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10E,12Z-octadecadienoic acid

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10E,12Z-octadecadienoic acid Basic information

Product Name:
10E,12Z-octadecadienoic acid
Synonyms:
  • LINOLEIC ACID (10-TRANS, 12-CIS)
  • DELTA 10 TRANS DELTA 12 CIS OCTADECADIENOIC ACID
  • CONJUGATED LINOLEIC ACID (10E,12Z)
  • CONJUGATED (10E,12Z)-LINOLEIC ACID
  • CLA 10TR,12C
  • 10E,Z12-CLA
  • (10E,12Z)-10,12-OCTADECADIENOIC ACID
  • 10E,12Z-CLA
CAS:
2420-56-6
MF:
C18H32O2
MW:
280.45
EINECS:
607-342-5
Mol File:
2420-56-6.mol
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10E,12Z-octadecadienoic acid Chemical Properties

Boiling point:
377.7±11.0 °C(Predicted)
Density 
0.911±0.06 g/cm3(Predicted)
Flash point:
14℃
storage temp. 
−20°C
solubility 
Chloroform (Slightly), Dichloromethane (Slightly), DMSO, Methanol (Slightly)
form 
Oil
pka
4.78±0.10(Predicted)
color 
Colourless
biological source
synthetic
Stability:
Light Sensitive
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Safety Information

Hazard Codes 
F,T
Risk Statements 
11-23/24/25-39/23/24/25
Safety Statements 
16-36/37-45
RIDADR 
UN 1170 3/PG 2 -Ethanol,solution
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10E,12Z-octadecadienoic acid Usage And Synthesis

Description

Conjugated linoleic acid (CLA) refers to a family of 8 geometric isomers of linoleic acid in which the two double bonds are contiguous. (The predominant form of linoleic acid in nature, 18:ω6, has double bonds at 9 and 12, interrupted by a methylene carbon.) CLA is found in both meat and dairy products, but it is not found to any significant degree in plants. The predominant isomer of CLA in animal tissue is 9Z,11E; smaller amounts of 10E,12Z also occur. Various antioxidant and antitumor activities have been attributed to CLA or its downstream metabolites. Reported health benefits of dietary supplementation with CLA have been attributed variously to competitive inhibition of Δ6-desaturase and/or PPARγ activation. [Matreya, LLC. Catalog No. 1249]

Uses

10-trans,12-cis-Linoleic Acid?is an isomer of Linoleic Acid (L467495). Linoleic Acid is a dietary unsaturated fatty acid, which increases the expression of adhesion molecules and attenuates Endothelial cell function. Linoleic Acid is anti-inflammatory, acne reductive, and moisture retentive when applied topically on the skin. It is popular in the beauty products industry because of its beneficial properties on the skin.

Definition

ChEBI: (10E,12Z)-octadecadienoic acid is an octadeca-10,12-dienoic acid having (10E,12Z)-configuration. It is a conjugate acid of a (10E,12Z)-octadecadienoate.

IC 50

PPARα

References

[1] RONALDO OLIVEIRA. Fatty Acid Profile of Milk and Cheese from Dairy Cows Supplemented a Diet with Palm Kernel Cake.[J]. Molecules, 2015, 20 8: 15434-15448. DOI: 10.3390/molecules200815434
[2] S Y MOYA-CAMARENA. Conjugated linoleic acid is a potent naturally occurring ligand and activator of PPARalpha.[J]. Journal of Lipid Research, 1999, 40 8: 1426-1433.
[3] YEONHWA PARK . Inhibition of hepatic stearoyl-CoA desaturase activity by trans-10,cis-12 conjugated linoleic acid and its derivatives[J]. Biochimica et biophysica acta. Molecular and cell biology of lipids, 2000, 1486 2: Pages 285-292. DOI: 10.1016/s1388-1981(00)00074-3
[4] ILANA PLATT  Ahmed E S. Effects of 9cis,11trans and 10trans,12cis CLA on osteoclast formation and activity from human CD14+ monocytes.[J]. Lipids in Health and Disease, 2009, 8: 15. DOI: 10.1186/1476-511x-8-15
[5] KUI-JIN KIM. ATF3 Mediates Anti-Cancer Activity of Trans-10, cis-12-Conjugated Linoleic Acid in Human Colon Cancer Cells.[J]. Biomolecules & Therapeutics, 2015, 23 2: 134-140. DOI: 10.4062/biomolther.2014.107
[6] EDURNE SIMóN. trans-10,cis-12 Conjugated linoleic acid prevents adiposity but not insulin resistance induced by an atherogenic diet in hamsters[J]. Journal of Nutritional Biochemistry, 2006, 17 2: Pages 126-131. DOI: 10.1016/j.jnutbio.2005.06.001

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