4-Methylumbelliferyl oleate

Base Information

• Chemical Name: 4-Methylumbelliferyl oleate
• CAS No.: 18323-58-5
• Molecular Formula: C28H40 O4
• Molecular Weight: 440.623
• Hs Code.: 29322090
• European Community (EC) Number: 242-210-7
• DSSTox Substance ID: DTXSID201310470
• Nikkaji Number: J266.122E
• Mol file: 18323-58-5.mol

Synonyms:4-methylumbelliferyl oleate

Chemical Property of 4-Methylumbelliferyl oleate

Chemical Property:

• Vapor Pressure: 4.53E-13mmHg at 25°C
• Melting Point: 37-38 °C(lit.)
• Refractive Index: 1.4840 (estimate)
• Boiling Point: 571.5°Cat760mmHg
• Flash Point: 281.3°C
• PSA: 56.51000
• Density: 1.023g/cm³
• LogP: 8.04430
• Storage Temp.: −20°C
• Solubility.: 2-methoxyethanol: soluble
• XLogP3: 9.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 17
• Exact Mass: 440.29265975
• Heavy Atom Count: 32
• Complexity: 607

Purity/Quality:

97% ^*data from raw suppliers

4-Methylumbelliferyl oleate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCCCC=CCCCCCCCC(=O)OC1=CC2=C(C=C1)C(=CC(=O)O2)C
• Isomeric SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)OC1=CC2=C(C=C1)C(=CC(=O)O2)C
• 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.
• 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. 4-Methylumbelliferyl oleate has been used:as a substrate to assay the activity of non-specific esterasesto determine lipase activityas a substrate to evaluate pancreatic lipase inhibitory activity

Technology Process of 4-Methylumbelliferyl oleate

There total 3 articles about 4-Methylumbelliferyl oleate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

7-hydroxy-4-methyl-chromen-2-one (90-33-5,79566-13-5) + cis-Octadecenoic acid (112-80-1,2027-47-6) → (9Z)-octadec-9-enoic acid 4-methyl-2-oxo-2H-chromen-7-yl ester (18323-58-5,69003-01-6)

Guidance literature:

With Novozyme 435; In 1,4-dioxane; at 20 ℃; for 2h; Enzymatic reaction;

Reference yield: 85.0%

(Z)-9-octadecenoyl chloride (112-77-6) + 7-hydroxy-4-methyl-chromen-2-one (90-33-5,79566-13-5) → (9Z)-octadec-9-enoic acid 4-methyl-2-oxo-2H-chromen-7-yl ester (18323-58-5,69003-01-6)

Guidance literature:

With sulfuric acid; for 7h; Reflux;

DOI:10.2174/1570180815666180327124634

Reference yield:

recorcinol (108-46-3) → (9Z)-octadec-9-enoic acid 4-methyl-2-oxo-2H-chromen-7-yl ester (18323-58-5,69003-01-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / 18 h / 20 °C

2: sulfuric acid / 7 h / Reflux

With sulfuric acid;

DOI:10.2174/1570180815666180327124634

upstream raw materials:

7-hydroxy-4-methyl-chromen-2-one

cis-Octadecenoic acid

recorcinol

(Z)-9-octadecenoyl chloride

Downstream raw materials:

7-hydroxy-4-methyl-chromen-2-one

cis-Octadecenoic acid

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