7-HC-arachidonate

substitution of the glycerol moiety of 2-AG with a fluorescent coumarin gives derivative 7-hydroxycoumarinyl-arachidonate (7-HCA) MAGL selectively cleaves the ester bond of 7-HCA to generate AA and form the corresponding highly fluorescent 7-hydroxylcoumarin (7-HC)

General

Type : Fatty acid ester, Fluorescent Probe, Coumarin, Chromen, Cannabinoid-Receptor-ligand, Arachidonate

Chemical_Nomenclature : (2-oxochromen-7-yl) (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate

Canonical SMILES : CCCCC\/C=CC\/C=CC\/C=CC\/C=CCCCC(=O)OC1=CC2=C(C=C1)C=CC(=O)O2

InChI : InChI=1S\/C29H36O4\/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-28(30)32-26-22-20-25-21-23-29(31)33-27(25)24-26\/h6-7,9-10,12-13,15-16,20-24H,2-5,8,11,14,17-19H2,1H3\/b7-6-,10-9-,13-12-,16-15-

InChIKey : SFTGFGOBCQCZDY-DOFZRALJSA-N

Other name(s) : Umbelliferyl Arachidonate  ||  7-Hydroxycoumarinyl Arachidonate  ||  5,8,11,14-Eicosatetraenoic acid, 2-oxo-2H-1-benzopyran-7-yl ester, (5Z,8Z,11Z,14Z)-  ||  (2-oxochromen-7-yl) (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate  ||  (5Z,8Z,11Z,14Z)-2-Oxo-2H-chromen-7-yl icosa-5,8,11,14-tetraenoate  ||  SCHEMBL712741  ||  7-HCA


MW : 448.6

Formula : C29H36O4

CAS_number : 161180-11-6

PubChem : 35025479

UniChem : SFTGFGOBCQCZDY-DOFZRALJSA-N

Target

Structures : No structure

Families : Monoglyceridelipase_lysophospholip

References (2)

Title : Fluorescence-Based Enzyme Activity Assay: Ascertaining the Activity and Inhibition of Endocannabinoid Hydrolytic Enzymes - Ciuffreda_2024_Int.J.Mol.Sci_25_7693
Author(s) : Ciuffreda P , Xynomilakis O , Casati S , Ottria R
Ref : Int J Mol Sci , 25 :7693 , 2024
Abstract :
PubMedSearch : Ciuffreda_2024_Int.J.Mol.Sci_25_7693
PubMedID: 39062935
Gene_locus related to this paper: human-ABHD6 , human-ABHD12 , human-MGLL

Title : A fluorescence-based assay for monoacylglycerol lipase compatible with inhibitor screening - Wang_2008_Assay.Drug.Dev.Technol_6_387
Author(s) : Wang Y , Chanda P , Jones PG , Kennedy JD
Ref : Assay Drug Dev Technol , 6 :387 , 2008
Abstract :
PubMedSearch : Wang_2008_Assay.Drug.Dev.Technol_6_387
PubMedID: 18452392
Gene_locus related to this paper: human-MGLL