10,12-Tricosadiynoic acid

SKU: orb1310076

Description

10,12-Tricosadiynoic acid is a potent, orally bioavailable inhibitor of acyl-CoA oxidase-1 (ACOX1). It ameliorates metabolic disorders induced by high-fat diet or obesity through enhancing mitochondrial fatty acid oxidation and reducing reactive oxygen species, as demonstrated in preclinical in vivo studies.

Research Area

Metabolism Research

Key Properties

• CAS Number: 66990-30-5
• MW: 346.55
• Purity: 99.91% (May vary between batches)
• Formula: C₂₃H₃₈O₂
• SMILES: CCCCCCCCCCC#CC#CCCCCCCCCC(O)=O
• Target: Acyltransferase
• Solubility: DMSO:2.75 mg/mL (7.94 mM)

Bioactivity

• In Vivo:
  Administration of 10,12-Tricosadiynoic acid (100 μg/kg; oral gavage; daily; for 8 weeks; male Wistar rats) enhances hepatic mitochondrial fatty acid oxidation (FAO) by activating the SIRT1-AMPK pathway and proliferator activator receptor α, while reducing hydrogen peroxide accumulation in high-fat diet-fed rats, leading to significant decreases in hepatic lipid and ROS contents, body weight gain, and serum triglyceride and insulin levels.
• In Vitro:
  10,12-Tricosadiynoic acid-CoA rapidly inhibits ACOX1 activity in a time- and concentration-dependent manner. The activity of ACOX1 decreases by nearly 95% after 5 min of incubation with 10 eq of 10,12-Tricosadiynoic acid-CoA. ACOX1 activity is inhibited only if free 10,12-Tricosadiynoic Acid is activated as the CoA thioester, the substrate form. The inhibition of ACOX1 by 10,12-Tricosadiynoic acid-CoA is irreversible. And the kinetics parameters KI and kinact are calculated to be 680 nm and 3.18/min, respectively.
• Animal Research:
  Animal Model: Male Wistar rats (210-230 g) fed with high-fat diet. Dosage: 100 μg/kg. Administration: Oral gavage; daily; for 8 weeks

Storage & Handling

• Storage: -20°C
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

fatty, Inhibitor, insulin, oxidation, mono- acylglycerol acyltransferase, mitochondrial, metabolic, inhibit, Diacylglycerol acyltransferase, Diglyceride acyltransferase, acid, Acyltransferase, acyl-CoA:cholesterol acyltransferase, acyl-CoA oxidase-1, 10,12 Tricosadiynoic acid, 10,12Tricosadiynoic acid, 10,12-Tricosadiynoic acid, SIRT1-AMPK, ROS, TCDA, TDA, triglyceride

Compound Identifiers

PubChem CID

538457