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18323-58-5

18323-58-5 Structure

18323-58-5 Structure
IdentificationMore
[Name]

4-METHYLUMBELLIFERYL OLEATE
[CAS]

18323-58-5
[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
[EINECS(EC#)]

242-210-7
[Molecular Formula]

C28H40O4
[MDL Number]

MFCD00076095
[Molecular Weight]

440.61
[MOL File]

18323-58-5.mol
Chemical PropertiesBack Directory
[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 DataBack Directory
[WGK Germany ]

3
[F ]

8-10
[HS Code ]

29322090
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[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 DetailBack Directory
[Spectrum Detail]

4-METHYLUMBELLIFERYL OLEATE(18323-58-5)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

18323-58-5(sigmaaldrich)
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