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

• ChemBase ID: 153558
• 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
• InChIKey: NKQFKJYKCVDLPT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-methyl-2-oxo-2H-chromen-7-yl octadec-9-enoate
• IUPAC Traditional name: 4-methyl-2-oxochromen-7-yl octadec-9-enoate
• Synonyms: Oleic acid 4-methylumbelliferyl ester; 4-Methylumbelliferyl oleate; 4-Methylumbelliferyl elaidate

Database IDs

• CAS Number: 69003-01-6; 18323-58-5
• EC Number: 242-210-7; 273-680-1
• MDL Number: MFCD00037610; MFCD00076095
• Beilstein Number: 4887028
• PubChem SID: 162247697; 24886798
• PubChem CID: 6030694

CALCULATED PROPERTIES

• 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
• H Acceptors: 2

PROPERTIES

Physical Property

• Solubility: 2-methoxyethanol: soluble; chloroform: soluble; DMSO: soluble
• Melting Point: 37-38 °C(lit.)
• Fluorescence: λex 312 nm in methanol; λex 327 nm; λem 449 nm in 0.1 M phosphate pH 7.0 (lipase)

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: ≥95% (HPCE); 95-97% (GC)
• Suitability: suitable for fluorescence
• Empirical Formula (Hill Notation): C28H40O4

DETAILS

Sigma Aldrich - 75164

Application
suitable as fluorogenic substrate for lipases
Other Notes
Fluorogenic substrate for lipase1