ChemicalBook CAS DataBase List 18323-58-5

18323-58-5

Name	4-METHYLUMBELLIFERYL OLEATE
CAS	18323-58-5
EINECS(EC#)	242-210-7
Molecular Formula	C28H40O4
MDL Number	MFCD00076095
Molecular Weight	440.61
MOL File	18323-58-5.mol

Synonyms

4-MU-OLEATE Einecs 242-210-7 4-METHYLUMBELLIFERYL OLEATE 4-Methylumbelliferone oleate Oleoyl 4-MethyluMbelliferone 4-MethylumbelliferylOleateA.R. 7-Hydroxy-4-MethylcouMarin Oleate 4-methylumbrellaketoneoleate，4-MUO 4-Methyl-2-oxo-2H-chroMen-7-yl oleate OLEIC ACID-4-METHYLUMBELLIFERYL ESTER 4-methyl-2-oxo-2H-1-benzopyran-7-yl oleate 4-METHYLUMBELLIFERYL OLEATE, FOR FLUORES CENCE (4-Methyl-2-oxochromen-7-yl) (Z)-octadec-9-enoate 4-Methylumbelliferyl oleate, suitable for fluorescence, ≥95% (9Z)-octadec-9-enoic acid 4-methyl-2-oxo-2H-chromen-7-yl ester (Z)-9-Octadecenoic acid 4-methyl-2-oxo-2H-1-benzopyran-7-yl ester (9Z)-9-Octadecenoic Acid 4-Methyl-2-oxo-2H-1-benzopyran-7-yl Ester (Z)-9-Octadecenoic acid (4-methyl-2-oxo-2H-1-benzopyran-7-yl) ester 9-Octadecenoic acid (Z)-, 4-methyl-2-oxo-2H-1-benzopyran-7-yl ester 9-Octadecenoic acid (9Z)-, 4-methyl-2-oxo-2H-1-benzopyran-7-yl ester

Chemical Properties

Appearance	Colourless Oil
Melting point	37-38 °C (lit.)
Boiling point	471.81°C (rough estimate)
density	1.023
refractive index	1.4840 (estimate)
Fp	281.3℃
storage temp.	−20°C
solubility	2-methoxyethanol: soluble
form	Solid
color	Colorless to Pale Yellow Oil
BRN	4887028
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
SMILES	CCCCCCCC\C=C/CCCCCCCC(=O)Oc1ccc2C(C)=CC(=O)Oc2c1
CAS DataBase Reference	18323-58-5(CAS DataBase Reference)

Safety Data

WGK Germany	3
F	8-10
HS Code	29322090
Storage Class	11 - Combustible Solids

Hazard Information

Description

4-Methylumbelliferyl (4-MU) oleate is a fluorogenic substrate for acid and alkaline lipases. It is cleaved by lipases, liberating 4-MU, which has an emission maximum at 445-454 nm. The excitation maximum for 4-MU is pH-dependent: 330, 370, and 385 nm at pH 4.6, 7.4, and 10.4, respectively.

Chemical Properties

Colourless Oil

Uses

4-Methylumbelliferyl oleate has been used:

as a substrate to assay the activity of non-specific esterases
to determine lipase activity
as a substrate to evaluate pancreatic lipase inhibitory activity

Uses

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

Uses

Fluorogenic substrate for lipases.

References

[1] M L ARMSTRONG. Lipid metabolism in xanthomatous skin of hypercholesterolemic rabbits.[J]. American Journal of Pathology, 1986, 125 2: 339-348.
[2] BERNARD J MONCLA K M P. Oleate lipase activity in Gardnerella vaginalis and reconsideration of existing biotype schemes.[J]. ACS Applied Energy Materials, 2009: 78. DOI: 10.1186/1471-2180-9-78
[3] AKIHIRO OGAWA. Lactobacillus gasseri SBT2055 suppresses fatty acid release through enlargement of fat emulsion size in vitro and promotes fecal fat excretion in healthy Japanese subjects.[J]. Lipids in Health and Disease, 2015, 14: 20. DOI: 10.1186/s12944-015-0019-0

Excitation / Emission Maximum

330 nm (pH 4.6), 370 nm (pH 7.4), 385 nm (pH 10.4)/445-454 nm

Spectrum Detail

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