2420-56-6
Chemical Structure
(10E,12Z)-Octadeca-10,12-dienoic acid
Synonym(s): trans-10,cis-12 CLA2
- CAS No.: 2420-56-6
- Formula:C18H32O2
- Molecular Weight:280.45
IUPAC Name: (10E,12Z)-octadeca-10,12-dienoic acid
InChIKey: GKJZMAHZJGSBKD-NMMTYZSQSA-N
SMILES: CCCCC/C=C\C=C\CCCCCCCCC(O)=O
Biological Activity: (10E,12Z)-Octadeca-10,12-dienoic acid (trans-10,cis-12 CLA2) is an orally active PPARα activator and inhibits adipocyte differentiation. (10E,12Z)-Octadeca-10,12-dienoic acid and its downstream metabolites have various antioxidant and antitumor activities. (10E,12Z)-Octadeca-10,12-dienoic acid can induce proinflammatory cytokines and chemokines, which would lead to decreased adipogenesis and insulin resistance in adipose tissue. (10E,12Z)-Octadeca-10,12-dienoic acid can affect many aspects of milk fat synthesis. (10E,12Z)-Octadeca-10,12-dienoic acid reduces expression of lipogenic enzymes and inhibits the desaturation of fatty acids. (10E,12Z)-Octadeca-10,12-dienoic acid can reduce lipoprotein lipase (LPL) activity in cultured 3T3-L1 adipocytes and enhance triacylglycerol release from these cells. (10E,12Z)-Octadeca-10,12-dienoic acid decreases the expression of hepatic stearoyl-CoA desatyrase mRNA in mice. (10E,12Z)-Octadeca-10,12-dienoic acid is associated with changes in mucosal NF-κB and Cyclin D1 protein levels in mice[1][2][3][4][5][6].
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(10E,12Z)-Octadeca-10,12-dienoic acid | 99.1% | (10E,12Z)-Octadeca-10,12-dienoic acid (trans-10,cis-12 CLA2) is an orally active PPARα activator and inhibits adipocyte differentiation. (10E,12Z)-Octadeca-10,12-dienoic acid and its downstream metabolites have various antioxidant and antitumor activities. (10E,12Z)-Octadeca-10,12-dienoic acid can induce proinflammatory cytokines and chemokines, which would lead to decreased adipogenesis and insulin resistance in adipose tissue. (10E,12Z)-Octadeca-10,12-dienoic acid can affect many aspects of milk fat synthesis. (10E,12Z)-Octadeca-10,12-dienoic acid reduces expression of lipogenic enzymes and inhibits the desaturation of fatty acids. (10E,12Z)-Octadeca-10,12-dienoic acid can reduce lipoprotein lipase (LPL) activity in cultured 3T3-L1 adipocytes and enhance triacylglycerol release from these cells. (10E,12Z)-Octadeca-10,12-dienoic acid decreases the expression of hepatic stearoyl-CoA desatyrase mRNA in mice. (10E,12Z)-Octadeca-10,12-dienoic acid is associated with changes in mucosal NF-κB and Cyclin D1 protein levels in mice. | ||||||||||||||||||||
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- [1]. Houseknecht KL, et al. Dietary conjugated linoleic acid normalizes impaired glucose tolerance in the Zucker diabetic fatty fa/fa rat. Biochem Biophys Res Commun. 1998 Mar 27;244(3):678-82. [Content Brief]
- [2]. Shultz TD, et al.Inhibitory effect of conjugated dienoic derivatives of linoleic acid and beta-carotene on the in vitro growth of human cancer cells. Cancer Lett. 1992 Apr 15;63(2):125-33. [Content Brief]
- [3]. Park Y, et al Conjugated fatty acids as a prevention tool for obesity and osteoporosis[M]//Emerging trends in dietary components for preventing and combating disease. American Chemical Society, 2012: 393-405
- [4]. Gervais, R., et al., (2009). Effects of intravenous infusion of trans-10, cis-12 18:2 on mammary lipid metabolism in lactating dairy cows. Journal of dairy science, 92(10), 5167–5177. [Content Brief]
- [5]. Park, Y., et al., (1999). Evidence that the trans-10,cis-12 isomer of conjugated linoleic acid induces body composition changes in mice. Lipids, 34(3), 235–241. [Content Brief]
- [6]. Rajakangas, J., et al., (2003). Adenoma growth stimulation by the trans-10, cis-12 isomer of conjugated linoleic acid (CLA) is associated with changes in mucosal NF-kappaB and cyclin D1 protein levels in the Min mouse. The Journal of nutrition, 133(6), 1943–1948. [Content Brief]