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

• ChemBase ID: 154170
• Molecular Formular: C24H18N2O7
• Molecular Mass: 446.40892
• Monoisotopic Mass: 446.11140093
• SMILES: CC(=O)Oc1ccc2c(c1)Oc1cc(ccc1C12c2cc(c(cc2C(=O)O1)N)N)OC(=O)C
• Canonical SMILES: CC(=O)Oc1ccc2c(c1)Oc1c(C32OC(=O)c2c3cc(N)c(c2)N)ccc(c1)OC(=O)C
• InChI: InChI=1S/C24H18N2O7/c1-11(27)30-13-3-5-16-21(7-13)32-22-8-14(31-12(2)28)4-6-17(22)24(16)18-10-20(26)19(25)9-15(18)23(29)33-24/h3-10H,25-26H2,1-2H3
• InChIKey: PTSUYDXEEKDBQU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6'-(acetyloxy)-5,6-diamino-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-3'-yl acetate
• IUPAC Traditional name: 6'-(acetyloxy)-5,6-diamino-3-oxospiro[2-benzofuran-1,9'-xanthene]-3'-yl acetate
• Synonyms: 4,5-Diaminofluorescein diacetate; DAF-2 DA; 5,6-Diaminofluorescein diacetate

Database IDs

• CAS Number: 205391-02-2
• MDL Number: MFCD05865101
• PubChem SID: 24873351; 162248309
• PubChem CID: 6603693

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.043756
• LogD (pH = 7.4): 2.0441387
• Log P: 2.0441434
• Molar Refractivity: 118.9239 cm^3
• Polarizability: 44.387077 Å^3
• Polar Surface Area: 140.17 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Fluorescence: λex 491 nm; λem 513 nm

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (HPLC)
• Suitability: suitable for fluorescence
• Product Line: BioReagent
• Empirical Formula (Hill Notation): C24H18N2O7

DETAILS

Sigma Aldrich - 50277

Application
Cell permeable analog of DAF-2 used in fluorimetric detection of nitric oxide/NOS after esterase hydrolysis