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AB142089

SCD1 Inhibitor, SCD1(stearoyl-CoA desaturase 1) inhibitor

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(11 Publications)

MW 387.9 Da, Purity >98%. 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.
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Chemical Structure - SCD1 Inhibitor, SCD1(stearoyl-CoA desaturase 1) inhibitor (AB142089)
  • Chemical Structure

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Chemical Structure - SCD1 Inhibitor, SCD1(stearoyl-CoA desaturase 1) inhibitor (AB142089)

2D chemical structure image of ab142089, SCD1 Inhibitor, SCD1(stearoyl-CoA desaturase 1) inhibitor

Key facts

CAS number

1032229-33-6

Purity

>98%

Form

Solid

form

Molecular weight

387.9 Da

Molecular formula

C<sub>2</sub><sub>0</sub>H<sub>2</sub><sub>2</sub>ClN<sub>3</sub>O<sub>3</sub>

PubChem

24905400

Nature

Synthetic

Solubility

Soluble in ethanol to 10 mM and in DMSO to 100 mM

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 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 (11)

Recent publications for all applications. Explore the full list and refine your search

Nature communications 15:10011 PubMed39562549

2024

Nuclear receptor-SINE B1 network modulates expanded pluripotency in blastoids and blastocysts.

Applications

Unspecified application

Species

Unspecified reactive species

Ka Wai Wong,Yingying Zeng,Edison Tay,Jia Hao Jackie Teo,Nadia Omega Cipta,Kiyofumi Hamashima,Yao Yi,Haijun Liu,Tushar Warrier,Minh T N Le,Soon Chye Ng,Qi-Jing Li,Hu Li,Yuin-Han Loh

Scientific reports 14:7742 PubMed38565895

2024

Central inhibition of stearoyl-CoA desaturase has minimal effects on the peripheral metabolic symptoms of the 3xTg Alzheimer's disease mouse model.

Applications

Unspecified application

Species

Unspecified reactive species

Laura K Hamilton,Paule E H M'Bra,Sophia Mailloux,Manon Galoppin,Anne Aumont,Karl J L Fernandes

Diabetologia 67:356-370 PubMed38032369

2023

RNA sequencing unravels novel L cell constituents and mechanisms of GLP-1 secretion in human gastric bypass-operated intestine.

Applications

Unspecified application

Species

Unspecified reactive species

Michael G Miskelly,Andreas Lindqvist,Elena Piccinin,Alexander Hamilton,Elaine Cowan,Bent-Johnny Nergård,Rita Del Giudice,Mtakai Ngara,Luis R Cataldo,Dmytro Kryvokhyzha,Petr Volkov,Luke Engelking,Isabella Artner,Jens O Lagerstedt,Lena Eliasson,Emma Ahlqvist,Antonio Moschetta,Jan Hedenbro,Nils Wierup

Nature communications 13:2061 PubMed35443751

2022

Stearoyl-CoA Desaturase inhibition reverses immune, synaptic and cognitive impairments in an Alzheimer's disease mouse model.

Applications

Unspecified application

Species

Unspecified reactive species

Laura K Hamilton,Gaël Moquin-Beaudry,Chenicka L Mangahas,Federico Pratesi,Myriam Aubin,Anne Aumont,Sandra E Joppé,Alexandre Légiot,Annick Vachon,Mélanie Plourde,Catherine Mounier,Martine Tétreault,Karl J L Fernandes

Communications biology 4:1176 PubMed34625633

2021

Raman microscopy-based quantification of the physical properties of intracellular lipids.

Applications

Unspecified application

Species

Unspecified reactive species

Masaaki Uematsu,Takao Shimizu

Redox biology 43:102006 PubMed34030117

2021

Tumor resistance to ferroptosis driven by Stearoyl-CoA Desaturase-1 (SCD1) in cancer cells and Fatty Acid Biding Protein-4 (FABP4) in tumor microenvironment promote tumor recurrence.

Applications

Unspecified application

Species

Unspecified reactive species

Géraldine Luis,Adrien Godfroid,Shin Nishiumi,Jonathan Cimino,Silvia Blacher,Erik Maquoi,Coline Wery,Alice Collignon,Rémi Longuespée,Laetitia Montero-Ruiz,Isabelle Dassoul,Naima Maloujahmoum,Charles Pottier,Gabriel Mazzucchelli,Edwin Depauw,Akeila Bellahcène,Masaru Yoshida,Agnès Noel,Nor Eddine Sounni

Journal of experimental & clinical cancer research 38:116 PubMed30845964

2019

Angiotensin II promotes ovarian cancer spheroid formation and metastasis by upregulation of lipid desaturation and suppression of endoplasmic reticulum stress.

Applications

Unspecified application

Species

Unspecified reactive species

Qingyu Zhang,Shan Yu,Melody Man Ting Lam,Terence Chuen Wai Poon,Litao Sun,Yufei Jiao,Alice Sze Tsai Wong,Leo Tsz On Lee

Molecular cell 74:32-44.e8 PubMed30846318

2019

Probing the Global Cellular Responses to Lipotoxicity Caused by Saturated Fatty Acids.

Applications

Unspecified application

Species

Unspecified reactive species

Manuele Piccolis,Laura M Bond,Martin Kampmann,Pamela Pulimeno,Chandramohan Chitraju,Christina B K Jayson,Laura P Vaites,Sebastian Boland,Zon Weng Lai,Katlyn R Gabriel,Shane D Elliott,Joao A Paulo,J Wade Harper,Jonathan S Weissman,Tobias C Walther,Robert V Farese

Molecular cell 73:1001-1014.e8 PubMed30527540

2018

Lipidomic Analysis of α-Synuclein Neurotoxicity Identifies Stearoyl CoA Desaturase as a Target for Parkinson Treatment.

Applications

Unspecified application

Species

Unspecified reactive species

Saranna Fanning,Aftabul Haque,Thibaut Imberdis,Valeriya Baru,M Inmaculada Barrasa,Silke Nuber,Daniel Termine,Nagendran Ramalingam,Gary P H Ho,Tallie Noble,Jackson Sandoe,Yali Lou,Dirk Landgraf,Yelena Freyzon,Gregory Newby,Frank Soldner,Elizabeth Terry-Kantor,Tae-Eun Kim,Harald F Hofbauer,Michel Becuwe,Rudolf Jaenisch,David Pincus,Clary B Clish,Tobias C Walther,Robert V Farese,Supriya Srinivasan,Michael A Welte,Sepp D Kohlwein,Ulf Dettmer,Susan Lindquist,Dennis Selkoe

Autophagy 13:169-186 PubMed27846372

2016

Loss of ULK1 increases RPS6KB1-NCOR1 repression of NR1H/LXR-mediated Scd1 transcription and augments lipotoxicity in hepatic cells.

Applications

WB

Species

Mouse

Rohit Anthony Sinha,Brijesh K Singh,Jin Zhou,Sherwin Xie,Benjamin L Farah,Ronny Lesmana,Kenji Ohba,Madhulika Tripathi,Sujoy Ghosh,Anthony N Hollenberg,Paul M Yen
View all publications

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