(acetyloxy)methyl 2-({2-[(acetyloxy)methoxy]-2-oxoethyl}[4-(6-{[(acetyloxy)methoxy]carbonyl}-1H-indol-3-yl)-2-(2-{6-[bis({2-[(acetyloxy)methoxy]-2-oxoethyl})amino]-2,3-difluorophenoxy}ethoxy)phenyl]amino)acetate

• ChemBase ID: 153100
• Molecular Formular: C46H47F2N3O22
• Molecular Mass: 1031.8690864
• Monoisotopic Mass: 1031.2619266
• SMILES: CC(=O)OCOC(=O)CN(CC(=O)OCOC(=O)C)c1ccc(cc1OCCOc1c(ccc(c1F)F)N(CC(=O)OCOC(=O)C)CC(=O)OCOC(=O)C)c1c[nH]c2c1ccc(c2)C(=O)OCOC(=O)C
• Canonical SMILES: CC(=O)OCOC(=O)CN(c1ccc(cc1OCCOc1c(ccc(c1F)F)N(CC(=O)OCOC(=O)C)CC(=O)OCOC(=O)C)c1c[nH]c2c1ccc(c2)C(=O)OCOC(=O)C)CC(=O)OCOC(=O)C
• InChI: InChI=1S/C46H47F2N3O22/c1-26(52)64-21-69-40(57)17-50(18-41(58)70-22-65-27(2)53)37-10-7-31(34-16-49-36-14-32(6-8-33(34)36)46(61)73-25-68-30(5)56)15-39(37)62-12-13-63-45-38(11-9-35(47)44(45)48)51(19-42(59)71-23-66-28(3)54)20-43(60)72-24-67-29(4)55/h6-11,14-16,49H,12-13,17-25H2,1-5H3
• InChIKey: VSJCENCIDAGWSX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (acetyloxy)methyl 2-({2-[(acetyloxy)methoxy]-2-oxoethyl}[4-(6-{[(acetyloxy)methoxy]carbonyl}-1H-indol-3-yl)-2-(2-{6-[bis({2-[(acetyloxy)methoxy]-2-oxoethyl})amino]-2,3-difluorophenoxy}ethoxy)phenyl]amino)acetate
• IUPAC Traditional name: (acetyloxy)methyl 2-({2-[(acetyloxy)methoxy]-2-oxoethyl}[4-(6-{[(acetyloxy)methoxy]carbonyl}-1H-indol-3-yl)-2-(2-{6-[bis({2-[(acetyloxy)methoxy]-2-oxoethyl})amino]-2,3-difluorophenoxy}ethoxy)phenyl]amino)acetate
• Synonyms: Indo-1FF-AM

Database IDs

• MDL Number: MFCD01867225
• PubChem SID: 24850332; 162247240
• PubChem CID: 4097167

CALCULATED PROPERTIES

• Acid pKa: 14.271211
• H Acceptors: 14
• H Donor: 1
• LogD (pH = 5.5): 3.5117111
• LogD (pH = 7.4): 3.5117111
• Log P: 3.5117111
• Molar Refractivity: 235.2927 cm^3
• Polarizability: 95.130325 Å^3
• Polar Surface Area: 303.73 Å^2
• Rotatable Bonds: 37
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: soluble
• Fluorescence: λex 350 nm; λem 435 nm in 0.1 M Tris pH 8.0, esterase; 10 mM Ca2+

Safety Information

• Storage Temperature: -20°C

Product Information

• Purity: ≥95% (TLC)
• Suitability: suitable for fluorescence
• Empirical Formula (Hill Notation): C46H47F2N3O22

DETAILS

Sigma Aldrich - 17088

Features and Benefits
Pale yellow green solid. Cell permeable acetoxymethyl ester (AM) derivative of Indo-1FF with spectral properties similar to the parent compound. A ratiometric dye with the same fluorescent properties and similar applications as Indo-1, but has a lower affinity for calcium, and is insensitive to magnesium1