4-methyl-2-oxo-2H-chromen-7-yl hexadecanoate

• ChemBase ID: 131058
• Molecular Formular: C26H38O4
• Molecular Mass: 414.57752
• Monoisotopic Mass: 414.2770097
• SMILES: CCCCCCCCCCCCCCCC(=O)Oc1ccc2c(cc(=O)oc2c1)C
• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)Oc1ccc2c(c1)oc(=O)cc2C
• InChI: InChI=1S/C26H38O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-25(27)29-22-17-18-23-21(2)19-26(28)30-24(23)20-22/h17-20H,3-16H2,1-2H3
• InChIKey: QKQVFFACWLFRRX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-methyl-2-oxo-2H-chromen-7-yl hexadecanoate
• IUPAC Traditional name: 4-methyl-2-oxochromen-7-yl hexadecanoate
• Synonyms: Hexadecanoic Acid 4-Methyl-2-oxo-2H-1-benzopyran-7-yl Ester; 7-Hydroxy-4-methylcoumarin Palmitate; 4-Methylumbelliferone Palmitate; Palmitoyl 4-Methylumbelliferone; 4-Methylumbelliferyl Palmitate; Palmitic acid 4-methylumbelliferyl ester; 4-Methylumbelliferyl palmitate

Database IDs

• CAS Number: 17695-48-6
• EC Number: 241-695-2
• MDL Number: MFCD00037612
• Beilstein Number: 4884046
• PubChem SID: 24886951; 24897149; 162225336
• PubChem CID: 87248

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 8.169944
• LogD (pH = 7.4): 8.169944
• Log P: 8.169944
• Molar Refractivity: 121.4029 cm^3
• Polarizability: 47.750908 Å^3
• Polar Surface Area: 52.6 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: 2-methoxyethanol: soluble; chloroform: soluble
• Melting Point: 77 °C(lit.)
• Fluorescence: λex 360 nm; λem 449 nm in 0.1 M phosphate 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: -20°C

Product Information

• Purity: ≥98.0% (TLC)
• Grade: for fluorescence
• Empirical Formula (Hill Notation): C26H38O4

DETAILS

Sigma Aldrich - M7259

Application
Fluorogenic substrate for acid lipase in human leukocytes.1

Sigma Aldrich - 76163

Application
Fluorogenic substrate for acid lipase in human leukocytes.1
suitable as fluorogenic substrate for lipases

Toronto Research Chemicals - M333070

Fatty acyl esters of 4-methylumbelliferone for use as fluorogenic substrates to continuously follow the hydrolytic activity of carboxylesterases, such as acid and alkaline lipases.

REFERENCES

• Jacks, T.J., et al.: Anal. Biochem., 21, 279 (1967)
• Baillargeon, M.W., et al.: Lipids, 26, 831 (1967)