Name | 10,12-Tricosadiynoic acid |
Synonyms | TIMTEC-BB SBB009036 10,12-Tricosadiynoicaci 10,12-Tricosadiynoic acid 10,12-TRICOSADIYNOIC ACID tricosa-10,12-diynoic acid |
CAS | 66990-30-5 |
InChI | InChI=1/C23H38O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23(24)25/h2-10,15-22H2,1H3,(H,24,25) |
Molecular Formula | C23H38O2 |
Molar Mass | 346.55 |
Density | 0.938g/cm3 |
Melting Point | 56-60°C |
Boling Point | 498.8°C at 760 mmHg |
Flash Point | 236°C |
Water Solubility | Insoluble in water. |
Vapor Presure | 2.62E-11mmHg at 25°C |
BRN | 1880414 |
Storage Condition | Refrigerator |
Sensitive | Light Sensitive |
Refractive Index | 1.486 |
MDL | MFCD00041683 |
In vitro study | 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. 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 −1 , respectively. 10,12-Tricosadiynoic acid is the precursor of 10,12-Tricosadiynoic acid-CoA and is transformed into 10,12-Tricosadiynoic acid-CoA by peroxisomal very long chain acyl-CoA synthetase (VLACS) after entering into cells, and it inhibits ACOX1 in vivo. 10,12-Tricosadiynoic acid (500 nM) inhibits acyl-CoA oxidase-1 (ACOX1) activity. 10,12-Tricosadiynoic acid treatment abrogates the protective effect by Sirt5 siRNA. |
Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. |
WGK Germany | 3 |
FLUKA BRAND F CODES | 10-23 |
HS Code | 29161900 |
biological activity | 10,12-Tricosadiynoic acid is a highly specific, selective, acyl-CoA oxidase -1 (ACOX1) inhibitors with high affinity and oral activity. 10,12-tricosadiynoic acid can improve mitochondrial lipid and ROS metabolism, and can be used in the study of metabolic diseases caused by high fat diet or obesity. |
Target | Acyl-CoA oxidase-1 (ACOX1). |
Animal Model: | Male Wistar rats (210-230 g) fed with high fat diet |
Dosage: | 100 μg/kg |
Administration: | Oral gavage; daily; for 8 weeks |
Result: | Reduced hydrogen peroxide accumulation in high fat diet-fed rats, which significantly decreased hepatic lipid and ROS contents, reduced body weight gain, and decreased serum triglyceride and insulin levels. |