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About This Item
Empirical Formula (Hill Notation):
C20H22N2O3
CAS Number:
Molecular Weight:
338.40
UNSPSC Code:
12352200
MDL number:
Assay:
≥98% (NMR)
Form:
crystalline solid
Quality level:
Storage condition:
OK to freeze, protect from light
Quality Level
assay
≥98% (NMR)
form
crystalline solid
manufacturer/tradename
Calbiochem®
drug control
Új pszichoaktív anyag / New psychoactive substance (Hungary), 78/2022. (XII. 28.) BM rendelet
storage condition
OK to freeze, protect from light
color
white
solubility
ethanol: 1 mg/mL, DMF: 10 mg/mL, DMSO: 10 mg/mL
shipped in
ambient
storage temp.
2-8°C
InChI
1S/C20H22N2O3/c21-19(23)16-8-4-6-14(12-16)15-7-5-11-18(13-15)25-20(24)22-17-9-2-1-3-10-17/h4-8,11-13,17H,1-3,9-10H2,(H2,21,23)(H,22,24)
InChI key
ROFVXGGUISEHAM-UHFFFAOYSA-N
General description
A cell-permeable carbamate compound that acts as a potent, selective, and irreversible inhibitor of fatty acid amide hydrolase (FAAH; IC50 = 4.6 nM in brain membranes). Shown to block anandamide (Cat. No. 172100) breakdown in rat cortical neurons (IC50 = 500 pM) and modulate anxiety in rats (ID50 = 0.15 mg/Kg). Does not affect the activities of several serine hydrolases (IC50 >30 µM), including AChE (acetylcholinesterase), BCh (butyrylcholinesterase) and MGL (monoglyceride lipase). It also does not interfere with the binding of anandamide to cannabinoid receptors CB1 and CB2 (IC50 >100 µM), as well as several ion-channels and neurotransmitter transporters.
A cell-permeable, carbamate compound that acts as a potent, selective, and irreversible inhibitor of fatty acid amide hydrolase (FAAH; IC50 = 4.6 nM in brain membranes). Shown to block anandamide (Cat. No. 172100) breakdown in rat cortical neurons (IC50 = 0.5 nM) and modulate anxiety in rats (ID50 = 0.15 mg/Kg). Does not affect the activities of several serine hydrolases, namely, AchE (acetyl cholinesterase) (IC50 >100 µM), BCh (butyryl cholinesterase) (IC50 >100 µM), and MGL (monoglyceride lipase) (IC50 >30 µM). Does not interfere with the binding of anandamide to cannabinoid receptors, CB1 and CB2 (IC50 >100 µM), several ion-channels, or neurotransmitter transporters.
Biochem/physiol Actions
Cell permeable: yes
Primary Target
FAAH
FAAH
Product does not compete with ATP.
Reversible: no
Target IC50: 4.6 nM against FAAH
Packaging
Packaged under inert gas
Preparation Note
Following reconstitution aliquot, purge with an inert gas, and freeze (-20°C). Stock solutions are stable for up to 1 month at -20°C.
Other Notes
Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.
Kathuria, S., et al. 2003. Nat. Med.9, 76.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Toxic (F)
Storage Class
11 - Combustible Solids
wgk
WGK 3
Certificates of Analysis (COA)
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Mireia Casasampere et al.
Journal of lipid research, 65(3), 100520-100520 (2024-02-19)
Lipid amidases of therapeutic relevance include acid ceramidase (AC), N-acylethanolamine-hydrolyzing acid amidase, and fatty acid amide hydrolase (FAAH). Although fluorogenic substrates have been developed for the three enzymes and high-throughput methods for screening have been reported, a platform for the