Description
Key facts
CAS number:1032229-33-6,
Purity:>99%,
Form:LiquidSee storage information,
Molecular weight:387.9 Da,
Molecular formula:C20H22ClN3O3,
PubChem:24905400,
Nature:Synthetic,
Biochemical name:4-(2-chlorophenoxy)-N-[3-(methylcarbamoyl)phenyl]piperidine-1-carboxamide,
Biological description:Potent, selective SCD1 (stearoyl-CoA desaturase 1) inhibitor (IC50 = 4.5 nM). Inhibits the conversion of saturated, long-chain fatty acyl-CoAs to monounsaturated, long-chain fatty acyl-CoAs in vitro, when heptadecanoic acid and palmitic acid are used as the substrate (IC50 = 7.9 and 6.8 nM, respectively). Active in vivo. Orally bioavailable.,
Canonical smiles:CNC(=O)C1=CC(=CC=C1)NC(=O)N2CCC(CC2)OC3=CC=CC=C3Cl,
InChi:InChI=1S/C20H22ClN3O3/c1-22-19(25)14-5-4-6-15(13-14)23-20(26)24-11-9-16(10-12-24)27-18-8-3-2-7-17(18)21/h2-8,13,16H,9-12H2,1H3,(H,22,25)(H,23,26),
InChiKey:DPYTYQFYDLYWHZ-UHFFFAOYSA-N,
IUPAC Name:4-(2-chlorophenoxy)-N-[3-(methylcarbamoyl)phenyl]piperidine-1-carboxamide
Properties and Storage Information:
Shipped at conditions-Ambient - Can Ship with Ice, Appropriate short-term storage conditions--20°C, Appropriate long-term storage conditions--20°C, Storage information-Store in the dark, Store under desiccating conditions, This product is air and light sensitive and impurities can occur as a result of air oxidation or due to metabolism by microbes
Supplementary Information:
This supplementary information is collated from multiple sources and compiled automatically.
Stearoyl-CoA desaturase-1 (SCD1) also known as delta-9-desaturase is an enzyme integral to the synthesis of monounsaturated fats. This enzyme converts saturated fatty acyl-CoAs to monounsaturated fatty acyl-CoAs by introducing a double bond between the ninth and tenth carbon atoms a process called desaturation. SCD1 has a molecular weight of approximately 45 kDa and expresses in a variety of tissues including the liver adipose tissue and heart.
Biological function summary
SCD1 plays a significant role in fatty acid metabolism by regulating the balance of saturated and unsaturated fatty acids which impacts membrane fluidity and cellular signaling. SCD1 does not function as part of a multi-protein complex acting independently in the endoplasmic reticulum. Its expression and activity influence lipid biosynthesis and storage affecting energy homeostasis and lipid composition in cells.
Pathways
Fatty acid synthesis and oxidation pathways extensively involve SCD1. It participates mainly in the lipogenesis pathway interacting with proteins like acetyl-CoA carboxylase (ACC) and fatty acid synthase (FAS). SCD1 contributes to maintaining the ratio of oleate and palmitoleate key monounsaturated fatty acids important for cellular functions by integrating into the lipid metabolism network.
SCD1 is implicated in conditions like obesity and metabolic syndrome. Altered SCD1 activity links to insulin resistance as seen in obesity by modulating lipid profiles that influence insulin sensitivity. SCD1 associates with proteins like peroxisome proliferator-activated receptor gamma (PPARγ) which regulates adipogenesis emphasizing its role in metabolic disorders.
