| Chemical Properties | Back Directory | [storage temp. ]
Store at -20°C | [solubility ]
DMF: 2.5 mg/ml; DMF:PBS(pH 7.2)(1:1): 0.5 mg/ml; DMSO: 1 mg/ml | [form ]
A crystalline solid | [color ]
white to beige | [InChI]
1S/C22H33NO3/c1-4-5-6-7-8-9-10-11-12-13-22(24)23-17-16-19-14-15-20(25-2)21(18-19)26-3/h10-15,18H,4-9,16-17H2,1-3H3,(H,23,24)/b11-10+,13-12+ | [InChIKey]
LAHLFCSEHHJQRN-AQASXUMVSA-N | [SMILES]
CCCCCCC/C=C/C=C/C(NCCC1=CC(OC)=C(OC)C=C1)=O |
| Hazard Information | Back Directory | [Description]
WOBE437 is a potent endocannabinoid uptake inhibitor with IC50 values of 10 and 283 nM for arachidonoyl ethanolamide (AEA; ) and 2-arachidonoyl glycerol (2-AG; ) uptake, respectively, in U937 cells. It is greater than 1,000-fold selective for endocannabinoid transporters over fatty acid amide hydrolase (FAAH; ) and the 2-AG hydrolyzing enzymes MAGL, ABHD6, and ABHD12. WOBE437 inhibits AEA uptake in FAAH-deficient HMC-1 human mast cells and Neuro2a mouse neuroblastoma cells (IC50s = 137 and 55 nM, respectively) and reduces AEA uptake by 50% in rat cortical neurons when used at a concentration of 1 μM. It also reduces 2-AG uptake by 40% in Neuro2a cells at a concentration of 5 μM. In vivo, WOBE437 increases AEA and 2-AG levels by 1.5-fold in mouse brain but not peripheral tissues after intraperitoneal administration of a 10 mg/kg dose for seven days. WOBE437 (10 mg/kg) also induces a typical tetrad of hypothermia, catalepsy, analgesia, and hypomotility in mice, indicating it also acts as an indirect cannabinoid (CB) receptor 1 agonist. | [Uses]
WOBE437 is a biochemical reagent. | [References]
[1] ANDREA CHICCA. Chemical probes to potently and selectively inhibit endocannabinoid cellular reuptake.[J]. Proceedings of the National Academy of Sciences of the United States of America, 2017, 114 25: E5006-E5015. DOI: 10.1073/pnas.1704065114 |
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| Company Name: |
BOC Sciences
|
| Tel: |
16314854226 |
| Website: |
www.bocsci.com |
| Company Name: |
Merck KGaA
|
| Tel: |
21-20338288 |
| Website: |
www.sigmaaldrich.cn |
|