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H9146 Sigma-Aldrich

13(S)-Hydroxyoctadeca-9Z,11E-dienoic acid

90-100 μg/mL in ethanol, ≥98%

Synonym: 13(S)-HODE

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience, Gene Regulation and Expression,
Quality Level   100
assay   ≥98%
concentration   90-100 μg/mL in ethanol
storage temp.   −20°C
SMILES string   CCCCC[C@H](O)\C=C\C=C/CCCCCCCC(O)=O
InChI   1S/C18H32O3/c1-2-3-11-14-17(19)15-12-9-7-5-4-6-8-10-13-16-18(20)21/h7,9,12,15,17,19H,2-6,8,10-11,13-14,16H2,1H3,(H,20,21)/b9-7-,15-12+/t17-/m0/s1
InChI key   HNICUWMFWZBIFP-IRQZEAMPSA-N

Description

Biochem/physiol Actions

Expression of 15-lipoxygenase-1 (15-LOX-1) and its main product, 13(S)-HODE, are decreased in human colorectal and esophageal cancers. Certain non-steroidal anti-inflammatory drugs (NSAIDs) can induce apoptosis in human colon cancer cells by increased expression of 15-LOX-1, which down-regulates PPAR-delta through 13-HODE.

PPARγ agonist

Features and Benefits

This compound is featured on the Nuclear Receptors (PPARs) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Packaging

Packaged under Argon.

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
RIDADR 
UN1170 - class 3 - PG 2 - Ethanol
WGK Germany 
1
Flash Point(F) 
57.2 °F
Flash Point(C) 
14 °C

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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