4-Methylumbelliferyl oleate - ≥95%(HPCE) , CAS No.18323-58-5

CAS: 18323-58-5 Cat. No.: M131442 Molecular Weight: 440.61 Beilstein Registry Number: 4887028 EC Number: 242-210-7

GRADE & PURITY ≥95%(HPCE)

Synonyms

AKOS027320401 | AS-72461 | 9-Octadecenoic acid (Z)-, 4-methyl-2-oxo-2H-1-benzopyran-7-yl ester | 4-methyl-2-oxo-2H-chromen-7-yl (9Z)-octadec-9-enoate | DTXSID201310470 | 4-Methylumbelliferyl oleate | 4-Methyl-2-oxo-2H-chromen-7-yl oleate | 4-Methylumbelli

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

A fluorogenic substrate for lipases

Specifications

Synonyms

AKOS027320401 | AS-72461 | 9-Octadecenoic acid (Z)-, 4-methyl-2-oxo-2H-1-benzopyran-7-yl ester | 4-methyl-2-oxo-2H-chromen-7-yl (9Z)-octadec-9-enoate | DTXSID201310470 | 4-Methylumbelliferyl oleate | 4-Methyl-2-oxo-2H-chromen-7-yl oleate | 4-Methylumbelli

Specifications & Purity

≥95%(HPCE)

Biochemical and Physiological Mechanisms

Fluorogenic substrate for lipases, which can be used in aqueous solutions as well as several organic solvents.

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥95%(HPCE)

Names and Identifiers

• Pubchem Sid: 504764167
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504764167
• Canonical Smiles: CCCCCCCCC=CCCCCCCCC(=O)OC1=CC2=C(C=C1)C(=CC(=O)O2)C
• IUPAC Name: (4-methyl-2-oxochromen-7-yl) (Z)-octadec-9-enoate
• InChIKey: NKQFKJYKCVDLPT-KHPPLWFESA-N
• 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-
• Isomeric SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)OC1=CC2=C(C=C1)C(=CC(=O)O2)C
• Molecular Weight: 440.61
• Beilstein: 4887028
• Reaxy-Rn: 28735536
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=28735536&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Coumarins and derivatives

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Coumarins and derivatives
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Coumarins and derivatives
• Alternative Parents: Phenol esters 1-benzopyrans Pyranones and derivatives Fatty acid esters Heteroaromatic compounds Lactones Carboxylic acid esters Oxacyclic compounds Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Coumarin - Benzopyran - Phenol ester - 1-benzopyran - Fatty acid ester - Pyranone - Benzenoid - Pyran - Fatty acyl - Heteroaromatic compound - Lactone - Carboxylic acid ester - Organoheterocyclic compound - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Oxacycle - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Organic oxide - Carbonyl group - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one).
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in DMSO, chloroform, and 2-methoxyethanol.
• Sensitivity: Light sensitive
• Melt Point(°C): 37-38 °C (lit.)
• Molecular Weight: 440.600 g/mol
• XLogP3: 9.500
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 17
• Exact Mass: 440.293 Da
• Monoisotopic Mass: 440.293 Da
• Topological Polar Surface Area: 52.600 Ų
• Heavy Atom Count: 32
• Formal Charge: 0
• Complexity: 607.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1

References

1. Guangxuan Chen, Huicong Yuan, Lumei Zhang, Jingran Zhang, Kefeng Li, Xu Wang.  (2024)  Pancreatic lipase immobilization on cellulose filter paper for inhibitors screening and network pharmacology study of anti-obesity mechanism.  TALANTA,      [PMID:39213890] [10.1016/j.talanta.2024.126750]