6'-(acetyloxy)-5-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-3'-yl acetate

• ChemBase ID: 155861
• Molecular Formular: C28H17NO9
• Molecular Mass: 511.43588
• Monoisotopic Mass: 511.09033113
• SMILES: CC(=O)Oc1ccc2c(c1)Oc1cc(ccc1C12c2ccc(cc2C(=O)O1)N1C(=O)C=CC1=O)OC(=O)C
• Canonical SMILES: CC(=O)Oc1ccc2c(c1)Oc1c(C32OC(=O)c2c3ccc(c2)N2C(=O)C=CC2=O)ccc(c1)OC(=O)C
• InChI: InChI=1S/C28H17NO9/c1-14(30)35-17-4-7-21-23(12-17)37-24-13-18(36-15(2)31)5-8-22(24)28(21)20-6-3-16(11-19(20)27(34)38-28)29-25(32)9-10-26(29)33/h3-13H,1-2H3
• InChIKey: WZBJWHQRQDEKOF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6'-(acetyloxy)-5-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-3'-yl acetate
• IUPAC Traditional name: 6'-(acetyloxy)-5-(2,5-dioxopyrrol-1-yl)-3-oxospiro[2-benzofuran-1,9'-xanthene]-3'-yl acetate
• Synonyms: 5-Maleimido-fluorescein diacetate; Fluorescein-5-maleimide diacetate; Fluorescein diacetate 5-maleimide

Database IDs

• CAS Number: 150322-01-3
• MDL Number: MFCD00077346
• PubChem SID: 24870594; 162249999
• PubChem CID: 4561711

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 2.9744804
• LogD (pH = 7.4): 2.974481
• Log P: 2.974481
• Molar Refractivity: 131.4908 cm^3
• Polarizability: 49.804466 Å^3
• Polar Surface Area: 125.51 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: dioxane: soluble; DMF: soluble; DMSO: soluble
• Fluorescence: λex 492 nm; λem 530 nm in 0.1 M phosphate pH 7.0 (after derivatization with 2-mercaptoethanol and after cleavage by esterase)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Suitability: corresponds for coupling to thiols; suitable for fluorescence
• Empirical Formula (Hill Notation): C28H17NO9

DETAILS

Sigma Aldrich - 46939

Other Notes
Formation of conjugates with immunoreactant for photoluminometric immunoassay by fluorescent energy transfer1