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4-Methylumbelliferyl (4-MU) oleate is a fluorogenic substrate for acid and alkaline lipases, characterized by its colorless oil appearance. It is cleaved by lipases, resulting in the release of 4-MU, which exhibits an emission maximum at 445-454 nm. The excitation maximum for 4-MU is pH-dependent, with values of 330 nm at pH 4.6, 370 nm at pH 7.4, and 385 nm at pH 10.4.

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  • 18323-58-5 Structure
  • Basic information

    1. Product Name: 4-METHYLUMBELLIFERYL OLEATE
    2. Synonyms: OLEIC ACID-4-METHYLUMBELLIFERYL ESTER;4-METHYLUMBELLIFERYL OLEATE;4-MU-OLEATE;4-methyl-2-oxo-2H-1-benzopyran-7-yl oleate;4-METHYLUMBELLIFERYL OLEATE, FOR FLUORES CENCE;4-MethylumbelliferylOleateA.R.;(Z)-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
    3. CAS NO:18323-58-5
    4. Molecular Formula: C28H40O4
    5. Molecular Weight: 440.61
    6. EINECS: 242-210-7
    7. Product Categories: Substrates;Fluorescent Labels and Indicators;Carbohydrates & Derivatives;Fluorescent Labels & Indicators;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;substrate
    8. Mol File: 18323-58-5.mol
  • Chemical Properties

    1. Melting Point: 37-38 °C(lit.)
    2. Boiling Point: 471.81°C (rough estimate)
    3. Flash Point: 281.3℃
    4. Appearance: /
    5. Density: 1.023
    6. Vapor Pressure: 4.53E-13mmHg at 25°C
    7. Refractive Index: 1.4840 (estimate)
    8. Storage Temp.: −20°C
    9. Solubility: 2-methoxyethanol: soluble
    10. BRN: 4887028
    11. CAS DataBase Reference: 4-METHYLUMBELLIFERYL OLEATE(CAS DataBase Reference)
    12. NIST Chemistry Reference: 4-METHYLUMBELLIFERYL OLEATE(18323-58-5)
    13. EPA Substance Registry System: 4-METHYLUMBELLIFERYL OLEATE(18323-58-5)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany: 3
    5. RTECS:
    6. F: 8-10
    7. HazardClass: N/A
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 18323-58-5(Hazardous Substances Data)

18323-58-5 Usage

Uses

Used in Enzyme Assays:
4-Methylumbelliferyl oleate is used as a substrate for enzyme assays, specifically to determine the activity of non-specific esterases and lipases. It serves as a valuable tool in the continuous monitoring of the hydrolytic activity of carboxylesterases, such as acid and alkaline lipases.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-Methylumbelliferyl oleate is used as a substrate to evaluate the pancreatic lipase inhibitory activity. This application aids in the development and assessment of potential drugs targeting pancreatic lipase, which can be beneficial in the treatment of obesity and related metabolic disorders.
Used in Research and Diagnostics:
4-Methylumbelliferyl oleate is also utilized in research and diagnostic applications, where it helps in the identification and quantification of lipase activity. This information is crucial for understanding the role of lipases in various biological processes and their potential involvement in disease mechanisms.

Check Digit Verification of cas no

The CAS Registry Mumber 18323-58-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,8,3,2 and 3 respectively; the second part has 2 digits, 5 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 18323-58:
(7*1)+(6*8)+(5*3)+(4*2)+(3*3)+(2*5)+(1*8)=105
105 % 10 = 5
So 18323-58-5 is a valid CAS Registry Number.
InChI:InChI=1/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-

18323-58-5 Well-known Company Product Price

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  • Sigma

  • (75164)  4-Methylumbelliferyl oleate  suitable for fluorescence, ≥95% (HPCE)

  • 18323-58-5

  • 75164-25MG

  • 719.55CNY

  • Detail
  • Sigma

  • (75164)  4-Methylumbelliferyl oleate  suitable for fluorescence, ≥95% (HPCE)

  • 18323-58-5

  • 75164-100MG

  • 2,184.39CNY

  • Detail

18323-58-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-METHYLUMBELLIFERYL OLEATE

1.2 Other means of identification

Product number -
Other names 4-MethylumbelliferylOleateA.R.

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:18323-58-5 SDS

18323-58-5Related news

Study of the hydrolysis of 4-METHYLUMBELLIFERYL OLEATE (cas 18323-58-5) by acid lipase and cholesteryl oleate by acid cholesteryl esterase in human leucocytes, fibroblasts and liver08/20/2019

1.1. The characteristics of acid lipase with 4-methylumbelliferyl oleate as substrate and acid cholesteryl esterase with cholesteryl [1-14C]oleate as substrate were investigated in homogenates of human leucocytes, fibroblasts and liver. The substrates were encapsulated in egg yolk lecithin vesic...detailed

18323-58-5Relevant articles and documents

A new class of pure estrogen alpha receptor antagonists; design, synthesis and in-vitro screening

Jameera Begam, Akbar John,Basheer, Katike Ahamed,Jubie, Selvaraj,Jupudi, Srikanth,Azam, Mohammed Afzal,Dhanabal, Palanisamy

, p. 66 - 81 (2019/01/04)

Background: In view of the estrogenic receptor inhibitory properties of coumarin nucleus, long chain nature of fatty acid and anti-breast cancer activity of fatty acids, it was proposed to attach long chain fatty acids at 3rd,4th and 7th position of coumarin nucleus and evaluate for their anti-breast cancer activity through suitable in-vitro methods. Methods: The present study focuses a library of fatty acid coumarin conjugates as ligands to the ligand-binding domain of the human estrogen receptor α (PDB ID 2IOG) and their binding affinities using GLIDE module of Schrodinger after ascertaining their drug-likeness with QIKPROP. The compounds LNAC 8, SAC 1 and OAC 5 are the best hits based on their docking scores as well as the Prime MM-GBSA free energy of binding. Based on the in-silico results and synthetic feasibility the compounds SAC 1 PAC 1 and OAC 1 are synthesized, characterized and investigated for their time interval growth inhibitory effect on MCF-7 which is an ER positive breast cancer cell lines. Results: SAC 1, showed better in vitro growth inhibitory effect in sub micromolar range as compared to Tamoxifen, a standard estrogen receptor modulator. Conclusion: Conclusively, in silico molecular docking studies have been very useful in predicting the pharmacokinetic profiles and the binding affinities of new hits before a detailed preclinical and clinical evaluation.

Lipase catalysed substituted coumarins with antioxidant activity

Kidwai, Mazaahir,Poddar, Vaishali,Poddar, Roona

experimental part, p. 715 - 720 (2011/07/08)

Lipase has been employed as a green catalyst to esterify 7- and 6-hydroxy-4-methyl-coumarin with different fatty and acetic acid. The esterified coumarins have been evaluated for antioxidant activities using DPPH and ABTS assays, among them 3a and 5a are known as active antioxidants.

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