3-(1,3-benzoxazol-2-yl)-2-oxo-2H-chromen-7-yl octanoate

• ChemBase ID: 156776
• Molecular Formular: C24H23NO5
• Molecular Mass: 405.44312
• Monoisotopic Mass: 405.15762284
• SMILES: CCCCCCCC(=O)Oc1ccc2cc(c(=O)oc2c1)c1nc2ccccc2o1
• Canonical SMILES: CCCCCCCC(=O)Oc1ccc2c(c1)oc(=O)c(c2)c1nc2c(o1)cccc2
• InChI: InChI=1S/C24H23NO5/c1-2-3-4-5-6-11-22(26)28-17-13-12-16-14-18(24(27)30-21(16)15-17)23-25-19-9-7-8-10-20(19)29-23/h7-10,12-15H,2-6,11H2,1H3
• InChIKey: CKEGKXSZJKGMMN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(1,3-benzoxazol-2-yl)-2-oxo-2H-chromen-7-yl octanoate
• IUPAC Traditional name: 3-(1,3-benzoxazol-2-yl)-2-oxochromen-7-yl octanoate
• Synonyms: 3-(2-Benzoxazolyl)-7-octanoyloxycoumarin; 3-(2-Benzoxazolyl)umbelliferyl octanoate

Database IDs

• CAS Number: 97004-80-3
• MDL Number: MFCD00800271
• Beilstein Number: 6004105
• PubChem SID: 24847849; 162250913
• PubChem CID: 4108493

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 5.706252
• LogD (pH = 7.4): 5.706252
• Log P: 5.706252
• Molar Refractivity: 110.9073 cm^3
• Polarizability: 44.335377 Å^3
• Polar Surface Area: 78.63 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: dioxane: soluble; DMF: soluble; DMSO: soluble
• Melting Point: 173-175 °C(lit.)
• Fluorescence: λex 410 nm; λem 468 nm in 50 mM Tris pH 8.0 (esterase)

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: ≥90% (TLC)
• Grade: for fluorescence
• Empirical Formula (Hill Notation): C24H23NO5

DETAILS

Sigma Aldrich - 12835

Application
suitable as fluorogenic substrate for esterases/lipases