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, abh_upf0017
References (3)
| Title : ABHD2 activity is not required for the non-genomic action of progesterone on human sperm - Arnolds_2025_Biorxiv__ |
| Author(s) : Arnolds O , Carter EM , Edwards M , Wigren E , Homan E , Ribera P , Bentley K , Haraldsson M , Theo-Emegano N , Loppnau P , Szewczyk MM , Cao MA , Barsyte-Lovejoy D , Vester K , Thrun A , Amaral A , Lesche R , Munchow J , Zhu WF , Temme L , Brenker C , Strunker T , Sundstrom M , Todd MH , Edwards AM , Tredup C , Gileadi O |
| Ref : Biorxiv , : , 2025 |
| Abstract : |
| PubMedSearch : Arnolds_2025_Biorxiv__ |
| PubMedID: |
| Gene_locus related to this paper: human-ABHD2 |
| 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 |