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AB144421

CAY 10566, SCD1 inhibitor

4

(1 Review)

|

(3 Publications)

MW 389.8 Da, Purity >99%. Potent, selective SCD1 inhibitor (IC50 values are 4.5 and 26 nM in mouse and human SCD1, respectively). Inhibits saturated, long-chain fatty acyl-CoAs conversion to monounsaturated, long-chain fatty acyl-CoAs (IC50 values are 7.9 and 6.8 nM for heptadecanoic acid and palmitic acid, respectively).

View Alternative Names

ACOD_HUMAN, Acyl-CoA desaturase, Delta(9)-desaturase, Delta-9-Desaturase, FADS5, Fatty acid desaturase, PRO0998, Stearoyl-CoA desaturase

Key facts

CAS number

944808-88-2

Purity

>99%

Form

Solid

form

Molecular weight

389.8 Da

Molecular formula

C<sub>1</sub><sub>8</sub>H<sub>1</sub><sub>7</sub>ClFN<sub>5</sub>O<sub>2</sub>

PubChem

16732433

Nature

Synthetic

Solubility

Soluble in DMSO to 100 mM

Biochemical name

2-(6-(4-(2-Chloro-5-fluorophenoxy)piperidin-1-yl)pyridazin-3-yl)-5-methyl-1,3,4-oxadiazole

Biological description

Potent, selective SCD1 inhibitor (IC50 values are 4.5 and 26 nM in mouse and human SCD1, respectively). Inhibits saturated, long-chain fatty acyl-CoAs conversion to monounsaturated, long-chain fatty acyl-CoAs (IC50 values are 7.9 and 6.8 nM for heptadecanoic acid and palmitic acid, respectively).

Canonical smiles

CC1=NN=C(O1)C2=NN=C(C=C2)N3CCC(CC3)OC4=C(C=CC(=C4)F)Cl

InChi

InChI=1S/C18H17ClFN5O2/c1-11-21-24-18(26-11)15-4-5-17(23-22-15)25-8-6-13(7-9-25)27-16-10-12(20)2-3-14(16)19/h2-5,10,13H,6-9H2,1H3

InChiKey

WFOFPVXMPTVOTJ-UHFFFAOYSA-N

IUPAC Name

2-[6-[4-(2-chloro-5-fluorophenoxy)piperidin-1-yl]pyridazin-3-yl]-5-methyl-1,3,4-oxadiazole

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 under desiccating conditions|The product can be stored for up to 12 months

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.

Product protocols

Publications (3)

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The Journal of neuroscience : the official journal of the Society for Neuroscience 42:2116-2130 PubMed35086904

2022

Pathogenic Mechanisms of Cytosolic and Membrane-Enriched α-Synuclein Converge on Fatty Acid Homeostasis.

Applications

Unspecified application

Species

Unspecified reactive species

Arati Tripathi,Heba Alnakhala,Elizabeth Terry-Kantor,Andrew Newman,Lei Liu,Thibaut Imberdis,Saranna Fanning,Silke Nuber,Nagendran Ramalingam,Dennis Selkoe,Ulf Dettmer

International journal of molecular sciences 21: PubMed32707907

2020

Rapid Alpha-Synuclein Toxicity in a Neural Cell Model and Its Rescue by a Stearoyl-CoA Desaturase Inhibitor.

Applications

Unspecified application

Species

Unspecified reactive species

Elizabeth Terry-Kantor,Arati Tripathi,Thibaut Imberdis,Zachary M LaVoie,Gary P H Ho,Dennis Selkoe,Saranna Fanning,Nagendran Ramalingam,Ulf Dettmer

Cell death & disease 11:66 PubMed31988297

2020

Lipid desaturation-associated endoplasmic reticulum stress regulates MYCN gene expression in hepatocellular carcinoma cells.

Applications

Unspecified application

Species

Unspecified reactive species

Xian-Yang Qin,Ting Su,Wenkui Yu,Soichi Kojima
View all publications

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