Name | 10,12-Tricosadiynoic acid |
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Synonyms |
tricosa-10,12-diynoic acid
MFCD00041683 10,12-TRICOSADIYNOIC ACID |
Description | 10,12-Tricosadiynoic acid is a highly specific, selective, high affinity and orally active acyl-CoA oxidase-1 (ACOX1) inhibitor. 10,12-Tricosadiynoic acid can treat high fat diet- or obesity-induced metabolic diseases by improving mitochondrial lipid and ROS metabolism[1]. |
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Related Catalog | |
Target |
Acyl-CoA oxidase-1 (ACOX1)[1]. |
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. 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[1]. 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[1]. |
In Vivo | 10,12-Tricosadiynoic acid (100 μg/kg; oral gavage; daily; for 8 weeks; male Wistar rats) treatment increases hepatic mitochondrial fatty acid oxidation (FAO) via activation of the SIRT1-AMPK (adenosine 5′-monophosphate-activated protein kinase) pathway and proliferator activator receptor α and reduces hydrogen peroxide accumulation in high fat diet-fed rats, which significantly decreases hepatic lipid and ROS contents, reduces body weight gain, and decreases serum triglyceride and insulin levels[1]. Animal Model: Male Wistar rats (210-230 g) fed with high fat diet[1] 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. |
References |
Density | 0.9±0.1 g/cm3 |
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Boiling Point | 498.8±28.0 °C at 760 mmHg |
Melting Point | 56-60 °C |
Molecular Formula | C23H38O2 |
Molecular Weight | 346.547 |
Flash Point | 236.0±18.7 °C |
Exact Mass | 346.287170 |
PSA | 37.30000 |
LogP | 9.17 |
Vapour Pressure | 0.0±2.7 mmHg at 25°C |
Index of Refraction | 1.487 |
Storage condition | Refrigerator |
Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
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Safety Phrases | S22-S24/25 |
RIDADR | NONH for all modes of transport |
WGK Germany | 3 |
HS Code | 2916190090 |
~48% 66990-30-5 |
Literature: Usov, O. M.; Tret'yakov, E. V.; Sveshnikova, L. L.; Shvartsberg, M. S. Russian Chemical Bulletin, 1995 , vol. 44, # 10 p. 1929 - 1932 Izvestiya Akademi Nauk, Seriya Khimicheskaya, 1995 , # 10 p. 2009 - 2012 |
~% 66990-30-5 |
Literature: Angewandte Chemie, , vol. 88, p. 805 - 806 |
Precursor 3 | |
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DownStream 1 | |
HS Code | 2916190090 |
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Summary | 2916190090 unsaturated acyclic monocarboxylic acids, their anhydrides, halides, peroxides, peroxyacids and their derivatives。supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward)。VAT:17.0%。tax rebate rate:9.0%。MFN tariff:6.5%。general tariff:30.0% |