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(±)-10-hydroxy-12(Z)-Octadecenoic Acid (Synonyms: 10-hydroxy-cis-12-Octadecenoic Acid)

Katalog-Nr.GC52013

An oxylipin and metabolite of linoleic acid

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(±)-10-hydroxy-12(Z)-Octadecenoic Acid Chemische Struktur

Cas No.: 34932-12-2

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Sample solution is provided at 25 µL, 10mM.

Description of (±)-10-hydroxy-12(Z)-Octadecenoic Acid

(±)-10-hydroxy-12(Z)-Octadecenoic acid is an oxylipin and metabolite of linoleic acid .1 It is formed from linoleic acid by conjugated linoleic acid-hydrase (CLA-HY) as an intermediate in CLA biosynthesis and can also be produced from linoleic acid by gut microbiota. (±)-10-hydroxy-12(Z)-Octadecenoic acid (30 µM) inhibits LPS-induced nitric oxide (NO) production, ERK phosphorylation, and increases in inducible NO synthase (iNOS) levels in BV-2 microglia cells.2 It reduces TNF-α, NO2, and IL-10 levels in LPS-stimulated and -unstimulated isolated dendritic bone marrow cells when used at a concentration of 100 µM.3 (±)-10-hydroxy-12(Z)-Octadecenoic acid (100 µM) decreases LPS-induced maturation of dendritic cells in isolated mouse bone marrow cells.

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.Ikeguchi, S., Izumi, Y., Kitamura, N., et al.Inhibitory effect of the gut microbial linoleic acid metabolites, 10-oxo-trans-11-octadecenoic acid and 10-hydroxy-cis-12-octadecenoic acid, on BV-2 microglial cell activationJ. Pharmacol. Sci.138(1)9-15(2018) 3.Bergamo, P., Luongo, D., Miyamoto, J., et al.Immunomodulatory activity of a gut microbial metabolite of dietary linoleic acid, 10-hydroxy-cis-12-octadecenoic acid, associated with improved antioxidant/detoxifying defencesJ. Funct. Foods11192-202(2014)

Chemical Properties of (±)-10-hydroxy-12(Z)-Octadecenoic Acid

Cas No. 34932-12-2 SDF
Überlieferungen 10-hydroxy-cis-12-Octadecenoic Acid
Canonical SMILES OC(C/C=C\CCCCC)CCCCCCCCC(O)=O
Formula C18H34O3 M.Wt 298.5
Löslichkeit Ethanol: 1 mg/ml Storage -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of (±)-10-hydroxy-12(Z)-Octadecenoic Acid

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1 mg 5 mg 10 mg
1 mM 3.3501 mL 16.7504 mL 33.5008 mL
5 mM 0.67 mL 3.3501 mL 6.7002 mL
10 mM 0.335 mL 1.675 mL 3.3501 mL
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