MW 387.9 Da, Purity >99%. 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.
Also available as a solid (ab142089).
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- Diabetologia 67:356-3702023RNA sequencing unravels novel L cell constituents and mechanisms of GLP-1 secretion in human gastric bypass-operated intestine.Applications:Unspecified applicationReactive species:Unspecified reactive speciesMichael 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 WierupPubMed 38032369
- Nature communications 13:20612022Stearoyl-CoA Desaturase inhibition reverses immune, synaptic and cognitive impairments in an Alzheimer's disease mouse model.Applications:Unspecified applicationReactive species:Unspecified reactive speciesLaura 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 FernandesPubMed 35443751
- Communications biology 4:11762021Raman microscopy-based quantification of the physical properties of intracellular lipids.Applications:Unspecified applicationReactive species:Unspecified reactive speciesMasaaki Uematsu,Takao ShimizuPubMed 34625633
- Redox biology 43:1020062021Tumor 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 applicationReactive species:Unspecified reactive speciesGéraldine 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 SounniPubMed 34030117
- Journal of experimental & clinical cancer research 38:1162019Angiotensin II promotes ovarian cancer spheroid formation and metastasis by upregulation of lipid desaturation and suppression of endoplasmic reticulum stress.Applications:Unspecified applicationReactive species:Unspecified reactive speciesQingyu Zhang et. al.PubMed 30845964
- Molecular cell 74:32-44.e82019Probing the Global Cellular Responses to Lipotoxicity Caused by Saturated Fatty Acids.Applications:Unspecified applicationReactive species:Unspecified reactive speciesManuele Piccolis et. al.PubMed 30846318
- Molecular cell 73:1001-1014.e82018Lipidomic Analysis of α-Synuclein Neurotoxicity Identifies Stearoyl CoA Desaturase as a Target for Parkinson Treatment.Applications:Unspecified applicationReactive species:Unspecified reactive speciesSaranna 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 SelkoePubMed 30527540
- Autophagy 13:169-1862016Loss of ULK1 increases RPS6KB1-NCOR1 repression of NR1H/LXR-mediated Scd1 transcription and augments lipotoxicity in hepatic cells.Applications:WBReactive species:MouseRohit 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 YenPubMed 27846372
- Cancer research 75:2530-402015Drug Redeployment to Kill Leukemia and Lymphoma Cells by Disrupting SCD1-Mediated Synthesis of Monounsaturated Fatty Acids.Applications:Unspecified applicationReactive species:Unspecified reactive speciesAndrew D Southam et. al.PubMed 25943877
Key facts
- CAS number
1032229-33-6
- Purity
> 99%
- Form
Solid
- Molecular weight
387.9 Da
- Molecular formula
C20H22ClN3O3
- PubChem identifier
24905400
- Nature
Synthetic
Target data
Alternative names
ACOD_HUMAN, Acyl-CoA desaturase, Delta(9)-desaturase, Delta-9-Desaturase, FADS5, Fatty acid desaturase, PRO0998, Stearoyl-CoA desaturase
Recommended products
MW 387.9 Da, Purity >99%. 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.
Also available as a solid (ab142089).
Key facts
- CAS number
1032229-33-6
- Purity
> 99%
- Form
Solid
- Molecular weight
387.9 Da
- Molecular formula
C20H22ClN3O3
- PubChem identifier
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.
Also available as a solid (ab142089).- 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
Storage
- 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 info
This supplementary information is collated from multiple sources and compiled automatically.
- Activity summary
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.
- Associated diseases and disorders
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.
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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
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