12-Octadecenoic acid, 10-oxo-, (12Z)-
- CAS No.
- 103521-29-5
- Chemical Name:
- 12-Octadecenoic acid, 10-oxo-, (12Z)-
- Synonyms
- 10-oxo-12(Z)-Octadecenoic Acid;12-Octadecenoic acid, 10-oxo-, (12Z)-
- CBNumber:
- CB29755279
- Molecular Formula:
- C18H32O3
- Molecular Weight:
- 296.44
- MDL Number:
- MOL File:
- 103521-29-5.mol
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS02,GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H225-H319 | |||||||||
| Precautionary statements | P210-P233-P240-P241-P242-P243-P264-P280-P303+P361+P353-P305+P351+P338-P337+P313-P370+P378-P403+P235-P501 | |||||||||
| NFPA 704 |
|
12-Octadecenoic acid, 10-oxo-, (12Z)- Chemical Properties,Uses,Production
Uses
10-Oxo-12(Z)-octadecenoic acid is an ester product.
Biological Activity
10-oxo-12(Z)-Octadecenoic acid is a metabolite of linoleic acid and an activator of transient receptor potential vanilloid 1 (TRPV1).1,2 It is formed from linoleic acid by conjugated linoleic acid dehydrogenase (CLA-DH) via a 10-hydroxy-12(Z)-octadecenoic acid intermediate and can also be produced from linoleic acid by gut microbiota.1 10-oxo-12(Z)-Octadecenoic acid (100 μM) selectively increases calcium levels in HEK293 cells expressing TRPV1 over those expressing TRPV2, TRPV3, TRPV4, and TRP melastatin 8 (TRPM8).2 It also induces inward currents in HEK293 cells expressing TRPV1, an effect that can be blocked by the TRPV1 antagonist capsazepine . Dietary administration of 10-oxo-12(Z)-octadecenoic acid (0.1% w/w) reduces weight gain and adipose tissue weight and increases the expression of the gene encoding mitochondrial uncoupling protein 1 (Ucp1) in wild-type, but not Trpv1 knockout, mice fed a high-fat diet. It also decreases plasma glucose and triglyceride levels in diabetic KKAy mice fed a high-fat diet.
References
1.Kishino, S., Takeuchi, M., Park, S.-B., et al.Polyunsaturated fatty acid saturation by gut lactic acid bacteria affecting host lipid compositionProc. Natl. Acad. Sci. USA110(44)17808-17813(2013) 2.Kim, M., Furuzono, T., Yamakuni, K., et al.10-oxo-12(Z)-octadecenoic acid, a linoleic acid metabolite produced by gut lactic acid bacteria, enhances energy metabolism by activation of TRPV1FASEB J.3(11)5036-5048(2017)
12-Octadecenoic acid, 10-oxo-, (12Z)- Preparation Products And Raw materials
Raw materials
Preparation Products
12-Octadecenoic acid, 10-oxo-, (12Z)- Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Shanghai EFE Biological Technology Co., Ltd. | 021-65675885 18964387627 | info@efebio.com | China | 9803 | 58 |
| TargetMol Chemicals Inc. | 15002134094 | marketing@targetmol.cn | China | 29641 | 58 |
| Cayman Chemical Company | 800-364-9897 | sales@caymanchem.com | China | 6838 | 58 |
| Enzo Biochem Inc | Enzo Biochem Inc. 13797054060 | Enzoname@qq.com | China | 6174 | 58 |
| Supplier | Advantage |
|---|---|
| Shanghai EFE Biological Technology Co., Ltd. | 58 |
| TargetMol Chemicals Inc. | 58 |
| Cayman Chemical Company | 58 |
| Enzo Biochem Inc | 58 |
