(acetyloxy)methyl 2-({2-[(acetyloxy)methoxy]-2-oxoethyl}[5-(2-{5-[3-(4-{2-[(acetyloxy)methoxy]-2-oxoethyl}piperazin-1-yl)-3-oxopropyl]-2-[bis({2-[(acetyloxy)methoxy]-2-oxoethyl})amino]phenoxy}ethoxy)-2-(5-{[(acetyloxy)methoxy]carbonyl}-1,3-oxazol-2-yl)-1-benzofuran-6-yl]amino)acetate

• ChemBase ID: 102939
• Molecular Formular: C55H63N5O29
• Molecular Mass: 1258.10482
• Monoisotopic Mass: 1257.36087102
• SMILES: CC(=O)OCOC(=O)CN(CC(=O)OCOC(=O)C)c1ccc(CCC(=O)N2CCN(CC2)CC(=O)OCOC(=O)C)cc1OCCOc1cc2cc(oc2cc1N(CC(=O)OCOC(=O)C)CC(=O)OCOC(=O)C)c1ncc(o1)C(=O)OCOC(=O)C
• Canonical SMILES: CC(=O)OCOC(=O)CN(c1ccc(cc1OCCOc1cc2cc(oc2cc1N(CC(=O)OCOC(=O)C)CC(=O)OCOC(=O)C)c1ncc(o1)C(=O)OCOC(=O)C)CCC(=O)N1CCN(CC1)CC(=O)OCOC(=O)C)CC(=O)OCOC(=O)C
• InChI: InChI=1S/C55H63N5O29/c1-33(61)76-27-82-49(68)22-57-11-13-58(14-12-57)48(67)10-8-39-7-9-41(59(23-50(69)83-28-77-34(2)62)24-51(70)84-29-78-35(3)63)44(17-39)74-15-16-75-45-18-40-19-46(54-56-21-47(89-54)55(73)87-32-81-38(6)66)88-43(40)20-42(45)60(25-52(71)85-30-79-36(4)64)26-53(72)86-31-80-37(5)65/h7,9,17-21H,8,10-16,22-32H2,1-6H3
• InChIKey: CGAZNAYDEAJZHQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (acetyloxy)methyl 2-({2-[(acetyloxy)methoxy]-2-oxoethyl}[5-(2-{5-[3-(4-{2-[(acetyloxy)methoxy]-2-oxoethyl}piperazin-1-yl)-3-oxopropyl]-2-[bis({2-[(acetyloxy)methoxy]-2-oxoethyl})amino]phenoxy}ethoxy)-2-(5-{[(acetyloxy)methoxy]carbonyl}-1,3-oxazol-2-yl)-1-benzofuran-6-yl]amino)acetate
• IUPAC Traditional name: (acetyloxy)methyl 2-({2-[(acetyloxy)methoxy]-2-oxoethyl}[5-(2-{5-[3-(4-{2-[(acetyloxy)methoxy]-2-oxoethyl}piperazin-1-yl)-3-oxopropyl]-2-[bis({2-[(acetyloxy)methoxy]-2-oxoethyl})amino]phenoxy}ethoxy)-2-(5-{[(acetyloxy)methoxy]carbonyl}-1,3-oxazol-2-yl)-1-benzofuran-6-yl]amino)acetate
• Synonyms: FURA PE-3/AM; Fura PE 3-AM; Fura-2 LeakRes (AM)

Database IDs

• CAS Number: 172890-84-5
• MDL Number: MFCD00285848
• PubChem SID: 162090365; 24894737; 24850324
• PubChem CID: 16133371

CALCULATED PROPERTIES

• H Acceptors: 19
• H Donor: 0
• LogD (pH = 5.5): 0.44918168
• LogD (pH = 7.4): 0.50026333
• Log P: 0.50095505
• Molar Refractivity: 297.7256 cm^3
• Polarizability: 116.16814 Å^3
• Polar Surface Area: 403.26 Å^2
• Rotatable Bonds: 46
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: soluble
• Fluorescence: λex 335 nm; λem 495 nm in 0.1 M Tris pH 8.0, esterase; 10 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: ≥85%; ≥95% (TLC); 95%
• Grade: for fluorescence
• Empirical Formula (Hill Notation): C55H63N5O29

DETAILS

MP Biomedicals - 02119136

Purity: 95%
A useful calcium metabolism research tool. Hydrolysis by non-specific esterases traps the indicator in the cytosol. This product is soluble in DMSO and in a similar manner to Fura 2/AM this product can be loaded into cells.

Sigma Aldrich - 17081

Application
Fura 2 is one of the most widely used calcium indicators for ratiometric measurement and is highly suitable for digital imaging microscopy.
Features and Benefits
Pale yellow gum. Cell permeable acetoxymethyl ester (AM) derivative of Fura-PE3 with spectral properties similar to the parent compound.
Other Notes
Cell permeable ester of fluorescent calcium probe; abs.: λmax 364 nm; em.: λmax 502 nm1,2

Sigma Aldrich - F0918

Application
Cell permeable fluorescent probe for Ca2+; compared with other probes, there is less compartmentalization and leakage; cells remain brightly fluorescent and responsive to changes in cytosolic free Ca2+ for hours.
Fura 2 is one of the most widely used calcium indicators for ratiometric measurement and is highly suitable for digital imaging microscopy.