4-methyl-2-oxo-2H-chromen-7-yl (9Z)-octadec-9-enoate

• ChemBase ID: 131057
• Molecular Formular: C28H40O4
• Molecular Mass: 440.6148
• Monoisotopic Mass: 440.29265976
• SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)Oc1ccc2c(cc(=O)oc2c1)C
• Canonical SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)Oc1ccc2c(c1)oc(=O)cc2C
• InChI: InChI=1S/C28H40O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-27(29)31-24-19-20-25-23(2)21-28(30)32-26(25)22-24/h10-11,19-22H,3-9,12-18H2,1-2H3/b11-10-
• InChIKey: NKQFKJYKCVDLPT-KHPPLWFESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-methyl-2-oxo-2H-chromen-7-yl (9Z)-octadec-9-enoate
• IUPAC Traditional name: 4-methyl-2-oxochromen-7-yl (9Z)-octadec-9-enoate
• Synonyms: Oleic acid 4-methylumbelliferyl ester; 4-Methylumbelliferyl oleate; 4-Methylumbelliferyl Oleate; (9Z)-9-Octadecenoic Acid 4-Methyl-2-oxo-2H-1-benzopyran-7-yl Ester; 7-Hydroxy-4-methylcoumarin Oleate; 4-Methylumbelliferone Oleate; 4-Methylumbelliferyl Oleate; Oleoyl 4-Methylumbelliferone

Database IDs

• CAS Number: 18323-58-5
• EC Number: 242-210-7
• MDL Number: MFCD00076095
• Beilstein Number: 4887028
• PubChem SID: 162225335
• PubChem CID: 6436487

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 8.69716
• LogD (pH = 7.4): 8.69716
• Log P: 8.69716
• Molar Refractivity: 131.7215 cm^3
• Polarizability: 51.19989 Å^3
• Polar Surface Area: 52.6 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White Low Melting Solid

Safety Information

• Storage Condition: Refrigerator
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

DETAILS

Toronto Research Chemicals - M334775

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)