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9(S),12(S),13(S)-TriHOME (Synonyms: (-)-Pinellic Acid, 9S,12S,13S-Pinellic Acid)

Katalog-Nr.GC46753 Copy One-Click Copy Product Info

An oxylipin

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9(S),12(S),13(S)-TriHOME Chemische Struktur

Cas No.: 97134-11-7

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Sample solution is provided at 25 µL, 10mM.



Description of 9(S),12(S),13(S)-TriHOME

9(S),12(S),13(S)-TriHOME is a linoleic acid-derived oxylipin that has diverse biological activities.1,2,3,4 It has been found in various plants and is produced in human eosinophils in a 15-lipoxygenase-dependent, soluble epoxide hydrolase-independent manner.1,5 9(S),12(S)13(S)-TriHOME inhibits antigen-induced β-hexosaminidase release from RBL-2H3 mast cells (IC50 = 28.7 µg/ml).2 It inhibits LPS-induced nitric oxide (NO) production in BV-2 microglia (IC50 = 40.95 µM).3 In vivo, 9(S),12(S),13(S)-TriHOME (1 g/animal) enhances the antiviral IgA and IgG antibody responses induced by a nasal influenza hemagglutinin (HA) vaccine by 5.2- and 2-fold, respectively, in mice.4

1.Hamberg, M., and Hamberg, G.Peroxygenase-catalyzed fatty acid epoxidation in cereal seeds: Sequential oxidation of linoleic acid into 9(S),12(S),13(S)-trihydroxy-10(E)-octadecenoic acidPlant Physiol.110(3)807-815(1996) 2.Hong, S.S., and Oh, J.S.Inhibitors of antigen-induced degranulation of RBL-2H3 cells isolated from wheat branJ. Korean Soc. Appl. Biol. Chem.5569-74(2012) 3.Kim, C.S., Kwon, O.W., Kim, S.Y., et al.Five new oxylipins from Chaenomeles sinensisLipids49(11)1151-1159(2014) 4.Shirahata, T., Sunazuka, T., Yoshida, K., et al.Total synthesis, elucidation of absolute stereochemistry, and adjuvant activity of trihydroxy fatty acidsTetrahedron62(40)9483-9496(2006) 5.Fuchs, D., Tang, X., Johnsson, A.-K., et al.Eosinophils synthesize trihydroxyoctadecenoic acids (TriHOMEs) via a 15-lipoxygenase dependent processBiochim. Biophys. Acta Mol. Cell Biol. Lipids1865(4)158611(2020)

Chemical Properties of 9(S),12(S),13(S)-TriHOME

Cas No. 97134-11-7 SDF
Überlieferungen (-)-Pinellic Acid, 9S,12S,13S-Pinellic Acid
Canonical SMILES CCCCC[C@H](O)[C@@H](O)/C=C/[C@@H](O)CCCCCCCC(O)=O
Formula C18H34O5 M.Wt 330.5
Löslichkeit Ethanol: soluble Storage Store at -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 9(S),12(S),13(S)-TriHOME

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1 mg 5 mg 10 mg
1 mM 3.0257 mL 15.1286 mL 30.2572 mL
5 mM 605.1 μL 3.0257 mL 6.0514 mL
10 mM 302.6 μL 1.5129 mL 3.0257 mL
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Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid concentration mg/mL, Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug. )

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Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.

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3. All of the above co-solvents are available for purchase on the GlpBio website.

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Average Rating: 5 ★★★★★ (Based on Reviews and 23 reference(s) in Google Scholar.)

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