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

• ChemBase ID: 153659
• Molecular Formular: C25H25NO5
• Molecular Mass: 419.4697
• Monoisotopic Mass: 419.17327291
• SMILES: CCCCCCCCC(=O)Oc1ccc2cc(c(=O)oc2c1)c1nc2ccccc2o1
• Canonical SMILES: CCCCCCCCC(=O)Oc1ccc2c(c1)oc(=O)c(c2)c1nc2c(o1)cccc2
• InChI: InChI=1S/C25H25NO5/c1-2-3-4-5-6-7-12-23(27)29-18-14-13-17-15-19(25(28)31-22(17)16-18)24-26-20-10-8-9-11-21(20)30-24/h8-11,13-16H,2-7,12H2,1H3
• InChIKey: BSTXFIJJSAPAHR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• MDL Number: MFCD00800270
• PubChem SID: 24847847; 162247798
• PubChem CID: 4605968

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 6.1508207
• LogD (pH = 7.4): 6.1508207
• Log P: 6.1508207
• Molar Refractivity: 115.5083 cm^3
• Polarizability: 46.17747 Å^3
• Polar Surface Area: 78.63 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: dioxane: soluble; DMF: soluble; DMSO: soluble
• Melting Point: 168-170 °C(lit.)
• Fluorescence: λex 410 nm; λem 468 nm in 50 mM Tris pH 8.0

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: ≥95% (TLC)
• Suitability: suitable for fluorescence
• Product Line: BioReagent
• Empirical Formula (Hill Notation): C25H25NO5

DETAILS

Sigma Aldrich - 12834

Application
Longwave absorbing and fluorescing substrate for esterases and lipases
suitable as fluorogenic substrate for esterases/lipases