(acetyloxy)methoxy]-2-oxoethyl})amino]phenoxy)ethoxy]-4-methylphenyl}({2-[(acetyloxy)methoxy]-2-oxoethyl})amino)acetate

• ChemBase ID: 153095
• Molecular Formular: C51H50Cl2N2O23
• Molecular Mass: 1129.8483
• Monoisotopic Mass: 1128.21814123
• SMILES: Cc1ccc(c(c1)OCCOc1cc(ccc1N(CC(=O)OCOC(=O)C)CC(=O)OCOC(=O)C)c1c2cc(c(cc2oc2cc(=O)c(cc12)Cl)OCOC(=O)C)Cl)N(CC(=O)OCOC(=O)C)CC(=O)OCOC(=O)C
• Canonical SMILES: CC(=O)OCOC(=O)CN(c1ccc(cc1OCCOc1cc(C)ccc1N(CC(=O)OCOC(=O)C)CC(=O)OCOC(=O)C)c1c2cc(Cl)c(=O)cc2oc2c1cc(Cl)c(c2)OCOC(=O)C)CC(=O)OCOC(=O)C
• InChI: InChI=1S/C51H50Cl2N2O23/c1-28-7-9-39(54(19-47(62)74-24-69-30(3)57)20-48(63)75-25-70-31(4)58)45(13-28)66-11-12-67-46-14-34(8-10-40(46)55(21-49(64)76-26-71-32(5)59)22-50(65)77-27-72-33(6)60)51-35-15-37(52)41(61)17-42(35)78-43-18-44(38(53)16-36(43)51)73-23-68-29(2)56/h7-10,13-18H,11-12,19-27H2,1-6H3
• InChIKey: PTPUOMXKXCCSEN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (acetyloxy)methyl 2-({2-[2-(5-{6-[(acetyloxy)methoxy]-2,7-dichloro-3-oxo-3H-xanthen-9-yl}-2-[bis({2-[(acetyloxy)methoxy]-2-oxoethyl})amino]phenoxy)ethoxy]-4-methylphenyl}({2-[(acetyloxy)methoxy]-2-oxoethyl})amino)acetate
• IUPAC Traditional name: (acetyloxy)methyl 2-({2-[2-(5-{3-[(acetyloxy)methoxy]-2,7-dichloro-6-oxoxanthen-9-yl}-2-[bis({2-[(acetyloxy)methoxy]-2-oxoethyl})amino]phenoxy)ethoxy]-4-methylphenyl}({2-[(acetyloxy)methoxy]-2-oxoethyl})amino)acetate
• Synonyms: 4-(6-Acetoxymethoxy-2,7-dichloro-3-oxo-9-xanthenyl)-4′-methyl-2,2′(ethylenedioxy)dianiline-N,N,N′,N′-tetraacetic acid tetrakis(acetoxymethyl) ester; Fluo 3-AM

Database IDs

• CAS Number: 121714-22-5
• PubChem SID: 162247235; 24870122
• PubChem CID: 5086914

CALCULATED PROPERTIES

• H Acceptors: 16
• H Donor: 0
• LogD (pH = 5.5): 4.7831564
• LogD (pH = 7.4): 4.7831564
• Log P: 4.7831564
• Molar Refractivity: 275.8299 cm^3
• Polarizability: 104.396866 Å^3
• Polar Surface Area: 297.17 Å^2
• Rotatable Bonds: 36
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: 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

• Suitability: suitable for fluorescence
• Empirical Formula (Hill Notation): C51H50Cl2N2O23

DETAILS

Sigma Aldrich - 46394

Application
Cell permeable fluorescent indicator of intracellular Ca2+; non-fluorescent until it is hydrolyzed intracellularly and/or in the presence of Ca2+; lower binding affinity allows measurement of higher peaks of Ca2+ transients than with Fura 2.