6'-(butanoyloxy)-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-3'-yl butanoate

• ChemBase ID: 156595
• Molecular Formular: C28H24O7
• Molecular Mass: 472.48596
• Monoisotopic Mass: 472.15220311
• SMILES: CCCC(=O)Oc1ccc2c(c1)Oc1cc(ccc1C12c2ccccc2C(=O)O1)OC(=O)CCC
• Canonical SMILES: CCCC(=O)Oc1ccc2c(c1)Oc1c(C32OC(=O)c2c3cccc2)ccc(c1)OC(=O)CCC
• InChI: InChI=1S/C28H24O7/c1-3-7-25(29)32-17-11-13-21-23(15-17)34-24-16-18(33-26(30)8-4-2)12-14-22(24)28(21)20-10-6-5-9-19(20)27(31)35-28/h5-6,9-16H,3-4,7-8H2,1-2H3
• InChIKey: CGMHIZMGYHYHML-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6'-(butanoyloxy)-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-3'-yl butanoate
• IUPAC Traditional name: 6'-(butanoyloxy)-3-oxospiro[2-benzofuran-1,9'-xanthene]-3'-yl butanoate
• Synonyms: Fluorescein dibutyrate

Database IDs

• CAS Number: 7298-65-9
• MDL Number: MFCD00037842
• Beilstein Number: 1336148
• PubChem SID: 162250732; 24870597
• PubChem CID: 81719

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 5.9922047
• LogD (pH = 7.4): 5.9922047
• Log P: 5.9922047
• Molar Refractivity: 127.9789 cm^3
• Polarizability: 49.42048 Å^3
• Polar Surface Area: 88.13 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: chloroform: soluble; DMF: soluble; DMSO: soluble
• Melting Point: 118-119 °C(lit.)
• Fluorescence: λex 490 nm; λem 514 nm in 0.1 M Tris pH 8.0 (lipase)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (HPCE)
• Grade: for fluorescence
• Empirical Formula (Hill Notation): C28H24O7

DETAILS

Sigma Aldrich - 46942

Application
Suitable as fluorogenic substrate for esterases, lipases
Other Notes
Fluorogenic substrate for esterase and lipase1,2